Product Name

  • Name

    4-Chloro-3-nitrobenzoic acid

  • EINECS 202-550-9
  • CAS No. 96-99-1
  • Article Data34
  • CAS DataBase
  • Density 1.602 g/cm3
  • Solubility 342.7mg/L(temperature not stated)
  • Melting Point 180-183 °C(lit.)
  • Formula C7H4ClNO4
  • Boiling Point 371.6 °C at 760 mmHg
  • Molecular Weight 201.566
  • Flash Point 178.5 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 26-24/25-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 96-99-1 (4-Chloro-3-nitrobenzoic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 4-chloro-3-nitro-benzoate;4-Chloro-3-Nitro Benzoic Acid;Benzoic acid, 4-chloro-3-nitro-;Kyselina 4-chloro-3-nitrobenzoova;Kyselina 4-chloro-3-nitrobenzoova [Czech];4-09-00-01226 (Beilstein Handbook Reference);3-Nitro-4-chlorobenzoic acid;4-chloro-3-nitro-benzoic acid;3-Nitro-4-chloro-benzoic acid;
  • PSA 83.12000
  • LogP 2.46960

Synthetic route

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With sulfuric acid; nitric acid In dichloromethane; water97.3%
With sulfuric acid; nitric acid at 30 - 35℃; for 6h;97.56%
With nitric acid for 1h; Heating;85%
4-chloro-3-nitro-benzaldehyde
16588-34-4

4-chloro-3-nitro-benzaldehyde

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With copper(II) oxide; dihydrogen peroxide In acetonitrile at 60℃; for 5h; Green chemistry;82%
With permanganate(VII) ion
4-chloro-3-nitrobenzonitrile
939-80-0

4-chloro-3-nitrobenzonitrile

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With sulfuric acid
With nitric acid
4-n-butanoyl-2-nitrochlorobenzene
66353-38-6

4-n-butanoyl-2-nitrochlorobenzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With chromium(III) oxide; sulfuric acid
1-chloro-4-methyl-2-nitro-benzene
89-60-1

1-chloro-4-methyl-2-nitro-benzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

1-chloro-4-(chloromethyl)-2-nitrobenzene
57403-35-7

1-chloro-4-(chloromethyl)-2-nitrobenzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With potassium permanganate
4-Chloro-3-nitro-benzoic acid 4-nitro-phenyl ester
193606-98-3

4-Chloro-3-nitro-benzoic acid 4-nitro-phenyl ester

A

p-nitrophenolate
14609-74-6

p-nitrophenolate

B

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With hydroxide In water; dimethyl sulfoxide at 25℃; Rate constant; for determination of Hammett plot;
With sodium hydroxide In water; dimethyl sulfoxide at 25℃; Kinetics;
sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

para-chloroacetophenone
99-91-2

para-chloroacetophenone

A

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

B

1-<4-chloro-3-nitro-phenyl>-ethanone-(1)

1-<4-chloro-3-nitro-phenyl>-ethanone-(1)

Conditions
ConditionsYield
at -12 - -10℃;
1-<4-chloro-3-nitro-phenyl>-ethanone-(1)

1-<4-chloro-3-nitro-phenyl>-ethanone-(1)

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With potassium permanganate; water; magnesium sulfate
sulfuric acid
7664-93-9

sulfuric acid

2-chloro-3-nitro-5-trifluoromethylbenzene
121-17-5

2-chloro-3-nitro-5-trifluoromethylbenzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-n-butanoyl-2-nitrochlorobenzene
66353-38-6

4-n-butanoyl-2-nitrochlorobenzene

diluted Cr2O3-H2SO4

diluted Cr2O3-H2SO4

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

1-chloro-4-(2-chloro-propyl)-2-nitro-benzene

1-chloro-4-(2-chloro-propyl)-2-nitro-benzene

KMnO4

KMnO4

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

3-nitro-4-sulfo-benzoic acid
439693-71-7

3-nitro-4-sulfo-benzoic acid

A

3,4-dichlorbenzoic acid
51-44-5

3,4-dichlorbenzoic acid

B

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
at 180 - 200℃; Kochen des Produktes mit Wasser;
[4-(4-chloro-3-nitro-benzoylamino)-3-nitro-phenyl]-arsonic acid
861789-63-1

