22
Test report Number 8866 5 Object of analysis: 8866 5 Customer: Samples: 1 Batch: Arrived on: 2020/02/22 Subject: Identification, other ingredients, density measurement, quantification Method(s): NMR (nuclear magnetic resonance spectroscopy) qNMR (quantitative NMR) Instrumentation: Bruker Avance III 700 MHz NMR spectrometer Mettler Toledo ME204 analytical balance Hamilton 1 mL gastight syringe, model 1001 TLL Sample / Analysis Method Status Result Value 8866 5: Identification NMR N Testosterone enanthate [315-37-7] Identified Other ingredients NMR N Benzyl benzoate [120-51-4] Benzyl alcohol [100-51-6] Ricinolein [2540-54-7] Ethyl oleate [111-62-6] Identified Density Mass divided by volume N ρoil= 0.8562 g 0.83 mL = 1.03 g mL 1.03 g mL Quantification qNMR N Component Testosterone enanthate Benzyl benzoate Benzyl alcohol Ricinolein Ethyl oleate Mass% 30.8% 10.8% 1.9% 28.9% 26.0% mg/mL 318 mg/mL 112 mg/mL 19 mg/mL 298 mg/mL 268 mg/mL Method status: G = GMP A = accreditated V = generally validated P = validated on product N = not validated E = external lab Remarks: “8866 5” contained testosterone enanthate. The uncertainty of volume measurement using Hamilton 1 mL syringe was ±0.01 mL. Signatures: Date: 2020/03/03

Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

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Page 1: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

Test report Number 8866 5

Object of analysis: 8866 5

Customer: Samples: 1

Batch: Arrived on: 2020/02/22

Subject: Identification, other ingredients, density measurement, quantification

Method(s): NMR (nuclear magnetic resonance spectroscopy) qNMR (quantitative NMR)

Instrumentation: Bruker Avance III 700 MHz NMR spectrometer Mettler Toledo ME204 analytical balance Hamilton 1 mL gastight syringe, model 1001 TLL

Sample / Analysis Method Status Result Value

8866 5:

Identification NMR N Testosterone enanthate [315-37-7] Identified

Other ingredients NMR N Benzyl benzoate [120-51-4] Benzyl alcohol [100-51-6] Ricinolein [2540-54-7] Ethyl oleate [111-62-6]

Identified

Density Mass divided by

volume

N ρoil=

0.8562 g 0.83 mL

= 1.03 g

mL 1.03

gmL

Quantification qNMR N Component

Testosterone enanthate Benzyl benzoate Benzyl alcohol Ricinolein Ethyl oleate

Mass%

30.8% 10.8% 1.9%

28.9% 26.0%

mg/mL

318 mg/mL 112 mg/mL 19 mg/mL

298 mg/mL 268 mg/mL

Method status: G = GMP A = accreditated V = generally validated P = validated on product N = not validated E = external lab

Remarks: “8866 5” contained testosterone enanthate.

The uncertainty of volume measurement using Hamilton 1 mL syringe was ±0.01 mL.

Signatures: Date: 2020/03/03

Page 2: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

Quantitative analysis of the "8866 5" sample

For the ¹H qNMR experiment, 64 scans were acquired, recycling delay was set to 20 seconds, 90° pulse was used.

Compound [CAS number] Molar mass Weight taken

Chemical shift

of chosen ¹H

NMR signal

Integral of that

¹H NMR signal

Number of H's

under that

signal

Content in

the oil

(mass%)

Sum mg/mL

Testosterone enanthate [315-37-7] 400.59 g/mol 5.62 ppm 1.0000 1 30.8% 318 mg/mL

Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL

Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19 mg/mL

Ricinolein [2540-54-7] 933.45 g/mol 4.17 ppm 0.8045 2 28.9% 298 mg/mL

Ethyl oleate [111-62-6] 310.52 g/mol 4.06 ppm 2.1742 2 26.0% 268 mg/mL

1,4-Dimethoxybenzene [150-78-7] 138.17 g/mol 0.0725 g 6.82 ppm 20.0764 4 99.0%

Reference for the calculation method:

https://doi.org/10.1016/j.jpba.2010.02.007

0.1345 g of the oil ("8866 5") and 0.0725 g of 1,4-dimethoxybenzene (99+% purity) were directly weighed into an NMR tube, and 0.6 mL of acetone-d6 was added.

