1-Benzyloxy-3-chloro-2-propanol

Base Information

• Chemical Name: 1-Benzyloxy-3-chloro-2-propanol
• CAS No.: 13991-52-1
• Molecular Formula: C10H13 Cl O2
• Molecular Weight: 200.665
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID60399826
• Nikkaji Number: J336.466F
• Mol file: 13991-52-1.mol

Synonyms:13991-52-1;1-BENZYLOXY-3-CHLORO-2-PROPANOL;1-(Benzyloxy)-3-chloropropan-2-ol;1-Chloro-3-benzyloxy-2-propanol;1-chloro-3-phenylmethoxypropan-2-ol;BENZYLOXY-3-CHLORO-2-PROPANOL;103024-85-7;2-Propanol, 1-chloro-3-(phenylmethoxy)-;1-Benzyloxy-3-chloro-propan-2-ol;SCHEMBL5467608;3-benzyloxy-1-chloro-2-propanol;DTXSID60399826;FJXVYZMGZACQOS-UHFFFAOYSA-N;1-(Benzyloxy)-3-chloro-2-propanol;3-benzyloxy-2-hydroxypropyl chloride;AKOS022180276;CS-15664;(+/-)-1-(benzyloxy)-3-chloropropan-2-ol;CS-0017176;D72522;A807598

Chemical Property of 1-Benzyloxy-3-chloro-2-propanol

Chemical Property:

• Boiling Point: 104 °C(Press: 0.1 Torr)
• PKA: 13.25±0.20(Predicted)
• PSA: 29.46000
• Density: 1.174±0.06 g/cm3(Predicted)
• LogP: 1.80290
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 200.0604073
• Heavy Atom Count: 13
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

1-(Benzyloxy)-3-chloropropan-2-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC(CCl)O

Technology Process of 1-Benzyloxy-3-chloro-2-propanol

There total 17 articles about 1-Benzyloxy-3-chloro-2-propanol 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: 96.0%

Benzyloxymethyl-oxiran (2930-05-4) → 1-chloro-2-hydroxy-3-phenylmethoxypropane (13991-52-1,103024-85-7)

Guidance literature:

With lithium chloride; 1-hexyl-3-methylimidazolium perchlorate; at 60 ℃; for 2h;

DOI:10.1055/s-2006-941562

Reference yield: 86.0%

epichlorohydrin (106-89-8,24969-06-0,13403-37-7) + benzyl alcohol (100-51-6,185532-71-2) → 1-chloro-2-hydroxy-3-phenylmethoxypropane (13991-52-1,103024-85-7)

Guidance literature:

With organotin phosphate; In hexane; for 48h; Ambient temperature;

DOI:10.1016/S0040-4039(00)98156-5

Reference yield: 76.0%

Benzyloxymethyl-oxiran (2930-05-4) + allyl-trimethyl-silane (762-72-1) → 1-chloro-2-hydroxy-3-phenylmethoxypropane (13991-52-1,103024-85-7) + 1-O-Benzylhex-5-ene-1,2-diol (131830-52-9) + (5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-trimethyl-silane

Guidance literature:

tin(IV) chloride; In dichloromethane; at -50 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(99)01089-8

upstream raw materials:

epichlorohydrin

benzyl alcohol

iodomethylbenzene

3-monochloro-1,2-propanediol

Downstream raw materials:

1-phenylmethyl-3-methoxy-1,2-propanediol

1-Benzyloxy-3-cyclopentyloxy-propan-2-ol

Benzyloxymethyl-oxiran

2-acetoxy-1-(benzyloxy)-3-chloropropane

Refernces

• 1、 Toda, Yasunori,Tanaka, Katsumi,Matsuda, Riki,Sakamoto, Tomoyuki,Katsumi, Shiho,Shimizu, Masahiro,Ito, Fuyuki,Suga, Hiroyuki. "A phosphonium ylide as a visible light organophotoredox catalyst". supporting information. p. 3591 - 3594. Retrieved 2021/04/14.
• 2、 Li, Chengyang,Li, Xiaotong,Wang, Yu,Wu, Xiaoyu,Xie, Xiaomin,Yang, Liqun,Zhang, Zhaoguo. "Selective monochlorination of unsymmetrical vicinal diols with chlorinated iminium chlorides". . . Retrieved 2020/03/23.