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Merck
CN

M1903

Sigma-Aldrich

Malononitrile

~98%, crystalline

Synonym(s):

Dicyanomethane

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About This Item

Linear Formula:
CH2(CN)2
CAS Number:
109-77-3
Molecular Weight:
66.06
Beilstein:
773697
EC Number:
203-703-2
MDL number:
MFCD00001883
UNSPSC Code:
12352200

Key Documents

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Assay

~98%

form

crystalline

color

off-white to brown

bp

220 °C (lit.)

mp

30-32 °C (lit.)

density

1.049 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

N#CCC#N

InChI

1S/C3H2N2/c4-2-1-3-5/h1H2

InChI key

CUONGYYJJVDODC-UHFFFAOYSA-N

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Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
114H3457
112H0682
083H3432
038H3402
014H3445

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Sophie Feuillastre et al.
Bioorganic & medicinal chemistry, 20(18), 5592-5599 (2012-08-23)
Glycogen utilization involves glycogen phosphorylase, an enzyme which appears to be a potential target for the regulation of glycaemia, as the liver isoform is a major player for hepatic glucose output. A single C-glucosylated malonitrile allowed for the synthesis of
Shahrzad Abdolmohammadi et al.
Combinatorial chemistry & high throughput screening, 15(5), 395-399 (2012-01-24)
A simple one-pot method for the preparation of 7-amino-2,4-dioxo-5-aryl-1,2,3,4-tetrahydropyrido[2,3- d]pyrimidine-6-carbonitriles 4 from aromatic aldehydes, malononitrile and 4(6)-aminouracil in the presence of ZrO2 nanoparticles (ZrO2 NPs) as an efficient heterogeneous catalyst is described. The procedure has the advantages of high yields
Tamer S Saleh et al.
Ultrasonics sonochemistry, 19(3), 491-497 (2011-11-29)
Novel fused pyrans were synthesized from the reaction of the tetrahydropyran-4-one with arylidine malononitriles. Different fused pyran derivatives were obtained from the mentioned reaction depending on type of catalyst used and type of energy used. Reactions were carried out under
Wen Yang et al.
Organic & biomolecular chemistry, 10(2), 332-338 (2011-11-11)
A highly enantioselective Michael addition of malononitrile to chalcones catalyzed by a chiral quinine-derived squaramide catalyst has been developed. This organocatalytic reaction at a very low catalyst loading (0.5 mol%) led to chiral γ-cyano carbonyl compounds in good yields with
Ananta Kumar Atta et al.
Organic letters, 15(5), 1072-1075 (2013-02-21)
The Hg(II)-specific intramolecular cyclization reaction of ethynyl phenols was carried out for the first time in semiaqueous media at ambient temperature. The reaction unit (ethynyl phenol) was coupled with a malononitrile derivative (signal unit), which afforded the chromogenic Hg(II) indicator
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