2-(4-Chlorophenoxy)acetonitrile

Base Information

• Chemical Name: 2-(4-Chlorophenoxy)acetonitrile
• CAS No.: 3598-13-8
• Molecular Formula: C8H6ClNO
• Molecular Weight: 167.595
• Hs Code.: 29269090
• European Community (EC) Number: 628-918-2
• NSC Number: 204123
• DSSTox Substance ID: DTXSID40308436
• Nikkaji Number: J265.512H
• Wikidata: Q72456381
• Mol file: 3598-13-8.mol

Synonyms:2-(4-chlorophenoxy)acetonitrile;3598-13-8;4-Chlorophenoxyacetonitrile;(4-chlorophenoxy)acetonitrile;MFCD00031535;Acetonitrile, (4-chlorophenoxy)-;(4-chloro-phenoxy)-acetonitrile;NSC204123;Maybridge1_006307;SCHEMBL187687;HMS559G15;2-(4-chlorophenoxyl)acetonitrile;AMY2941;DTXSID40308436;[(4-chlorophenyl)oxy]acetonitrile;4-Chlorophenoxyacetonitrile, 98%;YUGDKEWUYZXXRU-UHFFFAOYSA-N;2-(4-chloranylphenoxy)ethanenitrile;STK366919;AKOS000185338;NSC-204123;PB28971;PS-5638;SY060408;CS-0052273;FT-0618241;EN300-52026;A823075;J-505944;Z54608574

Chemical Property of 2-(4-Chlorophenoxy)acetonitrile

Chemical Property:

• Appearance/Colour: WHITE TO YELLOW POWDER OR CRYSTALS
• Vapor Pressure: 0.00395mmHg at 25°C
• Melting Point: 45-49 °C(lit.)
• Refractive Index: 1.538
• Boiling Point: 279.7 °C at 760 mmHg
• Flash Point: 123 °C
• PSA: 33.02000
• Density: 1.238 g/cm³
• LogP: 2.24238
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.0137915
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chlorophenoxyacetonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1OCC#N)Cl

Technology Process of 2-(4-Chlorophenoxy)acetonitrile

There total 9 articles about 2-(4-Chlorophenoxy)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: 85.0%

4-chloro-phenol (106-48-9,82344-39-6) + acetonitrile (75-05-8,26809-02-9) → (4-chlorophenoxy)acetonitrile (3598-13-8)

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: 74.0%

4-chloro-phenol (106-48-9,82344-39-6) + cyanomethyl bromide (590-17-0) → (4-chlorophenoxy)acetonitrile (3598-13-8)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1021/co400142t

Reference yield: 73.0%

4-Chlorophenylboronic acid (1679-18-1) + cyanomethyl bromide (590-17-0) → (4-chlorophenoxy)acetonitrile (3598-13-8)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In water; N,N-dimethyl-formamide; at 80 ℃; for 4h; Green chemistry;

DOI:10.1016/j.tetlet.2020.152331

upstream raw materials:

chloroacetonitrile

4-chloro-phenol

p-chlorophenoxyacetaldoxime

p-chlorophenoxyacetaldehyde

Downstream raw materials:

2-(4-Chloro-phenoxy)-N-(octahydro-naphthalen-4a-yl)-acetamide

(1-Benzyl-5-nitro-1H-indol-4-yl)-acetonitrile

2-(4-Chloro-phenoxymethyl)-5-methyl-4-oxo-3,4-dihydro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

2-(4-Chloro-phenoxymethyl)-3H-benzo[4,5]thieno[3,2-d]pyrimidin-4-one

Refernces

• 1、 Ramirez, Nieves P.,K?nig, Burkhard,Gonzalez-Gomez, Jose C.. "Decarboxylative Cyanation of Aliphatic Carboxylic Acids via Visible-Light Flavin Photocatalysis". supporting information. . Retrieved 2019/03/08.
• 2、 Zhang, Juan,Wu, Wei,Ji, Xinfei,Cao, Song. "Perfluorobutyl iodide-assisted direct cyanomethylation of azoles and phenols with acetonitrile". . p. 20562 - 20565. Retrieved 2015/03/30.