1,4-Benzenediacetonitrile, 2,3,5,6-tetramethyl-

Base Information

• Chemical Name: 1,4-Benzenediacetonitrile, 2,3,5,6-tetramethyl-
• CAS No.: 1675-71-4
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 212.294
• Hs Code.: 2926909090
• European Community (EC) Number: 654-107-8
• NSC Number: 158278
• DSSTox Substance ID: DTXSID30303415
• Nikkaji Number: J126.345E
• Wikidata: Q82048688
• Mol file: 1675-71-4.mol

Synonyms:1,4-Benzenediacetonitrile, 2,3,5,6-tetramethyl-;1675-71-4;2-[4-(cyanomethyl)-2,3,5,6-tetramethylphenyl]acetonitrile;2,3,5,6-Tetramethyl-1,4-benzenediacetonitrile;NSC158278;SCHEMBL2713812;DTXSID30303415;CDHFCWXYLKPCJG-UHFFFAOYSA-N;AKOS024323384;NSC-158278

Chemical Property of 1,4-Benzenediacetonitrile, 2,3,5,6-tetramethyl-

Chemical Property:

• Melting Point: 256-258 °C(Solv: methanol (67-56-1))
• Boiling Point: 394°Cat760mmHg
• Flash Point: 186.3°C
• PSA: 47.58000
• Density: 1.025g/cm³
• LogP: 3.05236
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

(4-Cyanomethyl-2,3,5,6-tetramethyl-phenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1CC#N)C)C)CC#N)C

Technology Process of 1,4-Benzenediacetonitrile, 2,3,5,6-tetramethyl-

There total 4 articles about 1,4-Benzenediacetonitrile, 2,3,5,6-tetramethyl- 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: 94.0%

1,4-bis(bromomethyl)-2,3,5,6-tetramethylbenzene (35168-64-0) + sodium cyanide (143-33-9,25596-52-5) → 2,3,5,6-tetramethylphenylene-1,4-diacetonitrile (1675-71-4)

Guidance literature:

In dimethyl sulfoxide; 1.) 2 h, 50 deg C; 2.) short time, 85 deg C;

Reference yield:

1,4-bis(chloromethyl)-2,3,5,6-tetramethylbenzene (3022-16-0) → 2,3,5,6-tetramethylphenylene-1,4-diacetonitrile (1675-71-4)

Guidance literature:

In acetone; for 15h; Yield given; Heating;

Reference yield:

1,2,4,5-tetramethylbenzene (95-93-2) → 2,3,5,6-tetramethylphenylene-1,4-diacetonitrile (1675-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: chloromethylation

2: acetone / 15 h / Heating

In acetone;

upstream raw materials:

1,4-bis(bromomethyl)-2,3,5,6-tetramethylbenzene

sodium cyanide

1,4-bis(chloromethyl)-2,3,5,6-tetramethylbenzene

1,2,4,5-tetramethylbenzene

Downstream raw materials:

2-(4-Dicyanomethyl-2,3,5,6-tetramethyl-phenyl)-malononitrile

2,3,5,6-Tetramethyl-1,4-benzenediacetic Acid

2,3,5,6-tetramethyl-7,7,8,8-tetracyano-para-quinodimethane

(4-Methoxycarbonylmethyl-2,3,5,6-tetramethyl-phenyl)-acetic acid methyl ester