2,3-DIMETHYLACRYLONITRILE

PRODUCT IDENTIFICATION
CAS NO. 4403-61-6 (racemic)
20068-02-4 (cis)
30574-97-1 (trans)

2,3-DIMETHYLACRYLONITRILE

EINECS NO. 224-544-5, 243-496-6, 250-247-5
FORMULA CH3CH=C(CH3)CN
MOL WT. 81.12

H.S. CODE

 

TOXICITY

 
SYNONYMS 2-Metil-2-butenonitrilo; 2-Méthyl-2-butènenitrile;
2-Methyl-2-butenenitrile; 2-Methylcrotononitrile; alpha,beta-Dimethylacrylonitrile; alpha-Methylcrotononitrile;
SMILES  

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE clear liquid

MELTING POINT

- 12 C

BOILING POINT

122 C 

SPECIFIC GRAVITY  

SOLUBILITY IN WATER

 <0.1 g/100ml
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 Health (H) : 3 Flammability (F) : 3 Reactivity (R) : 1

REFRACTIVE INDEX

  

FLASH POINT

 

STABILITY  

GENERAL DESCRIPTION & APPLICATIONS
Intermediates provide functional groups, building blocks, possibilities for motif modifications, and leaving group to create a desired chemical compound through a series of chemical reactions. 2-Methyl-2-Butenenitrile, 2,3-Dimethylacrylonitrile in acrylic system name, has a branch, carbon-carbon solid bond and nitrile functional group. Its unsaturated bond enables a series of addition reactions at beta carbon, producing methyl branched derivatives including tiglic acid and angelic acid and their derivatives. Tiglic acid is structurally the trans- form of methyl branched crotonic acid found in croton oil (trans-2,3-Dimethylacrylic acid in acrylic acid series naming). The cis- form of methyl branched crotonic acid is called angelic acid obtainable naturally from roots of Angelica plant. A large number of inorganic or organic reagents, can be added to this unsaturated bond.

Although nitriles don't have a carbonyl group, they are often considered as derivatives of carboxylic acids. Nitrile undergoes acid hydrolysis to form a carboxylic acid. Nitrile is reduced to form amine in the presence of nickel catalyst. Grignard reagents add to nitriles, forming a relatively stable imino derivative which can be hydrolyzed to a ketone. Metaloimine is hydrolyzed to give beta-ketoester. Nitrile undergoes a sequence of nucleophilic additions with an alcohol under acid catalysis, called nitrile alcoholysis. Nitriles are hydrolyzed to carboxylic acids, alcoholyzed to esters, reduction to amines, cyclizized to pyridine derivatives.

2,3-Dimethylacrylonitrile finds applications in dye and flavour & fragrance manufacturing, rubber chemicals, and lubricant as well as a monomer.
SALES SPECIFICATION

APPEARANCE

 clear liquid
CONTENT

95.0% min (2-Methyl-2-butenenitrile + 2-Methyl-3-butenenitrile)

BUTADIENE

5.0% max

HCN

30ppm max

TRANSPORTATION
PACKING 160kgs in drum
HAZARD CLASS 3, 6.1 (Packing Group: II)
UN NO. 3273
OTHER INFORMATION

Hazard Symbols: F XN, Risk Phrases: 11-20/22, Safety Phrases: 16-23