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1-Bromohexadecane

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1-Bromohexadecane Basic information

Product Name:
1-Bromohexadecane
Synonyms:
  • 1-BROMOHEXADECANE
  • 1-HEXADECYL BROMIDE
  • 1-Bromhexadecan
  • 1-bromo-hexadecan
  • HEXADECYL BROMIDE
  • CETYL BROMIDE
  • N-HEXADECYL BROMIDE
  • N-HEXADECYL BROMIDE (CETYL)
CAS:
112-82-3
MF:
C16H33Br
MW:
305.34
EINECS:
204-008-7
Product Categories:
  • Pharmaceutical Intermediates
  • Alkyl Bromides
  • Monofunctional & alpha,omega-Bifunctional Alkanes
  • Monofunctional Alkanes
Mol File:
112-82-3.mol
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1-Bromohexadecane Chemical Properties

Melting point:
16-18 °C(lit.)
Boiling point:
190 °C11 mm Hg(lit.)
Density 
0.999 g/mL at 25 °C(lit.)
vapor density 
10.6 (vs air)
vapor pressure 
<1 mm Hg ( 20 °C)
refractive index 
n20/D 1.4609(lit.)
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Difficult to mix.
form 
Liquid After Melting
Specific Gravity
1.000 (20/4℃)
color 
Clear amber to brown-black
Water Solubility 
INSOLUBLE
BRN 
773989
Dielectric constant
3.71
Stability:
Stable. Incompatible with strong oxidizing agents. Combustible.
InChIKey
HNTGIJLWHDPAFN-UHFFFAOYSA-N
LogP
8.54
CAS DataBase Reference
112-82-3(CAS DataBase Reference)
NIST Chemistry Reference
Hexadecane, 1-bromo-(112-82-3)
EPA Substance Registry System
Hexadecane, 1-bromo- (112-82-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
TSCA 
Yes
HS Code 
29033036

MSDS

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1-Bromohexadecane Usage And Synthesis

Chemical Properties

colourless to yellow liquid or solid.soluble in ether, alcohol, insoluble in water.

Uses

1-Bromohexadecane has been used:
in the preparation of soluble carbon nano-onions by covalent functionalization with hexadecyl chains
as extraction solvent in determination of endocrine-disrupting phenols (EDPs) in water samples by ultrasound-assisted emulsification microextraction (MS-USAEME) method
in the preparation of [2-(methacryloyloxy)ethyl]dimethylhexadecylammonium bromide monomer, required for the synthesis of novel methacrylate based adsorbents
in the synthesis of surfactant, N-hexadecyl ethylenediamine triacetic acid (HED3A)

Uses

1-Bromohexadecane is used in the preparation of soluble carbon nano-onions by covalent functionalization with hexadecyl chains. It is also used to synthesize [2-(methacryloyloxy)ethyl]dimethylhexadecylammonium bromide monomer, required for the synthesis of novel methacrylate based adsorbents.

Preparation

Synthesis of 1-Bromohexadecane from hexadecanol by bromination: put hexadecanol into the reaction pot and stir, heat, melt and put in red phosphorus. Add bromine drop by drop at 100℃ with sufficient stirring on one side, control 120-130℃, about 6h drop by drop, continue the reaction and drain the hydrogen bromide. Cool to below 50 ℃, add saturated and sodium chloride, stirring and washing, resting stratification, parting off the lower waste stream, then wash with water to neutral, distillation, collect 220-230 ℃ (2kPa) fraction, to obtain 1-bromohexadecane.

Purification Methods

Shake the bromide with H2SO4, wash with H2O, dry with K2CO3 and fractionally distil it in vacuo.[Beilstein 1 IV 542.]

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