Product Name

  • Name

    4-Chlorobenzoic acid

  • EINECS 200-805-9
  • CAS No. 74-11-3
  • Article Data989
  • CAS DataBase
  • Density 1.374 g/cm3
  • Solubility soluble in hot water
  • Melting Point 238-241 °C
  • Formula C7H5ClO2
  • Boiling Point 287.2 °C at 760 mmHg
  • Molecular Weight 156.569
  • Flash Point 127.5 °C
  • Transport Information
  • Appearance white to off-white crystalline flakes
  • Safety 26-36-37/39
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 74-11-3 (4-Chlorobenzoic acid)
  • Hazard Symbols HarmfulXn
  • Synonyms Benzoicacid, p-chloro- (7CI,8CI);4-CBA;Mycosid;NSC 143358;NSC 32738;NSC 8444;p-Carboxychlorobenzene;p-Chlorbenzoic acid;p-Chlorobenzoic acid;
  • PSA 37.30000
  • LogP 2.03820

Synthetic route

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With sodium perborate In acetic acid for 1.5h; steam bath;100%
With hydrogen bromide; oxygen In acetonitrile at 20℃; for 5h; UV-irradiation;100%
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;99%
benzyl p-chlorobenzoate
67483-73-2

benzyl p-chlorobenzoate

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 60℃; for 24h; Reagent/catalyst;100%
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.0833333h; chemoselective reaction;87%
With ammonium cerium(IV) nitrate In water; acetonitrile for 6h; Mechanism; Heating; other esters react in the same way;65%
allyl 4-chlorobenzoate
15784-28-8

allyl 4-chlorobenzoate

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With formic acid; triethylamine In acetonitrile at 80℃; for 1h; Inert atmosphere;100%
With toluene-4-sulfonic acid for 0.0666667h; microwave irradiation;86%
With iodine; dimethyl sulfoxide for 0.2h; Heating;76%
With ammonium cerium(IV) nitrate In water; acetonitrile for 6h; Mechanism; Heating; other esters react in the same way;74%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With bromine; oxygen In acetonitrile for 10h; Irradiation;100%
With periodic acid; tripropylammonium fluorochromate (VI) In acetonitrile at 0℃;99%
With silica-supported Jones reagent In dichloromethane for 0.035h;99.4%
4-chlorobenzoic anhydride
790-41-0

4-chlorobenzoic anhydride

A

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

B

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h; Ambient temperature;A 94%
B 100%
4-chloro-N,N-diisopropylbenzamide
79606-45-4

4-chloro-N,N-diisopropylbenzamide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride at 160℃; for 72h;100%
para-chlorotoluene
106-43-4

para-chlorotoluene

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With Oxone; potassium bromide In dichloromethane; water at 20℃; for 24h; visible light irradiation;99%
With ruthenium trichloride; sodium hypochlorite; tetrabutylammomium bromide In 1,2-dichloro-ethane at 25℃; for 2h;98%
With ruthenium trichloride; sodium hypochlorite; tetrabutylammomium bromide In 1,2-dichloro-ethane at 25℃; for 2h; Rate constant; Mechanism; pH 9: other methylbenzenes; var. concentration of aq. NaOCl, ruthenium and tetrabutylammonium bromide;98%
Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With iodine; aluminium In acetonitrile at 80℃; for 18h;99%
With potassium hydroxide In toluene at 150℃; for 0.166667h; microwave irradiation;94%
With sodium hydroxide In N,N-dimethyl-formamide for 0.5h; Ambient temperature;93%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With amphiphilic resin-supported phosphine-palladium; water; potassium carbonate at 25℃; under 760 Torr; for 12h; hydroxycarbonylation;99%
With dichloro bis(acetonitrile) palladium(II); potassium hydroxide; sodium dodecyl-sulfate In water; butan-1-ol at 70℃; under 760 Torr; for 4h;94%
With potassium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 25℃; under 760 Torr; for 2h;92%
cobalt (II) acetate·4 H2O

cobalt (II) acetate·4 H2O

para-chlorotoluene
106-43-4

para-chlorotoluene

1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione
143435-52-3

1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With acetic acid99%
4-chlorobenzyl azide
27032-10-6

