6-Chloro-2-phenylhexanenitrile

Base Information

• Chemical Name: 6-Chloro-2-phenylhexanenitrile
• CAS No.: 2124-74-5
• Molecular Formula: C12H14 Cl N
• Molecular Weight: 207.703
• Hs Code.: 2926909090
• Mol file: 2124-74-5.mol

Synonyms:6-chloro-2-phenylhexanenitrile;Benzeneacetonitrile, alpha-butyl-4-chloro-

Chemical Property of 6-Chloro-2-phenylhexanenitrile

Chemical Property:

• Vapor Pressure: 0.000129mmHg at 25°C
• Boiling Point: 334.3°Cat760mmHg
• Flash Point: 138.3°C
• PSA: 23.79000
• Density: 1.071g/cm³
• LogP: 4.13738
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 207.0814771
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-Chloro-2-phenylhexanenitrile

There total 6 articles about 6-Chloro-2-phenylhexanenitrile 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: 93.0%

1-bromo-butane (109-65-9) + p-chlorobenzyl cyanide (140-53-4) → α-Butyl-4-chlorbenzylcyanid (2124-74-5)

Guidance literature:

In toluene; at 30 - 50 ℃; for 4.5h; Temperature;

Reference yield: 82.0%

bromochlorobenzene (106-39-8) + potassium 2-cyanohexanoate (1309660-26-1) → α-Butyl-4-chlorbenzylcyanid (2124-74-5)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 16.1667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

Reference yield: 79.0%

butan-1-ol (71-36-3) + p-chlorobenzyl cyanide (140-53-4) → α-Butyl-4-chlorbenzylcyanid (2124-74-5)

Guidance literature:

With C₃₀H₂₉BrMnNO₂P₂; caesium carbonate; In toluene; at 135 ℃; for 18h; chemoselective reaction; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.joc.9b00792

upstream raw materials:

n-Butyl chloride

p-chlorobenzyl cyanide

1-bromo-butane

ethyl 2-cyanohexanoate

Downstream raw materials:

2-(4-Chlor-phenyl)-capronsaeure

1-bromo-2-cyano-2-(4-chlorophenyl)hexane

4-(1-Benzimidazolyl)-2-butyl-2-(4-chlorphenyl)-3-methyl-3-butennitril

Refernces

• 1、 -. "Preparation method of high activity myclobutanil". Paragraph 0043; 0046; 0047. . Retrieved 2018/04/02.
• 2、 Bellale, Eknath V.,Bhalerao, Dinesh S.,Akamanchi, Krishnacharya G.. "Oxidative conversion of α,α-disubstituted acetamides to corresponding one-carbon-shorter ketones using hypervalent iodine (λ5) reagents in combination with tetraethylammonium bromide". supporting information; experimental part. p. 9473 - 9475. Retrieved 2009/04/06.