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

• CAT Number: M016642
• CAS Number: 4090-55-5
• Molecular Formula: C5H10ClO3P
• Molecular Weight: 184.556
• Purity: ≥95%
• Synonyms: 2-CHLORO-5,5-DIMETHYL-1,3,2-DIOXAPHOSPHORINAN-2-ONE;3,2-dioxaphosphorinane,2-chloro-5,5-dimethyl-2-oxide;2-chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide;5,5-Dimethyl-2-chloro-1,3,2-dioxaphosphorinane 2-oxide;1,3,2-Dioxaphosphorinane, 2-chloro-
• Storage: -20°C
• IUPAC Name: 2-chloro-5,5-dimethyl-1,3,2$l^{5}
• InChI: InChI=1S/C5H10ClO3P/c1-5(2)3-8-10(6,7)9-4-5/h3-4H2,1-2H3
• InChIKey: VZMUCIBBVMLEKC-UHFFFAOYSA-N
• SMILES: CC1(COP(=O)(OC1)Cl)C

2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide (CAS 4090-55-5) is also referred to as 5,5-dimethyl-2-oxo-2-chlo<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" />ro-1,3,2-dioxaphosphinane<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" /> (DMOCP). It can be prepared by reacting phosphorous oxychloride (in dry toluene) with 2,2-dimethyl-1,3-propane diol and triethyl amine. 2-Chloro-5,5-dimethyl-1,3<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" />,2-dioxaphosphorinane 2-oxide may be used in the synthesis of 5,5-dimethyl-2-oxido-[1,3<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" />,2]-dioxaphosphorinane-2-<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" />yl-amino carboxylates and cyclic diguanosine monophosphate.

Reference

1.Babu, B. Hari, et al. "Synthesis and antimicrobial activity of 5, 5′‐dimethyl‐2‐oxido‐[1, 3, 2]‐dioxaphos‐phorinane‐2‐yl‐amino carboxylates." Heteroatom Chemistry: An International Journal of Main Group Elements 19.3 (2008): 256-260.
2.Gaffney, Barbara L., and Roger A. Jones. "One‐flask synthesis of cyclic diguanosine monophosphate (c‐di‐GMP)." Current protocols in nucleic acid chemistry 48.1 (2012): 14-8.