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Merck
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文件

690414

Sigma-Aldrich

丙二腈

Arxada quality, ≥99.0% (calculated, GC, KF)

同義詞:

二氰基甲烷

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About This Item

線性公式:
CH2(CN)2
CAS號碼:
109-77-3
分子量：:
66.06
Beilstein:
773697
EC號碼:
203-703-2
MDL號碼:
MFCD00001883
分類程式碼代碼:
12352100
PubChem物質ID:
329761337
NACRES:
NA.22

化驗

≥99.0% (calculated, GC, KF)

形狀

liquid

品質

Arxada quality

製造商／商標名

Arxada AG

雜質

≤0.10% water
≤0.50% (E)-2-butenedinitrile
≤0.50% (Z)-2-butenedinitrile
≤0.50% butanedinitrile

bp

220 °C (lit.)

mp

30-32 °C (lit.)

密度

1.049 g/mL at 25 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

N#CCC#N

InChI

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

InChI 密鑰

CUONGYYJJVDODC-UHFFFAOYSA-N

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相關類別

應用

Malononitrile is an active methylene reagent useful for condensation reactions to synthesize various synthetic intermediates and heterocycles. It is extensively used in the Knoevenagel condensation with various aldehydes and ketones.
Some of the reactions where malononitrile is used as a reactant are:
  • Synthesis of 2-pyran-4-ylidene-malononitrile (PM) based red light emitting polymers.
  • Synthesis of polysubstituted dihydropyridines.
  • Synthesis of various chromene derivatives upon treating with salicylic aldehydes.
  • Synthesis of triselenium dicyanide by treating it with selenium dioxide.

象形圖

Skull and crossbonesEnvironment
GHS06,GHS09

訊號詞

Danger

危險分類

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

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

186.8 °F - closed cup

閃點（°C）

86 °C - closed cup

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

分析證明 (COA)

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Triselenium dicyanide from malononitrile and selenium dioxide. One-pot synthesis of selenocyanates.
Kachanov, Andrey V et al.
Tetrahedron Letters, 45(23), 4461-4463 (2004)
Synthesis of polysubstituted dihydropyridines by four-component reactions of aromatic aldehydes, malononitrile, arylamines, and acetylenedicarboxylate.
Sun, Jing et al.
Organic Letters, 12(16), 3678-3681 (2010)
The Knoevenagel condensation reaction of aromatic aldehydes with malononitrile by grinding in the absence of solvents and catalysts.
Ren, Zhongjiao et al.
Synthetic Communications, 32(22), 3475-3479 (2002)
Synthesis and characterization of new red-emitting polyfluorene derivatives containing electron-deficient 2-pyran-4-ylidene- malononitrile moieties.
Peng, Qiang et al.
Macromolecules, 37(2), 260-266 (2004)
The condensation of salicylaldehydes and malononitrile revisited: synthesis of new dimeric chromene derivatives.
Costa, Marta et al.
The Journal of Organic Chemistry, 73(5), 1954-1962 (2008)
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