Shaked at room temperature, giving a homogeneous solution.

Rundlöf, T.; Mathiasson, M.; Bekiroglu, S.; Hakkarainen, B.; Bowden, T.; Arvidsson, T. Survey and qualification of internal standards for quantification by ¹H NMR

spectroscopy, J. Pharm. Biomed. Anal. 2010, 52, 5, 645-651.

0.1345 g 98.4%

* In this sample the carrier oil was ethyl oleate and ricinolein.

https://en.wikipedia.org/wiki/Ethyl_oleate

https://en.wikipedia.org/wiki/Ricinolein

Page 3: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

� Photo of the sample

8866 5

Page 4: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

10.0 9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 ppm

-0.000

0.842

0.873

0.880

0.883

1.177

1.183

1.193

1.203

1.285

1.302

1.309

1.460

1.465

1.472

1.475

1.481

1.487

1.490

1.536

1.541

1.556

1.566

1.577

1.588

1.599

1.605

1.621

1.626

1.640

1.738

1.756

1.974

1.976

2.019

2.021

2.024

2.028

2.038

2.048

2.060

2.069

2.170

2.189

2.199

2.207

2.216

2.231

2.238

2.249

2.259

2.265

2.271

2.276

2.281

2.287

2.290

2.297

2.301

2.307

2.312

2.317

2.350

2.357

2.374

3.702

4.046

4.057

4.067

4.077

4.171

4.180

4.188

4.319

4.324

4.579

4.591

4.603

4.627

5.341

5.349

5.358

5.446

5.473

5.618

6.822

7.327

7.370

7.381

7.392

7.467

7.475

7.477

7.477

7.485

7.486

7.488

7.599

8.044

8.046

8.056

8.057

3.1

195

10.7

422

1.0

430

0.9

291

7.4

072

49.6

052

3.3

092

10.3

516

0.9

496

0.9

452

1.2

267

7.5

365

1.1

941

10.7

480

1.9

951

0.2

380

0.5

435

1.1

810

30.3

583

2.1

742

0.8

045

0.7

686

1.0

229

0.4

321

0.4

355

3.7

797

2.1

319

1.0

000

20.0

764

0.2

230

0.4

779

1.1

225

1.2

951

2.6

659

0.6

798

1.3

254

Current Data ParametersNAME Sample-8866-5-DiMeOBn_2020-03-03_Acetone-d6EXPNO 2

PROCNO 1

F2 - Acquisition Parameters

Date_ 20200303Time 17.21INSTRUM spect

PROBHD 5 mm PABBO BB-PULPROG zgTD 131072

SOLVENT AcetoneNS 64DS 4

SWH 12626.263 HzFIDRES 0.096331 HzAQ 5.1904511 sec

RG 4DW 39.600 usecDE 6.50 usec

TE 298.2 KD1 20.00000000 secTD0 1

======== CHANNEL f1 ========SFO1 700.0842005 MHz

NUC1 1HP1 15.83 usecPLW1 26.00000000 W

F2 - Processing parametersSI 262144

SF 700.0800301 MHzWDW EMSSB 0

LB 0.10 HzGB 0PC 1.00

Sample:qNMR

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

1H

TM

S

Aceto

ne-d

5-

1,4

-dim

eth

oxybenzene

1,4

-dim

eth

oxybenzene

Page 5: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

6.66.76.86.97.07.17.27.37.47.57.67.77.87.98.08.18.28.3 ppm

6.822

7.203

7.214

7.283

7.294

7.304

7.316

7.327

7.337

7.343

7.354

7.370

7.381

7.392

7.467

7.475

7.477

7.477

7.485

7.486

7.488

7.588

7.599

7.609

8.044

8.046

8.056

8.057

20.0

764

0.2

230

0.4

779

1.1

225

1.2

951

2.6

659

0.6

798

1.3

254

Sample:qNMR

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

1H

Expansion

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

12

6

3

54

O

O

1

6

2

5

3

4

Benzyl benzoate

1,4

-dim

eth

oxybenzene

1,4-Dimethoxybenzene

1

6

2

5

3

4

O

O

Benzyl alc

ohol

Benzyl alc

ohol

OH1

6

2

5

3

4

Benzyl alcohol

Page 6: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

3.33.43.53.63.73.83.94.04.14.24.34.44.54.64.74.84.95.05.15.25.35.45.55.65.75.85.96.06.1 ppm