4-chlorobenzyl azide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; vanadia In water at 100℃; for 6h;99%
1-chloro-4-{[(phenylmethyl)oxy]methyl}benzene
3395-72-0

1-chloro-4-{[(phenylmethyl)oxy]methyl}benzene

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With Oxone; potassium bromide In acetonitrile at 0 - 30℃; for 24.5h; Green chemistry;99%
2-(4-Chlorophenyl)ethanol
1875-88-3

2-(4-Chlorophenyl)ethanol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With oxygen; sodium t-butanolate In tetrahydrofuran at 20℃; under 750.075 Torr; for 17h; chemoselective reaction;99%
bromochlorobenzene
106-39-8

bromochlorobenzene

carbon monoxide
201230-82-2

carbon monoxide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide; dicobalt octacarbonyl In sodium hydroxide; benzene at 65℃; for 1h; Irradiation;98%
With sodium hydroxide; tetrabutylammomium bromide; dicobalt octacarbonyl In water; benzene at 65℃; under 760 Torr; for 1h; Irradiation;98%
ethyl 4-chlorobenzoate
7335-27-5

ethyl 4-chlorobenzoate

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
Stage #1: ethyl 4-chlorobenzoate With iron(III) chloride In tetrachloromethane at 85℃; for 24h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In tetrachloromethane Inert atmosphere;
98%
With potassium hydroxide In methanol at 35℃; for 0.333333h;89%
With ammonium cerium(IV) nitrate In water; acetonitrile for 6h; Mechanism; Heating; other esters react in the same way;58%
Stage #1: ethyl 4-chlorobenzoate With sodium hydroxide In water at 20℃;
Stage #2: With hydrogenchloride In water
With water; lithium hydroxide In tetrahydrofuran at 25℃; for 6h; Reagent/catalyst; Solvent;92 %Chromat.
p-chlorobenzoylmethanesulfonic acid
98554-12-2

p-chlorobenzoylmethanesulfonic acid

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With water; sodium hydroxide for 5h; Heating;98%
para-chloroacetophenone
99-91-2

para-chloroacetophenone

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate; potassium hydroxide In dimethyl sulfoxide at 130℃; under 3000.3 Torr; for 12h; Autoclave;97%
Stage #1: para-chloroacetophenone With tert.-butylhydroperoxide; sodium hydroxide; tungsten(VI) oxide In water at 80℃; for 8h;
Stage #2: With hydrogenchloride In water
94%
With copper(II) nitrate trihydrate; oxygen In acetonitrile at 120℃; under 4500.45 Torr; for 10h; Autoclave;93%
4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With t-butyl thionitrite; copper dichloride In acetonitrile at 25℃; for 0.0333333h;97%
Stage #1: 4-amino-benzoic acid With tert.-butylnitrite In acetonitrile at 20℃; Sandmeyer Reaction; Flow reactor;
Stage #2: With copper dichloride In ethylene glycol; acetonitrile at 82℃; Sandmeyer Reaction; Flow reactor;
50%
With hydrogenchloride; potassium nitrite; dimethyl sulfoxide; copper(l) chloride In water at 35℃; for 0.5h;77 % Chromat.
4-chloro-benzoic acid 3-methyl-but-2-enyl ester

4-chloro-benzoic acid 3-methyl-but-2-enyl ester

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With Montmorillonite K-10 clay; toluene for 0.333333h; Dealkylation; Microwave irradiation;97%
With toluene-4-sulfonic acid for 0.0666667h; microwave irradiation;84%
benzyl p-chlorobenzoate
67483-73-2

benzyl p-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

para-chlorobenzoic acid
74-11-3

para-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 97%
1-Chloro-4-(chloromethyl)benzene
104-83-6

