2-(Hydroxymethyl)benzonitrile

Base Information

• Chemical Name: 2-(Hydroxymethyl)benzonitrile
• CAS No.: 89942-45-0
• Molecular Formula: C8H7 N O
• Molecular Weight: 133.15
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00545289
• Wikidata: Q72457886
• Mol file: 89942-45-0.mol

Synonyms:2-(Hydroxymethyl)benzonitrile;89942-45-0;2-CYANOBENZYL ALCOHOL;Benzonitrile, 2-(hydroxymethyl)-;MFCD11111887;Benzonitrile,2-(hydroxymethyl)-;SCHEMBL483697;DTXSID00545289;AMY41926;AKOS015995353;CS-W005877;DS-16427;SY025433;A860973

Chemical Property of 2-(Hydroxymethyl)benzonitrile

Chemical Property:

• Boiling Point: 276℃
• PKA: 13.86±0.10(Predicted)
• Flash Point: 121℃
• PSA: 44.02000
• Density: 1.16
• LogP: 1.05058
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• 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:

99% ^*data from raw suppliers

2-(Hydroxymethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CO)C#N
• Uses: 2-(Hydroxymethyl)benzonitrile is a derivative of Benzonitrile (B204600), a commonly used precursor for synthesizing a wide range of aromatic compounds and also forms stable coordination complexes with transition metals.

Technology Process of 2-(Hydroxymethyl)benzonitrile

There total 13 articles about 2-(Hydroxymethyl)benzonitrile 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: 95.0%

potassium cyanide + o-bromobenzyl alcohol (18982-54-2) → 2-(hydroxymethyl)benzenecorbonitrile (89942-45-0)

Guidance literature:

potassium cyanide; With acetic acid; In ethylene glycol; at 20 ℃; Sealed tube;

o-bromobenzyl alcohol; With P(t-Bu)3 Palladacycle Gen_. 3; potassium acetate; In 1,4-dioxane; water; at 60 ℃; for 16h; Sealed tube;

DOI:10.1039/c7sc03912c

Reference yield: 75.0%

2-cyanobenzyl acetate (38866-59-0) → 2-(hydroxymethyl)benzenecorbonitrile (89942-45-0)

Guidance literature:

With water; potassium carbonate; In methanol; at 20 ℃;

DOI:10.1039/c4cc04072d

Reference yield: 66.0%

phthalonitrile (91-15-6) → 2-benzofuran-1(3H)-one (87-41-2) + 2-(hydroxymethyl)benzenecorbonitrile (89942-45-0)

Guidance literature:

With formaldehyd; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In water; toluene; at 90 ℃; for 24h;

DOI:10.1039/c9cy01484e

upstream raw materials:

2-Aminobenzyl alcohol

o-bromobenzyl alcohol

copper(I) cyanide

o-formylbenzonitrile

Downstream raw materials:

2-benzofuran-1(3H)-one

o-formylbenzonitrile

(Z)-2-(1-acetamido-4-(triisopropylsilyl)but-1-en-3-yn-1-yl)benzyl acetate

C₁₃H₁₅NO₃

Refernces

• 1、 Muthuraja, Perumal,Usman, Rahamdil,Sajeev, Revathy,Gopinath, Purushothaman. "Controlled meta-Selective C-H Mono- And Di-Olefination of Mandelic Acid Derivatives". supporting information. p. 6014 - 6018. Retrieved 2021/08/03.
• 2、 Scodeller, Ivan,Mansouri, Samir,Morvan, Didier,Muller, Eric,de Oliveira Vigier, Karine,Wischert, Raphael,Jér?me, Fran?ois. "Synthesis of Renewable meta-Xylylenediamine from Biomass-Derived Furfural". supporting information. p. 10510 - 10514. Retrieved 2018/08/17.