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541508

Sigma-Aldrich

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

95%

Synonym(s):

2,2-Dimethyltrimethylene phosphorochloridate, 2-Chloro-2-oxo-5,5-dimethyl-1,3,2-dioxaphosphorinane, 2-Chloro-5,5-dimethyl-1,3,2λ5-dioxaphosphinan-2-one, 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide, 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinan-2-one, 2-Chloro-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane, 2-Chloro-5,5-dimethyl-2-oxodioxaphosphorinane, 5,5-Dimethyl-2-chloro-2-oxo-1,3,2-dioxaphosphorinane

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25 G
$287.85

$287.85

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25 G
$287.85

About This Item

Empirical Formula (Hill Notation):
C5H10ClO3P
CAS Number:
4090-55-5
Molecular Weight:
184.56
EC Number:
223-831-2
MDL number:
MFCD03425416
UNSPSC Code:
12352100
PubChem Substance ID:
24878541
NACRES:
NA.22

$287.85

List Price$303.00
Web-Only Promotion

Available to ship onApril 22, 2025Details

Request a Bulk Order

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).[1] It can be prepared by reacting phosphorous oxychloride (in dry toluene) with 2,2-dimethyl-1,3-propane diol and triethyl amine.[2]

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[2] and cyclic diguanosine monophosphate (c-di-GMP).[1]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000343191
0000323583
0000214749
0000222529
BGBC5242V

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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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