3.317

3.568

3.574

3.702

4.046

4.057

4.067

4.077

4.163

4.171

4.180

4.188

4.319

4.324

4.336

4.341

4.579

4.591

4.603

4.627

5.275

5.326

5.341

5.349

5.358

5.431

5.436

5.446

5.456

5.463

5.473

5.483

5.488

5.618

0.5

435

1.1

810

30.3

583

2.1

742

0.8

045

0.7

686

1.0

229

0.4

321

0.4

355

3.7

797

2.1

319

1.0

000

Sample:qNMR

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

1H

Expansion

Testo

ste

rone e

nanth

ate

C

H-4

Ric

inole

in -

CH

=C

H-

Benzyl benzoate

CH

2

Eth

yl ole

ate

C

H=

CH

Gly

cery

l C

H-O

Benzyl alc

ohol

CH

2

Testo

ste

rone e

nanth

ate

C

H-1

7

Eth

yl ole

ate

O

-CH

2

1,4

-dim

eth

oxybenzene

Gly

cery

l C

H2a-O

Gly

cery

l C

H2b-O

Ric

inole

in C

H-O

H

Page 7: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

0.70.80.91.01.11.21.31.41.51.61.71.81.92.02.12.22.32.42.52.62.72.8 ppm

0.842

0.873

0.880

0.883

0.966

0.971

0.985

0.990

1.040

1.050

1.056

1.177

1.183

1.193

1.203

1.285

1.302

1.309

1.454

1.460

1.465

1.472

1.475

1.481

1.487

1.490

1.494

1.501

1.506

1.536

1.541

1.547

1.556

1.566

1.577

1.588

1.599

1.605

1.621

1.626

1.636

1.640

1.646

1.733

1.738

1.743

1.751

1.756

1.801

1.819

1.969

1.974

1.976

1.981

1.989

1.993

1.996

2.000

2.019

2.021

2.024

2.028

2.038

2.048

2.060

2.069

2.105

2.114

2.125

2.170

2.176

2.189

2.199

2.207

2.216

2.231

2.238

2.249

2.259

2.265

2.271

2.276

2.281

2.287

2.290

2.297

2.301

2.307

2.312

2.317

2.328

2.336

2.350

2.352

2.357

2.359

2.374

2.381

2.392

2.394

2.400

2.402

3.1

195

10.7

422

1.0

430

0.9

291

7.4

072

49.6

052

3.3

092

10.3

516

0.9

496

0.9

452

1.2

267

7.5

365

1.1

941

10.7

480

1.9

951

0.2

380

Sample:qNMR

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

Aceto

ne-d

5-

Testo

ste

rone e

nanth

ate

C

H2-7

a

Testo

ste

rone e

nanth

ate

C

H2-1

2a

Testo

ste

rone e

nanth

ate

C

H2-1

6b

Testo

ste

rone e

nanth

ate

C

H2-1

1b

Testo

ste

rone e

nanth

ate

C

H-1

4

Testo

ste

rone e

nanth

ate

C

H2-7

b

Testo

ste

rone e

nanth

ate

C

H-9

Testo

ste

rone e

nanth

ate

C

H2-1

2b

Testo

ste

rone e

nanth

ate

C

H3-1

8

Eth

yl ole

ate

C

H3

Ric

inole

in

Testo

ste

rone e

nanth

ate

C

H3-1

9

Eth

yl ole

ate

Eth

yl ole

ate

O

-CH

2-C

H3

Ric

inole

in

Eth

yl ole

ate

Ric

inole

in

Testo

ste

rone e

nanth

ate

C

H2-1

a

Testo

ste

rone e

nanth

ate

C

H2-2

a,

CH

2-6

a

Testo

ste

rone e

nanth

ate

C

H2-2

b

Testo

ste

rone e

nanth

ate

C

H2-1

6a

Testo

ste

rone e

nanth

ate

C

H2-6

b

Eth

yl ole

ate

O

-CH

2

Eth

yl ole

ateR

icin

ole

in

Ric

inole

in

1H

Expansion

Page 8: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

14.368

14.522

17.504

21.151

23.093

23.246

23.932

25.488

25.519

25.563

25.683

26.409

27.688

27.715

27.944

27.954

28.111

32.131

32.213

32.539

32.603

33.051

34.290

34.388

34.510

34.722

35.960

36.294

36.409

37.380

37.732

39.131

43.117

50.832

54.506

55.687

60.253

62.621

64.551

66.984

69.760

71.486

82.553

115.202

124.250

127.149

127.165

127.189

127.396

128.639

128.668

128.764

128.794

129.216

129.242

130.137

130.374

130.453

130.517

