4-Methylphenoxyacetonitrile

Base Information

• Chemical Name: 4-Methylphenoxyacetonitrile
• CAS No.: 33901-44-9
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2926907090
• European Community (EC) Number: 651-875-6
• DSSTox Substance ID: DTXSID00334418
• Nikkaji Number: J429.837C
• Wikidata: Q82100206
• Mol file: 33901-44-9.mol

Synonyms:4-Methylphenoxyacetonitrile;33901-44-9;2-(4-methylphenoxy)acetonitrile;2-(p-tolyloxy)acetonitrile;MFCD00068121;2-(4-methylphenoxy)ethanenitrile;p-Tolyloxyacetonitrile;(4-methylphenoxy)acetonitrile;(p-methylphenoxy)-acetonitrile;SCHEMBL3357599;GOCOKJDTFHEYKP-UHFFFAOYSA-;DTXSID00334418;2-(4-Methylphenoxy)-acetonitrile;AC7568;AKOS000197359;PS-11711;SY012326;CS-0313210;FT-0619098;A821991

Chemical Property of 4-Methylphenoxyacetonitrile

Chemical Property:

• Vapor Pressure: 0.0108mmHg at 25°C
• Melting Point: 42-44 °C
• Refractive Index: 1.517
• Boiling Point: 262.5 °C at 760 mmHg
• Flash Point: 109.8 °C
• PSA: 33.02000
• Density: 1.054 g/cm³
• LogP: 1.89738
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 150

Purity/Quality:

99.0%Min ^*data from raw suppliers

4-Methylphenoxyacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Statements: 20/21/22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)OCC#N

Technology Process of 4-Methylphenoxyacetonitrile

There total 11 articles about 4-Methylphenoxyacetonitrile 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: 90.0%

p-cresol (106-44-5) + acetonitrile (75-05-8,26809-02-9) → 2-(4-methylphenoxy)acetonitrile (33901-44-9)

Guidance literature:

With 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; sodium hydride; at 50 ℃;

DOI:10.1039/c5ra02242h

Reference yield: 81.5%

p-cresol (106-44-5) + cyanomethyl bromide (590-17-0) → 2-(4-methylphenoxy)acetonitrile (33901-44-9)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1021/co400142t

Reference yield: 72.0%

2-(4-methylphenoxy)acetic acid (940-64-7) + 4-(methylsulfonyl)benzonitrile (22821-76-7) → 2-(4-methylphenoxy)acetonitrile (33901-44-9)

Guidance literature:

With riboflavin-2',3',4',5'-tetra-acetate; In acetonitrile; at 25 ℃; for 12h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1021/acs.orglett.9b00064

upstream raw materials:

4-methylphenoxyacetamide

acetic anhydride

2-(4-methylphenoxy)acetyl chloride

2-(4-methylphenoxy)acetic acid

Downstream raw materials:

1-(2,4-dihydroxyphenyl)-2-(p-tolyloxy)ethanone

2-(4-(bromomethyl)phenoxy)acetonitrile

1-(2,4-dihydroxy-5-propylphenyl)-2-(p-tolyloxy)ethanone

1-(2,4-dihydroxy-5-methylphenyl)-2-(p-tolyloxy)ethanone

Refernces

• 1、 Li, Yingmin,Guo, Mengping,Wen, Yongju,Zhou, Lanjiang,Shen, Xiuli,Kang, Yangping. "Synthesis of aryloxyacetonitriles based on arylboronic acids with 2-bromoacetonitrile". supporting information. . Retrieved 2020/09/09.
• 2、 Ban, Yong-Liang,Dai, Jian-Ling,Jin, Xiao-Ling,Zhang, Qing-Bao,Liu, Qiang. "Thiocyanate radical mediated dehydration of aldoximes with visible light and air". supporting information. p. 9701 - 9704. Retrieved 2019/08/15.