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

Base Information

• Chemical Name: 2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane
• CAS No.: 14812-59-0
• Molecular Formula: C6H12 Cl O2 P
• Molecular Weight: 182.587
• European Community (EC) Number: 628-722-7
• DSSTox Substance ID: DTXSID80404385
• Nikkaji Number: J662.709I
• Wikidata: Q82208554
• Mol file: 14812-59-0.mol

Synonyms:2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane;14812-59-0;1,3,2-Dioxaphospholane, 2-chloro-4,4,5,5-tetramethyl-;SCHEMBL1818442;DTXSID80404385;AKOS015915850;FT-0739179;J-008441;Phosphorochloridous acid cyclic tetramethylethylene ester;2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane, 95%

Chemical Property of 2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane

Chemical Property:

• Vapor Pressure: 2.57mmHg at 25°C
• Refractive Index: n20/D 1.471(lit.)
• Boiling Point: 81.5-82 °C13 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 32.05000
• Density: 1.149 g/mL at 25 °C(lit.)
• LogP: 3.05610
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 182.0263443
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 22-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(OP(O1)Cl)(C)C)C
• Uses: 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.

Technology Process of 2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane

There total 2 articles about 2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

2,3-dimethyl-2,3-butane diol (76-09-5) → 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane (14812-59-0)

Guidance literature:

With triethylamine; phosphorus trichloride; In diethyl ether; at -10 - 20 ℃; for 2h;

Reference yield:

→ 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane (14812-59-0)

Guidance literature:

Reference yield: 90.0%

2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane (14812-59-0) + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → 4,4,5,5-tetramethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane

Guidance literature:

With triethylamine; In diethyl ether; at -10 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1134/S1070363216030105

upstream raw materials:

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

ethyl tetramethylene phosphite

2,2,3,3,9-pentamethyl-7-phenyl-1,4,6-trioxa-9-aza-5λ⁵-phospha-spiro[4.4]nonane

2,2,3,3,9-pentamethyl-8-phenyl-1,4,6-trioxa-9-aza-5λ⁵-phospha-spiro[4.4]nonane-7-carboxylic acid methylamide

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

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