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D91632

Sigma-Aldrich

Diethyl chlorophosphate

97%

Synonym(s):

Diethyl phosphorochloridate

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About This Item

Linear Formula:
(C2H5O)2P(O)Cl
CAS Number:
814-49-3
Molecular Weight:
172.55
Beilstein:
471433
EC Number:
212-396-4
MDL number:
MFCD00009075
UNSPSC Code:
12352100
PubChem Substance ID:
24894267
NACRES:
NA.22

vapor density

5.94 (vs air)

vapor pressure

0.1 mmHg ( 25 °C)

Assay

97%

form

liquid

refractive index

n20/D 1.416 (lit.)

bp

60 °C/2 mmHg (lit.)

density

1.194 g/mL at 25 °C (lit.)

SMILES string

CCOP(Cl)(=O)OCC

InChI

1S/C4H10ClO3P/c1-3-7-9(5,6)8-4-2/h3-4H2,1-2H3

InChI key

LGTLXDJOAJDFLR-UHFFFAOYSA-N

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Application

Diethyl chlorophosphate is a general reagent to synthesize diethylphosphate esters from alcohols, as in the synthesis of organophosphorus nerve agent mimics, chiral phosphine complexes for preparing copper alkoxide phosphine catalysts and the synthesis of chalcogenorhodamine bearing phosphonic acid sensitizers.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310,H331

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Oral - Acute Tox. 3 Inhalation

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

199.4 °F - closed cup

Flash Point(C)

93 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK8882
STBK6635
STBK3468
STBK1578
0000115984

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Fluorescent sensors for organophosphorus nerve agent mimics.
Dale, Trevor J and Rebek, Julius
Journal of the American Chemical Society, 128(14), 4500-4501 (2006)
Benjamin Chollet et al.
Materials (Basel, Switzerland), 12(13) (2019-07-05)
The present study investigates the effect of using lignin at nanoscale as new flame-retardant additive for polylactide (PLA). Lignin nanoparticles (LNP) were prepared from Kraft lignin microparticles (LMP) through a dissolution-precipitation process. Both micro and nano lignins were functionalized using
Cu (I)-catalyzed direct enantioselective cross aldol-type reaction of acetonitrile.
Suto, Yutaka et al.
Organic Letters, 7(17), 3757-3760 (2005)
Influence of surface-attachment functionality on the aggregation, persistence, and electron-transfer reactivity of chalcogenorhodamine dyes on TiO2.
Mulhern, Kacie R et al.
Langmuir, 28(17), 7071-7082 (2012)
Sabina Khatun et al.
Journal of photochemistry and photobiology. B, Biology, 212, 112043-112043 (2020-10-07)
Alkaline phosphatase (ALP) is an enzyme that actively plays a significant role in the various metabolic processes by transferring a phosphate group to the protein, nucleic acid, etc. The elevated level of ALP in blood plasma is the hallmark of
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