2-(Allyloxy)benzyl BroMide

Base Information

• Chemical Name: 2-(Allyloxy)benzyl BroMide
• CAS No.: 319918-15-5
• Molecular Formula: C10H11BrO
• Molecular Weight: 227.101
• Mol file: 319918-15-5.mol

Synonyms:2-allyloxy benzyl bromide;2-(Allyloxy)benzyl Bromide;

Chemical Property of 2-(Allyloxy)benzyl BroMide

Chemical Property:

• Boiling Point: 271.4±20.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.327±0.06 g/cm3(Predicted)
• LogP: 3.14630

Purity/Quality:

98.5% ^*data from raw suppliers

2-(Allyloxy)benzylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(Allyloxy)benzyl BroMide

There total 3 articles about 2-(Allyloxy)benzyl BroMide 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: 90.0%

2-allyloxybenzyl alcohol (26906-01-4) → 1-(bromomethyl)-2-(prop-2-en-1-yloxy)benzene (319918-15-5)

Guidance literature:

With t-butyl bromide; n-pentylmethylimidazolium bromide; for 1.1h; sonication;

DOI:10.1002/ejoc.200400597

Reference yield:

2-(allyloxy)benzaldehyde (28752-82-1) → 1-(bromomethyl)-2-(prop-2-en-1-yloxy)benzene (319918-15-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 0.17 h / 0 °C / Schlenk technique; Inert atmosphere

2: phosphorus tribromide / diethyl ether / 0 °C / Schlenk technique; Inert atmosphere

With sodium tetrahydroborate; phosphorus tribromide; In methanol; diethyl ether;

DOI:10.1021/acs.orglett.8b01857

Reference yield:

salicylic alcohol (90-01-7) → 1-(bromomethyl)-2-(prop-2-en-1-yloxy)benzene (319918-15-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 12 h / Reflux; Inert atmosphere

2: phosphorus tribromide / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With phosphorus tribromide; potassium carbonate; In dichloromethane; acetone;

DOI:10.1021/acs.jmedchem.8b00971

upstream raw materials:

2-allyloxybenzyl alcohol

2-(allyloxy)benzaldehyde

salicylic alcohol

Downstream raw materials:

2-allyloxyphenol

1-[(3,3-dimethylcycloprop-1-en-1-yl)methyl]-2-(prop-2-en-1-yloxy)benzene

Refernces

• 1、 An, Hongchan,Lee, Seungbeom,Lee, Jung Min,Jo, Dong Hyun,Kim, Joohwan,Jeong, Yoo-Seong,Heo, Mi Jeong,Cho, Chang Sik,Choi, Hoon,Seo, Ji Hae,Hwang, Seyeon,Lim, Jihye,Kim, Taewoo,Jun, Hyoung Oh,Sim, Jaehoon,Lim, Changjin,Hur, Joonseong,Ahn, Jungmin,Kim, Hyun Su,Seo, Seung-Yong,Na, Younghwa,Kim, Seok-Ho,Lee, Jeewoo,Lee, Jeeyeon,Chung, Suk-Jae,Kim, Young-Myeong,Kim, Kyu-Won,Kim, Sang Geon,Kim, Jeong Hun,Suh, Young-Ger. "Novel Hypoxia-Inducible Factor 1α (HIF-1α) Inhibitors for Angiogenesis-Related Ocular Diseases: Discovery of a Novel Scaffold via Ring-Truncation Strategy". . p. 9266 - 9286. Retrieved 2018/10/24.
• 2、 Ranu, Brindaban C.,Jana, Ranjan. "Direct halogenation of alcohols and their derivatives with tert-Butyl halides in the ionic liquid [pmIm]Br under sonication conditions - A novel, efficient and green methodology". . p. 755 - 758. Retrieved 2007/10/03.