Conditions | Yield |
---|---|
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
para-chlorobenzoic acid
Conditions | Yield |
---|---|
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
para-chlorobenzoic acid
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
A
para-Chlorobenzyl alcohol
B
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h; Ambient temperature; | A 94% B 100% |
4-chloro-N,N-diisopropylbenzamide
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With hydrogenchloride; zinc(II) chloride at 160℃; for 72h; | 100% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
para-chlorotoluene
1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With acetic acid | 99% |
4-chlorobenzyl azide
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; vanadia In water at 100℃; for 6h; | 99% |
Conditions | Yield |
---|---|
With Oxone; potassium bromide In acetonitrile at 0 - 30℃; for 24.5h; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With oxygen; sodium t-butanolate In tetrahydrofuran at 20℃; under 750.075 Torr; for 17h; chemoselective reaction; | 99% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With water; sodium hydroxide for 5h; Heating; | 98% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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. |
para-chlorobenzoic acid
Conditions | Yield |
---|---|
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
toluene
A
1-methyl-3-(phenylmethyl)-benzene
B
1-methyl-4-(phenylmethyl)benzene
C
2-benzyltoluene
D
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction; | A n/a B n/a C n/a D 97% |
Conditions | Yield |
---|---|
With sodium hydroxide In water; tert-butyl alcohol at 70℃; Ni-anode, 16 mA/cm2; | 96% |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With acetic acid In titanium | A n/a B 96% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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
A
para-Chlorobenzyl alcohol
B
para-chlorobenzoic acid
Conditions | Yield |
---|---|
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 |
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With Montmorillonite K-10 clay; methoxybenzene for 0.333333h; Dealkylation; Microwave irradiation; | 95% |
With methoxybenzene In toluene for 15h; Heating; | 5% |
4-chlorophenyl trifluoromethanesulfonate
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate at 150℃; for 0.333333h; microwave irradiation; | 95% |
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With water; N,N-dimethyl-formamide at 70℃; for 1h; Green chemistry; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
para-chlorobenzoic acid
prop-2-yn-1-yl 4-chlorobenzoate
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 5h; | 100% |
Conditions | Yield |
---|---|
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
para-chlorobenzoic acid
4-Chloro-benzoic acid 7-methoxy-2-oxo-2H-chromen-4-ylmethyl ester
Conditions | Yield |
---|---|
In acetonitrile at 80℃; for 1h; | 99.7% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With pyridin-2-yl trifluoromethanesulfonate; trifluoroacetic acid for 4h; Heating; | 99% |
With phosphoric acid; trifluoroacetic anhydride In water at 20℃; for 2h; | 87% |
Conditions | Yield |
---|---|
With N(Et)4(1+)*(2-pyrrolidone-anion) In N,N-dimethyl-formamide for 1h; Ambient temperature; | 99% |
N,O-dimethylhydroxylamine*hydrochloride
para-chlorobenzoic acid
4-chloro-N-methoxy-N-methylbenzamide
Conditions | Yield |
---|---|
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
para-chlorobenzoic acid
4-chloro-N-methoxy-N-methylbenzamide
Conditions | Yield |
---|---|
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
para-chlorobenzoic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; | 99% |
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; |
Conditions | Yield |
---|---|
With nickel dibromide In 1-methyl-pyrrolidin-2-one at 200℃; under 10343 Torr; for 0.166667h; microwave irradiation; | 99% |
Conditions | Yield |
---|---|
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
para-chlorobenzoic acid
biphenyl-3,4′-dicarboxylic acid
Conditions | Yield |
---|---|
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% |
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 cm3
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 (CAS NO.74-11-3) is used as dyes, pesticides, medicine intermediates.
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. |
Reported in EPA TSCA Inventory.
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
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View