130.551

131.012

131.751

131.769

133.782

137.242

143.235

154.587

166.391

170.464

172.860

173.134

173.333

173.384

197.942

205.832

Current Data ParametersNAME Sample-8866-5-DiMeOBn_2020-03-03_Acetone-d6EXPNO 4

PROCNO 1

F2 - Acquisition Parameters

Date_ 20200303Time 17.58INSTRUM spect

PROBHD 5 mm PABBO BB-PULPROG zgpg30TD 65536

SOLVENT AcetoneNS 256DS 4

SWH 41666.668 HzFIDRES 0.635783 HzAQ 0.7864320 sec

RG 2050DW 12.000 usecDE 7.71 usec

TE 298.1 KD1 2.00000000 secD11 0.03000000 sec

TD0 1

======== CHANNEL f1 ========

SFO1 176.0537397 MHzNUC1 13CP1 9.57 usec

PLW1 60.00000000 W

======== CHANNEL f2 ========

SFO2 700.0828003 MHzNUC2 1HCPDPRG[2 waltz16

PCPD2 65.00 usecPLW2 26.00000000 WPLW12 1.47850001 W

PLW13 0.62465000 W

F2 - Processing parameters

SI 262144SF 176.0351356 MHzWDW EM

SSB 0LB 1.00 HzGB 0

PC 1.40

210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

Sample:qNMR sample

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

Aceto

ne-d

6

Aceto

ne-d

6

1,4

-dim

eth

oxybenzene

1,4

-dim

eth

oxybenzene

1,4

-dim

eth

oxybenzene

APT

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Page 9: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

165170175180185190195200205 ppm

166.391

170.464

172.860

173.134

173.333

173.384

197.942

205.832

165170175180185190195200205 ppm

Sample:qNMR sample

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

Aceto

ne-d

6

Testo

ste

rone e

nanth

ate

C

-3

13

149810

171211

15

16

756

1

4

2

3H

H

H

O

O

1

2 3

4 5

6 7

O

Testosterone enanthate

18

19

Testo

ste

rone e

nanth

ate

C

-5

Benzyl benzoate

CO

O

Testo

ste

rone e

nanth

ate

C

-1'

Eth

yl ole

ate

C

OO

Ric

inole

in C

OO

APT

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Page 10: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

115120125130135140145150155 ppm

115.202

124.250

127.149

127.165

127.189

127.396

128.639

128.668

128.764

128.794

129.216

129.242

130.137

130.374

130.453

130.517

130.551

131.012

131.751

131.769

133.782

137.242

143.235

154.587

115120125130135140145150155 ppm

Sample:qNMR sample

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

1,4

-dim

eth

oxybenzene 1,4

1,4

-dim

eth

oxybenzene 2,3

,5,6

Testo

ste

rone e

nanth

ate

C

H-4

Benzyl benzoate

1

4

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

1

Benzyl benzoate

Ric

inole

in C

=C

Eth

yl ole

ate

C

=C

Benzyl alc

ohol

1 6

2

Benzyl alc

ohol

4

Benzyl alc

ohol

APT

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Page 11: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

455055606570758085 ppm

43.117

50.832

54.506

55.687

60.253

62.621

64.551

66.984

69.760

71.486

82.553

455055606570758085 ppm

Sample:qNMR sample

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

Testo

ste

rone e

nanth

ate

C

H-1

7

Testo

ste

rone e

nanth

ate

C

H-9

Testo

ste

rone e

nanth

ate

C

H-1

4

Testo

ste

rone e

nanth

ate

C

-13

OM

e

1,4

-dim

eth

oxybenzene

Benzyl benzoate

CH

2

Eth

yl ole

ate

O

-CH

2

Gly

ce

ryl C

H2-1

,3

Ric

inole

in C

H-O

H

Gly

cery

l C

H-2

Benzyl alc

ohol

CH

2

APT

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Page 12: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

