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118-91-2

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118-91-2 Usage

General Description

o-Chlorobenzoic acid is a simple organic compound with the chemical formula C7H5ClO2. It consists of a benzene ring bearing a carboxylic acid group and a chlorine atom at the ortho position. o-Chlorobenzoic acid is a white crystalline solid that is used in the synthesis of various pharmaceuticals, dyes, and agrochemicals. It is also used as an intermediate in the production of other chemicals. o-Chlorobenzoic acid is moderately toxic and may cause irritation to the skin, eyes, and respiratory system upon exposure. Additionally, it is not readily biodegradable and it poses a risk to the environment if released into water or soil.

Check Digit Verification of cas no

The CAS Registry Mumber 118-91-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 8 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 118-91:
(5*1)+(4*1)+(3*8)+(2*9)+(1*1)=52
52 % 10 = 2
So 118-91-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H5ClO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)/p-1

118-91-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A10832)  2-Chlorobenzoic acid, 98+%   

  • 118-91-2

  • 250g

  • 194.0CNY

  • Detail
  • Alfa Aesar

  • (A10832)  2-Chlorobenzoic acid, 98+%   

  • 118-91-2

  • 1000g

  • 392.0CNY

  • Detail
  • Alfa Aesar

  • (A10832)  2-Chlorobenzoic acid, 98+%   

  • 118-91-2

  • 5000g

  • 1731.0CNY

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  • Supelco

  • (506877)  2-Chlorobenzoicacid  analytical standard

  • 118-91-2

  • 000000000000506877

  • 234.00CNY

  • Detail

118-91-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-chlorobenzoic acid

1.2 Other means of identification

Product number -
Other names 2-Cba

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:118-91-2 SDS

118-91-2Synthetic route

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

ortho-chlorobenzoic acid
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%
methyl chlorobenzoate
610-96-8

methyl chlorobenzoate

ortho-chlorobenzoic acid
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%
2-Chlorobenzyl alcohol
17849-38-6

2-Chlorobenzyl alcohol

ortho-chlorobenzoic acid
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%
2-chlorobenzaldehyde N-[(2-chlorophenyl)methylidene]hydrazone
5328-80-3

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

ortho-chlorobenzoic acid
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%
N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide
107135-19-3

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

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 85h; Heating;98%
1-(2-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione
23975-60-2

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

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

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

2-Chlorobenzonitrile

A

2-chlorobenzamide
609-66-5

2-chlorobenzamide

B

ortho-chlorobenzoic acid
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%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

A

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

B

1-bromomethyl-2-chlorobenzene
611-17-6

1-bromomethyl-2-chlorobenzene

C

ortho-chlorobenzoic acid
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%
methyl 3-(2-chlorophenyl)-3-oxopropanedithioate
1429790-14-6

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

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

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

2-Chlorobenzonitrile

ortho-chlorobenzoic acid
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-chlorostyrene
2039-87-4

2-chlorostyrene

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 2-chlorostyrene With tert.-butylhydroperoxide; iron(III) chloride hexahydrate; sodium hydroxide In water at 80℃; for 10h;
Stage #2: With hydrogenchloride In water at 20℃;
94%
With Oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid In water; acetonitrile for 24h;79%
Stage #1: 2-chlorostyrene With tert.-butylhydroperoxide; iodine; sodium hydroxide In water at 105℃; for 16h; Sealed tube;
Stage #2: With hydrogenchloride In water
58%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With ruthenium trichloride; sodium hypochlorite; tetrabutylammomium bromide In 1,2-dichloro-ethane at 25℃; for 2h;93%
With carbon tetrabromide; oxygen In acetonitrile at 20℃; for 60h; UV-irradiation;91.5%
With oxygen; Langlois reagent In acetonitrile at 25℃; for 12h; Irradiation; Green chemistry;91%
L-tyrosine ethyl ester
949-67-7

