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4-Cyanophenylacetic acid

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Name

4-Cyanophenylacetic acid

EINECS 226-753-7
CAS No. 5462-71-5 Density 1.26g/cm3
PSA 61.09000 LogP 1.18538
Solubility N/A Melting Point 150-154 ºC
Formula C9H7NO2 Boiling Point 355.2°C at 760mmHg
Molecular Weight 161.16 Flash Point 168.6°C
Transport Information N/A Appearance N/A
Safety 26 Risk Codes 22-36/38
Molecular Structure Molecular Structure of 5462-71-5 (4-CYANOPHENYLACETIC ACID) Hazard Symbols HarmfulXn
Synonyms

Aceticacid, (p-cyanophenyl)- (8CI);(p-Cyanophenyl)acetic acid;4-Cyanobenzeneaceticacid;4-Cyanophenylacetic acid;NSC 14104;4-Cyanobenzeneacetic acid;

Article Data 32

4-Cyanophenylacetic acid Synthetic route

potassium ferrocyanide

1878-68-8

2-(4-bromophenyl)-acetic acid

5462-71-5

4-cyanophenylacetic acid

Conditions
ConditionsYield
With 2C6H15N*C49H47Cl2Fe2N2O8P2PdS2; potassium carbonate In 1,4-dioxane; water at 100℃; Inert atmosphere;89%
124-38-9

carbon dioxide

1-(4-cyanophenyl)-N,N,N-trimethylmethanaminium trifluoromethanesulfonate

5462-71-5

4-cyanophenylacetic acid

Conditions
ConditionsYield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; sodium carbonate; caesium carbonate In N,N-dimethyl-formamide at 25 - 30℃; for 26h; Schlenk technique; Glovebox; Sealed tube; Irradiation;84%
1197-55-3

4-aminophenylacetic acid

5462-71-5

4-cyanophenylacetic acid

Conditions
ConditionsYield
Stage #1: 4-aminophenylacetic acid With hydrogenchloride; sodium nitrite In water; acetic acid at 0 - 40℃; for 0.75h;
Stage #2: With sodium cyanide; copper(l) cyanide In water; acetic acid at 0 - 5℃; for 3.66667h;
78.9%
201230-82-2

carbon monoxide

17201-43-3

4-cyanobenzyl bromide

5462-71-5

4-cyanophenylacetic acid

Conditions
ConditionsYield
With palladium hydroxide, 20 wt% on carbon; tetrabutylammomium bromide; water In tetrahydrofuran at 110℃; under 7500.75 Torr; for 4h; Sealed tube; Autoclave;76%
With cobalt(II) pyridine-2-carboxylate; palladium diacetate; sodium hydroxide In methanol at 150℃; under 11251.1 Torr; for 6h; Reagent/catalyst; Autoclave;54%
876-31-3

4-(cyanomethyl)benzonitrile

A

5462-71-5

4-cyanophenylacetic acid

B

50685-26-2

4-(cyanomethyl)benzoic acid

Conditions
ConditionsYield
With water for 24h; Rhodococcus rhodochrous AJ270;A 65%
B 16%
With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
124-38-9

carbon dioxide

507250-20-6

4-cyanobenzyl 2-methoxyacetate

5462-71-5

4-cyanophenylacetic acid

Conditions
ConditionsYield
With manganese; dichlorobis(trimethylphosphine)nickel In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 24h; Schlenk technique;64%
79149-49-8

4-(2-oxo-2-(pyrrolidin-1-yl)ethyl)benzonitrile

5462-71-5

4-cyanophenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 12h; Heating;61%
124-38-9

carbon dioxide

4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)benzonitrile

5462-71-5

4-cyanophenylacetic acid

Conditions
ConditionsYield
With potassium ethoxide In 1,4-dioxane at 100℃; for 24h;60%
201230-82-2

carbon monoxide

17201-43-3

4-cyanobenzyl bromide

A

5462-71-5

4-cyanophenylacetic acid

B

2393-28-4

2-(4-carbamoylphenyl)-acetic acid

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium iodide In formic acid at 60℃; under 760 Torr; for 18h; Carbonylation;A 51%
B n/a
876-31-3

4-(cyanomethyl)benzonitrile

5462-71-5

4-cyanophenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride for 0.0666667h; Heating;46%
With hydrogenchloride
With hydrogenchloride In methanol; acetic acid; ethyl acetate

4-Cyanophenylacetic acid Specification

The cas register number of 4-Cyanophenylacetic acid is 5462-71-5. It also can be called as Benzeneacetic acid, 4-cyano- and the Systematic name about this chemical is 2-(4-cyanophenyl)acetic acid.

Physical properties about 4-Cyanophenylacetic acid are: (1)ACD/LogP: 0.94 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): -0.64 ; (4)ACD/LogD (pH 7.4): -2.35 ; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.03; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 50.09Å2; (13)Index of Refraction: 1.576; (14)Molar Refractivity: 42.22 cm3; (15)Molar Volume: 127.5 cm3; (16)Surface Tension: 59.1 dyne/cm; (17)Density: 1.26 g/cm3; (18)Flash Point: 168.6 °C; (19)Enthalpy of Vaporization: 63.34 kJ/mol; (20)Boiling Point: 355.2 °C at 760 mmHg; (21)Vapour Pressure: 1.17E-05 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and irritating to eyes and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure.
1.SMILES: O=C(O)Cc1ccc(C#N)cc1
2.InChI: InChI=1/C9H7NO2/c10-6-8-3-1-7(2-4-8)5-9(11)12/h1-4H,5H2,(H,11,12) 
3.InChIKey: WEBXRQONNWEETE-UHFFFAOYAJ
4.Std. InChI: InChI=1S/C9H7NO2/c10-6-8-3-1-7(2-4-8)5-9(11)12/h1-4H,5H2,(H,11,12).

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