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427519

Sigma-Aldrich

2-Methylglutaronitrile

99%

Sinônimo(s):

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

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About This Item

Fórmula linear:
NCCH(CH3)CH2CH2CN
Número CAS:
4553-62-2
Peso molecular:
108.14
Beilstein:
1741955
Número CE:
224-923-5
Número MDL:
MFCD00001875
Código UNSPSC:
12352100
ID de substância PubChem:
24866765
NACRES:
NA.22

Nível de qualidade

100

Ensaio

99%

forma

liquid

Impurezas

<0.1% benzene

índice de refração

n20/D 1.434 (lit.)

pb

269-271 °C (lit.)

pf

−45 °C (lit.)

solubilidade

water: soluble

densidade

0.95 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

CC(CCC#N)C#N

InChI

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

chave InChI

FPPLREPCQJZDAQ-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H301 + H311 - H330

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

239.0 °F - closed cup

Ponto de fulgor (°C)

115 °C - closed cup

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Acrylonitrile &#8805;99%, contains 35-45&#160;ppm monomethyl ether hydroquinone as inhibitor

Sigma-Aldrich

110213

Acrylonitrile

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)
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)
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
Chemoenzymatic production of 1, 5-dimethyl-2-piperidone.
Cooling FB, et al.
Journal of Molecular Catalysis. B, Enzymatic, 11(4), 295-306 (2001)
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