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| CAS No.: | 2444-36-2 |
|---|---|
| Name: | 2-Chlorophenylacetic acid |
| Article Data: | 47 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H7ClO2 |
| Molecular Weight: | 170.595 |
| Synonyms: | Aceticacid, (o-chlorophenyl)- (7CI,8CI);(2-Chlorophenyl)acetic acid;(o-Chlorophenyl)acetic acid;2-(o-Chlorophenyl)ethanoic acid;NSC 4613;O-chlorophenylacetic acid; |
| EINECS: | 219-482-0 |
| Density: | 1.324 g/cm3 |
| Melting Point: | 92-95 °C(lit.) |
| Boiling Point: | 294.1 °C at 760 mmHg |
| Flash Point: | 131.7 °C |
| Appearance: | White to light yellow powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/37-36 |
| PSA: | 37.30000 |
| LogP: | 1.96710 |
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- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 512787-31-4
2-(2-chloro-phenyl)-1-pyrrolidin-1-yl-ethanone
- 2444-36-2
2'-chloro-benzeneacetic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In 1,4-dioxane for 38h; Heating; | 98% |
- 40061-54-9
2-chlorophenylacetic acid ethyl ester
- 2444-36-2
2'-chloro-benzeneacetic acid
| Conditions | Yield |
|---|---|
| With water; sodium hydroxide In 1,4-dioxane at 60℃; for 2h; pH=10 - 14; | 94% |
| Conditions | Yield |
|---|---|
| Stage #1: butan-1-ol With cobalt(II) acetate; cobalt(II) nitrate at 40℃; under 3750.38 Torr; for 2h; Autoclave; Stage #2: 1-chloro-2-(chloromethyl)benzene With sodium hydroxide In water at 40℃; under 2250.23 Torr; for 12h; Concentration; Pressure; Temperature; Autoclave; | 93.7% |
| Conditions | Yield |
|---|---|
| With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; manganese; palladium diacetate; magnesium chloride In N,N-dimethyl-formamide under 760.051 Torr; for 12h; Inert atmosphere; Schlenk technique; | 92% |
| With (1,2-dimethoxyethane)dichloronickel(II); C15H27P*(x)BF4*H(1+); magnesium chloride; zinc In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; Schlenk technique; | 62% |
| With samarium; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; under 760.051 Torr; for 2h; Electrochemical reaction; Cooling with ice; | 42% |
| Stage #1: 1-chloro-2-(chloromethyl)benzene With magnesium; lithium chloride; zinc(II) chloride In tetrahydrofuran at 25℃; for 1h; Stage #2: carbon dioxide In tetrahydrofuran at 50℃; for 12h; | 272 mg |
- 2444-36-2
2'-chloro-benzeneacetic acid
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; trifluoroacetic acid In dichloromethane at 15 - 25℃; | 92% |
- 201230-82-2
carbon monoxide
- 611-17-6
1-bromomethyl-2-chlorobenzene
- 2444-36-2
2'-chloro-benzeneacetic acid
| Conditions | Yield |
|---|---|
| With cobalt(II) pyridine-2-carboxylate; palladium diacetate; sodium hydroxide In methanol at 180℃; under 11251.1 Torr; for 6h; Autoclave; | 92% |
| With palladium hydroxide, 20 wt% on carbon; tetrabutylammomium bromide; water In tetrahydrofuran at 110℃; under 7500.75 Torr; for 4h; Sealed tube; Autoclave; | 70% |
- 201230-82-2
carbon monoxide
- 611-19-8
1-chloro-2-(chloromethyl)benzene
- 2444-36-2
2'-chloro-benzeneacetic acid
| Conditions | Yield |
|---|---|
| Stage #1: carbon monoxide With C28H22CoN4O6 In butan-1-ol at 60℃; under 760.051 Torr; for 2h; Glovebox; High pressure; Green chemistry; Stage #2: 1-chloro-2-(chloromethyl)benzene With tetra-(n-butyl)ammonium iodide; sodium hydroxide In butan-1-ol at 60℃; under 760.051 Torr; for 22h; Glovebox; High pressure; Green chemistry; regioselective reaction; | 88% |
