1-Bromooctadecane
1-Bromooctadecane
  • CAS No.:112-89-0
Other grades of this product :
1-Bromooctadecane Basic information
Product Name:1-Bromooctadecane
Synonyms:1-BROMOOCTADECANE;STEARYL BROMIDE;OCTADECYL BROMIDE;N-OCTADECYL BROMIDE;1-BROMOOCTADECANE pure;Octadecyl bromide, Stearyl bromide;1-Bromooctadecane,96%;1-Bromooctadecane ,98%
CAS:112-89-0
MF:C18H37Br
MW:333.39
EINECS:204-013-4
Product Categories:Alkyl Bromides;Monofunctional & alpha,omega-Bifunctional Alkanes;Monofunctional Alkanes
Mol File:112-89-0.mol
1-Bromooctadecane Chemical Properties
Melting point 25-30 °C(lit.)
Boiling point 214-216 °C12 mm Hg(lit.)
density 0.976 g/mL at 25 °C(lit.)
refractive index 1.462-1.464
Fp >230 °F
storage temp. Inert atmosphere,Room Temperature
form Low Melting Solid
color Yellow
Specific Gravity0.980 (20/4℃)
Water Solubility insoluble
BRN 774145
InChIKeyWSULSMOGMLRGKU-UHFFFAOYSA-N
CAS DataBase Reference112-89-0(CAS DataBase Reference)
NIST Chemistry ReferenceOctadecane, 1-bromo-(112-89-0)
EPA Substance Registry SystemOctadecane, 1-bromo- (112-89-0)
Safety Information
Risk Statements 36/37/38
Safety Statements 22-24/25
WGK Germany 3
TSCA Yes
HS Code 29033036
MSDS Information
ProviderLanguage
1-Bromooctadecane English
ACROS English
SigmaAldrich English
ALFA English
1-Bromooctadecane Usage And Synthesis
Chemical Propertiescolorless or light yellow liquid. soluble in ethanol, ether, ethyl acetate and petroleum ether, insoluble in water. Decomposes when exposed to light. It is used in organic synthesis.
Uses1-Bromooctadecane is used in the preparation of shortened single-walled carbon nanotubes (s-SWCNTs). It is utilized to prepare octadecane in the presence of sodium borohydride as a catalyst. It is involved as a raw material for the preparation of dimethyldistearylammonium bromide, which is a bentonite modifier.
Preparation1-Bromooctadecane is synthesized by the reaction of stearyl alcohol with hydrogen bromide. The alcohol is heated to 100°C, dry hydrogen bromide is introduced, and the reaction temperature is maintained at 100-120°C until the solution no longer absorbs hydrogen bromide. The bromide is layered, the organic phase is washed with concentrated sulfuric acid, the bromide after the acid solution is separated and mixed with an equal volume of 90% methanol, washed with ammonia to make the bromide alkaline, then washed with 90% methanol, and anhydrous Dry calcium chloride. Finally, vacuum distillation, collecting 209-211 ℃ (1.33kPa) fraction is 1-bromooctadecane, and the yield is 90%.
Purification MethodsTwice recrystallise bromooctadecane from the melt, then distil it under vacuum three times using the middle cut. Alternatively, wash the oil with aqueous Na2SO4, then conc H2SO4 (cool) and again with aqueous Na2SO4 and then fractionally distil it. [Meyer & Ried J Am Chem Soc 55 1574 1933, Hoffmann & Smyth J Am Chem Soc 72 171 1950, IR: LeFévre et al. Aust J Chem 12 743 1959, IR: Brini-Fritz Bull Soc Chim Fr 516 1957, Beilstein 1 IV 555.]

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