693-67-4

Basic information

• Product Name: 1-BROMOUNDECANE
• Synonyms: 1-Bromo-n-undecane;1-bromo-undecan;1-Bromundecan;1-Undecylbromide;n-Undecyl-1-bromide;undecane,1-bromo-;Undecylbromid;1-Bromoundecane,98%
• CAS NO: 693-67-4
• Molecular Formula: C₁₁H₂₃Br
• Molecular Weight: 235.2
• EINECS: 211-757-3
• Product Categories: Bromine Compounds;Alkyl Bromides;Monofunctional & alpha,omega-Bifunctional Alkanes;Monofunctional Alkanes;Alkyl;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 693-67-4.mol
• Article Data: 25

Chemical Properties

• Melting Point: −9 °C(lit.)
• Boiling Point: 137-138 °C18 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.054 g/mL at 25 °C(lit.)
• Vapor Density: 8.2 (vs air)
• Vapor Pressure: 0.0213mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: Insoluble in water.
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• BRN: 1098390
• CAS DataBase Reference: 1-BROMOUNDECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMOUNDECANE(693-67-4)
• EPA Substance Registry System: 1-BROMOUNDECANE(693-67-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 693-67-4(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

1-Bromoundecane is used in the preparation of Grignard reagent by reacting with Mg in THF (tetrahydrofuran). It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, dyes and agrochemicals.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 2550, 1980 DOI: 10.1021/jo01300a071

InChI:InChI=1/C11H23Br/c1-2-3-4-5-6-7-8-9-10-11-12/h2-11H2,1H3

Upstream product

• 112-42-5 undecyl alcohol 
• 821-95-4 1-undecene 
• 143-07-7 lauric acid 
• 66605-81-0 11-Bromoundecyl tosylate 
• 103227-45-8 2-bromohexanoyl dodecanoyl peroxide 
• 55101-35-4 undecanyl radical 
• 105-36-2 ethyl bromoacetate 
• 83486-02-6 C₁₇H₂₈Br₂Te 
• 148773-54-0 1-bromo-11-(phenylthio)undecane 
• 56-23-5 tetrachloromethane 
• 7726-95-6 bromine 
• 18268-45-6 silver laurate 
• 60-29-7 diethyl ether 
• 67-66-3 chloroform 

Downstream Products

• 78906-84-0 1-undecyl-pyridinium; bromide 
• 71899-44-0 octadec-6-yne 
• 112-42-5 undecyl alcohol 
• 26186-02-7 tridec-1-yne 
• 629-97-0 n-docosane 
• 5332-52-5 Undecane-1-thiol 
• 112-44-7 undecylaldehyde 
• 109647-44-1 4-ethoxycarbonyl-1-methyl-1-undecyl-piperazinium; bromide 
• 335457-78-8 1,2-diundecyloxybenzene 
• 116296-31-2 2-(undecylthio)acetic acid 
• 33584-24-6 N-undecylaniline 
• 80538-84-7 4-n-undecyloxyphenol 
• 857579-51-2 1,4-bis(undecyloxy)benzene 
• 46997-98-2 N-methyl-N-undecylaniline 

Relevant articles and documents

Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes

A new method that allows the complete control of the regioselectivity of the hydrobromination reaction of alkenes is described. Herein, we report a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of parts per million amounts of the Cu(I) species and the formation of the Markovnikov product occurs in the presence of 30 mol % iron(II) bromide. Density functional theory calculations combined with Fukui's radical susceptibilities support the obtained results.

Cobalt-Catalyzed Decarboxylative Methylation and Ethylation of Aliphatic N-(Acyloxy)phthalimides with Organoaluminum Reagents

A cobalt-catalyzed decarboxylative methylation of aliphatic redox-active esters [ N-(acyloxy)phthalimides; RAEs] with trimethylaluminum under mild conditions was developed, providing a method for transforming a carboxylate group into a methyl group without redox fluctuation. Primary and secondary RAEs were both amenable substrates, whereas a tertiary RAE delivered an elimination product. Triethylaluminum was also used to deliver a decarboxylative ethylation product.

PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES

The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.