4-Hydroxybenzyl cyanide

Base Information

• Chemical Name: 4-Hydroxybenzyl cyanide
• CAS No.: 14191-95-8
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 29269095
• European Community (EC) Number: 238-046-0
• NSC Number: 76080
• UNII: 18Q5J224RM
• DSSTox Substance ID: DTXSID90161856
• Nikkaji Number: J90.701D
• Wikidata: Q27102019
• Metabolomics Workbench ID: 44044
• Mol file: 14191-95-8.mol

Synonyms:4-hydroxybenzylcyanide;4-hydroxybenzylcyanide, 14C-labeled;para-hydroxybenzylcyanide;PHBC

Chemical Property of 4-Hydroxybenzyl cyanide

Chemical Property:

• Appearance/Colour: light brown solid
• Vapor Pressure: 8.91E-05mmHg at 25°C
• Melting Point: 68-72 °C
• Refractive Index: 1.573
• Boiling Point: 330 °C at 760 mmHg
• PKA: 9.63±0.13(Predicted)
• Flash Point: 137.2 °C
• PSA: 44.02000
• Density: 1.167 g/cm³
• LogP: 1.45828
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, DMSO, Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

98% ^*data from raw suppliers

4-Hydroxyphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 36/37-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC#N)O
• Uses: 4-Hydroxyphenylacetonitrile (cas# 14191-95-8) is a compound useful in organic synthesis.

Technology Process of 4-Hydroxybenzyl cyanide

There total 31 articles about 4-Hydroxybenzyl cyanide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-[4-(benzyloxy)phenyl]acetonitrile (838-96-0) → 4-cyanomethylphenol (14191-95-8)

Guidance literature:

With tetrachlorosilane; borontrifluoride acetic acid; lithium iodide; In toluene; acetonitrile; at 70 ℃; for 2h;

DOI:10.1016/j.tetlet.2004.03.095

Reference yield: 96.0%

Methyl formate (107-31-3) + (4-hydroxyphenyl)methanol (623-05-2) → 4-cyanomethylphenol (14191-95-8)

Guidance literature:

With sulfuric acid; In methanol; dichloromethane; water;

Reference yield: 94.0%

(4-hydroxyphenyl)methanol (623-05-2) + formic acid ethyl ester (109-94-4) → 4-cyanomethylphenol (14191-95-8)

Guidance literature:

In ethanol;

upstream raw materials:

p-aminophenylacetonitrile

[2-hydroxyimino-3-(4-hydroxyphenyl)]propionic acid

acetic anhydride

L-Tyr-NH₂

Downstream raw materials:

2,4'-dihydroxy-4,6-dimethoxy-deoxybenzoin

2,4,4'-trihydroxy-6-methoxy-deoxybenzoin

2-(4-hydroxy-phenyl)-acetimidic acid ethyl ester; hydrochloride

2,4,4'-trihydroxy-3,6-dimethoxy-deoxybenzoin

Refernces

• 1、 Koike, Yuka,Fukumura, Motonori,Hirai, Yasuaki,Hori, Yumiko,Usui, Shiho,Atsumi, Toshiyuki,Toriizuka, Kazuo. "Novel phenolic glycosides, adenophorasides A-E, from Adenophora roots". . p. 245 - 251. Retrieved 2010.
• 2、 -. "Aryl phenol compound as well as synthesis method and application thereof". Paragraph 0108-0111. . Retrieved 2021/05/12.
• 3、 Li, Kai,Sun, Hongjian,Yang, Wenjing,Wang, Yajie,Xie, Shangqing,Li, Xiaoyan,Fuhr, Olaf,Fenske, Dieter. "Efficient dehydration of primary amides to nitriles catalyzed by phosphorus-chalcogen chelated iron hydrides". . . Retrieved 2020/01/22.