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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tianyi Qin et al.
Analytica chimica acta, 1076, 125-130 (2019-06-18)
Developing fluorescent sensors with ability of monitoring gaseous nerve agents in a sensitive and selective manner is of great importance due to the extreme toxicity and volatility of organophosphorus nerve agents. Herein we reported a novel oxime-modified flavonoid sensor and
Lars Juhlin et al.
Talanta, 211, 120721-120721 (2020-02-20)
We have earlier demonstrated sensitive detection of low the volatile nerve agents Tabun, Cyclosarin and VX by using handheld Raman instrumentation in conjunction with surface-enhanced Raman scattering (SERS) attained with gold and silver coated Si nanopillar substrates. In the present
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
Cu (I)-catalyzed direct enantioselective cross aldol-type reaction of acetonitrile.
Suto, Yutaka et al.
Organic Letters, 7(17), 3757-3760 (2005)
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