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16-Bromohexadecanoic acid is a chemical compound characterized by the presence of a bromine atom at the 16th carbon position in a hexadecanoic acid molecule. It is a long-chain fatty acid derivative with potential applications in various chemical and pharmaceutical processes.

2536-35-8

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2536-35-8 Usage

Uses

Used in Pharmaceutical Industry:
16-Bromohexadecanoic acid is used as a starting material for the synthesis of ceramides with ultralong chains, which are important components of cell membranes and have potential applications in the development of drugs targeting various diseases.
Used in Chemical Synthesis:
16-Bromohexadecanoic acid is used as an intermediate in the synthesis of 6-(nitrooxy)hexadecanoic acid, which, upon reaction with (L)-carnitine ethyl ester iodide, yields carnitine nitro-derivatives. These derivatives may have potential applications in various chemical and pharmaceutical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 2536-35-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,3 and 6 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2536-35:
(6*2)+(5*5)+(4*3)+(3*6)+(2*3)+(1*5)=78
78 % 10 = 8
So 2536-35-8 is a valid CAS Registry Number.
InChI:InChI=1/C16H31BrO2/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h1-15H2,(H,18,19)

2536-35-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 16-Bromohexadecanoic acid

1.2 Other means of identification

Product number -
Other names 16-bromanylhexadecanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2536-35-8 SDS

2536-35-8Relevant academic research and scientific papers

Dithio-phospholipids for oriented immobilization of proteins to gold surfaces

Kada, Gerald,Riener, Christian K.,Gruber, Hermann J.

, p. 2677 - 2680 (2001)

We report the syntheses of phospholipids containing a dithio-group on their hydrophobic end and a choline or a biotin-group on their hydrophilic end. As demonstrated by surface plasmon resonance, a monolayer of these dithiolipids on gold affords specific binding of streptavidin and of biotinylated molecules in further steps.

A novel fluorescent long-chain fatty acid-substituted dye: labeling and biodegrading of Microthrix parvicella

Gu, Yingchun,Lin, Dayong,Fei, Xuening,Wang, Cuihong,Yang, Qi,Tang, Yalin,Ren, Xueling

, p. 35855 - 35862 (2018)

Microthrix parvicella (M. parvicella) is a filamentous bacterium that induces bulking in activated sludge. Here, we used the affinity of long-chain fatty acids (LCFA) for M. parvicella to create a novel fluorescent probe of carbazole modified by LCFA. The structure was characterized by 1H NMR spectroscopy and mass spectrometry. The spectral properties, photostability, and hydrophobic properties of the probe were also characterized. Fluorescent-labeling results showed that it can label M. parvicella in situ and could be biodegraded via metabolism. The stable docking mode of carbazole probes with different fatty acid chains and lipases was also docked by the density functional tight-binding (DFTB) method.

Bond insertion, complexation, and penetration pathways of vapor-deposited aluminum atoms with HO- and CH3O-terminated organic monolayers

Fisher, Gregory L.,Walker, Amy V.,Hooper, Andrew E.,Tighe, Timothy B.,Bahnck, Kevin B.,Skriba, Hope T.,Reinard, Michael D.,Haynie, Brendan C.,Opila, Robert L.,Winograd, Nicholas,Allara, David L.

, p. 5528 - 5541 (2002)

The interaction of vapor-deposited Al atoms with self-assembled monolayers (SAMs) of HS-(CH2)16-X (X = -OH and -OCH3) chemisorbed at polycrystalline Au{111} surfaces was studied using time-of-flight secondary-ion mass spectrometry, X-ray photoelectron spectroscopy, and infrared reflectance spectroscopy. Whereas quantum chemical theory calculations show that Al insertion into the C-C, C-H, C-O, and O-H bonds is favorable energetically, it is observed that deposited Al inserts only with the OH SAM to form an -O-Al-H product. This reaction appears to cease prior to complete -OH consumption, and is followed by formation of a few overlayers of a nonmetallic type of phase and finally deposition of a metallic film. In contrast, for the OCH3 SAM, the deposited Al atoms partition along two parallel paths: nucleation and growth of an overlayer metal film, and penetration through the OCH3 SAM to the monolayer/Au interface region. By considering a previous observation that a CH3 terminal group favors penetration as the dominant initial process, and using theory calculations of Al-molecule interaction energies, we suggest that the competition between the penetration and overlayer film nucleation channels is regulated by small differences in the Al-SAM terminal group interaction energies. These results demonstrate the highly subtle effects of surface structure and composition on the nucleation and growth of metal films on organic surfaces and point to a new perspective on organometallic and metal-solvent interactions.

NOVEL AMIDE DERIVATIVES OF LINAGLIPTIN AND PROCESS FOR THE PREPARATION THEREOF

-

Page/Page column 19, (2021/04/17)

The present disclosure relates to novel hydroxyl or halogen or hydrogen substituted derivatives of Palmitic acid or Palmitoyl halide amide of Linagliptin compound of formula I and process for preparing the same. The said compounds used in pharmaceutical composition for the treatment of type 2 diabetes mellitus, wherein R1 = C2 to C16 alkyl substituted by halogen or hydroxyl or hydrogen.