L-tyrosine ethyl ester

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

A

N-(2-chlorobenzoyl)-(L)-tyrosine ethyl ester
797760-44-2

N-(2-chlorobenzoyl)-(L)-tyrosine ethyl ester

B

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
Stage #1: L-tyrosine ethyl ester With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;
Stage #2: o-chlorobenzoyl chloride In tetrahydrofuran; water at 0 - 20℃; for 0.5h;
A 92%
B 5%
benzyl 2-chlorobenzoate
7579-40-0

benzyl 2-chlorobenzoate

toluene
108-88-3

toluene

A

1-methyl-3-(phenylmethyl)-benzene
620-47-3

1-methyl-3-(phenylmethyl)-benzene

B

1-methyl-4-(phenylmethyl)benzene
620-83-7

1-methyl-4-(phenylmethyl)benzene

C

2-benzyltoluene
713-36-0

2-benzyltoluene

D

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction;A n/a
B n/a
C n/a
D 92%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

A

2-Chlorobenzyl alcohol
17849-38-6

2-Chlorobenzyl alcohol

B

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 2-chloro-benzaldehyde With potassium hydroxide In water at 20℃; Cannizzaro reaction;
Stage #2: With hydrogenchloride In water
A 85%
B 91%
With sodium hydroxide In water at 20℃; for 2.5h; Cannizzaro Reaction;A n/a
B 90%
Stage #1: 2-chloro-benzaldehyde In neat (no solvent) for 0.0333333h; Green chemistry;
Stage #2: With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 40℃; for 0.00833333h; Reagent/catalyst; Cannizzaro Reaction; Microwave irradiation; Green chemistry;
2-chloro benzaldehyde oxime
3717-28-0

2-chloro benzaldehyde oxime

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 63h; Heating;90%
(DL)-o-chlorophenyl-1,2-ethanediol
32345-65-6, 133082-13-0, 59365-60-5

(DL)-o-chlorophenyl-1,2-ethanediol

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; potassium tert-butylate In water at 80℃; for 8h;90%
carbon monoxide
201230-82-2

carbon monoxide

2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With water; palladium diacetate; triethylamine; triphenylphosphine In 1,4-dioxane at 110℃; under 11251.1 Torr; for 2h; Reagent/catalyst; Temperature; Pressure; Flow reactor;90%
Stage #1: carbon monoxide; 2-iodochlorobenzene With potassium carbonate In water at 100℃; under 3750.38 Torr; for 12h; Autoclave;
Stage #2: With hydrogenchloride In water
85%
With water; potassium carbonate In acetonitrile at 100℃; under 3750.38 Torr; for 0.0161111h;74%
2-chloro-N,N-diisopropylbenzamide
70657-63-5

2-chloro-N,N-diisopropylbenzamide

A

3-chlorobenzoic acid isopropylamide
6291-28-7

3-chlorobenzoic acid isopropylamide

B

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride at 160℃; for 72h;A 9%
B 89%
carbon dioxide
124-38-9

carbon dioxide

2-(2-chlorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane
346656-42-6

2-(2-chlorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide; 2-(2-chlorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane With potassium tert-butylate; silver(I) acetate; triphenylphosphine In tetrahydrofuran at 70℃; under 15201 Torr; for 16h; Inert atmosphere; Autoclave;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere;
89%
furan
110-00-9

furan

benzenedizolium-2-carboxylate
1608-42-0

benzenedizolium-2-carboxylate

A

1,4-dihydronaphthalene-1,4-epoxide
573-57-9

1,4-dihydronaphthalene-1,4-epoxide

B

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

C

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With 1,2-dichloro-ethane at 80℃; for 2h; Product distribution; Mechanism; acids were detected as methyl esters (methylated by CH2N2);A 88%
B n/a
C n/a
2-CHLOROBENZYLAMINE
89-97-4

2-CHLOROBENZYLAMINE

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccasefrom Trametes versicolor; oxygen In water at 30℃; for 240h; pH=4.5; Enzymatic reaction;88%
2'-chloro-sec-phenethyl alcohol
13524-04-4

