Benzyldichlorophosphite

Base Information

• Chemical Name: Benzyldichlorophosphite
• CAS No.: 76101-29-6
• Molecular Formula: C7H7 Cl2 O P
• Molecular Weight: 209.012
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID40391661
• Nikkaji Number: J1.553.587C
• Mol file: 76101-29-6.mol

Synonyms:76101-29-6;Benzyldichlorophosphite;Benzyl Dichlorophosphite;Benzyloxydichlorophosphine;dichloro(phenylmethoxy)phosphane;Phosphorodichloridousacid, phenylmethyl ester;(Benzyloxy)dichlorophosphine;benzyl dichlorophosphinite;Phosphorodichloridous acid, phenylmethyl ester;(benzyloxy)dichlorophosphane;1,3-Bipyrrolidine(9CI)|;SCHEMBL1117737;DTXSID40391661;FT-0662930

Chemical Property of Benzyldichlorophosphite

Chemical Property:

• Boiling Point: 113-114 °C(Press: 11-12 Torr)
• PSA: 22.82000
• Density: 1.3243 g/cm3(Temp: 0 °C)
• LogP: 3.90770
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 207.9611572
• Heavy Atom Count: 11
• Complexity: 105

Purity/Quality:

98.5% ^*data from raw suppliers

BENZYL DICHLOROPHOSPHITE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COP(Cl)Cl
• Uses: BENZYL DICHLOROPHOSPHITE is a versatile reagent for phospholipid synthesis. Also, it was used for the synthesis of various artificial choline phospholipides. An intermediate of Miltefosine.

Technology Process of Benzyldichlorophosphite

There total 2 articles about Benzyldichlorophosphite 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: 99.0%

benzyl alcohol (100-51-6,185532-71-2) → benzyloxy dichlorophosphine (76101-29-6)

Guidance literature:

With phosphorus trichloride; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.07.052

Reference yield: 71.0%

benzyloxy-trimethylsilane (14642-79-6) → benzyloxy dichlorophosphine (76101-29-6)

Guidance literature:

With pyridine; phosphorus trichloride; In dichloromethane; at -65 - 20 ℃; for 168h; Inert atmosphere; Sealed tube;

DOI:10.1080/10426500902719222

Reference yield: 82.0%

benzyloxy dichlorophosphine (76101-29-6) + diisopropylamine (108-18-9) → (benzyloxy)chloro(diisopropylamino)phosphane (128753-68-4)

Guidance literature:

With triethylamine; In diethyl ether; at -20 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2013.07.052

upstream raw materials:

benzyl alcohol

benzyloxy-trimethylsilane

Downstream raw materials:

(benzyloxy)chloro(diisopropylamino)phosphane

benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite

C₇₁H₉₃N₈O₁₃PSi₃

4-(Benzyloxy-phenylamino-phosphanyloxy)-benzoic acid benzyl ester

Refernces

• 1、 Sun, Qi,Yang, Qingkun,Gong, Shanshan,Fu, Quanlei,Xiao, Qiang. "Synthesis and enzymatic evaluation of phosphoramidon and its β anomer: Anomerization of α-L-rhamnose triacetate upon phosphitylation". . p. 6778 - 6787. Retrieved 2013/10/22.
• 2、 -. "PROCESS FOR PREPARING PHOSPHORYLATED AMINO ACIDS". Page/Page column 72. . Retrieved 2013/03/26.