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427519

Sigma-Aldrich

2-Methylglutaronitril

99%

Synonym(e):

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

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250 ML
€ 64,10
1 L
€ 148,00

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250 ML
€ 64,10
1 L
€ 148,00

About This Item

Lineare Formel:
NCCH(CH3)CH2CH2CN
CAS-Nummer:
4553-62-2
Molekulargewicht:
108.14
Beilstein:
1741955
EG-Nummer:
224-923-5
MDL-Nummer:
MFCD00001875
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24866765
NACRES:
NA.22

€ 64,10

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Qualitätsniveau

100

Assay

99%

Form

liquid

Verunreinigungen

<0.1% benzene

Brechungsindex

n20/D 1.434 (lit.)

bp

269-271 °C (lit.)

mp (Schmelzpunkt)

−45 °C (lit.)

Löslichkeit

water: soluble

Dichte

0.95 g/mL at 25 °C (lit.)

Funktionelle Gruppe

nitrile

SMILES String

CC(CCC#N)C#N

InChI

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

InChIKey

FPPLREPCQJZDAQ-UHFFFAOYSA-N

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Allgemeine Beschreibung

2-Methylglutaronitrile (MGN) is an aliphatic dinitrile. It is a high boiling solvent mainly used in the fiber industry.[1] It is formed as a byproduct during the synthesis of adiponitrile.[2] 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.[3] Its core electron binding energy (CEBE) has been calculated via density functional theory (DFT).[4] It has been reported to undergo hydrolysis catalyzed by nitrilase to form 4-cyanopentanoic acid.[5][6]

Anwendung

2-Methylglutaronitrile (MGN) may be used in the synthesis of 1,5-dimethyl-2-piperidone (1,5-DMPD) by chemoenzymatic process.[7]

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

239.0 °F - closed cup

Flammpunkt (°C)

115 °C - closed cup

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKBH5948V
MKBG2277V
MKBD3702
MKAA3172
07624KG

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Die Dokumentenbibliothek aufrufen

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)
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)
Accurate density functional calculation of core electron binding energies: Part V: application to nitriles. Model molecules for polyacrylonitrile revisited.
Bureau C, et al.
Journal of Electron Spectroscopy and Related Phenomena, 83(2), 227-234 (1997)
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
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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