6-Bromohexylboronic acid

Base Information

• Chemical Name: 6-Bromohexylboronic acid
• CAS No.: 148562-12-3
• Molecular Formula: C6H14 B Br O2
• Molecular Weight: 208.891
• Hs Code.: 2931900090
• Mol file: 148562-12-3.mol

Synonyms:6-Bromohexylboronic acid

Chemical Property of 6-Bromohexylboronic acid

Chemical Property:

• Melting Point: 78-83 °C
• Boiling Point: 303.5±44.0 °C(Predicted)
• PKA: 10.33±0.43(Predicted)
• PSA: 40.46000
• Density: 1.324±0.06 g/cm3(Predicted)
• LogP: 1.41450
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Bromohexylboronic acid ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Bromohexylboronic acid can be used as:A substrate in the radical alkylation reactions of boronic acids using organic photocatalysts.A substrate in the Ag(I) catalyzed difluoromethylthiolation of various boronic acids using S-(difluoromethyl) benzenesulfonothioate.A starting material in the synthesis of fluorescent carbon nanodots applicable in the estimation of tannic acid in wine samples.

Technology Process of 6-Bromohexylboronic acid

There total 2 articles about 6-Bromohexylboronic 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: 90.0%

dibromoborane dimethylsulfide (55671-55-1) + 6-Bromo-1-hexene (2695-47-8) → (6-bromohexyl)boronic acid (148562-12-3)

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:

borane-THF (14044-65-6) + 6-Bromo-1-hexene (2695-47-8) → (6-bromohexyl)boronic acid (148562-12-3)

Guidance literature:

borane-THF; 6-Bromo-1-hexene; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With water; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/acs.joc.6b02891

Reference yield: 93.0%

(6-bromohexyl)boronic acid (148562-12-3) + acetonitrile complex of hypofluorous acid → 1-bromo-6-hexanol (4286-55-9)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1039/c3cc42337a

upstream raw materials:

dibromoborane dimethylsulfide

6-Bromo-1-hexene

borane-THF

Downstream raw materials:

1-bromo-6-hexanol

Refernces