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Merck
CN

58833

异腈甲基膦酸二乙酯

purum, ≥97.0% (GC)

别名:

Isocyanomethylphosphonic acid diethyl ester

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关于此项目

线性分子式:
CNCH2P(O)(OC2H5)2
化学文摘社编号:
分子量:
177.14
PubChem Substance ID:
UNSPSC Code:
12352108
Beilstein/REAXYS Number:
4674920
MDL number:
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grade

purum

assay

≥97.0% (GC)

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.433 (lit.)

bp

84-87 °C/0.1 mmHg (lit.)

density

1.105 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOP(=O)(C[N+]#[C-])OCC

InChI

1S/C6H12NO3P/c1-4-9-11(8,6-7-3)10-5-2/h4-6H2,1-2H3

InChI key

ICURVXBGGDVHDT-UHFFFAOYSA-N

Application

Reactant for:
  • Copper-catalyzed cycloaddition reactions
  • Preparation of orally bioavailable diamide prodrugs that lower glucose in diabetic animals through inhibition of fructose-1,6-bisphosphatase
  • Synthesis of sterol analogs as antifungal agents against plant pathogens
  • Asymmetric synthesis of steroidal 2,5-diketopiperazines prepared via isocyanide chemistry based on stereoselective Ugi four component condensation and subsequent cyclocondensation reactions
  • The Passerini reaction

Other Notes

制备 α-氨基酸的膦酸类似物;由羰基化合物合成醛


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

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分析证书(COA)

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U. Schollkopf et al.
Synthesis, 1033-1033 (1984)
J. Stoelwinder et al
The Journal of Organic Chemistry, 57, 2249-2249 (1992)
J. Rachon
Synthesis, 219-219 (1984)