1-Chloro-4-(chloromethyl)benzene

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In water; tert-butyl alcohol at 70℃; Ni-anode, 16 mA/cm2;96%
4-chlorobenzyl bromide
622-95-7

4-chlorobenzyl bromide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With Oxone In water; acetonitrile for 9h; Reflux;96%
With sodium periodate; sulfuric acid In water at 95℃; for 12h;79%
With tert.-butylhydroperoxide In water at 80℃; for 12h; Green chemistry;
Multi-step reaction with 2 steps
1: silver(I) nitrite / diethyl ether / 5 h / 0 °C / Reflux
2: tetra-(n-butyl)ammonium iodide; zinc diacetate; water / 24 h / 80 °C
View Scheme
para-chlorotoluene
106-43-4

para-chlorotoluene

A

N-acetoxy-1,8-naphthalenedicarboximide

N-acetoxy-1,8-naphthalenedicarboximide

B

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With acetic acid In titaniumA n/a
B 96%
1-(p-chlorophenyl)ethyl alcohol
3391-10-4

1-(p-chlorophenyl)ethyl alcohol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With sodium nitrate; water; oxygen In dimethyl sulfoxide at 130℃; for 24h;96%
With 1,10-Phenanthroline; oxygen; copper diacetate; potassium hydroxide In dimethyl sulfoxide at 130℃; under 3000.3 Torr; for 12h; Autoclave;93%
With iron(III) chloride; cerium(III) chloride; tetrabutyl-ammonium chloride; oxygen In acetonitrile at 20℃; under 760.051 Torr; for 24h; Schlenk technique; Irradiation;90%
para-chlorotoluene
106-43-4

para-chlorotoluene

A

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

B

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; oxygen; 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 4.84℃; for 12h; Irradiation;A 5%
B 95%
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate In acetic acid at 25℃; under 760 Torr; for 20h;A 3%
B 67%
With sulfuric acid bei der elektrolytischen Oxydation;
para-dichlorobenzene
106-46-7

para-dichlorobenzene

carbon dioxide
124-38-9

carbon dioxide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With magnesium In tetrahydrofuran for 0.5h; Heating;95%
With Al-anode In N,N-dimethyl-formamide at 20℃; electrocarboxylation;78%
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; for 4h; Electrolysis;66%
Stage #1: para-dichlorobenzene With bis(cyclopentadienyl)titanium dichloride; butyl magnesium bromide In tetrahydrofuran at 40℃; for 6h; Inert atmosphere; Schlenk technique;
Stage #2: carbon dioxide In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Schlenk technique;
44%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

A

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

B

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 4-chlorobenzaldehyde With potassium hydroxide for 0.0833333h; Cannizzaro Reaction; Milling; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: With hydrogenchloride In water Green chemistry;
A 95%
B 95%
With sodium hydroxide In water at 20℃; for 3.5h; Cannizzaro Reaction;A n/a
B 89%
With TEA; magnesium bromide In dichloromethane at 20℃; for 48h; Cannizzaro reaction;A 88%
B n/a
cinnamyl 4-chlorobenzoate

cinnamyl 4-chlorobenzoate

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With Montmorillonite K-10 clay; methoxybenzene for 0.333333h; Dealkylation; Microwave irradiation;95%
With methoxybenzene In toluene for 15h; Heating;5%
4-chlorophenyl trifluoromethanesulfonate
29540-84-9

4-chlorophenyl trifluoromethanesulfonate

molybdenum hexacarbonyl

molybdenum hexacarbonyl

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate at 150℃; for 0.333333h; microwave irradiation;95%
C16H25ClO2Si

