Dimethylmalononitrile

Base Information

• Chemical Name: Dimethylmalononitrile
• CAS No.: 7321-55-3
• Molecular Formula: C5H6N2
• Molecular Weight: 94.116
• Hs Code.: 2926907090
• European Community (EC) Number: 628-248-0
• NSC Number: 86109
• UNII: DKA7D8BU8C
• DSSTox Substance ID: DTXSID20223456
• Nikkaji Number: J102.051J
• Wikidata: Q28862498
• Mol file: 7321-55-3.mol

Synonyms:dimethylmalononitrile;DMMN compund

Chemical Property of Dimethylmalononitrile

Chemical Property:

• Vapor Pressure: 1.54mmHg at 25°C
• Melting Point: 31-33 °C(lit.)
• Refractive Index: 1.424
• Boiling Point: 169.5 °C at 760 mmHg
• Flash Point: 77.8 °C
• PSA: 47.58000
• Density: 0.961 g/cm³
• LogP: 1.05976
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 94.053098200
• Heavy Atom Count: 7
• Complexity: 131

Purity/Quality:

98% ^*data from raw suppliers

Dimethylmalononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; T
• Hazard Codes: F,T
• Statements: 11-23/24/25-36/37/38
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C#N)C#N
• Uses: Dimethylmalononitrile may be employed as a starting reagent in the synthesis of bisoxazolines and (4′S,5′S)-2,2-bis[4′-hydroxymethyl-5′-phenyl-1′,3′-oxazolin-2′-yl]propane.

Technology Process of Dimethylmalononitrile

There total 14 articles about Dimethylmalononitrile 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: 76.0%

malononitrile (109-77-3) + methyl iodide (74-88-4) → 2,2-dimethylmalononitrile (7321-55-3)

Guidance literature:

With potassium tert-butylate; tetrabutylammomium bromide; for 2h; Ambient temperature;

Reference yield: 46.5%

methyl bromide (74-83-9) + malononitrile (109-77-3) → 2,2-dimethylmalononitrile (7321-55-3)

Guidance literature:

malononitrile; With lithium hydroxide; In tetrahydrofuran; at 5 - 20 ℃; for 3h; Autoclave;

methyl bromide; In tetrahydrofuran; at 0 - 20 ℃; for 8h; Autoclave;

Reference yield:

2’-O-(2-cyano-2,2-dimethylethanimine-N-oxymethyl)uridine (1401327-14-7) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,2-dimethylmalononitrile (7321-55-3) + uridine (58-96-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In dimethyl sulfoxide; at 25 ℃; for 0.25h;

DOI:10.1002/chem.201204235

upstream raw materials:

2-cyano-2-methylpropanamide

malononitrile

methyl iodide

dimethylsulfonium dicyanomethylide

Downstream raw materials:

2,2-dimethyl-1,3-diphenylpropane-1,3-dione

Isobutyronitrile

benzonitrile

2-methyl-3-phenyl-5-(1-cyano-1-methylethyl)-Δ⁴-1,2,4-oxadiazoline