4-CYANOPHENYLACETIC ACID
- Product Name
- 4-CYANOPHENYLACETIC ACID
- CAS No.
- 5462-71-5
- Chemical Name
- 4-CYANOPHENYLACETIC ACID
- Synonyms
- 4-CYANOPHENYLACETIC ACID;4-Cyanobenzeneacetic acid;2-(4-CYANOPHENYL)ACETIC ACID;4-Cyanophenylacetic acid 97%;Benzeneacetic acid, 4-cyano-;4-Cyanophenylacetic acid ,98%;2-(4-cyanophenyl)ethanoic acid;4-Cyanophenylacetic Acid(WX610399)
- CBNumber
- CB9120947
- Molecular Formula
- C9H7NO2
- Formula Weight
- 161.16
- MOL File
- 5462-71-5.mol
4-CYANOPHENYLACETIC ACID Property
- Melting point:
- 150-154 °C(lit.)
- Boiling point:
- 355.2±25.0 °C(Predicted)
- Density
- 1.26±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in CHCl3, THF, dioxane.
- pka
- 3.93±0.10(Predicted)
- form
- Powder
- color
- White to pale brown
- InChI
- InChI=1S/C9H7NO2/c10-6-8-3-1-7(2-4-8)5-9(11)12/h1-4H,5H2,(H,11,12)
- InChIKey
- WEBXRQONNWEETE-UHFFFAOYSA-N
- SMILES
- C1(CC(O)=O)=CC=C(C#N)C=C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 633453
- Product name
- 4-Cyanophenylacetic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $95.9
- Updated
- 2025/07/31
- Product number
- 633453
- Product name
- 4-Cyanophenylacetic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $331.8
- Updated
- 2025/07/31
- Product number
- C3095
- Product name
- (4-Cyanophenyl)acetic Acid
- Purity
- min. 95.0 %
- Packaging
- 1G
- Price
- $56
- Updated
- 2025/07/31
- Product number
- C3095
- Product name
- (4-Cyanophenyl)acetic Acid
- Purity
- min. 95.0 %
- Packaging
- 5G
- Price
- $168
- Updated
- 2025/07/31
- Product number
- C989843
- Product name
- 4-Cyanophenylacetic acid
- Packaging
- 2.5g
- Price
- $120
- Updated
- 2021/12/16
4-CYANOPHENYLACETIC ACID Chemical Properties,Usage,Production
Chemical Properties
Off-white crystals
Uses
4-Cyanophenylacetic acid can be used as a nitrile precursor to synthesize 1,2,4,5-tetrazines by reacting with aliphatic nitriles and hydrazine in the presence of Lewis acid metal catalysts.
It can also be used as a reactant to prepare:
- 4-pyrrolo[1,2-a]quinoxalin-4-ylbenzonitrile by copper-catalyzed reaction with 1-(2-aminoaryl)pyrrole in the presence of 2,2′-bipyridyl as the ligand.
- 4-(1,2-Diphenyl-1H-imidazol-4-yl)benzonitrile by one-pot three-component reaction with N-phenylbenzamidine and nitromethane via activation of C-H and N-H bonds.
- 4-Cyano-N,N-di-2-propen-1-ylbenzeneacetamide by reacting with diallylamine.
Synthesis
1197-55-3
5462-71-5
The general procedure for the synthesis of 4-cyano-phenylacetic acid from p-aminophenylacetic acid was as follows: a suspension of 4-aminophenylacetic acid (18.2 g, 120.4 mmol), concentrated hydrochloric acid (24.7 mL), and water (90 mL) was preheated by passing it through a water bath at 40 °C, and acetic acid (13 mL) was subsequently added. The mixed solution was cooled to 0-5 °C via an ice-water bath and a solution of sodium nitrite (9 g, 130.4 mmol) in water (32 mL) was added slowly and dropwise over 20 min. The reaction temperature was maintained at 0-5 °C and stirring was continued for 25 min to obtain an orange solution. Subsequently, the above solution was slowly added to a mixed solution of sodium cyanide (29.5 g, 602 mmol), copper cyanide (21.6 g, 241 mmol), and water (280 mL) that had been pre-cooled to 4-5°C over a period of 40 minutes using a glass pipette (10 mL). The reaction mixture was stirred at 4°C for 1 hour and then continued to stir at room temperature for 2 hours. After completion of the reaction, the black suspension was filtered through diatomaceous earth and the precipitate was washed with ethyl acetate (50 mL, twice). The filtrate was extracted three times with ethyl acetate. All organic layers were combined and dried with anhydrous sodium sulfate, followed by concentration under reduced pressure to remove the solvent. The residue was purified by column chromatography (silica gel, 20% ethyl acetate solution in methanol) to give 4-cyanophenylacetic acid (15.3 g, 78.9% yield) as a yellow solid.
References
[1] Patent: WO2004/41752, 2004, A2. Location in patent: Page 26
4-CYANOPHENYLACETIC ACID Preparation Products And Raw materials
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View Lastest Price from 4-CYANOPHENYLACETIC ACID manufacturers
- Product
- 4-CYANOPHENYLACETIC ACID 5462-71-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2019-08-07