2'-chloro-sec-phenethyl alcohol

A

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

B

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With sodium nitrate; water; oxygen In dimethyl sulfoxide at 130℃; for 36h;A 9%
B 87%
furan
110-00-9

furan

benzenedizolium-2-carboxylate
1608-42-0

benzenedizolium-2-carboxylate

A

1,4-dihydronaphthalene-1,4-epoxide
573-57-9

1,4-dihydronaphthalene-1,4-epoxide

B

chlorobenzene
108-90-7

chlorobenzene

C

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With triethylamine hydrochloride In chloroform at 60℃; for 48h; Product distribution; Mechanism; var. temp.: RT; acid was identified as methyl ester (methylated by CH2N2);A 85%
B 6%
C 15%
2-chloro-benzoic acid tert-butyl ester
16537-16-9

2-chloro-benzoic acid tert-butyl ester

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With water; iodine In acetonitrile for 4h; Heating;85%
anthranilic acid
118-92-3

anthranilic acid

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
Stage #1: anthranilic acid With hydrogenchloride; sodium nitrite In water at 6 - 8℃; for 0.416667h;
Stage #2: With aluminum sulfate; potassium chloride; copper(II) sulfate In water for 1 - 1.5h;
84%
With hydrogenchloride; water; sodium nitrite man giesst dann in eine Loesung von CuCl;
With tert.-butylnitrite; copper dichloride In acetonitrile
2-Chloro-benzoic acid 3-methyl-but-2-enyl ester

2-Chloro-benzoic acid 3-methyl-but-2-enyl ester

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With iodine In cyclohexane for 6h; Ambient temperature;84%
benzyl 2-chlorobenzoate
7579-40-0

benzyl 2-chlorobenzoate

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.0833333h; chemoselective reaction;83%
2'-chloro-benzeneacetic acid
2444-36-2

2'-chloro-benzeneacetic acid

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
With iodine; dimethyl sulfoxide at 120℃; for 25h; Sealed tube; Green chemistry;83%
methanol
67-56-1

methanol

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

methyl chlorobenzoate
610-96-8

methyl chlorobenzoate

Conditions
ConditionsYield
With sulfuric acid for 4h; Reflux;100%
With sulfuric acid Heating;99%
With 1,3,5-trichloro-2,4,6-triazine; sodium carbonate at 50℃; for 0.333333h; Sonication;94%
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%
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With hydrogen; triethylamine; palladium on activated charcoal In methanol at 20℃; for 3h;100%
With borane-ammonia complex In water; isopropyl alcohol at 40℃; for 3h; Sealed tube;97%
With 1H-imidazole; copper ammonium sulphate hexahydrate; lithium tert-butoxide In N,N-dimethyl-formamide; isopropyl alcohol for 72h; Irradiation;87%
1-ethylpiperidin-4-ol
3518-83-0

1-ethylpiperidin-4-ol

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-chloro-benzoic acid 1-ethyl-piperidin-4-yl ester

2-chloro-benzoic acid 1-ethyl-piperidin-4-yl ester

Conditions
ConditionsYield
With pyridine; p-toluenesulfonyl chloride at 0 - 20℃; Esterification;100%
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2,5-bis-(2-chlorophenyl)-1,3,4-oxadiazole
2492-02-6

2,5-bis-(2-chlorophenyl)-1,3,4-oxadiazole

Conditions
ConditionsYield
With hydrazine dihydrochloride; phosphoric acid; trichlorophosphate In water at 140℃; for 2h; Condensation;99.2%
With hydrazine dihydrochloride; phosphoric acid; phosphorus pentoxide at 130℃; for 0.0833333h; microwave irradiation;96%
With sodium tetrahydroborate; hydrazine dihydrochloride; phosphoric acid at 170 - 180℃; for 6h; Inert atmosphere; Neat (no solvent);87%
With Montmorillonite K10 clay; hydrazine hydrate In ethanol for 0.05h; microwave irradiation;86%
Multi-step reaction with 3 steps
1: sulfuric acid / 70 - 80 °C
2: hydrazine hydrate / ethanol / 60 - 70 °C
3: trichlorophosphate / 8 h
View Scheme
ethanol
64-17-5

ethanol

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

ethyl 2-chlorobenzoate
7335-25-3

ethyl 2-chlorobenzoate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 5h;99%
With sulfuric acid at 100℃; for 12h; Sealed tube;95%
With thionyl chloride for 2h; Heating;86%
3-chloro-aniline
108-42-9

