1-(2-Bromoethyl)-4-(phenylmethoxy)benzene

Base Information

• Chemical Name: 1-(2-Bromoethyl)-4-(phenylmethoxy)benzene
• CAS No.: 52446-52-3
• Molecular Formula: C15H15BrO
• Molecular Weight: 291.187
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID00586273
• Wikidata: Q82478372
• Mol file: 52446-52-3.mol

Synonyms:1-(Benzyloxy)-4-(2-bromoethyl)benzene;Benzyl 4-(2-bromoethyl)phenyl ether;1-(2-Bromoethyl)-4-(Phenylmethoxy)benzene;

Chemical Property of 1-(2-Bromoethyl)-4-(phenylmethoxy)benzene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 62-63 °C
• Refractive Index: 1.594
• Boiling Point: 374.634 °C at 760 mmHg
• Flash Point: 146.098 °C
• PSA: 9.23000
• Density: 1.323 g/cm³
• LogP: 4.20300
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 290.03063
• Heavy Atom Count: 17
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Benzene,1-(2-bromoethyl)-4-(phenylmethoxy)- 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)COC2=CC=C(C=C2)CCBr

Technology Process of 1-(2-Bromoethyl)-4-(phenylmethoxy)benzene

There total 6 articles about 1-(2-Bromoethyl)-4-(phenylmethoxy)benzene 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: 100.0%

2-(4-benzyloxyphenyl)ethanol (61439-59-6) → 1-bromo-2-(4-benzyloxyphenyl)ethane (52446-52-3)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/acs.jmedchem.1c00947

Reference yield: 30.0%

4-(2-bromoethyl)phenol (14140-15-9) + benzyl bromide (100-39-0) → 1-bromo-2-(4-benzyloxyphenyl)ethane (52446-52-3)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 24h;

DOI:10.1016/j.bioorg.2018.08.023

Reference yield:

p-hydroxyphenethyl alcohol (501-94-0) → 1-bromo-2-(4-benzyloxyphenyl)ethane (52446-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

1.2: 20 - 50 °C

2.1: phosphorus tribromide / tetrahydrofuran / 0 - 20 °C

With phosphorus tribromide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/asia.201000544

upstream raw materials:

2-(4-benzyloxyphenyl)ethanol

2-[4-(benzyloxy)benzyl]acetic acid

p-hydroxyphenethyl alcohol

benzyl bromide

Downstream raw materials:

2-[4-(benzyloxy)phenyl]ethanethiol

sodium 4-benzyloxyphenethyl sulfonate

1-(4-(benzyloxy)phenethyl)-4-bromo-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole

1-(4-(benzyloxy)phenethyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

Refernces

• 1、 Han, Jingxuan,He, Yun,Huang, Song,Kasim, Vivi,Liu, Caiping,Marcelina, Olivia,Miyagishi, Makoto,Nugrahaningrum, Dyah Ari,Wang, Guixue,Wu, Shourong,Zou, Meijuan. "Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia". supporting information. . Retrieved 2022/01/14.
• 2、 Xie, Qiqiang,Ni, Chuanfa,Zhang, Rongyi,Li, Lingchun,Rong, Jian,Hu, Jinbo. "Efficient Difluoromethylation of Alcohols Using TMSCF2Br as a Unique and Practical Difluorocarbene Reagent under Mild Conditions". supporting information. p. 3206 - 3210. Retrieved 2017/03/17.