3-Cyanobenzyl alcohol

Base Information

• Chemical Name: 3-Cyanobenzyl alcohol
• CAS No.: 874-97-5
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 2926909090
• European Community (EC) Number: 628-968-5
• DSSTox Substance ID: DTXSID50370442
• Nikkaji Number: J459.839C
• Wikidata: Q82157614
• Mol file: 874-97-5.mol

Synonyms:3-Cyanobenzyl alcohol;874-97-5;3-(Hydroxymethyl)benzonitrile;3-cyanobenzylalcohol;Benzonitrile, 3-(hydroxymethyl)-;3-hydroxymethyl-benzonitrile;MFCD01321087;m-cyanobenzyl alcohol;(3-cyanophenyl)methanol;3-hydroxymethylbenzonitrile;3-hydroxymethyl benzonitrile;SCHEMBL92972;3-(hydroxylmethyl)benzonitrile;3-(hydroxyl methyl)benzonitrile;3-HYROXYMETHYLBENZONITRILE;DTXSID50370442;PCOFIIVWHXIDGT-UHFFFAOYSA-N;3-(hydroxymethyl)benzenecarbonitrile;CL8196;AKOS000249108;AM84057;CS-W007707;DS-13765;SY052789;FT-0615555;EN300-72128;3-(Hydroxymethyl)benzonitrile, >=98.0% (GC);A842247;J-512360;Z335244900

Chemical Property of 3-Cyanobenzyl alcohol

Chemical Property:

• Vapor Pressure: 0.00145mmHg at 25°C
• Melting Point: 28-32 °C
• Refractive Index: 1.5502 (28.5℃)
• Boiling Point: 283.8 °C at 760 mmHg
• Flash Point: 125.4 °C
• PSA: 44.02000
• Density: 1.16 g/cm³
• LogP: 1.05058
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

3-Cyanobenzyl Alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C#N)CO

Technology Process of 3-Cyanobenzyl alcohol

There total 25 articles about 3-Cyanobenzyl alcohol 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: 99.0%

3-Cyanobenzaldehyde (24964-64-5) → 3-(hydroxymethyl)benzonitrile (874-97-5)

Guidance literature:

With [Ir(2,2':6',2'’-terpyridine)(1,10-phenanthroline)Cl](PF₆)₂; sodium formate; In ethanol; water; at 100 ℃; for 0.333333h; chemoselective reaction; Microwave irradiation;

DOI:10.1016/j.jcat.2019.08.025

Reference yield: 93.0%

m-chlorobenzyl alcohol (873-63-2) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 3-(hydroxymethyl)benzonitrile (874-97-5)

Guidance literature:

With [Pd(cinnamyl)Cl]2; N-ethyl-N,N-diisopropylamine; XPhos; In isopropyl alcohol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.oprd.6b00229

Reference yield: 92.0%

[3-(hydroxymethyl)phenyl]boronic acid (87199-15-3) + 5-nitro-3-thiocyanato-1H-indole → 3-(hydroxymethyl)benzonitrile (874-97-5)

Guidance literature:

With N,N,N-trimethyl-2-(sulfooxy)ethanaminium palladium(II) chloride; sodium carbonate; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; water; for 2h;

DOI:10.1080/17415993.2018.1469632

upstream raw materials:

3-aminobenzenemethanol

ethyl 3-cyanobenzoate

3-Cyanobenzaldehyde

carbon monoxide

Downstream raw materials:

N'-hydroxy-3-(hydroxymethyl)-benzenecarboximidamide

[3-(2,4-Diamino-pyrimidin-5-ylmethyl)-phenyl]-methanol

(Z)-3-(3-Hydroxymethyl-phenyl)-2-methoxymethyl-acrylonitrile

N-(3-cyanobenzyl)aniline

Refernces

• 1、 van Scodeller,De Oliveira Vigier, Karine,Muller, Eric,Ma, Changru,Guégan, Frédéric,Wischert, Raphael,Jér?me, Fran?ois. "A Combined Experimental–Theoretical Study on Diels-Alder Reaction with Bio-Based Furfural: Towards Renewable Aromatics". . p. 313 - 323. Retrieved 2020/10/19.
• 2、 Okuda, Yuta,Nagaoka, Masahiro,Yamamoto, Tetsuya. "Bulky N-Heterocyclic-Carbene-Coordinated Palladium Catalysts for 1,2-Addition of Arylboron Compounds to Carbonyl Compounds". . p. 6291 - 6300. Retrieved 2020/11/30.