Product Name

  • Name

    2-Chlorobenzoyl chloride

  • EINECS 210-194-0
  • CAS No. 609-65-4
  • Article Data145
  • CAS DataBase
  • Density 1.369 g/cm3
  • Solubility Soluble in acetone, ether, and alcohol. Solubility in water it decomposes.
  • Melting Point -4 °C
  • Formula C7H4Cl2O
  • Boiling Point 238 °C at 760 mmHg
  • Molecular Weight 175.014
  • Flash Point 91.2 °C
  • Transport Information UN 3265 8/PG 2
  • Appearance clear colourless to very slightly yellow liquid
  • Safety 26-36/37/39-45-28A
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 609-65-4 (2-Chlorobenzoyl chloride)
  • Hazard Symbols
  • Synonyms Benzoylchloride, o-chloro- (6CI,7CI,8CI);NSC 93897;o-Chlorobenzoyl chloride;
  • PSA 17.07000
  • LogP 2.71900

Synthetic route

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In toluene at 75℃;100%
With thionyl chloride Reflux;100%
With thionyl chloride at 100℃;100%
carbon monoxide
201230-82-2

carbon monoxide

2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); benzyltriphenylphosphonium chloride In toluene at 110℃; under 38002.6 Torr; for 24h; Glovebox; Autoclave; Inert atmosphere;93%
1-benzyl-4-amino-1H-imidazole-5-carboxamide
115377-62-3

1-benzyl-4-amino-1H-imidazole-5-carboxamide

A

4-(2-chlorobenzoylamino)-1-benzyl-5-imidazolecarboxamide
219935-35-0

4-(2-chlorobenzoylamino)-1-benzyl-5-imidazolecarboxamide

B

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
A 92%
B n/a
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
With iron(III) chloride; Benzotrichlorid In benzene at 60℃; Rate constant; Mechanism; Thermodynamic data; various concentration ratios;
With chlorine at 140 - 160℃;
With phosphorus pentachloride; chlorine
benzoyl chloride
98-88-4

benzoyl chloride

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
With chlorine; iron(III) chloride at 35℃;
2-chlorobenzoylhydrazide
5814-05-1

2-chlorobenzoylhydrazide

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
With hydrogenchloride; nitromethane; chlorine
Toluene-2-sulfonyl chloride
133-59-5

Toluene-2-sulfonyl chloride

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride at 240℃;
1,2-dichlorotetramethylsilane
4342-61-4

1,2-dichlorotetramethylsilane

Phthaloyl dichloride
88-95-9

Phthaloyl dichloride

A

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

B

2-chlorodimethylsilylbenzoylchloride
119288-75-4

2-chlorodimethylsilylbenzoylchloride

Conditions
ConditionsYield
bis(benzonitrile)palladium(II) dichloride; triphenylphosphine at 145℃; for 15h; Title compound not separated from byproducts;A 18 % Chromat.
B 19 % Chromat.
2-chloro-trichloromethyl-benzene

2-chloro-trichloromethyl-benzene

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
With steam; iron(III) chloride at 100 - 120℃;
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

chlorine
7782-50-5

chlorine

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
at 140 - 160℃;
thionyl chloride
7719-09-7

thionyl chloride

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

dichloride of/the/ benzoic acid sulfonic acid-(2)

dichloride of/the/ benzoic acid sulfonic acid-(2)

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
durch Destillation;
salicylic acid
69-72-7

salicylic acid

A

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

B

salicylic acid chloride ; 2-chloro-trichloromethyl-benzene

salicylic acid chloride ; 2-chloro-trichloromethyl-benzene

Conditions
ConditionsYield
With phosphorus pentachloride
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: permanganate
2: PCl5
View Scheme
oxalyl dichloride
79-37-8

oxalyl dichloride

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
N,N-dimethyl-formamide In 1,1-dichloroethane at 20℃; for 0.5h;
4-chlorobenzylamine
104-86-9

4-chlorobenzylamine

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20 - 25℃; for 4h;
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

