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Merck
CN

362433

Diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate

96%

Synonym(s):

N-Methoxy-N-methyl-2-(diethyl phosphono)acetamide, N-Methoxy-N-methyl-phosphonoacetamide diethyl ester, Diethyl N-methoxy-N-methylphosphonoacetamide, Diethylphosphonoacetic acid N-methyl-N-methoxyamide

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About This Item

Linear Formula:
CH3ON(CH3)COCH2P(O)(OC2H5)2
CAS Number:
Molecular Weight:
239.21
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1875865
Assay:
96%
Form:
liquid
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InChI

1S/C8H18NO5P/c1-5-13-15(11,14-6-2)7-8(10)9(3)12-4/h5-7H2,1-4H3

SMILES string

CCOP(=O)(CC(=O)N(C)OC)OCC

InChI key

WYLRYBDGIILFIR-UHFFFAOYSA-N

assay

96%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

bp

90 °C/17 mmHg (lit.)

density

1.163 g/mL at 25 °C (lit.)

functional group

amine, phosphonate

Application

Reactant for:
  • Preparation of ring-expanded bryostatin analogs as antitumor agents
  • Asymmertic synthesis of pinnatoxins A and G via diastereoselective Ireland-Claisen rearrangement, ring closing metathesis, and cyclization
  • Rh2(II)-catalyzed nitro-group migration reactions
  • Stereoselective synthesis of cyclohexanones via phase transfer catalyzed double addition reactions
  • Stereoselective synthesis of (+)-polyrhacitide A via aldol reaction, Horner-Wardsworth-Emmons reaction, Evans acetal intramolecular oxa-Michael reaction and diastereoselective syn reduction reaction as the key steps
  • Preparation of substituted furans via olefin cross-metathesis
Wittig carbonylating reagent.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Aldrichimica Acta, 23, 43-43 (1990)

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