3-chloro-aniline

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

N-(3-chlorophenyl)anthranilic acid
13278-36-9

N-(3-chlorophenyl)anthranilic acid

Conditions
ConditionsYield
With copper(I) oxide; copper; potassium carbonate In 2-ethoxy-ethanol at 130℃; for 24h;99%
With pyridine; copper; potassium carbonate In water for 1h; Heating;60%
With copper; potassium carbonate for 5h; Heating;44%
benzyl bromide
100-39-0

benzyl bromide

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

benzyl 2-chlorobenzoate
7579-40-0

benzyl 2-chlorobenzoate

Conditions
ConditionsYield
With N(Et)4(1+)*(2-pyrrolidone-anion) In N,N-dimethyl-formamide for 1h; Ambient temperature;99%
benzylamine
100-46-9

benzylamine

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

N-benzylanthranilic acid
6622-55-5

N-benzylanthranilic acid

Conditions
ConditionsYield
With copper(I) oxide; copper; potassium carbonate In various solvent(s) at 130℃; for 24h;99%
With potassium hydroxide; copper(II) oxide; tetrabutylammomium bromide In water at 130℃; for 0.0833333h; Ullmann-type C-N coupling; microwave irradiation;55%
With potassium phosphate; ethylene glycol; copper(l) iodide In butan-1-ol at 100℃; for 72h;48%
With copper; potassium carbonate In pentan-1-ol at 140℃; for 4h;44%
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

3-amino-3',5'-dimethylbiphenyl
783325-73-5

3-amino-3',5'-dimethylbiphenyl

N-[3-(3,5-dimethylphenyl)phenyl]anthranilic acid
783325-75-7

N-[3-(3,5-dimethylphenyl)phenyl]anthranilic acid

Conditions
ConditionsYield
With copper(I) oxide; copper; potassium carbonate In 2-ethoxy-ethanol at 130℃; for 24h;99%
With copper(I) oxide; potassium carbonate; copper(II) oxide In 2-methoxy-ethanol for 2h; Heating;95%
With copper(I) oxide; copper; potassium carbonate In ethyl methyl ether for 2h; Heating / reflux;95%
ethylbenzene
100-41-4

ethylbenzene

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

1-phenylethyl 2-chlorobenzoate
111021-09-1

1-phenylethyl 2-chlorobenzoate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In water at 80℃; for 8h;99%
cyclohexyl-N-tosyl aziridine
68820-12-2

cyclohexyl-N-tosyl aziridine

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-((4-methylphenyl)sulfonamido)cyclohexyl 2-chlorobenzoate

2-((4-methylphenyl)sulfonamido)cyclohexyl 2-chlorobenzoate

Conditions
ConditionsYield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 65℃; for 33h; stereoselective reaction;99%
In N,N-dimethyl-formamide at 65℃; for 43h;97%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 50℃; Green chemistry;93%
(1S,2S,4S,5R,6S)-di-tert-butyl 4-amino-2-[(tert-butoxycarbonyl)amino]bicyclo[3.1.0]hexane-2,6-dicarboxylate
1440525-63-2

(1S,2S,4S,5R,6S)-di-tert-butyl 4-amino-2-[(tert-butoxycarbonyl)amino]bicyclo[3.1.0]hexane-2,6-dicarboxylate

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

di-tert-butyl (1S,2S,4S,5R,6S) 2-((tert-butoxycarbonyl)amino)-4-[(2-chlorobenzoyl)amino]bicyclo[3.1.0]hexane-2,6-dicarboxylate

di-tert-butyl (1S,2S,4S,5R,6S) 2-((tert-butoxycarbonyl)amino)-4-[(2-chlorobenzoyl)amino]bicyclo[3.1.0]hexane-2,6-dicarboxylate

Conditions
ConditionsYield
Stage #1: ortho-chlorobenzoic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide
Stage #2: (1S,2S,4S,5R,6S)-di-tert-butyl 4-amino-2-[(tert-butoxycarbonyl)amino]bicyclo[3.1.0]hexane-2,6-dicarboxylate In N,N-dimethyl-formamide
99%
aniline
62-53-3

aniline

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

N-(2-chlorophenyl)-N'-phenylurea
2989-99-3

N-(2-chlorophenyl)-N'-phenylurea

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine In toluene at 100℃; for 0.0166667h; Curtius Rearrangement; Microwave irradiation;99%
2-iodobiphenyl
2113-51-1

