112-89-0 Usage
Description
1-Bromooctadecane is a colorless or light yellow liquid that is soluble in ethanol, ether, ethyl acetate, and petroleum ether, but insoluble in water. It decomposes when exposed to light and is utilized in organic synthesis.
Uses
1. Used in the Preparation of Shortened Single-Walled Carbon Nanotubes (s-SWCNTs):
1-Bromooctadecane is used as a reagent for the preparation of shortened single-walled carbon nanotubes (s-SWCNTs), which have potential applications in various fields, including electronics, materials science, and nanotechnology.
2. Used in the Preparation of Octadecane:
1-Bromooctadecane is used as a starting material to prepare octadecane in the presence of sodium borohydride as a catalyst. Octadecane is an alkane with potential applications in the chemical and pharmaceutical industries.
3. Used as a Raw Material for the Preparation of Dimethyldistearylammonium Bromide:
1-Bromooctadecane is used as a raw material in the synthesis of dimethyldistearylammonium bromide, which is a bentonite modifier. Bentonite is a clay material used in various industrial applications, such as in the construction, agriculture, and cosmetics industries.
4. Used in Organic Synthesis:
Due to its chemical properties, 1-Bromooctadecane is also used in organic synthesis for the production of various compounds and materials.
Preparation
1-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 Methods
Twice 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.]
Check Digit Verification of cas no
The CAS Registry Mumber 112-89-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 112-89:
(5*1)+(4*1)+(3*2)+(2*8)+(1*9)=40
40 % 10 = 0
So 112-89-0 is a valid CAS Registry Number.
InChI:InChI=1/C18H37Br/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h2-18H2,1H3
112-89-0Relevant articles and documents
A simple and cost effective synthesis of 3,11-dimethylnonacosan-2-one, a female sex pheromone of the German cockroach
Ahn, Kwang-Chan,Jung, Jae-Chul,Park, Oee-Sook
, p. 751 - 757 (2006)
A convenient synthesis of 3,11-dimethylnonacosan-2-one (1) is described. Our strategy involves the use of well known C-alkylation and ethyl acetoacetate synthesis reactions as key steps. We expect that this method will prove to be useful for large scale preparation of 1 and modification of dimethylnonacosanones.
Polyunsaturated nitroalkanes and nitro-substituted fatty acids
Easton,Xia,Pitt,Ferrante,Poulos,Rathjen
, p. 451 - 457 (2001)
Nitroalkanes 4 are readily prepared from naturally derived polyunsaturated fatty alcohols 1 via succesive conversion to the corresponding haloalkanes 2 and 3, and reaction with silver nitrite. Reaction of nitroalkanes 4a,b with methyl acrylate, followed by ester hydrolysis, affords nitro-substituted fatty acids 6a,b and 8a,b. Oxidation of alcohols 1a,b gives the corresponding aldehydes 9a,b, which react by Henry condensation with nitromethane to give β-hydroxynitroalkanes 10a,b.
Synthesis of Phosphonic Acid Ligands for Nanocrystal Surface Functionalization and Solution Processed Memristors
De Roo, Jonathan,Zhou, Zimu,Wang, Jiaying,Deblock, Loren,Crosby, Alfred J.,Owen, Jonathan S.,Nonnenmann, Stephen S.
, p. 8034 - 8039 (2018/10/25)
Here, we synthesized 2-ethylhexyl, 2-hexyldecyl, 2-[2-(2-methoxyethoxy)ethoxy]ethyl, oleyl, and n-octadecyl phosphonic acid and used them to functionalize CdSe and HfO2 nanocrystals. In contrast to branched carboxylic acids, postsynthetic surface functionalization of CdSe and HfO2 nanocrystals was readily achieved with branched phosphonic acids. Phosphonic acid capped HfO2 nanocrystals were subsequently evaluated as memristors using conductive atomic force microscopy. We found that 2-ethylhexyl phosphonic acid is a superior ligand, combining a high colloidal stability with a compact ligand shell that results in a record-low operating voltage that is promising for application in flexible electronics.
Hypocholesterolemic activity of hesperetin derivatives
Jeong, Tae-Sook,Kim, Eun Eai,Lee, Chul-Ho,Oh, Jung-Hoon,Moon, Surk-Sik,Lee, Woo Song,Oh, Goo-Taeg,Lee, Sangku,Bok, Song-Hae
, p. 2663 - 2665 (2007/10/03)
Hesperetin ester and ether derivatives possessing a long alkyl chain were synthesized for examining their hypocholesterolemic activities in high cholesterol-fed mice. Hesperetin 7-O-lauryl ether (4b) and hesperetin 7-O-oleyl ether (4e) exhibited strong cholesterol-lowering effects.