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Merck
CN

158216

Methyl dichlorophosphate

85%

Synonym(s):

Methyl phosphorodichloridate

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About This Item

Linear Formula:
Cl2P(O)OCH3
CAS Number:
Molecular Weight:
148.91
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
211-639-1
MDL number:
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Product Name

Methyl dichlorophosphate, 85%

InChI key

SNVCRNWSNUUGEA-UHFFFAOYSA-N

InChI

1S/CH3Cl2O2P/c1-5-6(2,3)4/h1H3

SMILES string

COP(Cl)(Cl)=O

assay

85%

refractive index

n20/D 1.436 (lit.)

bp

62-64 °C/15 mmHg (lit.)

density

1.488 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

Analysis Note

may contain methyl alcohol as impurity

Application

Methyl dichlorophosphate was used in the synthesis of:
  • 4,6-cyclic phosphate tetrasaccharide
  • 8-(2′′-hydroxyethoxy)adenosine-5′,2′′-phosphate derivative
  • analogs of (R)-1-O-hexadecyl-2-palmitoyl-sn-glycero-3-phosphoethanolamine poly(ethylene glycol)
  • dioxaphosphorino[m,n-x]pyridines compounds

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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


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Dominika Turek et al.
Organic & biomolecular chemistry, 4(7), 1236-1241 (2006-03-25)
A spacer-equipped tetrasaccharide, p-aminocyclohexylethyl alpha-l-Colp-(1-->2)-beta-d-Galp-(1-->3)-[alpha-l-Colp-(1-->4)]-beta-D-GlcpNAc, containing a 4,6-cyclic phosphate in the galactose residue, has been synthesised. The structure corresponds to a part of the repeating unit of the capsular (and lipo-) polysaccharide of the endemic bacteria Vibrio cholerae type O139
Syntheses of Ortho-Hydroxymethylpyridinols and Dioxaphosphorino [m, nx] pyridines.
Leroy F, et al.
Synthetic Communications, 26(12), 2257-2272 (1996)
T Maruyama et al.
Nucleic acids symposium series, (17)(17), 61-63 (1986-01-01)
Reaction of 8-bromo-2',3'-O-isopropylidene-5'-O-(tetrahydropyran-2-yl) adenosine (Ib) with lithium 2-(tetrahydropyran-2-yloxy) ethoxide, followed by removal of the tetrahydropyran-2-yl groups, afforded 8-(2''-hydroxyethoxy)-2',3'-O-isopropylideneadenosine (II). Successive treatment of II with n-butyllithium and with methyl dichlorophosphate provided the 5',2''-(methyl phosphate) derivative (IIIa and IIIb).
Thomas L Andresen et al.
Journal of medicinal chemistry, 47(7), 1694-1703 (2004-03-19)
An enzymatically activated liposome-based drug-delivery concept involving masked antitumor ether lipids (AELs) has been investigated. This concept takes advantage of the cytotoxic properties of AEL drugs as well as the membrane permeability enhancing properties of these molecules, which can lead

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