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Merck
CN

447536

2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane

95%

Synonym(s):

Tetramethylethylene chlorophosphite

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About This Item

Empirical Formula (Hill Notation):
C6H12ClO2P
CAS Number:
Molecular Weight:
182.59
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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Quality Level

assay

95%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand

refractive index

n20/D 1.471 (lit.)

bp

81.5-82 °C/13 mmHg (lit.)

density

1.149 g/mL at 25 °C (lit.)

SMILES string

CC1(C)OP(Cl)OC1(C)C

InChI

1S/C6H12ClO2P/c1-5(2)6(3,4)9-10(7)8-5/h1-4H3

InChI key

WGPCXYWWBFBNSS-UHFFFAOYSA-N

Application

2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane (TMDP) can be used:
  • As a reagent for the phosphitylation of alcohols and heteroatomic nucleophiles, resulting in the formation of useful glycosyl donors and ligands.
  • As a phosphitylation reagent to derivatize lignin samples for 31P NMR analysis.



pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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



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Related Content

Phosphine Ligand Application Guide


Guo, Y.; Sulikowski, G. A.,
Journal of the American Chemical Society, 120, 1392-1392 (1998)
Kraft lignin-based rigid polyurethane foam
Li Y and Ragauskas AJ
J. Wood Chem. Technol., 32(3), 210-224 (2012)
One-pot synthesis of 2-deoxy-β-oligosaccharides
Pongdee R, et al.
Organic Letters, 3(22), 3523-3525 (2001)



Global Trade Item Number

SKUGTIN
447536-5G04061832288628
447536-1G04061838119834