2-iodobiphenyl

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

triphenylene
217-59-4

triphenylene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; p-benzoquinone In dimethyl sulfoxide at 140℃; for 4h; Schlenk technique; Inert atmosphere;99%
1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-(m-tolylamino)benzoic acid
16524-22-4

2-(m-tolylamino)benzoic acid

Conditions
ConditionsYield
With copper; caesium carbonate; copper(II) oxide In water at 105℃; Reagent/catalyst; Temperature; Large scale;98.3%
With copper(I) oxide; copper; potassium carbonate In 2-ethoxy-ethanol at 130℃; for 24h;80%
With potassium carbonate; copper In N,N-dimethyl-formamide for 2h; Heating;63%
p-toluidine
106-49-0

p-toluidine

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

N-p-tolyl-anthranilic acid
16524-23-5

N-p-tolyl-anthranilic acid

Conditions
ConditionsYield
With copper; potassium carbonate for 5h; Heating;98%
With copper; sodium carbonate; copper(II) oxide In water at 105℃; Large scale;97.9%
With pyridine; copper; potassium carbonate In pentan-1-ol for 1h; Heating;84%
aniline
62-53-3

aniline

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-(phenylamino)benzoic acid
91-40-7

2-(phenylamino)benzoic acid

Conditions
ConditionsYield
With copper(I) sulfate; potassium carbonate; copper(II) sulfate In water for 0.0833333h; Ullmann condensation; microwave irradiation;98%
With potassium carbonate; copper(II) sulfate for 0.025h; Ullmann condensation; microwave irradiation;98%
With sodium acetate; copper (I) acetate In water for 4h; Heating;91%
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

butan-1-ol
71-36-3

butan-1-ol

butyl 2-chlorobenzoate
52468-48-1

butyl 2-chlorobenzoate

Conditions
ConditionsYield
With sulfuric acid; acetonitrile at 80 - 85℃; for 16 - 18h;98%
With thionyl chloride for 2h; Heating;81%
With sulfuric acid
4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

N-(4-carboxyphenyl)anthranilic acid
17332-57-9

N-(4-carboxyphenyl)anthranilic acid

Conditions
ConditionsYield
With copper(I) oxide; copper; potassium carbonate In 2-ethoxy-ethanol at 130℃; for 24h;98%
With copper; potassium carbonate In i-Amyl alcohol at 160℃; Ullmann Condensation;91%
With copper; potassium carbonate In N,N-dimethyl-formamide at 140 - 145℃; for 3.5h;79%
3-methylantranilic acid
4389-45-1

3-methylantranilic acid

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-<(2-carboxyphenyl)amino>-3-methylbenzoic acid
80841-45-8

2-<(2-carboxyphenyl)amino>-3-methylbenzoic acid

Conditions
ConditionsYield
With copper; potassium carbonate; copper(I) bromide In various solvent(s) at 160℃; for 0.5h;98%
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-deuteriobenzoic acid
4551-39-7

2-deuteriobenzoic acid

Conditions
ConditionsYield
With hydrogen; water-d2; triethylamine; palladium on activated charcoal at 20℃;98%
With 10% Pd/C; hydrogen; water-d2; triethylamine In methanol at 20℃; for 24h; chemoselective reaction;97%
With deuteriated sodium hydroxide; aluminum nickel In water-d2 at 40℃; for 1h; Yield given;
ethyl iodide
75-03-6

ethyl iodide

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

ethyl 2-chlorobenzoate
7335-25-3

ethyl 2-chlorobenzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile for 1.5h; Heating;98%
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-chloro-6-iodobenzoic acid
13420-63-8