[4-(4-chloro-3-nitro-benzoylamino)-3-nitro-phenyl]-arsonic acid

diluted NaOH-solution

diluted NaOH-solution

A

3-nitro-4-hydroxybenzoic acid
616-82-0

3-nitro-4-hydroxybenzoic acid

B

(4-amino-3-nitro-phenyl)-arsonic acid
5440-06-2

(4-amino-3-nitro-phenyl)-arsonic acid

C

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-(4-chloro-3-nitrophenyl)-4-oxobutanoic acid
84314-04-5

4-(4-chloro-3-nitrophenyl)-4-oxobutanoic acid

A

malonic acid
141-82-2

malonic acid

B

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With sodium hydroxide; sodium hydrogencarbonate; sodium carbonate; potassium hexacyanoferrate(III); osmium(VIII) oxide In water at 36.85℃; Activation energy;
2,4-dinitrophenyl 4-chloro-3-nitrobenzoate

2,4-dinitrophenyl 4-chloro-3-nitrobenzoate

A

2,4-dinitrophenolate
20350-26-9

2,4-dinitrophenolate

B

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With hydroxide In water; dimethyl sulfoxide at 25℃; Kinetics; Alkaline hydrolysis;
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Austausch von NH2 gegen CN nach Sandmeyer
2: concentrated sulfuric acid
View Scheme
4-n-butanoylchlorobenzene
4981-63-9

4-n-butanoylchlorobenzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HNO3+H2SO4 / <-5
2: Cr2O3-H2SO4
View Scheme
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid; hydrogen chloride / 85 °C
2: aqueous KMnO4
View Scheme
Multi-step reaction with 2 steps
1: H2SO4; paraformaldehyde; HCl / 85 °C
2: aqueous KMnO4
View Scheme
chlorobenzene
108-90-7

chlorobenzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aluminium chloride / 40 - 60 °C
2: HNO3+H2SO4 / <-5
3: Cr2O3-H2SO4
View Scheme
4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitric acid
2: aqueous nitric acid
View Scheme
para-chlorotoluene
106-43-4

para-chlorotoluene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium dichromate; aqueous sulfuric acid; acetic acid
2: nitric acid
View Scheme
Multi-step reaction with 2 steps
1: nitric acid / 70 °C
2: nitric acid / 50 °C
View Scheme
4-chloro-3-nitrobenzamide
16588-06-0

4-chloro-3-nitrobenzamide

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus oxychloride / 170 °C
2: aqueous nitric acid
View Scheme
4-chloro-3-nitro-benzoyl chloride
38818-50-7

4-chloro-3-nitro-benzoyl chloride

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrachloromethane; aqueous ammonia
2: phosphorus oxychloride / 170 °C
3: aqueous nitric acid
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / diethyl ether
2: hydrogenchloride / water; acetonitrile
3: water; dimethyl sulfoxide / 25 °C
View Scheme
concentrated H2 SO4

concentrated H2 SO4

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With Concentrated HNO3
C6H3N2O5(1-)*C12H9ClN3O3(1+)

C6H3N2O5(1-)*C12H9ClN3O3(1+)

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With water; dimethyl sulfoxide at 25℃; Kinetics;
2,4-dinitrophenyl 4-chloro-3-nitrobenzoate

2,4-dinitrophenyl 4-chloro-3-nitrobenzoate

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water; acetonitrile
2: water; dimethyl sulfoxide / 25 °C
View Scheme
4-nitro-phenol
100-02-7

4-nitro-phenol

4-chloro-3-nitro-benzoyl chloride
38818-50-7

4-chloro-3-nitro-benzoyl chloride

A

p-nitrophenolate
14609-74-6

p-nitrophenolate

B

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / diethyl ether
2: sodium hydroxide / dimethyl sulfoxide; water / 25 °C
View Scheme
methylamine
74-89-5

methylamine

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-(methylamino)-3-nitrobenzoic acid
41263-74-5