1-(2-chlorophenyl)-2-diazoethan-1-one
50878-84-7

1-(2-chlorophenyl)-2-diazoethan-1-one

Conditions
ConditionsYield
In diethyl ether for 2h; Ambient temperature;100%
With diethyl ether
In diethyl ether at 0℃; Substitution;
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

benzene
71-43-2

benzene

(2-chlorophenyl)(phenyl)methanone
5162-03-8

(2-chlorophenyl)(phenyl)methanone

Conditions
ConditionsYield
With aluminium trichloride for 19.5h; Heating;100%
Friedel-Crafts reaction;90%
iron(III) chloride at 109℃; for 0.458333h; Product distribution / selectivity; Irradiation;83%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-Cyano-3-(o-chlorobenzoyl)-2,3-dihydrobenzothiazole

2-Cyano-3-(o-chlorobenzoyl)-2,3-dihydrobenzothiazole

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane100%
2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-Chloro-benzoic acid 2-dimethylamino-ethyl ester; hydrochloride
6183-25-1

2-Chloro-benzoic acid 2-dimethylamino-ethyl ester; hydrochloride

Conditions
ConditionsYield
In benzene for 0.5h;100%
3-Dimethylamino-1-propanol
3179-63-3

3-Dimethylamino-1-propanol

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-Chloro-benzoic acid 3-dimethylamino-propyl ester; hydrochloride
87686-58-6

2-Chloro-benzoic acid 3-dimethylamino-propyl ester; hydrochloride

Conditions
ConditionsYield
In benzene for 0.5h;100%
ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-chlorobenzoyl isothiocyanate
5067-90-3

2-chlorobenzoyl isothiocyanate

Conditions
ConditionsYield
With PEG-400 In ethyl acetate at 20℃;100%
In acetone for 1h; Heating;
With polyethylene glycol-400 In dichloromethane for 1h; Ambient temperature;
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

1-(2-chlorobenzoyl)-2-methylaziridine
21384-45-2

1-(2-chlorobenzoyl)-2-methylaziridine

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether at 0℃;100%
With sodium hydroxide In diethyl ether; water at 0℃; Schotten-Baumann reaction;
6-chloro-N4-(4-chlorophenyl)-4,5-pyrimidinediamine
103505-49-3

6-chloro-N4-(4-chlorophenyl)-4,5-pyrimidinediamine

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-chloro-N-[4-chloro-6-(4-chlorophenylamino)pyrimidin-5-yl]benzamide
686344-48-9

2-chloro-N-[4-chloro-6-(4-chlorophenylamino)pyrimidin-5-yl]benzamide

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 0 - 20℃;100%
In N,N-dimethyl acetamide at 5 - 20℃; for 4h;82%
In N,N-dimethyl acetamide at 5 - 20℃;82%
In ISOPROPYLAMIDE at 5 - 20℃; for 4h;82%
In ISOPROPYLAMIDE at 5 - 20℃; for 4.01667h;82%
3-aminobenzoic acid ethyl ester
582-33-2

3-aminobenzoic acid ethyl ester

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

3-(2-chloro-benzoylamino)-benzoic acid ethyl ester
300827-69-4

3-(2-chloro-benzoylamino)-benzoic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In chloroform100%
With pyridine In tetrahydrofuran at 0℃; for 1h;
2-aminothiazole-4-carboxylate
5398-36-7

2-aminothiazole-4-carboxylate

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

ethyl 2-(2-chlorobenzoyl)amino-1,3-thiazole-4-carboxylate
324538-40-1

ethyl 2-(2-chlorobenzoyl)amino-1,3-thiazole-4-carboxylate

Conditions
ConditionsYield
Stage #1: 2-aminothiazole-4-carboxylate With dmap In dichloromethane for 0.166667h;
Stage #2: o-chlorobenzoyl chloride In dichloromethane at 50℃; for 12h;
100%
With pyridine In tetrahydrofuran at 0 - 20℃; for 1h;
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

ammonium thiocyanate

ammonium thiocyanate

2-chlorobenzoyl isothiocyanate
5067-90-3

2-chlorobenzoyl isothiocyanate

Conditions
ConditionsYield
With PEG-400 In ethyl acetate at 20℃;100%
In benzene for 2h; Reflux;
3-methylbenzyl alcohol
587-03-1

