4117-09-3

Basic information

• Product Name: 7-Bromo-1-heptene
• Synonyms: Hept-6-en-1-yl bromide;1-Bromo-6-heptene;7-Bromo-1-hexene;7-BROMOHEPT-1-ENE;7-BROMO-1-HEPTENE;BROMO(7-)-1-HEPTENE;7-BROMO-1-HEPTENE 97+%;1-Heptene, 7-bromo
• CAS NO: 4117-09-3
• Molecular Formula: C₇H₁₃Br
• Molecular Weight: 177.08
• EINECS: 1312995-182-4
• Product Categories: Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks;Intermediates
• Mol File: 4117-09-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 0°C
• Boiling Point: 27 °C1 mm Hg(lit.)
• Flash Point: 137 °F
• Appearance: Colorless to pale yellow/Liquid
• Density: 1.162 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.32mmHg at 25°C
• Refractive Index: n20/D 1.466(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 7-Bromo-1-heptene(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Bromo-1-heptene(4117-09-3)
• EPA Substance Registry System: 7-Bromo-1-heptene(4117-09-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT, FLAMMABLE
• PackingGroup: Ⅲ
• Hazardous Substances Data: 4117-09-3(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Uses

7-Bromo-1-heptene may be used to synthesize:boc-L-2-amino-8-nonenoic acid (boc = tert-butyloxycarbonyl)9-hept-6-enyloxy-5-hydroxymethyl-2-isopropyl-1-methyl-1,4,5,6-tetrahydro-2H-benzo[e][1,4] diazocin-3-one8-hydroxy-15,15,15-trifluoro-1-pentadece

General Description

7-Bromo-1-heptene is a linear halogenated alkene.

InChI:InChI=1/C7H13Br/c1-2-3-4-5-6-7-8/h2H,1,3-7H2

Upstream product

• 1119-60-4 hept-6-enoic acid 
• 110-52-1 1,4-dibromo-butane 
• 1730-25-2 allylmagnesium bromide 
• 106-95-6 allyl bromide 
• 4549-31-9 1,7-dibromoheptane 
• 107643-11-8 1,2,7-tribromoheptane 
• 4117-10-6 6-hepten-1-ol 
• 34164-50-6 4-penten-1-ylmagnesium bromide 

Downstream Products

• 344397-66-6 hept-6-enyl-malonic acid diethyl ester 
• 141917-82-0 diethyl hept-6-en-1-ylphosphonate 
• 197901-17-0 Dodec-1-en-8-yne 
• 709008-30-0 di-hept-6-enyl-phenyl-phosphane 
• 848927-36-6 2-(9'-decene-2'-ynyloxy)tetrahydro-2H-pyran 
• 816419-99-5 tri-hept-6-enyl-phosphane 
• 906374-86-5 2-ethoxymethoxy-4-hydroxy-7-methyl-7,8,11,12,13,14-hexahydro-6-oxa-benzocyclotetradecen-5-one 
• 906374-91-2 2,4-bis-ethoxymethoxy-7-methyl-7,8,11,12,13,14,15,16-octahydro-6-oxa-benzocyclotetradecen-5-one 
• 86822-81-3 cis-2-methyl-1-(phenylamino)cyclohexane 
• 86822-81-3 trans-2-methyl-1-(phenylamino)cyclohexane 
• 908127-22-0 tris-(4-hept-6-enyloxy-phenyl)-phosphane 
• 31642-67-8 non-8-enoic acid 
• 357604-80-9 chloro-(3-hept-6-enyl-1H-inden-1-yl)-dimethyl-silane 
• 17206-61-0 hept-6-enal 

Relevant articles and documents

Concise syntheses of (7Z,11Z,13E)-hexadecatrienal and (8E,18Z)- tetradecadienal

Concise and efficient syntheses of (7Z,11Z,13E)-hexadecatrienal, a sex-pheromone component of the citrus leaf miner, and (8E,10Z)-tetradecadienal, the sex pheromone of the horse-chestnut leaf miner were described, starting from the commercially available acetylene and acrolein. The stereoselective formation of E,Z-conjugated double bond relied on cross-coupling between Grignard reagent and (E,Z)-bromodiene. The present syntheses achieved high overall yield (26% of the former and 23% for the latter) and high isomeric purity (97% for the former and 99% for the latter). Georg Thieme Verlag Stuttgart · New York.

Efficient synthesis of (S)-2-(cyclopentyloxycarbonyl)-amino-8-nonenoic acid: Key building block for BILN 2061, an HCV NS3 protease inhibitor

A new procedure for the practical synthesis of (S)-2-(cyclopen- tyloxycarbonyl)amino-8-nonenoic acid, a key building block for BILN 2061, an HCV NS3 protease inhibitor, has been developed. The key step features a kinetic resolution of racemic 2-acetylamino-8-nonenoic acid with acylase I. In addition, the undesired (R)-2-acetylamino-8-nonenoic acid was recycled after racemization. The procedure was implemented for the production of (S)-2-(cyclopentyloxycarbonyl)amino-8-nonenoic acid on pilot-plant scale.

Dilithium tetrachlorocuprate catalyzed coupling of allylmagnesium bromide with α,ω-dihaloalkanes

Allylmagnesium bromide has been shown to cross-couple with α,ω- dihaloalkanes in the presence of dilithium tetrachlorocuprate to yield, depending on reaction conditions, mono-coupled haloalkenes or di-coupled alkadienes. The order of the reactivity of the dihalides is I > Br >> CI and secondary halides show greater reactivity than primary halides.