2-chloro-6-iodobenzoic acid

Conditions
ConditionsYield
With N-iodo-succinimide; [Ir(III)(η5-pentamethylcyclopentadienyl)(H2O)3](SO4) at 60℃; for 16h;98%
With [bis(acetoxy)iodo]benzene; iodine; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 24h; Sealed tube;91%
With [bis(acetoxy)iodo]benzene; iodine; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 24h;87%
Stage #1: ortho-chlorobenzoic acid With (E)-N,N,N′,N′-tetramethylethene-1,2-diamine; sec.-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: With iodine In tetrahydrofuran at -78 - 0℃;
53%
9-hydroxymethylanthracene
1468-95-7

9-hydroxymethylanthracene

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-chloro-benzoic acid anthracen-9-ylmethyl ester

2-chloro-benzoic acid anthracen-9-ylmethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;98%

118-91-2Related news

Vibrational spectra of rare earths: o-Chlorobenzoic acid (cas 118-91-2) in the region 800-200 cm-109/01/2019

The vibrational spectra of Pr3+ and Nd3+: o-clorobenzoic acid in solid state in the region 800-200 cm-1 have been recorded. About 24 bands have been observed. They have been assigned.detailed

118-91-2Relevant articles and documents

-

Atkinson et al.

, p. 476 (1943)

-

Oxidation of aromatic aldehydes with potassium bromate-bromide reagent and an acidic catalyst

Sharma,Robert, Alice R.

, p. 3251 - 3254 (2013)

We report herein an easy oxidation procedure for converting aromatic aldehydes to aromatic carboxylic acids by use of a combination of commercially and readily available potassium bromate with potassium bromide in the presence of hydrochloric acid catalyst.

Chemiluminescence from arylcarbene oxidation: phenylchlorocarbene and (2-chlorophenyl)carbene

Sander, Wolfram W.

, p. 637 - 646 (1987)

Chemiluminescence is observed in the thermal reaction of phenylchlorocarbene or (2-chloro-phenyl)carbene and O2, matrix-isolated in Ar.The chemiluminescence spectra closely match the phosphorescence of the corresponding carbonyl compounds.The reactivity of both carbenes towards O2 is very different.Singlet carbene phenylchlorocarbene reacts thermally only slowly with O2 up to 60 K.The oxidation products phenylchloroformate, benzoyl chloride and O(3P) are mainly formed photochemically on irradiation of the diazirine precursor.Triplet carbene (2-chlorophenyl)carbene reacts readily with O2 at cryogenic temperatures to give mostly 2-chlorobenzaldehyde-O-oxide.The carbonyl-O-oxide is photochemically easily cleaved to give 2-chlorobenzaldehyde and O(3P).The reaction step leading to carbonyl compounds in their excited states is in both carbene oxidations the recombination of the free carbene and O(3P).

Supported ruthenium hydride catalysts for direct conversion of alcohols to carboxylic acids using styrene oxide as oxidant

Ghafouri, Moloud,Moghadam, Majid,Mehrani, Kheirollah,Daneshvar, Anahita

, (2018)

In the present work, the ability of two ruthenium hydride catalysts supported on multiwall carbon nanotubes, [Ru–H@EDT–MWCNT], and gold nanoparticles cored triazine dendrimer, [Ru–H@AuNPs–TD], in the direct conversion of alcohols to carboxylic acids via transfer hydrogenation using styrene oxide as oxidant is reported. Different alcohols were successfully converted to their corresponding carboxylic acids. The results showed that these two heterogeneous catalysts are more efficient than the homogeneous counterpart. In addition, the catalysts were reused several times.

COBALT CARBONYL-CATALYZED DOUBLE-CARBONYLATION OF O-HALOGENATED BENZOIC ACIDS UNDER PHOTOSTIMULATION

Kashimura, Tsugunori,,Kudo, Kiyoshi,Mori, Sadayuki,Sugita, Nobuyuki

, p. 483 - 486 (1986)

Cobalt carbonyl-catalyzed double-carbonylation of o-dihalobenzenes and o-halogenated benzoic acids, affording phthalonic acid, was observed in aqueous sodium hydroxide under photostimulation.