3-methylbenzyl alcohol

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

3-methylbenzyl 2'-chlorolbenzoate
1070881-30-9

3-methylbenzyl 2'-chlorolbenzoate

Conditions
ConditionsYield
With pyridine at 0℃; for 1.5h;100%
methyl 4-amino-3-(methoxymethoxy)benzoate

methyl 4-amino-3-(methoxymethoxy)benzoate

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

methyl 4-(2-chlorobenzamido)-3-(methoxymethoxy)benzoate

methyl 4-(2-chlorobenzamido)-3-(methoxymethoxy)benzoate

Conditions
ConditionsYield
With pyridine at 10 - 35℃;100%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

ethyl 2-aminooxazole-4-carboxylate
177760-52-0

ethyl 2-aminooxazole-4-carboxylate

C13H11ClN2O4

C13H11ClN2O4

Conditions
ConditionsYield
Stage #1: ethyl 2-aminooxazole-4-carboxylate With dmap In dichloromethane for 0.166667h;
Stage #2: o-chlorobenzoyl chloride In dichloromethane at 50℃; for 12h;
100%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

aniline
62-53-3

aniline

2-chlorobenzanilide
6833-13-2

2-chlorobenzanilide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;99%
With pyridine; dmap at 0 - 20℃;97%
With triethylamine In ethyl acetate at 20℃; for 8.66667h;94%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

3-chloro-p-toluidine
95-74-9

3-chloro-p-toluidine

2-chloro-N-(3-chloro-4-methylphenyl)benzamide
7017-26-7

2-chloro-N-(3-chloro-4-methylphenyl)benzamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;99%
With ammonia; N,N-dimethyl-aniline In benzene
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

4-chloro-aniline
106-47-8

4-chloro-aniline

2-chloro-N-(4-chlorophenyl)benzamide
319-39-1

2-chloro-N-(4-chlorophenyl)benzamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;99%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

4-hydroxy-2-phenyl-6H-1,3-thiazin-6-one sodium salt
73672-75-0

4-hydroxy-2-phenyl-6H-1,3-thiazin-6-one sodium salt

2-Chloro-benzoic acid 6-oxo-2-phenyl-6H-[1,3]thiazin-4-yl ester
73672-81-8

2-Chloro-benzoic acid 6-oxo-2-phenyl-6H-[1,3]thiazin-4-yl ester

Conditions
ConditionsYield
In benzene for 5h; Heating;99%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

4-fluoroaniline
371-40-4

4-fluoroaniline

2-chloro-N-(4-fluorophenyl)benzamide
153386-06-2

2-chloro-N-(4-fluorophenyl)benzamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;99%
With pyridine at 0℃; for 12h;
With dmap In dichloromethane at 20℃; for 12h; Inert atmosphere;
cyclohexylmagnesiumchloride
931-51-1

cyclohexylmagnesiumchloride

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

cyclohexyl-(2-cyclohexyl-phenyl)-methanone

cyclohexyl-(2-cyclohexyl-phenyl)-methanone

Conditions
ConditionsYield
Stage #1: cyclohexylmagnesiumchloride With lithium chloride; manganese(ll) chloride In tetrahydrofuran at -30℃;
Stage #2: o-chlorobenzoyl chloride In tetrahydrofuran at -30 - 0℃;
99%
phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-phenylbenzophenone
1985-32-6

2-phenylbenzophenone

Conditions
ConditionsYield
Stage #1: phenylmagnesium chloride With lithium chloride; manganese(ll) chloride In tetrahydrofuran at -30℃;
Stage #2: o-chlorobenzoyl chloride In tetrahydrofuran at -30 - 0℃;
99%
butyl magnesium bromide
693-04-9

butyl magnesium bromide

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

1-(2-butyl-phenyl)-pentan-1-one
103562-92-1

1-(2-butyl-phenyl)-pentan-1-one

Conditions
ConditionsYield
Stage #1: butyl magnesium bromide With lithium chloride; manganese(ll) chloride In tetrahydrofuran at -30℃;
Stage #2: o-chlorobenzoyl chloride In tetrahydrofuran at -30℃; for 0.333333h;
99%
2-nitro-1,4-phenylenediamine
5307-14-2

