89942-12-1

Usage

InChI:InChI=1/C7H13Br/c1-2-3-4-5-6-7-8/h6-7H,2-5H2,1H3/b7-6+

Upstream product

• 59104-79-9 1,1-dibromoheptane 
• 128436-39-5 1,1,2-tribromo-heptane 
• 42474-21-5 1,2-dibromoheptane 
• 683-98-7 methyl bromodifluoroacetate 
• 60595-37-1 (E)-1-iodohept-1-ene 
• 95658-29-0 2,3-dibromooctanoic acid 
• 1871-67-6 (E)-oct-2-enoic acid 
• 66-25-1 hexanal 
• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 
• 592-76-7 1-Heptene 
• 111-25-1 1-bromo-hexane 
• 75-63-8 Bromotrifluoromethane 

Downstream Products

• 70600-64-5 trimethyl[(E)-non-3-en-1-ynyl]silane 
• 70600-65-6 (Z)-trimethyl(non-3-en-1-yn-1-yl)silane 
• 628-71-7 1-Heptyne 
• 592-76-7 1-Heptene 
• 3025-30-7 ethyl (2E,4Z)-2,4-decadienoate 
• 58435-18-0 C₁₄H₂₀O 
• 70600-49-6 non-1-yne-3(E)-ene 
• 51447-08-6 (1,3Z,5E)-undeca-1,3,5-triene 

Relevant academic research and scientific papers

Preparation method of (E, Z)-2, 4-ethyl decadienoate

The invention provides a preparation method of (E, Z)-2, 4-ethyl decadienoate. According to the preparation method, n-hexyl aldehyde is taken as an initial raw material, and three step chemical conversion is adopted to prepare a key intermediate 1-bromo heptene; 1-bromo heptene and ethyl acrylate are subjected to coupling reaction under the catalytic effect of a metal catalyst so as to obtain (E,Z)-2, 4-ethyl decadienoate. According to the preparation method, metal catalytic coupling reaction is adopted to replace a step in the prior art that (E, Z)-2, 4-ethyl decadienoate is prepared throughpreparation of an organic copper lithium reagent, water-free oxygen-free harsh conditions are avoided, operation is simplified, reaction efficiency is increased, generation of waste water and waste salt is reduced greatly, equipment investment is reduced, and the preparation method is convenient for industrialization production.

Conversion of Aldehydes to Branched or Linear Ketones via Regiodivergent Rhodium-Catalyzed Vinyl Bromide Reductive Coupling-Redox Isomerization Mediated by Formate

A regiodivergent catalytic method for direct conversion of aldehydes to branched or linear alkyl ketones is described. Rhodium complexes modified by PtBu2Me catalyze formate-mediated aldehyde-vinyl bromide reductive coupling-redox isomerization to form branched ketones. Use of the less strongly coordinating ligand, PPh3, promotes vinyl-to allylrhodium isomerization en route to linear ketones. This method bypasses the 3-step sequence often used to convert aldehydes to ketones involving the addition of pre-metalated reagents to Weinreb or morpholine amides.

HIGHLY STEREO- AND REGIOSELECTIVE PALLADIUM-CATALIZED SYNTHESES OF (3E,5Z)-(3E,5E)-,AND (3Z,5E)-1,3,5-UNDECATRIENE

(3E,5Z)-1,3,5-Undecatriene (3) having 98.2percent stereoisomeric purity has been prepared by a new and expeditious route involving two selective Pd-catalyzed carbon-carbon bond forming reactions.The key step of this synthesis is a highly diastereoselective Pd-catalyzed cross-coupling reaction between 1-heptynylzinc chloride (11a) and a molar excess of (E)/(Z)-1,2-dibromoethylene (12). Another highly diastereoselective Pd-catalyzed reaction, which involves a cross-coupling between trimethylsilylethynylzinc chloride (15) and molar excesses of stereoisomeric mixtures of 1-bromo-1-alkenes (16), has been used to prepare (E)-1-trimethylsilyl-3-nonen-1-yne (10a), a key intermediate for the synthesis of (3E,5E)- and (3Z,5E)-undecatriene, (4) and (5).Compounds 3 and 4, isolated from the essential oil of Ferula galbaniflua, also occur together with compound 5 in the male attracting oils of seaweeds.These substances have odors highly appreciated in perfumery.

SYNTHESIS OF 2,2-DIFLUOROESTERS BY IODODIFLUOROACETATE-COPPER WITH ORGANIC HALIDES

C-C bond formation through reactions of iododifluoroacetate-copper with various organic halides in aprotic solvent proceeds effectively to give 2,2-difluoroesters in good yield.With alkenyl iodides, these reactions are stereospecific.