2,2,6,6-Tetramethylheptanedinitrile

Base Information

• Chemical Name: 2,2,6,6-Tetramethylheptanedinitrile
• CAS No.: 2941-36-8
• Molecular Formula: C₁₁H₁₈N₂
• Molecular Weight: 178.277
• European Community (EC) Number: 661-910-7
• NSC Number: 99238
• DSSTox Substance ID: DTXSID70295007
• Wikidata: Q82034664
• Mol file: 2941-36-8.mol

Synonyms:2941-36-8;NSC99238;2,2,6,6-tetramethylheptanedinitrile;2,6-DIMETHYL-2,6-HEPTANEDICARBONITRILE;SCHEMBL8763241;DTXSID70295007;NSC-99238;AKOS024339959

Chemical Property of 2,2,6,6-Tetramethylheptanedinitrile

Chemical Property:

• Vapor Pressure: 0.000356mmHg at 25°C
• Boiling Point: 318.7°Cat760mmHg
• Flash Point: 141.5°C
• Density: 0.905g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.146998583
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCCC(C)(C)C#N)C#N

Technology Process of 2,2,6,6-Tetramethylheptanedinitrile

There total 1 articles about 2,2,6,6-Tetramethylheptanedinitrile 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: 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

Reference yield: 97.0%

2,6-dimethyl-2,6-dicyanoheptane (2941-36-8) + phenyllithium (591-51-5) → 2,2,6,6-tetramethyl-1,7-diphenyl-heptane-1,7-dione (125611-54-3)

Guidance literature:

In diethyl ether; benzene; 1. 0 deg C, 3 h 2. 3 h, room temperature;

DOI:10.1021/jo00295a034

Reference yield:

2,6-dimethyl-2,6-dicyanoheptane (2941-36-8) → 2,2,6,6-tetramethyl-1,7-diphenylhepatne-1,7-dithione (125611-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / diethyl ether; benzene / 1. 0 deg C, 3 h 2. 3 h, room temperature

2: 31 percent / Lawesson's reagent / toluene / 24 h / Heating

With Lawessons reagent; In diethyl ether; toluene; benzene;

DOI:10.1021/jo00295a034

upstream raw materials:

Isobutyronitrile

1.3-chlorobromopropane

Downstream raw materials:

2,2,6,6-tetramethyl-1,7-diphenyl-heptane-1,7-dione

2,2,6,6-tetramethyl-1-oxo-1,7-diphenylhepatne-7-thione

2,2,6,6-tetramethyl-1,7-diphenylhepatne-1,7-dithione

2,2,6,6-tetramethylheptanedioic acid

Refernces

• 1、 Caille, Seb,Crockett, Rich,Ranganathan, Krishnakumar,Wang, Xiang,Woo, Jacqueline C. S.,Walker, Shawn D.. "Catalytic asymmetric synthesis of a tertiary benzylic carbon center via phenol-directed alkene hydrogenation". body text. p. 5198 - 5206. Retrieved 2011/08/09.