5-Bromopentylboronic acid

Base Information

• Chemical Name: 5-Bromopentylboronic acid
• CAS No.: 120986-85-8
• Molecular Formula: C5H12 B Br O2
• Molecular Weight: 194.864
• Hs Code.: 2931900090
• Mol file: 120986-85-8.mol

Synonyms:Boronicacid, (5-bromopentyl)- (9CI)

Chemical Property of 5-Bromopentylboronic acid

Chemical Property:

• Melting Point: 91-96 °C
• PSA: 40.46000
• LogP: 1.02440
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Ethylacetate (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromopentylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromopentylboronic acid

There total 3 articles about 5-Bromopentylboronic acid 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: 83.0%

dibromoborane dimethylsulfide (55671-55-1) + bromopentene (1119-51-3) → 5-bromopentyl boronic acid (120986-85-8)

Guidance literature:

With water; In dichloromethane; (N2); addn. of HBBr2(SMe2) at 0°C; filtration after 12 h into mixture of ice and ether (1:1); stirring for 30 min at room temperature; washing of organic phase with satd. NaCl-soln.; drying (MgSO4); removal of solvent in vac.; washing with hexane;

Reference yield: 83.0%

dibromoborane-methyl sulfide complex (55671-55-1,146732-64-1) + bromopentene (1119-51-3) → 5-bromopentyl boronic acid (120986-85-8)

Guidance literature:

In not given; hydroboration of alkenic bromide, followed by hydrolysis;

DOI:10.1039/c39890000142

Reference yield: 79.0%

water (7732-18-5) + boron trichloride (10294-34-5) + bromopentene (1119-51-3) → 5-bromopentyl boronic acid (120986-85-8)

Guidance literature:

boron trichloride; bromopentene; With triethylsilane; In hexane; at -78 ℃; for 0.666667h; Inert atmosphere;

water; In diethyl ether; hexane; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.08.012

upstream raw materials:

dibromoborane dimethylsulfide

bromopentene

dibromoborane-methyl sulfide complex

water

Downstream raw materials:

5-fluoro-2-(3,4-dimethoxyphenyl)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaboirolan-2-yl)pentyl)-1H-indole

2-(5-bromopentyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

piperidine hydrochloride

Refernces

• 1、 Jego, Jean Michel,Carboni, Bertrand,Vaultier, Michel,Carrie, Robert. "Synthesis of Pyrrolidines and Piperidines via Intramolecular Cyclisation of ω-Azidoalkyl Boronic Esters". . p. 142 - 143. Retrieved 1989.