15202530354045 ppm

12.327

14.277

14.345

14.368

14.522

17.504

21.151

23.093

23.246

23.932

25.488

25.519

25.563

25.683

26.409

27.688

27.715

27.944

27.954

28.111

32.131

32.213

32.539

32.603

33.051

34.290

34.388

34.510

34.722

35.960

36.294

36.409

37.380

37.732

39.131

43.117

15202530354045 ppm

Sample:qNMR sample

8866-5 (0.1345 g) + 1,4-dimethoxybenzene (0.0725 g, internal standard, 99+% purity) in acetone-d6

APT

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Aceto

ne-d

6

Page 13: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

10.0 9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 ppm

0.792

0.841

0.846

0.851

0.856

0.861

0.866

1.145

1.159

1.169

1.179

1.232

1.246

1.280

1.291

1.301

1.310

1.319

1.328

1.336

1.341

1.345

1.354

1.360

1.498

1.509

1.519

1.528

1.568

1.580

1.585

1.594

1.607

1.956

1.963

1.971

1.973

1.981

1.990

2.058

2.068

2.077

2.235

2.246

2.249

2.254

2.257

2.259

2.265

2.269

2.275

2.370

2.384

2.386

2.391

2.503

2.505

2.508

2.511

2.513

3.326

4.022

4.032

4.042

4.052

4.350

4.357

4.498

4.506

4.524

4.536

4.537

4.548

5.308

5.315

5.322

5.362

5.630

7.315

7.321

7.357

7.367

7.399

7.408

7.410

7.420

7.471

7.472

7.482

7.484

7.524

7.535

7.536

7.546

7.657

7.667

8.001

8.003

8.006

8.011

8.013

8.015

3.3

156

7.7

752

1.1

041

1.1

140

1.1

725

4.0

832

2.5

628

38.6

058

1.2

913

6.2

573

3.1

611

1.0

805

1.0

279

5.4

886

2.8

311

1.1

897

6.2

667

2.0

639

1.3

435

0.1

248

0.7

353

0.8

575

1.3

126

0.6

032

0.5

966

0.8

380

0.6

114

1.0

110

0.2

990

0.3

066

4.9

207

1.0

000

0.2

997

1.1

595

0.8

485

1.6

875

1.6

778

1.6

882

0.8

379

1.6

603

Current Data ParametersNAME Sample-8866-5_2020-02-22_DMSO-d6EXPNO 2

PROCNO 1

F2 - Acquisition Parameters

Date_ 20200223Time 10.19INSTRUM spect

PROBHD 5 mm PABBO BB-PULPROG zg30TD 65536

SOLVENT DMSONS 64DS 2

SWH 12626.263 HzFIDRES 0.192661 HzAQ 2.5952256 sec

RG 25.4DW 39.600 usecDE 6.50 usec

TE 298.1 KD1 2.00000000 secTD0 1

======== CHANNEL f1 ========SFO1 700.0850406 MHz

NUC1 1HP1 15.50 usecPLW1 26.00000000 W

F2 - Processing parametersSI 262144

SF 700.0800000 MHzWDW EMSSB 0

LB 0.10 HzGB 0PC 1.00

1H

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

DM

SO

-d5

-

TM

S

H O 2

Page 14: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

7.107.157.207.257.307.357.407.457.507.557.607.657.707.757.807.857.907.958.008.058.108.158.208.258.308.35 ppm

7.216

7.222

7.228

7.315

7.321

7.344

7.346

7.348

7.354

7.357

7.359

7.365

7.367

7.369

7.399

7.401

7.408

7.410

7.417

7.420

7.471

7.472

7.482

7.484

7.524

7.527

7.535

7.536

7.544

7.546

7.655

7.657

7.658

7.666

7.667

7.669

7.676

7.678

7.680

8.001

8.003

8.006

8.011

8.013

8.015

8.017

0.2

997

1.1

595

0.8

485

1.6

875

1.6

778

1.6

882

0.8

379

1.6

603

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

1H

Expansion

12

6

3

54

O

O

1

6

2

5

3

4

Benzyl benzoate

OH1

6

2

5

3

4

Benzyl alcohol

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

Benzyl benzoate

Benzyl alc

ohol

Benzyl alc

ohol

Page 15: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

3.33.43.53.63.73.83.94.04.14.24.34.44.54.64.74.84.95.05.15.25.35.45.55.65.75.85.96.06.1 ppm