2-nitro-1,4-phenylenediamine

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

N-(4-amino-3-nitro-phenyl)-2-chloro-benzamide
911211-57-9

N-(4-amino-3-nitro-phenyl)-2-chloro-benzamide

Conditions
ConditionsYield
In dichloromethane at 20℃;99%
2,6-dihydroxylacetophenone
699-83-2

2,6-dihydroxylacetophenone

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2',6'-bis(2-chlorobenzoyloxy)acetophenone
920006-37-7

2',6'-bis(2-chlorobenzoyloxy)acetophenone

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 2h;99%
5-methyl-2-hydroxyacetophenone
1450-72-2

5-methyl-2-hydroxyacetophenone

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-acetyl-4-methylphenyl 2-Chlorobenzoate
106551-35-3

2-acetyl-4-methylphenyl 2-Chlorobenzoate

Conditions
ConditionsYield
With pyridine at 70℃;99%
In pyridine at 20℃; for 2h; Inert atmosphere;93%
methyl 3-aminosalicylate
35748-34-6

methyl 3-aminosalicylate

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

C15H12ClNO4
533898-14-5

C15H12ClNO4

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 24h;99%
diphenyl diselenide
1666-13-3

diphenyl diselenide

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-chlorobenzenecarboselenoic acid Se-phenyl ester
62247-17-0

2-chlorobenzenecarboselenoic acid Se-phenyl ester

Conditions
ConditionsYield
Stage #1: diphenyl diselenide With hydrogenchloride; zinc In water; acetone at 20℃; Schlenk technique; Inert atmosphere; Green chemistry;
Stage #2: o-chlorobenzoyl chloride In water; acetone at 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Green chemistry;
99%
With hydrogenchloride; zinc In water at 20℃; for 0.05h; Ionic liquid; Inert atmosphere;94%
With magnesium; iron(II) chloride In 1,4-dioxane at 100℃; for 12h; Air;91%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

L-serine benzyl ester hydrochloride
60022-62-0

L-serine benzyl ester hydrochloride

(S)-benzyl 2-(2-chlorobenzamido)-3-hydroxypropanoate
1227492-08-1

(S)-benzyl 2-(2-chlorobenzamido)-3-hydroxypropanoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 50℃;99%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-bromoaniline
615-36-1

2-bromoaniline

2-chlorobenzoic acid 2-bromoanilide
299954-54-4

2-chlorobenzoic acid 2-bromoanilide

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0 - 20℃; Inert atmosphere;99%

2-Chlorobenzoyl chloride Chemical Properties

Product Name: 2-Chlorobenzoyl chloride (CAS NO.609-65-4)
IUPAC Name: 2-chlorobenzoyl chloride
Molecular formula: C7H4Cl2O
Molecular Weight: 175.01 
 
EINECS: 210-194-0
Melting point: -4 °C
Boiling point: 238 °C(lit.)
Density: 1.382 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.572(lit.)
Flash point: >230 °F
Sensitive: Moisture Sensitive
Index of Refraction: 1.561 
Molar Refractivity: 41.39 cm3 
Molar Volume: 127.7 cm3 
Surface Tension: 42.8 dyne/cm
Enthalpy of Vaporization: 47.48 kJ/mol 
Vapour Pressure: 0.0434 mmHg at 25°C
Product Categories: ACIDHALIDE; Aromatic Halides (substituted); Acid Halides; Carbonyl Compounds; Organic Building Blocks  

2-Chlorobenzoyl chloride Safety Profile

The Hazard Codes:  CCorrosive
The Risk Statements information:
34:  Causes burns 
The Safety Statements information:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
F: 19-21
Hazard Note: Corrosive/Moisture Sensitive
HazardClass: 8
RIDADR: UN 3265 8/PG 2
WGK Germany: 1

2-Chlorobenzoyl chloride Specification

  2-Chlorobenzoyl chloride , its CAS NO. is 609-65-4, the synonyms are 2-chloro-benzoylchlorid ; Benzoylchloride,2-chloro- ; chlorobenzoylchloride ; Benzoyl chloride, o-chloro- ; o-Chlorobenzonyl chloride .

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