4,4-Dimethylheptanedinitrile

Base Information

• Chemical Name: 4,4-Dimethylheptanedinitrile
• CAS No.: 28118-37-8
• Molecular Formula: C₉H₁₄N₂
• Molecular Weight: 150.224
• European Community (EC) Number: 870-143-9
• NSC Number: 99220
• DSSTox Substance ID: DTXSID70294999
• Nikkaji Number: J3.557.927C
• Wikidata: Q82034653
• Mol file: 28118-37-8.mol

Synonyms:4,4-dimethylheptanedinitrile;28118-37-8;NSC99220;starbld0035603;NCIOpen2_002043;DTXSID70294999;NSC-99220;EN300-1718299

Chemical Property of 4,4-Dimethylheptanedinitrile

Chemical Property:

• Vapor Pressure: 0.000942mmHg at 25°C
• Boiling Point: 303.2°C at 760 mmHg
• Flash Point: 139.4°C
• Density: 0.916g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 150.115698455
• Heavy Atom Count: 11
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCC#N)CCC#N

Technology Process of 4,4-Dimethylheptanedinitrile

There total 7 articles about 4,4-Dimethylheptanedinitrile 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: 78.0%

isocapronitrile (542-54-1) + acrylonitrile (107-13-1,25014-41-9) → 4,4-dimethylheptanedinitrile (28118-37-8)

Guidance literature:

With TBA; decatungstate anions embedded in the pores of the copper-bipyridine framework; In acetonitrile; at 20 ℃; for 36h; Irradiation;

DOI:10.1039/c6cc00862c

Reference yield:

3,3-dimethylpent-1,5-diol (53120-74-4) → 4,4-dimethylheptanedinitrile (28118-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; hydrobromic acid; water

2: ethanol

With ethanol; sulfuric acid; water; hydrogen bromide;

DOI:10.1021/jo01134a008

Reference yield:

3,3-Dimethylglutaric acid (4839-46-7) → 4,4-dimethylheptanedinitrile (28118-37-8)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / anschliessend mit Aethanol

2: lithium alanate; diethyl ether

3: sulfuric acid; hydrobromic acid; water

4: ethanol

With lithium aluminium tetrahydride; thionyl chloride; diethyl ether; ethanol; sulfuric acid; water; hydrogen bromide;

DOI:10.1021/jo01134a008

upstream raw materials:

1,5-dichloro-3,3-dimethyl-pentane

sodium cyanide

potassium cyanide

1,5-dibromo-3,3-dimethylpentane

Downstream raw materials:

4,4-dimethyl-heptanedioic acid diethyl ester

(1-carboxy-4,4-dimethyl-cyclohexyl)-acetic acid

cyano-(4,4-dimethyl-cyclohexyliden)-acetic acid ethyl ester

4,4-dimethylcyclohexane-1-one