112-82-3 Usage
Description
1-Bromohexadecane is a colorless to yellow liquid or solid with chemical properties that make it soluble in ether and alcohol, but insoluble in water. It is an alkyl halide compound with a bromine atom attached to a long-chain alkane, specifically a hexadecane.
Uses
1-Bromohexadecane is used in various applications across different industries, including:
Used in Nanotechnology:
1-Bromohexadecane is used as a covalent functionalizing agent for the preparation of soluble carbon nano-onions. This application is crucial for enhancing the solubility and stability of carbon nano-onions in various solvents, which is essential for their use in nanotechnology-based applications.
Used in Environmental Analysis:
1-Bromohexadecane serves as an extraction solvent in the determination of endocrine-disrupting phenols (EDPs) in water samples. The ultrasound-assisted emulsification microextraction (MS-USAEME) method utilizes 1-bromohexadecane to improve the extraction efficiency and sensitivity of EDP analysis, contributing to environmental monitoring and protection.
Used in Polymer Synthesis:
1-Bromohexadecane is used in the preparation of [2-(methacryloyloxy)ethyl]dimethylhexadecylammonium bromide monomer. This monomer is essential for the synthesis of novel methacrylate-based adsorbents, which have potential applications in various industries, such as water treatment and environmental remediation.
Used in Surfactant Production:
1-Bromohexadecane is employed in the synthesis of the surfactant N-hexadecyl ethylenediamine triacetic acid (HED3A). This surfactant has potential applications in various industries, including pharmaceuticals, cosmetics, and agriculture, due to its ability to stabilize emulsions and improve the solubility of hydrophobic compounds.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 112-82-3 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 2 respectively.
Calculate Digit Verification of CAS Registry Number 112-82:
(5*1)+(4*1)+(3*2)+(2*8)+(1*2)=33
33 % 10 = 3
So 112-82-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H33Br/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h2-16H2,1H3
112-82-3Relevant articles and documents
-
King,J.F. et al.
, p. 1637 - 1639 (1978)
-
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 (2003)
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.
Vinyl Sulfonates: A Click Function for Coupling-and-Decoupling Chemistry and their Applications
Cruz, Carlos M.,Ortega-Mu?oz, Mariano,López-Jaramillo, F. Javier,Hernández-Mateo, Fernando,Blanco, Victor,Santoyo-González, Francisco
, p. 3394 - 3413 (2016/11/13)
The term coupling-and-decoupling (CAD) chemistry refers to applications in which efficient bond formation and subsequent cleavage between two moieties is required. Within this context, the scope of the vinyl sulfonate (VSO) group as an efficient tool for CAD chemistry is reported. The coupling step relies on the click features of the Michael-type addition of diverse nucleophiles to vinyl sulfonates as a valuable methodology. The feasibility of this strategy has been proved by the high yields obtained in mild conditions with model VSO derivatives. Cleavage of the resulting sulfonate adducts either through nucleophilic substitution with different nucleophiles (for alkyl VSO groups) or through hydrolysis (for both alkyl and aryl VSO) are successful strategies for the decoupling step, the former being the most promising, as the reaction proceeds under milder conditions with thiol nucleophiles. Moreover, the click VSO coupling chemistry proves to be orthogonal with the click CuAAC reaction, which enables the VSO-CAD methodology for the preparation of hetero-bifunctional clickable and cleavable linkers for double click modular strategies. The potential of the VSO-CAD chemistry is demonstrated in two biologically relevant examples: the decoupling of sulfonates with glutathione (GSH) under conditions compatible with those of living systems; and the synthesis of homo- and heterogeneous multivalent glycosylated systems from 1-thio and 1-azido or 1-azidoethyl sugar derivatives and bis-vinyl sulfonates (homo systems) or alkynyl-VSO bifunctional clickable-cleavable linkers (hetero systems). As proof of concept, the cleavable character of these multivalent systems was demonstrated by using one of them as a reversible linker for the non-covalent assembling and chemical decoupling of two model lectins. (Figure presented.).
