541508

Sigma-Aldrich

2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide

95%

Empirical Formula (Hill Notation):
C5H10ClO3P
CAS Number:
Molecular Weight:
184.56
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

assay

95%

mp

97-102 °C (lit.)

SMILES string

CC1(C)COP(Cl)(=O)OC1

InChI

1S/C5H10ClO3P/c1-5(2)3-8-10(6,7)9-4-5/h3-4H2,1-2H3

InChI key

VZMUCIBBVMLEKC-UHFFFAOYSA-N

Related Categories

General description

2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide is also referred to as 5,5-dimethyl-2-oxo-2-chloro-1,3,2-dioxaphosphinane (DMOCP). It can be prepared by reacting phosphorous oxychloride (in dry toluene) with 2,2-dimethyl-1,3-propane diol and triethyl amine.

Application

2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide may be used in the synthesis of 5,5-dimethyl-2-oxido-[1,3,2]-dioxaphosphorinane-2-yl-amino carboxylates and cyclic diguanosine monophosphate (c-di-GMP).

Packaging

25 g in glass bottle

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1759 8 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Synthesis and antimicrobial activity of 5, 5'-dimethyl-2-oxido-[1, 3, 2]-dioxaphos-phorinane-2-yl-amino carboxylates.
Babu BH, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 19(3), 256-260 (2008)
Jiří Fukal et al.
Physical chemistry chemical physics : PCCP, 19(47), 31830-31841 (2017-11-25)
A benchmark for structural interpretation of the
Barbara L Gaffney et al.
Current protocols in nucleic acid chemistry, Chapter 14, Unit 14-Unit 14 (2012-03-08)
The bacterial signaling molecule, cyclic diguanosine monophosphate (c-di-GMP), plays a key role in controlling biofilm formation and pathogenic virulence, among many other functions. It has widespread consequences for human health, and current research is actively exploring its molecular mechanisms. The...

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