3-Chlorobenzyl cyanide

Base Information

• Chemical Name: 3-Chlorobenzyl cyanide
• CAS No.: 1529-41-5
• Molecular Formula: C8H6ClN
• Molecular Weight: 151.595
• Hs Code.: 29269090
• European Community (EC) Number: 216-213-9
• UNII: P8K3M9GKQ5
• DSSTox Substance ID: DTXSID10165154
• Nikkaji Number: J1.770A
• Wikidata: Q72517408
• Mol file: 1529-41-5.mol

Synonyms:3-Chlorobenzyl cyanide;1529-41-5;(3-Chlorophenyl)acetonitrile;3-Chlorophenylacetonitrile;2-(3-chlorophenyl)acetonitrile;3-Chlorobenzeneacetonitrile;m-Chlorobenzyl cyanide;BENZENEACETONITRILE, 3-CHLORO-;Acetonitrile, (m-chlorophenyl)-;(m-Chlorophenyl)acetonitrile;3-Chlorobenzylcyanide;m-chlorophenylacetonitrile;EINECS 216-213-9;BRN 2042965;P8K3M9GKQ5;MFCD00001908;3-chloro-phenylacetonitrile;UNII-P8K3M9GKQ5;3-chloro-benzeneacetonitrile;3-(Chlorophenyl)acetonitrile;SCHEMBL37581;2-(3-chlorophenyl) acetonitrile;GTIKLPYCSAMPNG-UHFFFAOYSA-;DTXSID10165154;(3-Chlorophenyl)acetonitrile, 99%;STK398312;AKOS000119501;AC-4375;CS-W018107;AS-11852;AM20050093;C1091;FT-0615477;EN300-17798;A809364;W-108046;Z57039594

Chemical Property of 3-Chlorobenzyl cyanide

Chemical Property:

• Appearance/Colour: Colourless liquid
• Vapor Pressure: 0.00704mmHg at 25°C
• Melting Point: 11-13 °C(lit.)
• Refractive Index: n20/D 1.544(lit.)
• Boiling Point: 270 °C at 760 mmHg
• Flash Point: 107.7 °C
• PSA: 23.79000
• Density: 1.188 g/cm³
• LogP: 2.40608
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 151.0188769
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

3-Chlorobenzyl Cyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 36/37/39-45-28B

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Chlorobenzyl cyanide

There total 19 articles about 3-Chlorobenzyl cyanide 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-(3-chlorophenyl)acetaldehyde (41904-40-9) → 3-chloro-benzeneacetonitrile (1529-41-5)

Guidance literature:

With hydroxyamino hydrochloride; tetra-n-butylammonium hexafluoridophosphate; calcium trifluoromethane sulfonate; In N,N-dimethyl acetamide; at 120 ℃;

DOI:10.1016/j.tetlet.2022.153711

Reference yield: 89.0%

1-chloro-3-(2,2-difluorovinyl)benzene (84750-91-4) → 3-chloro-benzeneacetonitrile (1529-41-5)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 60 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04336

Reference yield: 87.0%

sodium cyanide (143-33-9,25596-52-5) + 1-bromomethyl-3-chlorobenzene (766-80-3) → 3-chloro-benzeneacetonitrile (1529-41-5)

Guidance literature:

In ethanol; at 80 ℃; for 2h;

upstream raw materials:

acetic anhydride

potassium cyanide

1-bromomethyl-3-chlorobenzene

1-Chloro-3-chloromethyl-benzene

Downstream raw materials:

ethyl 2-(3-chlorophenyl)acetate

ethyl m-chlorophenylimidoacetate hydrochloride

2-(3-Chloro-phenyl)-N-(octahydro-naphthalen-4a-yl)-acetamide

2-(3-chlorophenyl)malononitrile

Refernces

• 1、 Hu, Dandan,Liu, Jiayue,Ren, Hongjun,Song, Jinyu,Zhang, Jun-Qi,Zhu, Guorong. "Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes". supporting information. p. 786 - 790. Retrieved 2022/01/28.
• 2、 Godajdar, Bijan Mombani,Ansari, Bita. "Preparation of novel magnetic dicationic ionic liquid polymeric phase transfer catalyst and their application in nucleophilic substitution reactions of benzyl halides in water". . p. 34 - 39. Retrieved 2015/02/05.