124397-96-2

Basic information

• Product Name: 1-HEXYLZINC BROMIDE
• Synonyms: 1-HEXYLZINC BROMIDE;HEXYLZINC BROMIDE;HEXYLZINC BROMIDE, 0.5M SOLUTION IN TETR A-HYDROFURAN;hexylzinc bromide solution;Hexylzinc bromide solution 0.5 in THF;n-Hexylzinc broMide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles;Hexylzinc bromide solution 0.5 M in THF;n-Hexylzinc bromide, 0.5M in THF, packaged under Argon in resealable ChemSeal™
• CAS NO: 124397-96-2
• Molecular Formula: C₆H₁₃BrZn
• Molecular Weight: 230.46
• Product Categories: Alkyl;Organozinc Halides;Reike and Organozinc Reagents
• Mol File: 124397-96-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: 1 °F
• Appearance: /
• Density: 0.965 g/mL at 25 °C
• Vapor Pressure: 151mmHg at 25°C
• Storage Temp.: 2-8°C
• Sensitive: Air Sensitive
• CAS DataBase Reference: 1-HEXYLZINC BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-HEXYLZINC BROMIDE(124397-96-2)
• EPA Substance Registry System: 1-HEXYLZINC BROMIDE(124397-96-2)

Safety Data

• Hazard Codes: F,Xn
• Statements: 19-22-36/38-40-36/37-14-11
• Safety Statements: 16-26-33-36-36/37
• RIDADR: UN 3399 4.3/PG 2
• WGK Germany: 1
• HazardClass: 4.3
• Hazardous Substances Data: 124397-96-2(Hazardous Substances Data)

Usage

General Description

1-Hexylzinc bromide is an organozinc compound with the molecular formula C6H13ZnBr. It is commonly used as a reagent in organic synthesis, particularly in the preparation of complex organic molecules. This chemical is a versatile intermediate that can participate in a variety of reactions, including addition, substitution, and cross-coupling reactions. It is also used as a powerful and selective nucleophile, making it an important tool for the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. 1-Hexylzinc bromide is a valuable and widely utilized reagent in the field of organic chemistry due to its ability to facilitate a wide range of synthetic transformations.

InChI:InChI=1/C6H13.BrH.Zn/c1-3-5-6-4-2;;/h1,3-6H2,2H3;1H;/q-1;;+2/p-1/rC6H13.BrZn/c1-3-5-6-4-2;1-2/h1,3-6H2,2H3;/q-1;+1

Upstream product

• 111-25-1 1-bromo-hexane 
• 106-93-4 ethylene dibromide 
• 7440-66-6 zinc 
• 7646-85-7 zinc(II) chloride 
• 13822-55-4 di(n-hexyl)zinc 
• 7699-45-8 zinc dibromide 

Downstream Products

• 1436688-31-1 2-(2-chlorophenyl)-7-(n-hexyl)imidazo[4,5-c]quinolin-4(5H)-one 
• 1693-86-3 3-hexylthiophene 
• 116971-11-0 2,5-dibromo-3-hexylthiophene 
• 1401092-00-9 C₂₀H₃₁NOSSi 
• 1401091-99-3 C₂₂H₃₂ClNOSi 
• 1401091-98-2 C₂₅H₃₉NO₄Si 
• 1401091-97-1 C₂₃H₃₅NO₂Si 
• 111-65-9 octane 
• 112-40-3 dodecane 
• 1241903-48-9 (E)-(1-iodo-1-octen-2-yl)benzene 
• 536-74-3 phenylacetylene 
• 1006713-63-8 (Z)-1,3-diphenyl-N-(2-pyridylsulfonyl)non-1-en-1-amine 
• 1006713-45-6 1-(4-methoxyphenyl)-N-(2-pyridylsulfonyl)heptan-1-amine 
• 1006713-60-5 C₂₂H₂₆N₂O₂S 

Relevant articles and documents

Development of a new class of liver receptor homolog-1 (LRH-1) agonists by photoredox conjugate addition

LRH-1 is a nuclear receptor that regulates lipid metabolism and homeostasis, making it an attractive target for the treatment of diabetes and non-alcoholic fatty liver disease. Building on recent structural information about ligand binding from our labs, we have designed a series of new LRH-1 agonists that further engage LRH-1 through added polar interactions. While the current synthetic approach to this scaffold has, in large part, allowed for decoration of the agonist core, significant variation of the bridgehead substituent is mechanistically precluded. We have developed a new synthetic approach to overcome this limitation, identified that bridgehead substitution is necessary for LRH-1 activation, and described an alternative class of bridgehead substituents for effective LRH-1 agonist development. We determined the crystal structure of LRH-1 bound to a bridgehead-modified compound, revealing a promising opportunity to target novel regions of the ligand binding pocket to alter LRH-1 target gene expression.

Synthese et reactivite de quelques organozinciques dans des solvants peu courants en chimie organometallique

The use of solvents strange to organometallic chemistry viz. carbonic or phosphoric esters, or sulfolane allows zinc to react with organic halides, which are usually unreactive towards this metal.The ractions of the organozinc compounds thus synthesised (

Direct transformation of aryl 2-pyridyl esters to secondary benzylic alcohols by nickel relay catalysis

A direct transformation of aryl esters to secondary benzylic alcohols via tandem Ni-catalyzed cross-coupling reactions of aromatic 2-pyridyl esters with alkyl zinc reagents and carbonyl group reduction by Ni-H species is achieved. Preliminary mechanistic studies reveal that the Ni-H species is generated in situ via β-hydride elimination of the Negishi reagents. The reaction is catalyzed by bench-stable nickel salts under mild conditions with wide functional group tolerance.

Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air

Disclosed herein is the first general chemo- and site-selective alkylation of C?Br bonds in the presence of COTf, C?Cl and other potentially reactive functional groups, using the air-, moisture-, and thermally stable dinuclear PdI catalyst, [Pd(μ-I)PtBu3]2. The bromo-selectivity is independent of the substrate and the relative positioning of the competing reaction sites, and as such fully predictable. Primary and secondary alkyl chains were introduced with extremely high speed (5 min reaction time) at room temperature and under open-flask reaction conditions.