2214-82-6

Basic information

• Product Name: bis(dimethylamino)acetonitrile
• Synonyms: bis(dimethylamino)acetonitrile
• CAS NO: 2214-82-6
• Molecular Formula: C₆H₁₃N₃
• Molecular Weight: 127.18752
• EINECS: 218-675-7
• Mol File: 2214-82-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 172.6 °C at 760 mmHg
• Flash Point: 50.4 °C
• Appearance: /
• Density: 0.936 g/cm³
• Vapor Pressure: 1.32mmHg at 25°C
• Refractive Index: 1.459
• CAS DataBase Reference: bis(dimethylamino)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: bis(dimethylamino)acetonitrile(2214-82-6)
• EPA Substance Registry System: bis(dimethylamino)acetonitrile(2214-82-6)

Safety Data

• Hazardous Substances Data: 2214-82-6(Hazardous Substances Data)

Usage

General Description

Bis(dimethylamino)acetonitrile is a chemical compound with the formula (CH3)2N-CH2-CN. It is a colorless and flammable liquid that is soluble in a variety of organic solvents. bis(dimethylamino)acetonitrile is commonly used as a reagent in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. It is also used in polymerization reactions and as a catalyst in the production of various chemical compounds. Bis(dimethylamino)acetonitrile is known for its strong nucleophilic properties, making it a valuable tool in many chemical reactions. However, it is important to handle this compound with care due to its flammability and potential health hazards.

InChI:InChI=1/C6H13N3/c1-8(2)6(5-7)9(3)4/h6H,1-4H3

Upstream product

• 74-90-8 hydrogen cyanide 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 
• 143-33-9 sodium cyanide 
• 4637-22-3 2-(Dimethylamino)-2-methoxyacetonitril 
• 124-40-3 dimethyl amine 
• 2013-91-4 N,N,N',N'-tetramethylformamidinium methyl sulfate 

Downstream Products

• 6006-65-1 N,N-dimethylformamide dipropyl acetal 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 18503-90-7 N,N-dimethylformamide di-n-butyl acetal 
• 1186-70-5 bis(dimethylamino)methoxymethane 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 18503-89-4 N,N-dimethylformamide diisopropyl acetal 
• 5762-56-1 tris(dimethylamino)methane 
• 611-74-5 N,N-dimethylbenzamide 
• 16849-87-9 2-(4b-dimethylaminomethylene)-2-cyano ethyl acetate 
• 82146-53-0 N,N,N',N'-Tetramethylformamidinium-<1-cyan-N-(o-tolyl)thioformamidat> 
• 16849-88-0 1-(dimethylamine)-2,2-dicyanoethylene 
• 3218-35-7 N,N,N',N'-Tetramethylformamidinium-(p-toluolsulfonat) 
• 82146-55-2 N,N,N',N'-Tetramethylformamidinium- 
• 82152-56-5 5-<(Dimethylamino)methylenamino>-5--1,3-di(p-tolyl)-2,4-imidazolidindion 

Relevant articles and documents

Group Transfer Reactions. - Tetracarbonylferrates from Orthoformic Acid Derivatives and Pentacarbonyliron

The nucleophilic leaving group X is transferred from orthoformic acid derivatives HC(NR2)X (X= NR2, OR, CN) to Fe(CO)5.No such reactions were observed between 4 and amide acetals (HCX2NR2) or ortho ester derivatives HCX3 (X= OR, SR).The structures of the transition metal-acyl complexes obtained have been determined by IR and NMR spectra.In the case of the reaction of tris(dimethylamino)methane (3a) with 4 the equilibrium between the resulting amidinium-carbamoyltetracarbonylferrate complex 5a and the starting materials was investigated.The equilibrium is shifted completely in favor of the ionic compound 5a.However, 3a could be isolated by extraction of this solution with an apolar solvent.Alkylation of 5a with triethyloxonium tetrafluoroborate leads to the tetracarbonyliron-carbene complex 13.Reaction of 5a with acrylonitrile or methyl acrylate by addition of both the nucleophile "NR2-" and the electrophile + and subsequent eliminations gives the β-dimethylamino substitution product 18 and 21, respectively.In contrast 3a induces polymerisation of acrylonitrile.