ChemicalBook > CAS DataBase List > 4-Hydroxybenzyl cyanide
4-Hydroxybenzyl cyanide
- Product Name
- 4-Hydroxybenzyl cyanide
- CAS No.
- 14191-95-8
- Chemical Name
- 4-Hydroxybenzyl cyanide
- Synonyms
- 2-(4-HYDROXYPHENYL)ACETONITRILE;4-HYDROXYPHENYLACETONITRILE;4-Hydroxybenzyl;4-cyanomethylphenol;4-Hydroxybenzyl cyan;4-Hydroxybenzylnitrile;4-HYDROXY BENZYLCYARIDE;4-HYDROXYBENZYL CYANIDE;P-HYDROXYBENZYL CYANIDE;p-Hydroxybenzacetonitrile
- CBNumber
- CB2411323
- Molecular Formula
- C8H7NO
- Formula Weight
- 133.15
- MOL File
- 14191-95-8.mol
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4-Hydroxybenzyl cyanide Property
- Melting point:
- 67-70 °C (lit.)
- Boiling point:
- 330 °C/756 mmHg (lit.)
- Density
- 1.1475 (rough estimate)
- refractive index
- 1.5260 (estimate)
- Flash point:
- 178 °C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, DMSO, Methanol (Slightly)
- pka
- 9.63±0.13(Predicted)
- form
- Solid
- color
- Light Brown to Beige
- Water Solubility
- slightly soluble
- BRN
- 1934470
- Exposure limits
- NIOSH: IDLH 25 mg/m3
- InChIKey
- AYKYOOPFBCOXSL-UHFFFAOYSA-N
- LogP
- 0.591 (est)
- CAS DataBase Reference
- 14191-95-8(CAS DataBase Reference)
- NIST Chemistry Reference
- 4-Hydroxyphenylacetic acid nitrile(14191-95-8)
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Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 36/37-36/37/39-26
- RIDADR
- 3439
- WGK Germany
- 3
- RTECS
- AM0530000
- Hazard Note
- Irritant
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 29269095
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- H21101
- Product name
- 4-Hydroxyphenylacetonitrile
- Purity
- 98%
- Packaging
- 5g
- Price
- $25.46
- Updated
- 2025/07/31
Sigma-Aldrich
- Product number
- H21101
- Product name
- 4-Hydroxyphenylacetonitrile
- Purity
- 98%
- Packaging
- 25g
- Price
- $38.28
- Updated
- 2025/07/31
TCI Chemical
- Product number
- H0657
- Product name
- 4-Hydroxybenzyl Cyanide
- Purity
- >99.0%(GC)
- Packaging
- 25g
- Price
- $75
- Updated
- 2025/07/31
TCI Chemical
- Product number
- H0657
- Product name
- 4-Hydroxybenzyl Cyanide
- Purity
- >99.0%(GC)
- Packaging
- 500g
- Price
- $453
- Updated
- 2023/01/07
TCI Chemical
- Product number
- H0657
- Product name
- 4-Hydroxybenzyl Cyanide
- Purity
- >99.0%(GC)
- Packaging
- 5g
- Price
- $30
- Updated
- 2025/07/31
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4-Hydroxybenzyl cyanide Chemical Properties,Usage,Production
Chemical Properties
Light Brown Solid
Uses
4-Hydroxyphenylacetonitrile (cas# 14191-95-8) is a compound useful in organic synthesis.
Definition
ChEBI: A hydroxynitrile that is phenylacetonitrile substituted by a hydroxy group at position 4.
Synthesis
104-47-2
14191-95-8
General procedure for the synthesis of 2-(4-hydroxyphenyl)acetonitrile from 2-(4-methoxyphenyl)acetonitrile: 2-(4-methoxyphenyl)acetonitrile (500 g, 3.397 mol) was slowly added to a stirred suspension of aluminum chloride (1358.86 g, 10.19 mol) in toluene (2100 ml) over a period of 20-30 min at room temperature. The reaction mixture was gradually warmed up to 70°C and maintained at this temperature for 4-6 hours. The reaction progress was monitored by TLC (unfolding agent: 5% ethyl acetate/hexane). Upon completion of the reaction, the mixture was slowly poured into pre-cooled aqueous hydrochloric acid solution (3000 ml of water; 667 ml of concentrated hydrochloric acid), keeping the temperature below 20°C. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3 x 500 ml). The organic layers were combined, washed with water (2 x 500 ml) and dried over anhydrous sodium sulfate (50 g). The solvent was removed by concentration under reduced pressure to give the crude product. The crude product was stirred with a mixture of hexane (800 ml) and ethyl acetate (40 ml) for 1 h. The solid product was collected by filtration and washed with hexane (300 ml). The resulting light brown product was dried under vacuum at 35-40°C. Yield: 431.6 g (95.41% yield); HPLC purity: 99.56%; Melting point: 70-71.6 °C (DMSO-d6).1H NMR (DMSO-d6, δ ppm): 9.55 (s, 1H, ArOH), 7.15 (d, 2H, ArH), 6.80 (d, 2H, ArH), 3.84 (s, 2H , CH2).13C NMR (DMSO-d6, δ ppm): 156.99, 129.40, 121.21, 119.80, 115.85, 21.73. IR (KBr, cm-1): 3340.71, 2268.29, 1614.42, 1516.05, 1446.61, 1408.04, 1263.37, 1222.37, 1222.04. 1263.37, 1222.87, 1105.21, 943.19, 819.75, 759.95, 707.88, 578.64. GC-MS (m/z): 133 (base peak), 106, 90, 78.
References
[1] Patent: WO2009/84037, 2009, A2. Location in patent: Page/Page column 7; 8; 18-19
[2] European Journal of Organic Chemistry, 2007, # 21, p. 3449 - 3462
[3] Letters in Organic Chemistry, 2011, vol. 8, # 1, p. 48 - 52
[4] Journal of Chemical Research, 2004, # 10, p. 693 - 694
[5] Journal fuer Praktische Chemie (Leipzig), 1987, vol. 329, # 6, p. 963 - 974
4-Hydroxybenzyl cyanide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Hydroxybenzyl cyanide manufacturers
Hebei Chuanghai Biotechnology Co., Ltd
- Product
- 4-Hydroxybenzyl cyanide 14191-95-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2024-11-25
Henan Aochuang Chemical Co.,Ltd.
- Product
- 4-Hydroxybenzyl cyanide 14191-95-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-17
Hebei Chuanghai Biotechnology Co,.LTD
- Product
- 4-Hydroxybenzyl cyanide 14191-95-8
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-23
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