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Merck
CN

235229

Methyl dichlorophosphite

technical grade

Synonym(s):

Methyl phosphorodichloridite

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About This Item

Linear Formula:
CH3OPCl2
CAS Number:
Molecular Weight:
132.91
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-915-3
Beilstein/REAXYS Number:
1697452
MDL number:
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Product Name

Methyl dichlorophosphite, technical grade

InChI key

HCSDJECSMANTCX-UHFFFAOYSA-N

InChI

1S/CH3Cl2OP/c1-4-5(2)3/h1H3

SMILES string

COP(Cl)Cl

grade

technical grade

form

liquid

refractive index

n20/D 1.474 (lit.)

bp

93-95 °C (lit.)

mp

−91 °C (lit.)

density

1.376 g/mL at 20 °C (lit.)

Quality Level

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Application

Methyl dichlorophosphite has been employed in the preparation of:
  • phosphonamidate- and phosphonate-linked phosphonopeptides
  • 2-(2-iodophenyl)ethyl methyl phosphite derivative of an alcohol
  • deoxyoligonucleotides on a polymer support
  • cis- and trans-2-oxo-2-propionyl-1,3,2-oxazaphosphorinane
  • phosphorodichloridothioates
  • oxazaphosphorinanes

signalword

Danger

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

supp_hazards

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

77.0 °F - closed cup

flash_point_c

25 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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T Tanaka et al.
Nucleic acids research, 10(10), 3249-3260 (1982-05-25)
A simple procedure is described for synthesis of oligonucleotides by phosphate chemistry. Chains can be constructed rapidly with minimal equipment (a syringe and reagent bottles). The method is illustrated by synthesis of d-TGCAGGTT. Pertinent supporting data on the effect of
Synthetic Communications, 22, 289-289 (1992)
Synthesis and enantioselective aldol reaction of a chiral 2-oxo-2-propionyl-1, 3, 2-oxazaphosphorinane.
Gordon NJ and Evans Jr SA.
The Journal of Organic Chemistry, 58(20), 5295-5297 (1993)
Nanyan Fu et al.
Journal of peptide science : an official publication of the European Peptide Society, 12(4), 303-309 (2005-10-26)
A direct method for the preparation of phosphonamidate- and phosphonate-linked phosphonopeptides has been developed. Using this method, both phosphonopeptides were prepared in acceptable yields directly from simple and commercially available chemicals in one-pot reactions of benzyl carbamate, aldehydes, and methyl
Synthesis of deoxyoligonucleotides on a polymer support.
Matteucci MD and Caruthers MH.
Journal of the American Chemical Society, 103(11), 3181-3191 (1981)

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