C16H25ClO2Si

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With water; N,N-dimethyl-formamide at 70℃; for 1h; Green chemistry; chemoselective reaction;95%
methanol
67-56-1

methanol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

Conditions
ConditionsYield
With sulfuric acid for 4h; Reflux;100%
With sulfuric acid Fischer-Speier esterification method; Reflux;100%
With di(methoxycarbonyl)methylene tri-n-butylphosphorane In toluene at 70℃; for 24h;98%
para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃;100%
With thionyl chloride for 2h; Reflux;100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h; Reflux;100%
para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With C25H42N6Rh(1+)*CF3O3S(1-); phenylsilane In tetrahydrofuran at 30℃; for 20h; Inert atmosphere;100%
With samarium diiodide; benzaldehyde; samarium(III) trifluoromethanesulfonate In tetrahydrofuran; methanol; water at 20℃; for 0.0166667h; Reduction;99%
With samarium diiodide; phosphoric acid In tetrahydrofuran for 0.000833333h; Ambient temperature;94%
benzyl alcohol
100-51-6

benzyl alcohol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

benzyl p-chlorobenzoate
67483-73-2

benzyl p-chlorobenzoate

Conditions
ConditionsYield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride In acetonitrile for 1.5h; Heating;100%
Stage #1: para-chlorobenzoic acid With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine In neat (no solvent) at 20℃; for 0.0166667h;
Stage #2: benzyl alcohol In neat (no solvent) at 20℃; for 0.216667h;
90%
Stage #1: para-chlorobenzoic acid With N-chlorobenzotriazole; triphenylphosphine In dichloromethane for 0.25h; Cooling;
Stage #2: benzyl alcohol With triethylamine In dichloromethane at 20℃; for 0.583333h;
85%
With 2-butyl-1,3-diphenyl-1,3,2-diazaphospholidine; 1,1'-azodicarbonyl-dipiperidine In 1,2-dichloro-ethane at 40℃; under 760.051 Torr; Mitsunobu Displacement;85%
para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
Stage #1: para-chlorobenzoic acid With palladium/alumina; hydrogen; potassium carbonate In water at 60℃;
Stage #2: With hydrogenchloride In water
100%
With hydrogen; triethylamine; palladium on activated charcoal In methanol at 20℃; for 6h;99%
With ammonium formate In water; isopropyl alcohol at 20℃; for 3h;99%
4-(2-AMINOETHYL)MORPHOLINE
2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

moclobemide
71320-77-9

moclobemide

Conditions
ConditionsYield
With tetramethylorthosilicate In toluene at 110℃; for 1h; Inert atmosphere;100%
With zirconocene dichloride In toluene at 110℃; for 24h; Inert atmosphere; sealed tube;86%
With [((CH3)5Cp)2Zr(H2O)2OSO2C8F17]+[OSO2C8F17]-*THF In tetrahydrofuran at 100℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature;85%
n-heptan1ol
111-70-6

n-heptan1ol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

heptyl 4-chlorobenzoate
97222-05-4

heptyl 4-chlorobenzoate

Conditions
ConditionsYield
With Candida antarctica lipase B immobilised in a macroporous DVB crosslinked polymer (Novozym 435) In cyclohexane at 80℃; for 24h; Enzymatic reaction;100%
propargyl bromide
106-96-7

propargyl bromide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

prop-2-yn-1-yl 4-chlorobenzoate
79318-18-6

prop-2-yn-1-yl 4-chlorobenzoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 5h;100%
ethanol
64-17-5

ethanol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

ethyl 4-chlorobenzoate
7335-27-5

ethyl 4-chlorobenzoate

Conditions
ConditionsYield
With sulfuric acid for 0.666667h; Reflux;99.7%
With sulfuric acid for 5h; Reflux;93.4%
With sulfuric acid for 3h; Heating;87%
4-(diazomethyl)-7-methoxycoumarin
84471-16-9

4-(diazomethyl)-7-methoxycoumarin

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-Chloro-benzoic acid 7-methoxy-2-oxo-2H-chromen-4-ylmethyl ester
76196-61-7