4-(methylamino)-3-nitrobenzoic acid

Conditions
ConditionsYield
In water at 100℃; for 14h;100%
In water at 80℃; for 5h;100%
Stage #1: methylamine; 4-chloro-3-nitrobenzoate In water for 4h; Reflux;
Stage #2: With sulfuric acid In water at 20℃; pH=2; Product distribution / selectivity;
95.5%
ethanol
64-17-5

ethanol

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

ethyl 4-chloro-3-nitrobenzoate
16588-16-2

ethyl 4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With sulfuric acid for 4h; Heating;100%
With thionyl chloride for 2.25h; Heating / reflux;96%
With hydrogenchloride Heating;95%
ethyl iodide
75-03-6

ethyl iodide

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

ethyl 4-chloro-3-nitrobenzoate
16588-16-2

ethyl 4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3h;100%
Stage #1: 4-chloro-3-nitrobenzoate With potassium carbonate In DMF (N,N-dimethyl-formamide) for 0.5h;
Stage #2: ethyl iodide In DMF (N,N-dimethyl-formamide) at 50℃; for 4h;
86%
Stage #1: 4-chloro-3-nitrobenzoate With potassium carbonate In DMF (N,N-dimethyl-formamide) for 0.5h;
Stage #2: ethyl iodide In DMF (N,N-dimethyl-formamide) at 50℃; for 4h;
86%
ethylamine
75-04-7

ethylamine

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-(ethylamino)-3-nitrobenzoic acid
2788-74-1

4-(ethylamino)-3-nitrobenzoic acid

Conditions
ConditionsYield
In water at 80℃; for 5h;100%
at 70℃; for 5h;99%
In water at 80℃;95%
methanol
67-56-1

methanol

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

methyl 3-nitro-4-chlorobenzoate
14719-83-6

methyl 3-nitro-4-chlorobenzoate

Conditions
ConditionsYield
With sulfuric acid for 16h; Reflux;98%
With sulfuric acid at 80℃;98%
With hydrogenchloride Heating;97%
4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

3-nitro-4-hydroxybenzoic acid
616-82-0

3-nitro-4-hydroxybenzoic acid

Conditions
ConditionsYield
With water; sodium hydroxide at 100℃;98%
With sodium hydroxide In water at 95℃; for 10h;91.83%
With sodium hydroxide In water430 g (90 %)
6a-hydroxy-artemisinin

6a-hydroxy-artemisinin

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

C22H24ClNO9

C22H24ClNO9

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;98%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

benzaldehyde
100-52-7

benzaldehyde

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

N-(2-tert-butylamino)-2-oxo-1-phenylethyl-4-chloro-N-(4-iodophenyl)-3-nitrobenzamide

N-(2-tert-butylamino)-2-oxo-1-phenylethyl-4-chloro-N-(4-iodophenyl)-3-nitrobenzamide

Conditions
ConditionsYield
In methanol at 20℃; for 24h;98%
4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

ethyl 4-chloro-3-nitrobenzoate
16588-16-2

ethyl 4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With sulfuric acid In ethanol97%
Stage #1: 4-chloro-3-nitrobenzoate With potassium carbonate In DMF (N,N-dimethyl-formamide) for 0.5h;
Stage #2: With ethyl iodide at 50℃; for 4h; Heating / reflux;
86%
Multi-step reaction with 2 steps
1: 95 percent / cerium(IV) ammonium nitrate / 336 h / 20 °C
2: 98 percent / cerium(IV) ammonium nitrate / 144 h / 20 °C
View Scheme
In ethanol
aniline
62-53-3

aniline

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-chloro-3-nitro-N-phenylbenzamide
41614-16-8

4-chloro-3-nitro-N-phenylbenzamide

Conditions
ConditionsYield
With thionyl chloride In chlorobenzene at 70 - 100℃; for 2h; Reagent/catalyst; Solvent; Temperature; Large scale; Green chemistry;97%
C15H17NO3

C15H17NO3

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

C22H19ClN2O6

C22H19ClN2O6

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;97%
4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-chloro-3-nitrobenzyl alcohol
55912-20-4

4-chloro-3-nitrobenzyl alcohol

Conditions
ConditionsYield
With borane-THF; boron trifluoride diethyl etherate In tetrahydrofuran at 20℃; for 18h;96%
With borane-THF In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;96%
With dimethylsulfide borane complex In tetrahydrofuran Ambient temperature;95%
4-Benzyloxyphenol
103-16-2

4-Benzyloxyphenol

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-(4-benzyloxy-phenoxy)-3-nitro-benzoic acid
943771-70-8

