(2-Hydroxyphenyl)acetonitrile

Base Information

• Chemical Name: (2-Hydroxyphenyl)acetonitrile
• CAS No.: 14714-50-2
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 2926907090
• DSSTox Substance ID: DTXSID90441963
• Nikkaji Number: J1.011.384I
• Wikidata: Q72480934
• Mol file: 14714-50-2.mol

Synonyms:(2-hydroxyphenyl)acetonitrile;14714-50-2;2-(2-hydroxyphenyl)acetonitrile;Benzeneacetonitrile, 2-hydroxy-;2-Hydroxybenzeneacetonitrile;2-Hydroxyphenylacetonitrile;2-hydroxy-benzeneacetonitrile;MFCD00128130;SCHEMBL891289;(2-Hydro xyphenyl)acetonitrile;DTXSID90441963;2-(2-hydroxyphenyl)-acetonitrile;WMWRBGOAZXDIDN-UHFFFAOYSA-N;AKOS016009048;AS-32390;SY012295;CS-0156662;EN300-50377;A884455;J-509666;(2-Hydroxyphenyl)acetonitrile

Chemical Property of (2-Hydroxyphenyl)acetonitrile

Chemical Property:

• Melting Point: 122-123℃
• Boiling Point: 285.247 °C at 760 mmHg
• PKA: 9.46±0.30(Predicted)
• Flash Point: 126.313 °C
• PSA: 44.02000
• Density: 1.167 g/cm³
• LogP: 1.45828
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.7
• 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:

98%min ^*data from raw suppliers

(2-Hydroxyphenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2-Hydroxyphenyl)acetonitrile

There total 25 articles about (2-Hydroxyphenyl)acetonitrile 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: 92.0%

2-[(ethoxymethoxy)methyl]phenol (1058648-91-1) + tetra-n-butylammonium cyanide (10442-39-4) → 2-hydroxybenzyl cyanide (14714-50-2)

Guidance literature:

With phosphotungstic acid; at 130 - 142 ℃; for 0.025h; chemoselective reaction; Microwave irradiation; Ionic liquid;

DOI:10.1016/j.crci.2010.03.015

Reference yield: 91.0%

[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetonitrile (325141-71-7) → 2-hydroxybenzyl cyanide (14714-50-2)

Guidance literature:

With sodium chlorite; In water; at 20 ℃; for 0.75h;

DOI:10.1002/ejoc.201301228

Reference yield: 87.0%

2-[(ethoxymethoxy)methyl]phenol (1058648-91-1) + tetra-n-butylammonium cyanide (10442-39-4) → 2-hydroxybenzyl cyanide (14714-50-2)

Guidance literature:

With phosphotungstic acid; at 130 - 142 ℃; for 0.05h; chemoselective reaction; Microwave irradiation; Ionic liquid;

DOI:10.1016/j.crci.2010.03.015

upstream raw materials:

2-(cyanomethyl)phenyl benzoate

acetic anhydride

2-aminophenylacetonitrile

2-(bromomethyl)phenyl acetate

Downstream raw materials:

[2-(Thiazol-2-yloxy)-phenyl]-acetic acid

3-(3-chlorophenyl)-2H-chromene-4-carbonitrile

3-(4-(trifluoromethyl)phenyl)-2H-chromene-4-carbonitrile

3-(2,4-difluorophenyl)-2H-chromene-4-carbonitrile

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、 -. "4-(aminomethyl)chromane-3-ol preparation method". Paragraph 0007. . Retrieved 2019/12/25.