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118-91-2

Basic Information
CAS No.: 118-91-2
Name: o-Chlorobenzoic acid
Article Data: 332
Molecular Structure:
Molecular Structure of 118-91-2 (o-Chlorobenzoic acid)
Formula: C7H5ClO2
Molecular Weight: 156.569
Synonyms: 2-CBA;o-Chlorobenzoic acid;Benzoic acid, 2-chloro-;Benzoic acid, o-chloro-;Kyselina o-chlorbenzoova;O-chloro-benzoic acid;2 - Chloro Benzoic Acid;O-Chloro benzoic acid;2-chloro benzoic acid;2 Chloro Benzoic Acid;Ortho chlorobenzoic acid;Ortho-chloro benzoic acid;
EINECS: 204-285-4
Density: 1.544 g/cm3
Melting Point: 139-143 °C
Boiling Point: 275.7 °C at 760 mmHg
Flash Point: 120.5 °C
Solubility: soluble in hot water
Appearance: white crystals or powder
Hazard Symbols: IrritantXi
Risk Codes: 36-36/37/38
Safety: 26-37/39
PSA: 37.30000
LogP: 2.03820
Synthetic route
89-98-5

2-chloro-benzaldehyde

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With sodium perborate In acetic acid for 1.5h; steam bath;100%
With sodium chlorite; dimethyl sulfoxide In water; acetonitrile at 10℃; for 1h;98%
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 9h; Heating;97%
610-96-8

methyl chlorobenzoate

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With sodium; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 90℃; for 0.25h;100%
With iodine; aluminium In acetonitrile at 80℃; for 18h;98%
With potassium hydroxide In toluene at 150℃; for 0.166667h; microwave irradiation;97%
17849-38-6

2-Chlorobenzyl alcohol

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With NH-pyrazole; sodium hydride In tetrahydrofuran for 20h; Ambient temperature;100%
With Oxone; potassium bromide In water; acetonitrile at 20℃; for 24h; Reagent/catalyst; Solvent;99%
With sodium hydroxide; sodium periodate; trans-Na6 In water for 1.5h;96%
5328-80-3

2-chlorobenzaldehyde N-[(2-chlorophenyl)methylidene]hydrazone

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 140h; Heating;98%
With [bis(acetoxy)iodo]benzene In tetrahydrofuran at 20℃; for 4h; Green chemistry;76%
107135-19-3

N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 85h; Heating;98%
23975-60-2

1-(2-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With oxygen; sodium hydrogencarbonate In acetonitrile for 4h; Molecular sieve; Irradiation;98%
873-32-5

2-Chlorobenzonitrile

A

609-66-5

2-chlorobenzamide

B

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In toluene at 150℃; for 0.166667h; microwave irradiation;A 2%
B 97%
With phosphate buffer at 30℃; for 6.5h; rhodococcus rhodocrous AJ270, pH 7.0;A 94%
B 4%
With potassium phosphate buffer at 30℃; for 6.5h; Rhodococcus sp. AJ270 cells;A 94.1%
B 4.4%
With potassium hydroxide; cetyltrimethylammonim bromide In toluene at 100℃; for 0.166667h; microwave irradiation;A 45%
B 5%
95-49-8

2-methylchlorobenzene

A

89-98-5

2-chloro-benzaldehyde

B

611-17-6

1-bromomethyl-2-chlorobenzene

C

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 0.666667h; Kinetics; Mechanism; Rate constant; other time; other temperature; various concentrations of Co(OAc)2 and NaBr;A n/a
B n/a
C 96%
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 0.666667h;A n/a
B n/a
C 95%
1429790-14-6

methyl 3-(2-chlorophenyl)-3-oxopropanedithioate

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 100℃; for 8.5h; Reflux; chemoselective reaction;96%
873-32-5

2-Chlorobenzonitrile

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With benzene-1,2-dicarboxylic acid for 0.833333h; microwave-irradiation;94%
With phosphate buffer at 30℃; for 168h; rhodococcus rhodocrous AJ270, pH 7.0;80%
With potassium phosphate buffer at 30℃; for 168h; Rhodococcus sp. AJ270 cells;79.9%
With sulfuric acid
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Chemistry


IUPAC Name: 2-Chlorobenzoic acid 
Empirical Formula: C7H5ClO2
Molecular Weight: 156.5664
Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)Cl
InChI: InChI=1S/C7H5ClO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)
InChIKey: IKCLCGXPQILATA-UHFFFAOYSA-N
EINECS: 204-285-4
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organics; Highly Purified Reagents; Other Categories; Zone Refined Products; C7; Carbonyl Compounds; Carboxylic Acids; Alpha sort; C; CAlphabetic; CH; Pesticides&Metabolites 
Water Solubility: soluble in hot water
Stability: Stable, combustible. Incompatible with strong bases, strong oxidizing agents. 
Index of Refraction: 1.583
Molar Refractivity: 38.07 cm3
Molar Volume: 113.9 cm3
Surface Tension: 51.5 dyne/cm
Density: 1.374 g/cm3
Flash Point: 120.5 °C
Enthalpy of Vaporization: 54.31 kJ/mol
Boiling Point: 275.7 °C at 760 mmHg
Vapour Pressure: 0.00242 mmHg at 25 °C 
Appearance: white crystals or powder
Melting Point: 138-140 °C(lit.)
Classification Code of 2-Chlorobenzoic acid (CAS NO.118-91-2): Skin / Eye Irritant

Uses

 2-Chlorobenzoic acid is a simple organic compound which can be used as a chemical building block. It may be synthesized by the oxidation of 2-chlorotoluene with potassium permanganate. It can be used as dye intermediate,preservatives of  glue and paint,  also can be used in the manufacture of  pharmaceutical and fungicides.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 18, 1953.
rat LD50 intraperitoneal 2300mg/kg (2300mg/kg)   Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An eye and skin irritant. When heated to decomposition it emits toxic fumes of Cl.
Hazard Codes: IrritantXi
Risk Statements: 36-36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R36:Irritating to eyes.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: DG4976000
Hazard Note: Irritant

Specification

  2-Chlorobenzoic acid (CAS NO.118-91-2), its Synonyms are Benzoic acid, 2-chloro- ; Benzoic acid, o-chloro- ; Kyselina o-chlorbenzoova ; o-Chlorobenzoic acid .