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553344

Sigma-Aldrich

异丙基异腈

97%

别名:

2-Isocyanopropane, 2-Propyl isonitrile, Isopropyl isonitrile

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About This Item

线性分子式:
(CH3)2CHNC
CAS号:
598-45-8
分子量:
69.11
MDL號碼:
MFCD00015503
分類程式碼代碼:
12352100
PubChem物質ID:
24879320
NACRES:
NA.22

化驗

97%

折射率

n20/D 1.371 (lit.)

bp

75 °C (lit.)

密度

0.733 g/mL at 25 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

CC(C)[N+]#[C-]

InChI

1S/C4H7N/c1-4(2)5-3/h4H,1-2H3

InChI 密鑰

MJZUMMKYWBNKIP-UHFFFAOYSA-N

相关类别

一般說明

Isopropyl isocyanide is an alkyl isocyanide.

應用

Isopropyl isocyanide may be used in the preparation of:
  • Ugi ligand A2C11I1, which is employed in the solid-phase Ugi synthesis.
  • Pentafluorophenyl (PFP) functional monomers, via Passerini reaction.
  • Dinuclear copper complex [Cu2(μ-PiPr2bipy)2{μ-CNCH(CH3)2}](PF6)2 [PiPr2bipy = 6-(diisopropylphosphanyl)-2,2′-bipyridine].
  • (3E)-(Imino)thiaisoindoline 1,1-dioxide derivative.
  • N,N′-diisopropylcarbodiimide (DIC) analog via reaction with propan-2-amine.
  • 1-t-butyl-2-isopropyldiaziridinone via reaction with 2-methyl-2-nitrosopropane
  • isopropyl isocyanate via reaction with ozone
  • 1-phthalimidoazetidines via [1+3]cycloaddition reaction with 1-pththalimidoaziridines

象形圖

FlameSkull and crossbones
GHS02,GHS06

訊號詞

Danger

危險分類

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

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

69.1 °F - closed cup

閃點（°C）

20.6 °C - closed cup

個人防護裝備

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

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Reaction of Alkyl Isocyanides with Ozone. A New Isocyanate Synthesis1
Feuer H, et al.
The Journal of Organic Chemistry, 23(8), 1107-1109 (1958)
Diaziridinones. IV. Formation by condensation of alkyl isocyanide with nitrosoalkane. Evidence for a carbodiimide N-oxide
Greene DF and Pazos FJ
The Journal of Organic Chemistry, 34(8), 2269-2274 (1969)
F C Rhames et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 6(5-6), 567-577 (2001-07-27)
Binding of the Cu(I)-specific ligands 2,6-dimethylphenyl isocyanide (DIMPI) and isopropyl isocyanide (IPI) to the reduced form of peptidylglycine monooxygenase (PHM) is reported. Both ligands bind to the methionine-containing CuM center, eliciting FTIR bands at 2,138 and 2,174 cm(-1), respectively, but
Thiol-reactive functional poly (meth) acrylates: multicomponent monomer synthesis, RAFT (co) polymerization and highly efficient thiol-para-fluoro postpolymerization modification.
Noy JM, et al.
Polym. Chem., 6(3), 436-447 (2015)
Synthesis of Carbodiimides by I2/CHP-Mediated Cross-Coupling Reaction of Isocyanides with Amines under Metal-Free Conditions.
Zhu TH, et al.
Organic Letters, 17(8), 1974-1977 (2015)
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