Phosphonic acid, dihexadecyl ester

Base Information

• Chemical Name: Phosphonic acid, dihexadecyl ester
• CAS No.: 37032-33-0
• Deprecated CAS: 1071713-57-9
• Molecular Formula: C32H66O3P+
• Molecular Weight: 530.856
• Hs Code.: 2920909090
• European Community (EC) Number: 253-321-5
• DSSTox Substance ID: DTXSID1068019
• Wikidata: Q81994713
• Mol file: 37032-33-0.mol

Synonyms:Phosphonic acid, dihexadecyl ester;Dihexadecyl phosphite;Dihexadecyl phosphonate;37032-33-0;EINECS 253-321-5;Phosphonic acid, di(hexadecyl) ester;BRN 1716757;Phosphorous acid, dihexadecyl ester;4-01-00-01880 (Beilstein Handbook Reference);dihexadecylphosphonic acid;SCHEMBL630674;DTXSID1068019;C32H67O3P;C32-H67-O3-P;LS-109009

Chemical Property of Phosphonic acid, dihexadecyl ester

Chemical Property:

• PSA: 69.67000
• LogP: 12.63960
• XLogP3: 15.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 32
• Exact Mass: 529.47495796
• Heavy Atom Count: 36
• Complexity: 380

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCO[P+](=O)OCCCCCCCCCCCCCCCC

Technology Process of Phosphonic acid, dihexadecyl ester

There total 8 articles about Phosphonic acid, dihexadecyl ester 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: 98.0%

1-Hexadecanol (36653-82-4,124-29-8) + tetramethylphosphorodiamidous acid (5843-26-5) → bis(hexadecyl) phosphonate (37032-33-0)

Guidance literature:

In toluene; at 90 ℃; for 2h;

Reference yield: 90.0%

1-Hexadecanol (36653-82-4,124-29-8) → bis(hexadecyl) phosphonate (37032-33-0)

Guidance literature:

With phosphorus trichloride; In benzene; at 20 ℃; for 2h;

Reference yield: 87.0%

1-Hexadecanol (36653-82-4,124-29-8) + 3'-azido-2',3'-deoxythymidine (30516-87-1,399024-19-2) → bis(hexadecyl) phosphonate (37032-33-0) + O-hexadecyl-O'-(3'-azido-3'-deoxythymidin-5'-yl) phosphonate (469889-63-2)

Guidance literature:

3'-azido-2',3'-deoxythymidine; With pyridine; diphenyl phosphite; at 0 ℃; for 0.25h;

1-Hexadecanol; With pyridine; at 20 ℃; for 2h;

upstream raw materials:

1-Hexadecanol

phosphonic acid diethyl ester

tetramethylphosphorodiamidous acid

3'-azido-2',3'-deoxythymidine

Downstream raw materials:

Pyridin-2-ylmethyl-phosphonic acid dihexadecyl ester

(S)-2-(Bis-hexadecyloxy-phosphorylamino)-3-phenyl-propionic acid ethyl ester

dihexadecyl hydrogen phosphate

di-n-octadecyl phosphate

Refernces

• 1、 Sun, Yunfei,Chen, Long,Sun, Fude,Tian, Xibo,Luo, Shi-Zhong. "New amphiphilic N-phosphoryl oligopeptides designed for gene delivery". . p. 83 - 90. Retrieved 2014/05/20.
• 2、 Xiao, Qiang,Sun, Jing,Sun, Qi,Ju, Yong,Zhao, Yu-fen,Cui, Yu-xin. "Synthesis of AZT 5′-O-hydrogen phospholipids and their derivatives". . p. 107 - 111. Retrieved 2007/10/03.