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Carboxylic acidsCarboxylic acids RR--COOHCOOH
NomenclatureNomenclature
AA) ) IUPACIUPACاسم - - اسم نأخذ حرف alkane alkane نأخذ حرف ونحذف بـ ee ونحذف بـ ونستبدله ..oic acidoic acid ونستبدله
AlkaneAlkane alkanoic acidalkanoic acidترقيم مراعاة ترقيم مع مراعاة 11 كرقمكرقم COOHCOOH-- مع ..
BB) ) Common nameCommon name
الحروف - الترقيم استخدام من بدًال5 يمكن، αالالتينية β ، γ ، δ
Nomeclature of some aromatic acidsNomeclature of some aromatic acids
Preparation of carboxylic acidsPreparation of carboxylic acids
(1) Oxidation of 1ry alcohols or aldehydes(1) Oxidation of 1ry alcohols or aldehydes
Oxidizing agent may KMnO4, K2Cr2O7
(2) (2) From Grignard reagentFrom Grignard reagent
(3(3Oxidation of alkyl benzeneOxidation of alkyl benzene
4) Hydrolysis of nitriles4) Hydrolysis of nitrilesNitrile means compounds containing CNNitrile means compounds containing CN
ذر - - عدد لزيادة تصلح الطريقة ذر هذه عدد لزيادة تصلح الطريقة ذرة ااهذه مركب أى ذرة ت مركب أى تكاآلتى : واحدة كاآلتى :كربون واحدة كربون
e.g. convert n-propanol to butanoic acid
((55)From olefins )From olefins ((alkenes)alkenes)
(6) From acetylenes
(7) Haloform reaction
Reaction of carboxylic acidsReaction of carboxylic acids
11)) Formation of saltsFormation of salts
2) Formation of ester
33)) DecarboxylationDecarboxylation
Q. convert toluene into 1,3,5 trinitrobenzene(TNB(
4) Reduction4) Reduction
5) Conversion of acid5) Conversion of acid--toto--acid chlorideacid chloride
77)) Conversion of acid to amidesConversion of acid to amides
8) Kolb electrolysis
9) Substitution reactions of carboxylic acids9) Substitution reactions of carboxylic acidsIN aliphatic acidIN aliphatic acidHell-Volhard-Zeliniki reactionHell-Volhard-Zeliniki reaction
It occurs in aliphatic acid atIt occurs in aliphatic acid at αα--positionposition
CH3COOH
acetic acid
Cl2
PCl CH2COOH
2-chloroacetic acid
Cl2
PCl C
Cl
COOH
H
Cl2
P
Cl C
Cl
COOH
Cl
2,2-dichloroacetic acid
2,2,2-trichloroacetic acid
Cl2
Pno reaction
Other exampleOther example
مع التفاعل نفس يتم أن Br2يمكن
.1B) Aromatic acid: –COOH is m-directing group.
COOH
Conc. HNO3
Conc. H2SO4
benzoic acid
COOH
NO2
3-nitrobenzoic acid
Cl2
P
Cl2
PH3C C
Cl
COOH
Cl
Cl2
P
2,2-dichloropropanoic acid
no reactionH3C CH2 COOH
propionic acid
H3C CH
COOH
2-chloropropanoic acid
Cl
1010)Hunsdiecker reaction)Hunsdiecker reaction
this is one way of shorting the carbon chain
Derivative of carboxylic acidsDerivative of carboxylic acids (1) Acid halide(1) Acid halide
NomecaltureNomecalture حرف - اسم eباستبدال oyl ب alkaneمن
halide
Alkane alkanoyl halide
باستبدال - الحمض اسم من yl ب icأوchloride
PreparationsPreparations
1-From acids1-From acids
RCOOHPCl5
R C
O
Cl + HCl + POCl3
RCOOHSOCl2
R C
O
Cl + HCl + SO2Thionylchloride
RCOOHPCl3
R C
O
Cl3 + H3PO3
2- From Aldhydes2- From Aldhydes
Chemical reactionsChemical reactions
R C
O
HCl2
R C
O
Cl + HCl
Reaction of acid chloride with R-MgXReaction of acid chloride with R-MgX
(2) Acid anhydride
بكلمة - 9 متبوعا الحمض اسم بذكر تتم anhydrideالتسمية
Preparation
1-From acid chloride1-From acid chloride
(2) From acetylene
(3) From ketene(3) From ketene
Chemical reactionsChemical reactions
(3) (3) AmideAmide
اسم بذكر تتم حرف alkaneالتسمية منه بـ eمحذوفا5 اسم amideواستبداله أو 5 محذوفا الحمض
amide ب واستبدالها oicمنه
Preparation of amidesPreparation of amides
(1) From acid chloride, anhydride, ester
(2) From (2) From nitrilesnitriles
2) Hofmann degradation of amide
Q. Convert acetic acid to methyl amine.
اإلجابة
(1 Hydrolysis
Chemical reactionsChemical reactions
3) Dehydration3) Dehydration
4 ) Action of nitrous acid
(4) (4) EstersEsters
كاآلتى تتم التسميةاسم - 1 `Rذكرمنه - 2 محذوفا5 الحمض اسم اليه ic -ذكر ateومضافا5
PreparationPreparation
Reactions of esters
Reaction with Grignard to form t-alc.
Claisen condensation of esterClaisen condensation of ester
Mechanism