ChemicalBook CAS DataBase List 1,6-Dibromohexane

1,6-Dibromohexane synthesis

5synthesis methods

Product Name:1,6-Dibromohexane
CAS Number:629-03-8
Molecular formula:C6H12Br2
Molecular Weight:243.97

1,6-Dibromohexane is synthesized from hexanediol by bromination.

629-11-8 Synthesis

629-11-8
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629-03-8
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Yield:629-03-8 97%

Reaction Conditions:

with N-Bromosuccinimide;triphenylphosphine in dichloromethane at -78 - 20; for 12 h;Darkness;chemoselective reaction;

Steps:

Dibromination of Diols 9 to 1,4-Dibromo Compounds 11

General procedure: NBS (534 mg, 3 mmol) was dissolved in CH₂Cl₂ (10 mL) contained in a 50 mL flask. Ph3P (786 mg, 3 mmol) and 9 (1 mmol) were added sequentially dropwise into the NBS solution at -78 °C. The reaction mixture was stirred in the dark at r.t. for 12 h and the progression of the reaction was monitored by TLC (eluent: PE-EtOAc, 20:1). The mixture was then concentrated in vacuo and the product 11 was isolatedby flash chromatography on a silica gel column (eluent: PE-EtOAc, 30:1).

References:

Zhao, Shuo;Wu, You;Sun, Qi;Cheng, Tie-Ming;Li, Run-Tao [Synthesis,2015,vol. 47,# 8,p. 1154 - 1162]

32315-10-9 Synthesis