447536

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

95%

• Synonym(s): Tetramethylethylene chlorophosphite
• Empirical Formula (Hill Notation): C₆H₁₂ClO₂P
• CAS Number: 14812-59-0
• Molecular Weight: 182.59
• MDL number: MFCD00274239
• UNSPSC Code: 12352005
• PubChem Substance ID: 24868346
• NACRES: NA.22

Properties

• 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

Description

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.[1][2]
• As a phosphitylation reagent to derivatize lignin samples for ³¹P NMR analysis.[3][4][5]

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• supp_hazards: EUH014
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: 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