4-Chloro-benzoic acid 7-methoxy-2-oxo-2H-chromen-4-ylmethyl ester

Conditions
ConditionsYield
In acetonitrile at 80℃; for 1h;99.7%
aniline
62-53-3

aniline

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-chlorobenzanilide
6833-15-4

4-chlorobenzanilide

Conditions
ConditionsYield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h;99%
With nano sulfated-TiO2 at 115℃; under 760.051 Torr; for 4h; Neat (no solvent);98%
With triethylamine; Phenyl N-phenylphosphoramidochloridate In dichloromethane for 0.333333h; Ambient temperature;93%
para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-chlorobenzoic anhydride
790-41-0

4-chlorobenzoic anhydride

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In dichloromethane at 0 - 20℃;99%
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; tributyl-amine In acetonitrile at 20℃; for 0.5h;97%
With thionyl chloride In dichloromethane at 22 - 25℃; for 1h;96.9%
benzylamine
100-46-9

benzylamine

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

N-benzyl-p-chlorobenzamide
7461-34-9

N-benzyl-p-chlorobenzamide

Conditions
ConditionsYield
With Bromotrichloromethane; 4-(diphenylphosphino)-benzyltrimethylammonium bromide; triethylamine In tetrahydrofuran at 60℃; for 6h; Inert atmosphere;99%
With borane-ammonia complex In 5,5-dimethyl-1,3-cyclohexadiene for 6h; Reflux;99%
With nickel ferrite nanoparticle In neat (no solvent) for 0.166667h; Irradiation; Sealed tube;92%
thiophene
188290-36-0

thiophene

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

2-(4-chlorobenzoyl)thiophene
4153-45-1

2-(4-chlorobenzoyl)thiophene

Conditions
ConditionsYield
With pyridin-2-yl trifluoromethanesulfonate; trifluoroacetic acid for 4h; Heating;99%
With phosphoric acid; trifluoroacetic anhydride In water at 20℃; for 2h;87%
benzyl bromide
100-39-0

benzyl bromide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

benzyl p-chlorobenzoate
67483-73-2

benzyl p-chlorobenzoate

Conditions
ConditionsYield
With N(Et)4(1+)*(2-pyrrolidone-anion) In N,N-dimethyl-formamide for 1h; Ambient temperature;99%
N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-chloro-N-methoxy-N-methylbenzamide
122334-37-6

4-chloro-N-methoxy-N-methylbenzamide

Conditions
ConditionsYield
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In methanol at 20℃; for 0.5h;99%
Stage #1: para-chlorobenzoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 0℃; for 0.5h;
Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane at 0 - 20℃;
99%
Stage #1: para-chlorobenzoic acid With triethylamine; trichloromethyl chloroformate In dichloromethane at 0℃;
Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 25℃; for 1h;
96%
N,0-dimethylhydroxylamine
1117-97-1

N,0-dimethylhydroxylamine

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-chloro-N-methoxy-N-methylbenzamide
122334-37-6

4-chloro-N-methoxy-N-methylbenzamide

Conditions
ConditionsYield
Stage #1: N,0-dimethylhydroxylamine; para-chlorobenzoic acid In toluene at 0℃; for 0.166667h;
Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h;
99%
With 1,1'-carbonyldiimidazole
With triethylamine; 1,1'-carbonyldiimidazole
Boc-Apns-Dmt-NHtBu
159000-71-2

Boc-Apns-Dmt-NHtBu

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

(1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-({(4R)-4-[(tert-butylamino)carbonyl]-5,5-dimethyl-1,3-thiazolan-3-yl}carbonyl)-3-phenylpropyl 4-chlorobenzoate

