5-Chloro-2,2-dimethylpentanenitrile

Base Information

• Chemical Name: 5-Chloro-2,2-dimethylpentanenitrile
• CAS No.: 4207-54-9
• Molecular Formula: C7H12 Cl N
• Molecular Weight: 145.632
• Hs Code.: 2926909090
• NSC Number: 99207
• DSSTox Substance ID: DTXSID30294995
• Wikidata: Q82034647
• Mol file: 4207-54-9.mol

Synonyms:5-chloro-2,2-dimethylpentanenitrile;4207-54-9;5-CHLORO-2,2-DIMETHYL-PENTANENITRILE;NSC99207;SCHEMBL5394629;DTXSID30294995;AGJFOWMZIAASOW-UHFFFAOYSA-N;MFCD19232056;NSC-99207;AKOS006384026;5-chloro-2,2-dimethyl pentane nitrile;EN300-86793;F78512

Chemical Property of 5-Chloro-2,2-dimethylpentanenitrile

Chemical Property:

• Vapor Pressure: 0.0789mmHg at 25°C
• Boiling Point: 227.1°Cat760mmHg
• Flash Point: 77.4°C
• PSA: 23.79000
• Density: 0.978g/cm³
• LogP: 2.55518
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 145.0658271
• Heavy Atom Count: 9
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

5-chloro-2,2-dimethylpentanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCCCl)C#N

Technology Process of 5-Chloro-2,2-dimethylpentanenitrile

There total 7 articles about 5-Chloro-2,2-dimethylpentanenitrile 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: 100.0%

Isobutyronitrile (78-82-0) + 1.3-chlorobromopropane (109-70-6) → 5-chloro-2,2-dimethylpentanenitrile (4207-54-9)

Guidance literature:

With lithium hexamethyldisilazane; at 70 ℃; for 16h;

Reference yield: 90.9%

Isobutyronitrile (78-82-0) + lithium dimethylamide (3585-33-9) + 1.3-chlorobromopropane (109-70-6) → 5-chloro-2,2-dimethylpentanenitrile (4207-54-9)

Guidance literature:

In hexane;

Reference yield: 83.0%

Isobutyronitrile (78-82-0) + 1.3-chlorobromopropane (109-70-6) → 5-chloro-2,2-dimethylpentanenitrile (4207-54-9) + 2,6-dimethyl-2,6-dicyanoheptane (2941-36-8)

Guidance literature:

Isobutyronitrile; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h; Inert atmosphere;

1.3-chlorobromopropane; In tetrahydrofuran; hexane; at 20 ℃; regioselective reaction; Inert atmosphere; Cooling with ice;

DOI:10.1080/00397910903097278

upstream raw materials:

Isobutyronitrile

1.3-chlorobromopropane

2-lithio-2-methylpropionitrile

1,4-dichloro-4-methyl-pentane

Downstream raw materials:

1-(5-ethyl-2-hydroxy-4-((4-methyl-4-(1H-tetrazol-5-yl)pentyl)oxy)phenyl)ethanone

4-<(4-cyano-4-methylpentyl)oxy>-5-ethyl-2-hydroxyacetophenone

methyl 3-(5,5-dimethylcyclopent-1-enyl)benzoate

methyl (R)-3-(2,2-dimethylcyclopentyl)-4-hydroxybenzoate

Refernces

• 1、 Coldham, Iain,Jana, Samaresh,Watson, Luke,Pilgram, Christopher D.. "Cascade cyclization intermolecular dipolar cycloaddition by multi-component couplings-synthesis of indolizidines and pyrrolizidines". . p. 5408 - 5410. Retrieved 2008.
• 2、 -. "ANTI-MUCUS DRUGS AND USES THEREFOR". Paragraph 0194; 0197. . Retrieved 2015/07/15.
• 3、 -. "N-(MONOCYCLIC ARYL),N'-PYRAZOLYL-UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS AS TRKA KINASE INHIBITORS". Paragraph 00557. . Retrieved 2014/06/11.