Skip to Content
Merck
CN

427519

2-Methylglutaronitrile

99%

Synonym(s):

α-Methylglutarodinitrile, α-Methylglutaronitrile, 1,3-Dicyanobutane, 2,4-Dicyanobutane, 2-Methylpentanedinitrile, Diacrylonitrile

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
NCCH(CH3)CH2CH2CN
CAS Number:
4553-62-2
Molecular Weight:
108.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24866765
EC Number:
224-923-5
Beilstein/REAXYS Number:
1741955
MDL number:
MFCD00001875

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

2-Methylglutaronitrile, 99%

InChI key

FPPLREPCQJZDAQ-UHFFFAOYSA-N

InChI

1S/C6H8N2/c1-6(5-8)3-2-4-7/h6H,2-3H2,1H3

SMILES string

CC(CCC#N)C#N

assay

99%

form

liquid

impurities

<0.1% benzene

refractive index

n20/D 1.434 (lit.)

bp

269-271 °C (lit.)

mp

−45 °C (lit.)

solubility

water: soluble

density

0.95 g/mL at 25 °C (lit.)

functional group

nitrile

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

2-Methylglutaronitrile (MGN) may be used in the synthesis of 1,5-dimethyl-2-piperidone (1,5-DMPD) by chemoenzymatic process.

General description

2-Methylglutaronitrile (MGN) is an aliphatic dinitrile. It is a high boiling solvent mainly used in the fiber industry. It is formed as a byproduct during the synthesis of adiponitrile. Synthesis of β-picoline using a mixture of 2-methylglutaronitrile and 2-ethylsuccinonitrile in the presence of silica-supported palladium, rhodium and platinum catalysts by vapour phase hydrogenation has been studied. Its core electron binding energy (CEBE) has been calculated via density functional theory (DFT). It has been reported to undergo hydrolysis catalyzed by nitrilase to form 4-cyanopentanoic acid.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

239.0 °F - closed cup

flash_point_c

115 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBH5948V
MKBG2277V
MKBD3702
MKAA3172
07624KG

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Optimization of an immobilized-cell biocatalyst for production of 4-cyanopentanoic acid.
Hann EC, et al.
Organic Process Research & Development, 6(4), 492-496 (2002)
Synthesis of picolines and other aza-aromatics from arylamines by isomerization-rearrangement and from dinitriles by hydrogenation-cyclization reactions.
Prins R.
Catalysis Today, 37(2), 103-120 (1997)
Synthesis of ?-picoline from 2-methylglutaronitrile over supported noble metal catalysts II. Influence of operation parameters.
Lanini S and Prins R.
Applied Catalysis A: General, 137(2), 307-326 (1996)
A nitrilase from a metagenomic library acts regioselectively on aliphatic dinitriles.
Bayer S, et al.
Applied Microbiology and Biotechnology, 89(1), 91-98 (2011)
D P Kelly et al.
Drug and chemical toxicology, 26(2), 99-115 (2003-06-21)
Methylglutaronitrile (MGN) is a high-boiling (263 degrees C) solvent/intermediate used in the fiber industry. Twenty male rats per group were exposed nose-only to condensation aerosol/vapor concentrations of approximately either 5, 25, or 200 mg/m3 of MGN for 6 h/day, 5
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service