3.326

3.401

3.409

3.416

3.423

4.022

4.032

4.042

4.052

4.106

4.115

4.123

4.132

4.254

4.260

4.272

4.277

4.350

4.357

4.498

4.506

4.524

4.536

4.537

4.548

5.151

5.159

5.167

5.188

5.194

5.199

5.293

5.301

5.308

5.315

5.322

5.329

5.338

5.348

5.350

5.362

5.370

5.372

5.374

5.391

5.401

5.411

5.416

5.427

5.630

0.7

353

0.8

575

1.3

126

0.6

032

0.5

966

0.8

380

0.6

114

1.0

110

0.2

990

0.3

066

4.9

207

1.0

000

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

1H

Expansion

H O 2

Testo

ste

rone e

nanth

ate

C

H-4

Testo

ste

rone e

nanth

ate

C

H-1

7

Benzyl alc

ohol

Benzyl benzoate

Benzyl alc

ohol

CH

2

OH

CH

2

OR

OR

OR

Glyceryl

Gly

cery

l C

H-2

Gly

cery

l C

H2-1

a, C

H2-3

a

Gly

cery

l C

H2-1

b, C

H2-3

b

1

2

3

Testo

ste

rone e

nanth

ate

C

H-1

7

12

6

3

54

O

O

1

6

2

5

3

4

Benzyl benzoate

OH1

6

2

5

3

4

Benzyl alcohol

Eth

yl ole

ate

O

-CH

2

Ric

inole

in -

OH

Ric

inole

in C

H-O

H

Eth

yl ole

ate

-

CH

=C

H-

Ric

inole

in -

CH

=C

H-

Page 16: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

0.70.80.91.01.11.21.31.41.51.61.71.81.92.02.12.22.32.42.52.62.72.8 ppm

0.792

0.841

0.846

0.851

0.856

0.861

0.866

0.879

0.897

0.901

0.912

0.918

0.941

0.956

1.050

1.059

1.060

1.066

1.076

1.131

1.145

1.159

1.169

1.179

1.232

1.246

1.280

1.291

1.301

1.310

1.319

1.322

1.328

1.336

1.341

1.345

1.354

1.360

1.442

1.444

1.461

1.498

1.509

1.519

1.528

1.564

1.568

1.573

1.580

1.585

1.594

1.600

1.607

1.612

1.659

1.663

1.672

1.676

1.770

1.788

1.937

1.941

1.944

1.948

1.956

1.963

1.971

1.973

1.981

1.990

2.049

2.058

2.064

2.068

2.077

2.085

2.095

2.143

2.162

2.167

2.227

2.230

2.235

2.246

2.249

2.254

2.257

2.259

2.265

2.269

2.275

2.362

2.370

2.384

2.386

2.391

2.408

2.503

2.505

2.508

2.511

2.513

3.3

156

7.7

752

1.1

041

1.1

140

1.1

725

4.0

832

2.5

628

38.6

058

1.2

913

6.2

573

3.1

611

1.0

805

1.0

279

5.4

886

2.8

311

1.1

897

6.2

667

2.0

639

1.3

435

0.1

248

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

1H

Expansion

DM

SO

-d5

-

Testo

ste

rone e

nanth

ate

C

H2-2

a, C

H2-6

a

Testo

ste

rone e

nanth

ate

C

H2-6

b

Testo

ste

rone e

nanth

ate

C

H2-2

b

Testo

ste

rone e

nanth

ate

C

H2-1

6a

Testo

ste

rone e

nanth

ate

C

H2-1

a

Testo

ste

rone e

nanth

ate

C

H2-7

a

Testo

ste

rone e

nanth

ate

C

H2-1

2a

Testo

ste

rone e

nanth

ate

C

H2-2

'