| With cobalt(II) pyridine-2-carboxylate; palladium diacetate; sodium hydroxide In methanol at 180℃; under 11251.1 Torr; for 6h; Reagent/catalyst; Autoclave; | 88% |
| With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene at 80℃; under 11251.1 Torr; for 20h; Autoclave; regioselective reaction; | 85% |
| With sodium hydroxide; cerium(III) chloride; cetyltrimethylammonim bromide; nickel cyanide In toluene at 85 - 95℃; under 1 Torr; for 6.5h; | 76% |
| With water; palladium diacetate at 110℃; under 37503.8 Torr; for 4h; Ionic liquid; | 96 %Chromat. |
- 124-38-9
carbon dioxide
- 1365565-86-1
2-(2-chlorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- 2444-36-2
2'-chloro-benzeneacetic acid
| Conditions | Yield |
|---|---|
| With potassium ethoxide In 1,4-dioxane at 100℃; for 24h; | 57% |
| Conditions | Yield |
|---|---|
| With N,N,N,N,-tetramethylethylenediamine; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; palladium diacetate In N,N-dimethyl-formamide at 115℃; for 24h; Inert atmosphere; | 50% |
- 98-85-1, 13323-81-4
1-Phenylethanol
- 51512-09-5
2-(2-chlorophenyl)acetyl chloride
- 2444-36-2
2'-chloro-benzeneacetic acid
| Conditions | Yield |
|---|---|
| In diethyl ether | 47% |
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Chemistry
Molecular Structure of 2-Chlorophenylacetic acid (CAS NO.2444-36-2):
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IUPAC Name: 2-(2-Chlorophenyl)acetic acid
Molecular Formula: C8H7ClO2
Molecular Weight: 170.59 g/mol
Density: 1.324 g/cm3
Melting Point: 92-95 °C(lit.)
Boiling Point: 294.1 °C at 760 mmHg
Flash Point: 131.7 °C
Index of Refraction: 1.569
Molar Refractivity: 42.26 cm3
Molar Volume: 128.8 cm3
Surface Tension: 49.3 dyne/cm
Enthalpy of Vaporization: 56.37 kJ/mol
Vapour Pressure: 0.000751 mmHg at 25 °C
XLogP3: 2
H-Bond Donor: 1
H-Bond Acceptor: 2
Index of Refraction: 1.569
Molar Refractivity: 42.26 cm3
Molar Volume: 128.8 cm3
Surface Tension: 49.3 dyne/cm
Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)Cl
InChI: InChI=1S/C8H7ClO2/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4H,5H2,(H,10,11)
InChIKey: IUJAAIZKRJJZGQ-UHFFFAOYSA-N
EINECS: 219-482-0
Product Categories: Phenylacetic acid series; Acids and Derivatives; Aromatic Phenylacetic Acids and Derivatives; Organic acids; C8; Carbonyl Compounds; Carboxylic Acids
Uses
2-Chlorophenylacetic acid (CAS NO.2444-36-2) is used as intermediate of diclofenac. It is also used in the synthesis of high efficient anti-inflammatory drugs. 2-Chlorophenylacetic acid can be used as pharmaceutical intermediates.
Production
2-Chlorophenylacetic acid (CAS NO.2444-36-2) is obtained from o-chlorotoluene , o-chlorobenzyl chloride , and o-chlorophenyl acetonitrile .
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S36:Wear suitable protective clothing.
WGK Germany: 3
F: 13
Hazard Note: Irritant
Specification
2-Chlorophenylacetic acid (CAS NO.2444-36-2) is also named as (2-Chlorophenyl)acetic acid ; (o-Chlorophenyl)acetic acid ; Acetic acid, (o-chlorophenyl)- (8CI) ; Benzeneacetic acid, 2-chloro- (9CI) . It is white to light yellow powder.