Di-tert-butyl Chloromethyl Phosphate

Base Information

• Chemical Name: Di-tert-butyl Chloromethyl Phosphate
• CAS No.: 229625-50-7
• Molecular Formula: C9H20ClO4P
• Molecular Weight: 258.682
• Hs Code.: 2919900090
• European Community (EC) Number: 695-516-1
• DSSTox Substance ID: DTXSID20470842
• Nikkaji Number: J1.721.732A
• Wikidata: Q82299021
• Mol file: 229625-50-7.mol

Synonyms:Di-tert-butyl Chloromethyl Phosphate;229625-50-7;di-tert-butyl (chloromethyl) phosphate;ditert-butyl chloromethyl phosphate;Phosphoric acid, chloromethyl bis(1,1-dimethylethyl) ester;MFCD12165895;C9H20ClO4P;PHOSPHORIC ACI DI-T-BUTYL EXTER CHLOROMETHYL ESTER;SCHEMBL194036;di-t-butyl chloromethylphosphate;di-t-butyl chloromethyl phosphate;di-tert-butylchloromethylphosphate;DTXSID20470842;LNJAJHJFSKUCIR-UHFFFAOYSA-N;BCP20758;chloromethyl di-tert-butyl phosphate;di tert-butyl chloromethyl phosphate;Di-tert-butyl(chloromethyl)phosphate;AKOS015999857;PB42148;AS-70541;SY012270;CS-0049605;D5835;FT-0766095;chloromethyl bis(1,1-dimethylethyl) phosphate;EN300-316539;A856087;Phosphoric Aci Di-Tert-Butyl Exter Chloromethyl Ester;phosphoric acid di-tert-butyl ester chloromethyl ester;Di-tert-butyl ChloromethylPhosphate (stabilized with K2CO3);DI-TERT-BUTYL CHLOROMETHYL PHOSPHATE (CONTAINS 2-5%K2CO3 AS STABILIZER)

Chemical Property of Di-tert-butyl Chloromethyl Phosphate

Chemical Property:

• Boiling Point: 272.9±23.0 °C(Predicted)
• PSA: 54.57000
• Density: 1.115±0.06 g/cm3(Predicted)
• LogP: 3.93760
• Storage Temp.: ?20°C
• Solubility.: Benzene (Slightly), Methanol (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 258.0787738
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

98%,99%, ^*data from raw suppliers

Di-tert-butylChloromethylPhosphate(stabilizedwithK2CO3) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OP(=O)(OCCl)OC(C)(C)C
• Use Description: Phosphoric acid di-t-butyl ester chloromethyl, also known as PBDMC, has various applications in different fields. In organic chemistry, it serves as a reagent in the synthesis of complex organic compounds and is particularly useful in reactions involving the introduction of chloromethyl groups. In the pharmaceutical industry, PBDMC can be utilized as an intermediate in the production of pharmaceutical ingredients. Additionally, it plays a role in the development of polymers and resins, where it acts as a cross-linking agent to enhance the material's mechanical properties. Furthermore, in the field of analytical chemistry, PBDMC can be employed for sample preparation and derivatization of compounds for analysis. Overall, PBDMC is a versatile compound with applications in organic synthesis, pharmaceuticals, materials science, and analytical chemistry, contributing to the advancement of various industries.

Technology Process of Di-tert-butyl Chloromethyl Phosphate

There total 22 articles about Di-tert-butyl Chloromethyl Phosphate 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: 97.0%

Chloroiodomethane (593-71-5) + di-tert-butyl phosphoric acid tetra-n-butylammonium salt (68695-48-7) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Guidance literature:

at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.02.015

Reference yield: 95.3%

chlorosulfuric acid chloromethyl ester (49715-04-0) + potassium di-tert-butylphosphate (33494-80-3) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Guidance literature:

potassium di-tert-butylphosphate; With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; In dichloromethane; water; at 0 ℃; for 0.166667h;

chlorosulfuric acid chloromethyl ester; In dichloromethane; water; at 20 ℃; for 20h;

Reference yield: 89.0%

chlorosulfuric acid chloromethyl ester (49715-04-0) + phosphoric acid di-tert-butyl ester (33494-81-4) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Guidance literature:

phosphoric acid di-tert-butyl ester; With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; In water; for 0.166667h; Cooling with ice;

chlorosulfuric acid chloromethyl ester; In dichloromethane; water; at 20 ℃; for 24h;

upstream raw materials:

Chloroiodomethane

tetramethylammonium di-tert-butyl hydrogen phsophate

chlorosulfuric acid chloromethyl ester

phosphoric acid di-tert-butyl ester

Downstream raw materials:

di-tert-butyl-[{(1R,2R)-2-[4-(4-cyanophenyl)-1,3-thiazol-2-yl]-1-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-ylmethyl)propyl}-oxy]methyl phosphate

((7-((acetylamino)(3,4-dimethoxyphenyl)methyl)-5-chloroquinolin-8-yl)oxy)methyl di-tert-butyl phosphate

N₄-(2,2-dimethyl-4-[(di-tert-butyl-phosphonoxy)methyl]-3-oxo-5-pyrido[1,4]oxazin-6-yl)-5-fluoro-N₂-(3,4,5-trimethoxyphenyl)-2,4-pyrimidinediamine

C₃₁H₄₂FN₆O₉P

Refernces

• 1、 Flores-Ramos, Miguel,Ibarra-Velarde, Froylán,Jung-Cook, Helgi,Hernández-Campos, Alicia,Vera-Montenegro, Yolanda,Castillo, Rafael. "Novel triclabendazole prodrug: A highly water soluble alternative for the treatment of fasciolosis". . p. 616 - 619. Retrieved 2017.
• 2、 Flores-Ramos, Miguel,Ibarra-Velarde, Froyln,Hernndez-Campos, Alicia,Vera-Montenegro, Yolanda,Jung-Cook, Helgi,Cant-Alarcn, Germinal J.,Del Rivero, Lauro Misael,Castillo, Rafael. "A highly water soluble benzimidazole derivative useful for the treatment of fasciolosis". . p. 5814 - 5817. Retrieved 2014.
• 3、 -. "POMALIDOMIDE DERIVATIVE AND PREPARATION METHOD THEREFOR". Paragraph 0120-0121. . Retrieved 2020/07/14.
• 4、 -. "TRIAZOLE ANTIMICROBIAL DERIVATIVE, PHARMACEUTICAL COMPOSITION AND USE THEREOF". Paragraph 0259-0261. . Retrieved 2020/01/04.