(1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-({(4R)-4-[(tert-butylamino)carbonyl]-5,5-dimethyl-1,3-thiazolan-3-yl}carbonyl)-3-phenylpropyl 4-chlorobenzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;99%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;
sodium cyanide
143-33-9

sodium cyanide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With nickel dibromide In 1-methyl-pyrrolidin-2-one at 200℃; under 10343 Torr; for 0.166667h; microwave irradiation;99%
para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 80℃; for 2h; Suzuki Coupling; Green chemistry;99%
With glucosamine-based dicyclohexylarylphosphine; sodium carbonate; palladium diacetate In ethanol; water; toluene at 80℃; Suzuki-Miyaura cross coupling reaction;97%
With sodium hydroxide; polyaniline-supported palladium In water at 80℃; for 4h; Suzuki coupling;97%
3-Carboxyphenylboronic acid
25487-66-5

3-Carboxyphenylboronic acid

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

biphenyl-3,4′-dicarboxylic acid
92152-01-7

biphenyl-3,4′-dicarboxylic acid

Conditions
ConditionsYield
With sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate; palladium diacetate; potassium carbonate In water at 50℃; for 8h; Suzuki-Miyaura coupling;99%

4-Chlorobenzoic acid Chemical Properties

IUPAC Name: 4-Chlorobenzoic acid 
Synonyms of 4-Chlorobenzoic acid (CAS NO.74-11-3): 4-Chlorobenzoic acid ; Acido p-clorobenzoico ; Benzoic acid, 4-chloro- ; Benzoic acid, p-chloro- ; Chlorodracylic acid ; p-Carboxychlorobenzene ; p-Chlorbenzoic acid ; p-Chlorobenzoic acid ; para-Chlorobenzoic acid 
CAS NO: 74-11-3
Molecular Formula: C7H5ClO2 
Molecular Weight: 156.57
Molecular Structure:
EINECS : 200-805-9
H bond acceptors:  2 
H bond donors:  1 
Freely Rotating Bonds:  1 
Polar Surface Area:  26.3 Å2 
Index of Refraction:  1.583 
Molar Refractivity:  38.07 cm3 
Molar Volume:  113.9 cm
Surface Tension:  51.5 dyne/cm 
Density:  1.374 g/cm3 
Flash Point:  127.5 °C 
Enthalpy of Vaporization:  55.6 kJ/mol 
Boiling Point:  287.2 °C at 760 mmHg 
Vapour Pressure:  0.00117 mmHg at 25°C
Melting Point: 238-241 °C(lit.)
Water Solubility:  soluble in hot water
Stability: Stable. Combustible. Incompatible with bases, strong oxidizing agents.
Appearance: Triclinic crystals or light fluffy white powder.
Product Categories: Benzoic acid;Organic acids;Absolute Configuration Determination (Exciton Chirality CD Method);Analytical Chemistry;Enantiomer Excess & Absolute Configuration Determination;Exciton Chirality CD Method (for Hydroxyl Groups);Alpha sort;C;CAlphabetic;CH;Pesticides&Metabolites;C7;Carbonyl Compounds;Carboxylic Acids

4-Chlorobenzoic acid Uses

 4-Chlorobenzoic acid (CAS NO.74-11-3) is used as dyes, pesticides, medicine intermediates.

4-Chlorobenzoic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 1170mg/kg (1170mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 23, Pg. 724, 1975.
rat LD50 intraperitoneal 1gm/kg (1000mg/kg)   Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.
rat LD50 oral 1170mg/kg (1170mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 21, Pg. 794, 1973.

4-Chlorobenzoic acid Consensus Reports

Reported in EPA TSCA Inventory.

4-Chlorobenzoic acid Safety Profile

The Hazard Codes:   Xn 
Risk Statements: 22-36/37/38
R22: 4-Chlorobenzoic acid (CAS NO.74-11-3) is harmful if swallowed. 
R36/37/38:  Irritating to eyes, respiratory system and skin  
Safety Statements: 26-36-37/39
S26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
S36:  Wear suitable protective clothing 
S37/39:  Wear suitable gloves and eye/face protection 
WGK Germany: 2
RTECS: DG4976010
HS Code: 29163900

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