Testo

ste

rone e

nanth

ate

C

H2-1

b, C

H2-1

5a, C

H-8

Testo

ste

rone e

nanth

ate

C

H2-1

6b

Testo

ste

rone e

nanth

ate

C

H2-1

1b

Testo

ste

rone e

nanth

ate

C

H2-1

5b

Testo

ste

rone e

nanth

ate

C

H2-3

', C

H2-1

1a

Testo

ste

rone e

nanth

ate

C

H3-1

9

Testo

ste

rone e

nanth

ate

C

H2-4

', C

H2-5

', C

H2-6

'

Testo

ste

rone e

nanth

ate

C

H2-1

2b

Testo

ste

rone e

nanth

ate

C

H-1

4

Testo

ste

rone e

nanth

ate

C

H2-7

b

Testo

ste

rone e

nanth

ate

C

H-9

Testo

ste

rone e

nanth

ate

C

H3-1

8

Testo

ste

rone e

nanth

ate

C

H3-7

'

Eth

yl ole

ate

O

-CH

2-C

H3

Page 17: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

24.433

24.558

25.208

26.559

26.574

26.606

26.832

27.108

28.096

28.422

28.447

28.464

28.547

28.571

28.629

28.722

28.874

28.933

29.058

29.084

29.125

30.893

31.137

31.306

31.394

31.874

33.310

33.487

33.557

33.727

34.690

35.133

35.156

36.183

36.504

38.128

42.054

49.505

53.078

59.539

61.755

62.884

66.131

68.732

69.762

81.483

123.205

126.363

126.540

126.616

126.629

127.912

127.966

128.064

128.478

128.753

129.183

129.515

129.560

129.585

130.210

130.259

133.379

136.104

142.525

165.519

170.496

171.976

172.300

172.617

172.686

197.764

Current Data ParametersNAME Sample-8866-5_2020-02-22_DMSO-d6EXPNO 4

PROCNO 1

F2 - Acquisition Parameters

Date_ 20200222Time 19.25INSTRUM spect

PROBHD 5 mm PABBO BB-PULPROG zgpg30TD 65536

SOLVENT DMSONS 2048DS 4

SWH 41666.668 HzFIDRES 0.635783 HzAQ 0.7864320 sec

RG 2050DW 12.000 usecDE 7.71 usec

TE 298.3 KD1 2.00000000 secD11 0.03000000 sec

TD0 1

======== CHANNEL f1 ========

SFO1 176.0537397 MHzNUC1 13CP1 9.57 usec

PLW1 60.00000000 W

======== CHANNEL f2 ========

SFO2 700.0828003 MHzNUC2 1HCPDPRG[2 waltz16

PCPD2 65.00 usecPLW2 26.00000000 WPLW12 1.47850001 W

PLW13 0.62465000 W

F2 - Processing parameters

SI 262144SF 176.0353415 MHzWDW EM

SSB 0LB 0.50 HzGB 0

PC 1.40

210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

APT

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

13C{

1H}

C,CH2 ↑

↓ CH,CH3

DM

SO

-d6

-

Page 18: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

165170175180185190195200 ppm

165.519

170.496

171.976

172.300

172.617

172.686

197.764

165170175180185190195200 ppm

APT

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Expansion

Benzyl benzoate

CO

O

Testo

ste

rone e

nanth

ate

C

-3

Testo

ste

rone e

nanth

ate

C

-1'

Testo

ste

rone e

nanth

ate

C

-5

12

6

3

54

O

O

1

6

2

5

3

4

Benzyl benzoate

13

149810

171211

15

16

756

1

4

2

3H

H

H

O

O

1

2 3

4 5

6 7

O

Testosterone enanthate

18

19

Fatty a

cid

resid

ueF

att

y a

cid

resid

ue

Ric

inole

in C

OO

'

