2-Chloro-1,3,2-benzodioxaphosphorin-4-one

• CAS: 5381-99-7
• Catalog Number: ACM5381997
• Category: Other Products
• Molecular Weight: 202.53g/mol
• Molecular Formula: C7H4ClO3P
• Synonyms: C7H4ClO3P; AB1011462; 2-Chloro-2H,4H-1,3,2-benzodioxaphosphinin-4-one; 4H-1,3,2-Benzodioxaphosphorin-4-one, 2-chloro-; C-09782; OR3651T; NSC-40209; 5381-99-7; Van Boom's Reagent; 2-chloro-4 H-1,3,2-benzodioxaphosphorin-4-one
• IUPAC Name: 2-chloro-1,3,2-benzodioxaphosphinin-4-one
• SMILES: C1=CC=C2C(=C1)C(=O)OP(O2)Cl
• InChI: InChI=1S/C7H4ClO3P/c8-12-10-6-4-2-1-3-5(6)7(9)11-12/h1-4H
• InChI Key: BVOITXUNGDUXRW-UHFFFAOYSA-N
• Application: Highly reactive cyclic phosphitylating reagent which provides fast coupling rates, and hydrolytic cleavage occurs more readily than with acyclic analogs
• Storage: 2-8°C
• Complexity: 199
• Covalently-Bonded Unit Count: 1
• Exact Mass: 201.959g/mol
• H-Bond Acceptor: 3
• Heavy Atom Count: 12
• Monoisotopic Mass: 201.959g/mol
• NSC Number: 40209
• Topological Polar Surface Area: 35.5A^2
• Undefined Atom Stereocenter Count: 1

Synthetic Use

Upstream Synthesis Route 1

• 69-72-7

• 5381-99-7

Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 21, p. 5602 - 5604
[2] Patent: WO2005/63781, 2005, A1, . Location in patent: Page/Page column 31
[3] Patent: WO2005/63781, 2005, A1, . Location in patent: Page/Page column 31
[4] Russian Journal of Organic Chemistry, 2018, vol. 54, # 9, p. 1333 - 1336[5] Zh. Org. Khim., 2018, vol. 54, # 9, p. 1321 - 1324,4

Upstream Synthesis Route 2

• 127-09-3
• 69-72-7

• 5381-99-7
• 6083-10-9
• 80337-06-0

Reference: [1] Journal of Organic Chemistry, 1996, vol. 61, # 17, p. 6015 - 6017

Upstream Synthesis Route 3

• 69-72-7
• 7719-12-2

• 5381-99-7

Reference: [1] Journal of the American Chemical Society, 1952, vol. 74, p. 1672
[2] Chemistry and Industry (London, United Kingdom), 1954, p. 402

Downstream Synthesis Route 1

• 5381-99-7
• 50408-20-3

• 207448-92-8

Reference: [1]He, Kaizhang; Hasan, Ahmad; Krzyzanowska, Bozenna; Shaw, Barbara Ramsay
[Journal of Organic Chemistry, 1998, vol. 63, # 17, p. 5769 - 5773]
[2]Li, Ping; Xu, Zhihong; Liu, Hongyan; Wennefors, Charlotta K.; Dobrikov, Mikhail I.; Ludwig, Janos; Shaw, Barbara Ramsay
[Journal of the American Chemical Society, 2005, vol. 127, # 48, p. 16782 - 16783]

* For details of the synthesis route, please refer to the original source to ensure accuracy.