4-(4-benzyloxy-phenoxy)-3-nitro-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-Benzyloxyphenol With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.166667h;
Stage #2: 4-chloro-3-nitrobenzoate In dimethyl sulfoxide at 120℃; for 1h;
Stage #3: With hydrogenchloride; water In dimethyl sulfoxide at 0℃; pH=3;
96%
propargyl alcohol
107-19-7

propargyl alcohol

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

prop-2-yn-1-yl 4-chloro-3-nitrobenzoate

prop-2-yn-1-yl 4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With thionyl chloride at -20 - 20℃; for 18h; Inert atmosphere;96%
4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

2-(4-chloro-3-nitrophenyl)-5-nitro-1H-benzimidazole
1291074-93-5

2-(4-chloro-3-nitrophenyl)-5-nitro-1H-benzimidazole

Conditions
ConditionsYield
With trichlorophosphate for 30h; Reflux;95%
piperidine
110-89-4

piperidine

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

1-(4-chloro-3-nitro-benzoyl)-piperidine
91721-46-9

1-(4-chloro-3-nitro-benzoyl)-piperidine

Conditions
ConditionsYield
Stage #1: 4-chloro-3-nitrobenzoate With 1,1'-carbonyldiimidazole In ethyl acetate at 20℃; for 1h;
Stage #2: piperidine In ethyl acetate at 20℃; for 1h;
95%
piperidine
110-89-4

piperidine

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

3-nitro-4-(piperidin-1-yl)benzoic acid
26586-26-5

3-nitro-4-(piperidin-1-yl)benzoic acid

Conditions
ConditionsYield
With D-myo-inositol; copper; caesium carbonate In water at 100℃;94%
With L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate; potassium carbonate In dimethyl sulfoxide at 110℃; for 20h; Inert atmosphere;88%
aniline
62-53-3

aniline

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

2-nitrodiphenylamine-4-carboxylic acid
16927-49-4

2-nitrodiphenylamine-4-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In water at 150℃; for 2h;94%
In propan-1-ol for 12h; Heating;80%
In propan-1-ol for 12h; Reflux;80%
With 4-methyl-morpholine; copper In i-Amyl alcohol for 18h; Heating;
4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

tert-butyl alcohol
75-65-0

tert-butyl alcohol

4-Chloro-3-nitrobenzoic acid tert-butyl ester
157160-99-1

4-Chloro-3-nitrobenzoic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere;94%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 17h; Inert atmosphere;
2-amino-phenol
95-55-6

2-amino-phenol

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

2-(4-chloro-3-nitrophenyl)benzo[d]oxazole
32058-60-9

2-(4-chloro-3-nitrophenyl)benzo[d]oxazole

Conditions
ConditionsYield
With samarium(III) trifluoromethanesulfonate In ethanol; water at 80℃; for 3h;94%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

3-amino-4-chloro-benzoic acid
2840-28-0

3-amino-4-chloro-benzoic acid

Conditions
ConditionsYield
In methanol; water92%
2,2-dimethoxyethylamine
22483-09-6

2,2-dimethoxyethylamine

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-[(2,2-dimethoxyethyl)amino]-3-nitrobenzoic acid

4-[(2,2-dimethoxyethyl)amino]-3-nitrobenzoic acid

Conditions
ConditionsYield
With triethylamine In dimethyl sulfoxide at 100℃; for 14h;92%
N-butylamine
109-73-9

N-butylamine

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

N-butyl-(4-chloro-3-nitrophenyl)carboxamide
59320-12-6

N-butyl-(4-chloro-3-nitrophenyl)carboxamide

Conditions
ConditionsYield
Stage #1: 4-chloro-3-nitrobenzoate With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dichloromethane for 0.0833333h; ice bath;
Stage #2: N-butylamine In dichloromethane at 20℃; for 0.25h;
91%
4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-chloro-3-nitro-benzoyl chloride
38818-50-7

4-chloro-3-nitro-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide Heating;90%
With thionyl chloride for 6h; Heating;84.7%
With phosphorus pentachloride at 140 - 150℃;
chloromethyl-(4-chloro-2-methyl-phenyl)-ether
83144-02-9

chloromethyl-(4-chloro-2-methyl-phenyl)-ether

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-Chloro-3-nitro-benzoic acid 4-chloro-2-methyl-phenoxymethyl ester
83144-00-7

