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2-Chlorobenzoic acid
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Name

2-Chlorobenzoic acid

 EINECS 204-285-4
CAS No. 118-91-2 Density 1.544 g/cm3
PSA 37.30000 LogP 2.03820
Solubility soluble in hot water Melting Point 139-143 °C
Formula C7H5ClO2 Boiling Point 275.7 °C at 760 mmHg
Molecular Weight 156.569 Flash Point 120.5 °C
Transport Information N/A Appearance white crystals or powder
Safety 26-37/39 Risk Codes 36-36/37/38
Molecular Structure Molecular Structure of 118-91-2 (o-Chlorobenzoic acid) Hazard Symbols IrritantXi
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;

Article Data 332

2-Chlorobenzoic acid 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

2-Chlorobenzoic acid Chemical Properties


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

2-Chlorobenzoic acid 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.

2-Chlorobenzoic acid 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.

2-Chlorobenzoic acid Consensus Reports

Reported in EPA TSCA Inventory.

2-Chlorobenzoic acid 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

2-Chlorobenzoic acid 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 .

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