131379-13-0

Basic information

• Product Name: N-OCTYLZINC BROMIDE
• Synonyms: N-OCTYLZINC BROMIDE;n-Octylzinc broMide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles;n-Octylzinc bromide, 0.5M in THF, packaged under Argon in resealable ChemSeal™n-Octylzinc bromide, Packaged under Argon in resealable ChemSeal? bottles
• CAS NO: 131379-13-0
• Molecular Formula: C₈H₁₇BrZn
• Molecular Weight: 258.51
• Mol File: 131379-13-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Sensitive: Air Sensitive
• CAS DataBase Reference: N-OCTYLZINC BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-OCTYLZINC BROMIDE(131379-13-0)
• EPA Substance Registry System: N-OCTYLZINC BROMIDE(131379-13-0)

Safety Data

• HazardClass: 4.3
• Hazardous Substances Data: 131379-13-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H17.BrH.Zn/c1-3-5-7-8-6-4-2;;/h1,3-8H2,2H3;1H;/q;;+1/p-1/rC8H17BrZn/c1-2-3-4-5-6-7-8-10-9/h2-8H2,1H3

Upstream product

• 111-83-1 1-bromo-octane 
• 7440-66-6 zinc 

Downstream Products

• 111-65-9 octane 
• 193408-13-8 (3,5-Dioctyl-phenyl)-methanol 
• 6742-54-7 undecylbenzene 
• 104-72-3 decylbenzene 
• 885605-36-7 5-(tert-butyloxycarbonylamino)-2,2-dimethyl-5-(4-octylphenethyl)-1,3-dioxane 
• 16664-50-9 1-phenyl-1-decyne 
• 886-66-8 1,4-diphenyl-1,3-butadiyne 
• 544-76-3 Hexadecane 
• 111-87-5 octanol 

Relevant articles and documents

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.

Efficient synthetic method for the preparation of allyl- and propargyl-epoxides by allylation and propargylation of α-haloketones with organozinc reagents

A simple, efficient, and non-metal catalyzed synthetic method for the preparation of substituted allyl- and propargyl-epoxides by allylation and propargylation of α-halo ketones with organozinc reagents in mild conditions is reported in this paper. The present method complements the existing synthetic methods due to some advantageous properties of the organozinc reagents such as availability, selectivity, operational simplicity and low toxicity.

α-1-C-Butyl-1,4-Dideoxy-1,4-Imino-L-Arabinitol as a second-Generation iminosugar-based oral α-Glucosidase inhibitor for improving postprandial hyperglycemia

We report on the synthesis and the biological evaluation of a series of α-1-C-alkylated 1,4-dideoxy-1,4-imino-l-arabinitol (LAB) derivatives. The asymmetric synthesis of the derivatives was achieved by asymmetric allylic alkylation, ring-closing metathesis, and Negishi cross-coupling as key reactions. α-1-C-Butyl-LAB is a potent inhibitor of intestinal maltase, isomaltase, and sucrase, with IC50 values of 0.13, 4.7, and 0.032 μM, respectively. Matrix-assisted laser desorption ionization time-of-flight mass spectrometric analysis revealed that this compound differs from miglitol in that it does not influence oligosaccharide processing and the maturation of glycoproteins. A molecular docking study of maltase-glucoamylase suggested that the interaction modes and the orientations of α-1-C-butyl-LAB and miglitol are clearly different. Furthermore, α-1-C-butyl-LAB strongly suppressed postprandial hyperglycemia at an early phase, similar to miglitol in vivo. It is noteworthy that the effective dose was about 10-fold lower than that for miglitol. α-1-C-Butyl-LAB therefore represents a new class of promising compounds that can improve postprandial hyperglycemia.