Basic information Uses Safety Supplier Related

15-BROMO-1-PENTADECANOL

Basic information Uses Safety Supplier Related

15-BROMO-1-PENTADECANOL Basic information

Product Name:
15-BROMO-1-PENTADECANOL
Synonyms:
  • 1-Pentadecanol, 15-broMo-
  • 15-BROMO-1-PENTADECANOL
  • 15-BROMO-PENTADECAN-1-OL
  • VITAS-BB TBB000205
  • 15-BROMO-1-PENTADECANOL ISO 9001:2015 REACH
CAS:
59101-27-8
MF:
C15H31BrO
MW:
307.31
Product Categories:
  • CMLLYL
Mol File:
59101-27-8.mol
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15-BROMO-1-PENTADECANOL Chemical Properties

Melting point:
63.6-64.1 °C
Boiling point:
368.9±15.0 °C(Predicted)
Density 
1.071±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
15.20±0.10(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C15H31BrO/c16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17/h17H,1-15H2
InChIKey
NFKUZUMZRQLYCW-UHFFFAOYSA-N
SMILES
C(O)CCCCCCCCCCCCCCBr
CAS DataBase Reference
59101-27-8(CAS DataBase Reference)
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15-BROMO-1-PENTADECANOL Usage And Synthesis

Uses

15-Bromo-1-pentadecanol can be used as a pharmaceutical synthesis intermediate.

Synthesis

Pentadecane-1,15-diol (4.70 g, 19.2 mmol) was dissolved in cyclohexane (50 mL) and 48% HBr (2.4 mL, 21.2 mmol, 1.1 equiv) was added with vigorous stirring. The mixture was refluxed overnight. After cooling to room temperature, saturated sodium bicarbonate solution (100 mL) was added and the phases were separated. The aqueous phase was extracted with dichloromethane (3 x 50 mL). The combined organic layers were dried over MgSO 4 . After evaporation of the solvent, the product was purified by column chromatography (silica gel, 27 x 4 cm, cyclohexane/ethyl acetate, 4:1??100% ethyl acetate) and separated as a white solid 15-bromo-1-pentadecanol. Yield: 3.39 g (58%).

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