Discovery and Pharmacological Studies of 4-Hydroxyphenyl-Derived Phosphonium Salts Active in a Mouse Model of Visceral Leishmaniasis

Manzano, José Ignacio,Cueto-Díaz, Eduardo J.,Olías-Molero, Ana Isabel,Perea, Ana,Herraiz, Tomás,Torrado, Juan J.,Alunda, José María,Gamarro, Francisco,Dardonville, Christophe

, p. 10664 - 10675 (2019/12/04)

We report the discovery of new 4-hydroxyphenyl phosphonium salt derivatives active in the submicromolar range (EC50 from 0.04 to 0.28 μM, SI > 10) against the protozoan parasite Leishmania donovani. The pharmacokinetics and in vivo oral efficacy of compound 1 [(16-(2,4-dihydroxyphenyl)-16-oxohexadecyl)triphenylphosphonium bromide] in a mouse model of visceral leishmaniasis were established. Compound 1 reduced the parasite load in spleen (98.9%) and liver (95.3%) of infected mice after an oral dosage of four daily doses of 1.5 mg/kg. Mode of action studies showed that compound 1 diffuses across the plasma membrane, as designed, and targets the mitochondrion of Leishmania parasites. Disruption of the energetic metabolism, with a decrease of intracellular ATP levels as well as mitochondrial depolarization together with a significant reactive oxygen species production, contributes to the leishmanicidal effect of 1. Importantly, this compound was equally effective against antimonials and miltefosine-resistant clinical isolates of Leishmania infantum, indicating its potential as antileishmanial lead.

Amantadine hapten and preparing method and application thereof

-

Paragraph 0084; 0086; 0092, (2019/10/01)

The invention relates to the field of preparation of haptens, in particular to an amantadine hapten and a preparing method and application thereof. When the amantadine hapten is prepared, amantadine and bromine polyhydroxyalkanoate serve as raw materials, and through a nucleophilic substitution reaction, amidogen groups in amantadine molecules are connected with the bromine polyhydroxyalkanoate; then through a hydrolysis reaction, carboxyl groups are introduced to obtain a corresponding product. The amantadine hapten can be coupled with a carrier protein to prepare an artificial antigen, the artificial antigen is prepared into a monoclonal antibody or a polyclonal antibody through an immune animal, and then the monoclonal antibody or the polyclonal antibody can be used for quickly detecting residues of the amantadine in an animal product.

PROCESS FOR TREATING KERATIN FIBRES WITH A CATIONIC DISULFIDE COMPOUND

-

, (2017/06/09)

Process for treating keratin fibres with a cationic disulfide compound The invention relates to a process for treating keratin fibres, in particular human keratin fibres such as the hair, comprising: (i) a step of applying a compound (I) and also the acid or base salts thereof, the optical or geometrical isomers thereof, and the solvates thereof such as hydrates, in which compound of formula (I) R1, R2, R3, R4, x, m, n, X-, areas defined in the description; (ii) a step of heating the keratin fibres to a temperature of at least 100°C, preferably ranging from 100 to 250°C; it is understood that steps (i) and (ii) may be performed at the same time or separately. The process makes it possible to obtain good hair-conditioning cosmetic properties, with a long-lasting effect. The invention also relates to the novel compounds and to a cosmetic composition comprising such a compound.

Incorporation studies of clickable ceramides in Jurkat cell plasma membranes

Walter,Schlegel,Burgert,Kurz,Seibel,Sauer

supporting information, p. 6836 - 6839 (2017/07/10)

The incorporation properties of ceramide analogues for click chemistry in Jurkat T cells were investigated. The analogues varied in the acyl chain length and the position of the functional group for click chemistry. Fluorescence microscopy studies including anisotropy and quenching experiments showed significant differences in the accessibility of the functional group indicating different incorporation properties into the plasma membrane.

METHOD FOR PRODUCING CROSS-COUPLING COMPOUND

-

Page/Page column 20-21, (2010/01/29)

To provide a method for performing a cross-coupling reaction of a Grignard compound with an alkyl halide simply, efficiently and in high yield, a method for obtaining a ω-bromo long chain carboxylic acid simply and efficiently using an easily obtainable raw material and a method for producing a useful branched fatty acid simply and efficiently. [R1: an alkyl group having 1 to 15 carbon atoms, R2: an alkyl group having 1 to 30 carbon atoms with a carboxyl group and X and X': a halogen atom] [n : an integer of 9 to 17] [n : an integer of 9 to 17, R1a : a branched alkyl group having 3 to 8 carbon atoms and X: a halogen atom]

Self-assembled monolayers of nitrile-functionalized alkanethiols on gold and silver substrates

Frey,Shaporenko,Zharnikov,Harder,Allara

, p. 7716 - 7725 (2007/10/03)

Self-assembled monolayers (SAMs) formed from nitrile-functionalized alkanethiols (AT), NC(CH2)16SH (NC-Cl6), on (111) gold and silver substrates were characterized by X-ray photoelectron spectroscopy, near-edge X-ray absorption fine structure spectroscopy, and contact angle measurements. The average chain tilt angles in NC-C16/Ag and NC-C16/Au were estimated to be 29.5° ± 5° and 42.5° ± 5° from the surface normal, respectively, while the data suggest lower ordering for NC-C16/Au. The -C≡N bonds were found to be predominantly oriented in the surface plane with a tilt angle of 65° ± 7° for both NC-C16/Au and NC-C16/ Ag. Comparison with previous data on CH3-terminated SAMs reveals that substitution of weakly interacting CH3 groups by the CN entities results in an increase in the average tilt angles of the alkyl chains by ~7.5° and ~17.5° in AT/Au and AT/Ag, respectively. A strong electrostatic interaction between the polar nitrile groups is assumed to underlie the structural behavior by controlling a balance between the headgroupsubstrate and interchain interactions. The near-parallel orientation of the nitrile groups to the surface in both of these SAMs can be explained on the basis of minimization of the unfavorable CN - CN dipole - dipole interactions.

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