Direct oxidation of alcohols to carboxylic acids over ruthenium hydride catalyst with diphenyl sulfoxide oxidant

Barati, Behjat,Moghadam, Majid,Rahmati, Abbas,Mirkhani, Valiollah,Tangestaninejad, Shahram,Mohammadpoor-Baltork, Iraj

, p. 114 - 117 (2013)

In the present work, a new method for the synthesis of carboxylic acids over ruthenium hydride catalyst is reported. Direct oxidation of alcohols to their corresponding carboxylic acids with diphenyl sulfoxide oxidant over RuHCl(CO)(PPh3)3 catalyst was investigated. Mild reaction conditions, short reaction times and excellent yields make this method as an appealing way for preparation of carboxylic acids.

Atomically Dispersed Co Clusters Anchored on N-doped Carbon Nanotubes for Efficient Dehydrogenation of Alcohols and Subsequent Conversion to Carboxylic Acids

Dong, Zhengping,Fang, Jian,Li, Boyang,Xu, Dan,Zhang, Fengwei,Zhao, Hong,Zhu, Hanghang

, p. 4536 - 4545 (2021/09/22)

The catalytic dehydrogenation of readily available alcohols to high value-added carbonyl compounds is a research hotspot with scientific significance. Most of the current research about this reaction is performed with noble metal-based homogeneous catalysts of high price and poor reusability. Herein, highly dispersed Co-cluster-decorated N-doped carbon nanotubes (Co/N-CNTs) were fabricated via a facile strategy and used for the dehydrogenation of alcohols with high efficiency. Various characterization techniques confirmed the presence of metallic Co clusters with almost atomic dispersion, and the N-doped carbon supports also enhanced the catalytic activity of Co clusters in the dehydrogenation reaction. Aldehydes as dehydrogenation products were further transformed in situ to carboxylic acids through a Cannizzaro-type pathway under alkaline conditions. The reaction pathway of the dehydrogenation of alcohols was clearly confirmed by theoretical calculations. This work should provide an effective and simple approach for the accurate design and synthesis of small Co-clusters catalysts for the efficient dehydrogenation-based transformation of alcohols to carboxylic acids under mild reaction conditions.

Aerobic oxidation of aldehydes to carboxylic acids catalyzed by recyclable ag/c3 n4 catalyst

Wu, Chaolong,Yao, Xiaoquan,Yu, Min,Zhou, Li,Zhu, Li

, p. 167 - 175 (2021/03/19)

The oxidation of aldehydes is an efficient methodology for the synthesis of carboxylic acids. Herein we hope to report a simple, efficient and recyclable protocol for aerobic oxidation of aldehydes to carboxylic acid by using C3N4 supported silver nanoparticles (Ag/C3N4) as a catalyst in aqueous solution under mild conditions. Under standard conditions, the corresponding carboxylic acids can be obtained in good to excellent yields. In addition, Ag/C3N4 is convenient for recovery and could be reused three times with satisfactory yields.

Bimetallic oxide nanoparticles confined in ZIF-67-derived carbon for highly selective oxidation of saturated C–H bond in alkyl arenes

Huang, Cheng,Su, Xiaoyan,Gu, Xiangyu,Liu, Rui,Zhu, Hongjun

, (2020/10/15)

Zeolite imidazolate frameworks (ZIFs) have recently emerged as an ideal type of carbon precursors with abundant tailorability. In this work, a series of ZIF-derived porous carbon catalysts have been prepared with encapsulation of bimetallic oxide nanoparticles via simple thermal treatment. The composition and structure of these catalysts were confirmed in detail by different characterization methods. The bimetallic oxide (Mn/Co, Fe/Co, and Cu/Co) nanoparticles were encapsulated in the nitrogen-doped graphitized carbon matrix. Moreover, the hierarchically porous structure and carbon defects were successfully constructed in the carbon catalysts. Additionally, in the selective oxidation of saturated C–H bonds in alkyl arenes, the carbon catalysts demonstrate outstanding performance for the oxidation of C–H bonds to corresponding carboxyl groups. This was due to their unique structure can greatly promote mass transfer and molecular oxygen activation, resulting in high conversion and high selectivity. Remarkably, this work here could also provide a novel strategy to the controllable synthesis of metal–organic frameworks (MOFs)-derived carbon catalysts for enhanced performance in heterogeneous catalysis.

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