Page 19: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

123124125126127128129130131132133134135136137138139140141142143144 ppm

123.205

126.363

126.540

126.616

126.629

127.912

127.966

128.064

128.478

128.753

129.183

129.515

129.560

129.585

130.210

130.259

133.379

136.104

142.525

123124125126127128129130131132133134135136137138139140141142143144 ppm

APT

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Expansion B

enzyl benzoate

1

4

Benzyl benzoate

Benzyl alc

ohol

1

12

6

3

54

O

O

1

6

2

5

3

4

Benzyl benzoate

OH1

6

2

5

3

4

Benzyl alcohol

Testo

ste

rone e

nanth

ate

C

H-4

Benzyl benzoate

62

Benzyl benzoate

53

Benzyl benzoate

4

1

Benzyl benzoate

2

6

Benzyl benzoate

Benzyl benzoate

3

5

62

Benzyl alc

ohol

4

Benzyl alc

ohol

Benzyl alc

ohol

5

3

Ric

inole

in C

=C

Eth

yl ole

ate

C

=C

Page 20: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

455055606570758085 ppm

42.054

49.505

53.078

59.539

61.755

62.884

66.131

68.732

69.762

81.483

455055606570758085 ppm

APT

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Expansion

Testo

ste

rone e

nanth

ate

C

H-1

7

Testo

ste

rone e

nanth

ate

C

H-9

Testo

ste

rone e

nanth

ate

C

H-1

4

Testo

ste

rone e

nanth

ate

C

-13

Benzyl benzoate

Benzyl alc

ohol

CH

2

CH

2

Gly

cery

l C

H-2

Gly

cery

l C

H2-1

,3

OR

OR

OR

Glyceryl

OH1

6

2

5

3

4

Benzyl alcohol

13

149810

171211

15

16

756

1

4

2

3H

H

H

O

O

1

2 3

4 5

6 7

O

Testosterone enanthate

18

19

12

6

3

54

O

O

1

6

2

5

3

4

Benzyl benzoate

Eth

yl ole

ate

O

-CH

2

Ric

inole

in C

H-O

H

Page 21: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

15202530354045 ppm

11.803

13.813

13.865

14.055

16.831

20.071

21.954

22.104

23.003

24.379

24.433

24.558

25.208

26.559

26.574

26.606

26.832

27.108

28.096

28.422

28.447

28.464

28.547

28.571

28.629

28.722

28.874

28.933

29.058

29.084

29.125

30.893

31.137

31.306

31.394

31.874

33.310

33.487

33.557

33.727

34.690

35.133

35.156

36.183

36.504

38.128

42.054

15202530354045 ppm

APT

Qualitative analysisSample: 8866 5, in DMSO-d6+25 °C

13C{

1H}

C,CH2 ↑

↓ CH,CH3

Expansion

DM

SO

-d6

-

Testo

ste

rone e

nanth

ate

C

-13

Testo

ste

rone e

nanth

ate

C

-10

Testo

ste

rone e

nanth

ate

C

H2-1

2

Testo

ste

rone e

nanth

ate

C

H2-1

Testo

ste

rone e

nanth

ate

C

H-8

Testo

ste

rone e

nanth

ate

C

H2-2

'T

esto

ste

rone e

nanth

ate

C

H2-2

Testo

ste

rone e

nanth

ate

C

H2-6

Testo

ste

rone e

nanth

ate

C

H2-7

Testo

ste

rone e

nanth

ate

C

H2-4

'

Testo

ste

rone e

nanth

ate

C

H2-1

6

Testo

ste

rone e

nanth

ate

C

H2-3

'

Testo

ste

rone e

nanth

ate

C

H2-5

'

Testo

ste

rone e

nanth

ate

C

H2-6

'

Testo

ste

rone e

nanth

ate

C

H2-1

5

Testo

ste

rone e

nanth

ate

C

H2-1

1

Testo

ste

rone e

nanth

ate

C

H3-1

9

Testo

ste

rone e

nanth

ate

C

H3-1

8

Testo

ste

rone e

nanth

ate

C

H3-7

'

Page 22: Test report Number 8866 5 - mshop.biz · Benzyl benzoate [120-51-4] 212.25 g/mol 8.05 ppm 1.3254 2 10.8% 112 mg/mL Benzyl alcohol [100-51-6] 108.14 g/mol 7.21 ppm 0.2230 1 1.9% 19

15202530354045 ppm

11.803

13.813

13.865

14.055

16.831

20.071

21.954

22.104

23.003

24.379

24.433

24.558

25.208

26.559

26.574

26.606

26.832

27.108

28.096

28.422

28.447

28.464

28.547

28.571

28.629

28.722

28.874

28.933

29.058

29.084

29.125

30.893

31.137

31.306

31.394

31.874

33.310

33.487

33.557

33.727

34.690

35.133

35.156

36.183

36.504

38.128

42.054

15202530354045 ppm

ComparisonSample: 8866 5, in DMSO-d6+25 °C

Sample:

5134 1, in DMSO-d6