4-Chloro-3-nitro-benzoic acid 4-chloro-2-methyl-phenoxymethyl ester

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 0.25h; Heating;90%
toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

N-(4-chloro-3-nitrophenyl)-4-methylbenzenesulfonamide
16330-01-1

N-(4-chloro-3-nitrophenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With dipotassium peroxodisulfate; silver nitrate In toluene at 110℃; for 0.5h; Sealed tube;90%
4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-Chloro-3-nitrobenzoic acid tert-butyl ester
157160-99-1

4-Chloro-3-nitrobenzoic acid tert-butyl ester

Conditions
ConditionsYield
With thionyl chloride In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide89%
59%
Multi-step reaction with 2 steps
1: SOCl2, DMF / 1,2-dichloro-ethane / 14 h / Heating
2: tetrahydrofuran / 0.5 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: SOCl2 / dimethylformamide
View Scheme
Multi-step reaction with 2 steps
1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane
2: pyridine
View Scheme
4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

A

1-cyclopropyl-1H-indole

1-cyclopropyl-1H-indole

B

4-Chloro-3-nitrobenzoic acid tert-butyl ester
157160-99-1

4-Chloro-3-nitrobenzoic acid tert-butyl ester

Conditions
ConditionsYield
With thionyl chloride In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamideA 89%
B n/a
1-(3-aminopropyl)-2-pyrrolidone
7663-77-6

1-(3-aminopropyl)-2-pyrrolidone

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

4-[N-(3′-aminopropyl)-2-pyrrolidone]-3-nitrobenzenesulfonic acid
312921-96-3

4-[N-(3′-aminopropyl)-2-pyrrolidone]-3-nitrobenzenesulfonic acid

Conditions
ConditionsYield
In dimethyl sulfoxide at 85℃; for 8h;89%

4-Chloro-3-nitrobenzoic acid Chemical Properties


IUPAC Name: 4-Chloro-3-nitrobenzoic acid
Molecular Formula: C7H4ClNO4
Molecular Weight: 201.57 g/mol
SMILES: O=[N+]([O-])c1cc(ccc1Cl)C(=O)O Copy
InChI: InChI=1/C7H4ClNO4/c8-5-2-1-4(7(10)11)3-6(5)9(12)13/h1-3H,(H,10,11)
EINECS: 202-550-9
Classification Code: Mutation data
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic acid; Organic acids; C7; Carbonyl Compounds; Carboxylic Acids
Melting Point: 180-183 °C(lit.)
Index of Refraction: 1.627
Molar Refractivity: 44.62 cm3
Molar Volume: 125.7 cm3
Surface Tension: 67.7 dyne/cm
Density: 1.602 g/cm3
Flash Point: 178.5 °C
Enthalpy of Vaporization: 65.26 kJ/mol
Boiling Point: 371.6 °C at 760 mmHg
Vapour Pressure of 4-Chloro-3-nitrobenzoic acid (CAS NO.96-99-1): 3.53E-06 mmHg at 25 °C

4-Chloro-3-nitrobenzoic acid Uses

 4-Chloro-3-nitrobenzoic acid (CAS NO.96-99-1) can be used as pharmaceutical intermediates in Organic synthesis , used in the manufacture of dyes and pharmaceutical , also can be used in producing methylimidazole.

4-Chloro-3-nitrobenzoic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 75mg/kg (75mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
rat LD50 oral 3150mg/kg (3150mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 577, 1986.

4-Chloro-3-nitrobenzoic acid Consensus Reports

Reported in EPA TSCA Inventory.

4-Chloro-3-nitrobenzoic acid Safety Profile

Poison by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and Cl.
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-24/25-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing.
WGK Germany: 2
RTECS of 4-Chloro-3-nitrobenzoic acid (CAS NO.96-99-1): DG5425050

4-Chloro-3-nitrobenzoic acid Specification

  4-Chloro-3-nitrobenzoic acid (CAS NO.96-99-1), its Synonyms are 3-Nitro-4-chlorobenzoic acid ; Kyselina 4-chloro-3-nitrobenzoova ; Benzoic acid, 4-chloro-3-nitro- . It is white to light yellow crystal powder.

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