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

• 103227-45-8 2-bromohexanoyl dodecanoyl peroxide 
• 112-16-3 n-dodecanoyl chloride 
• 75-24-1 trimethylaluminum 
• 143-07-7 lauric acid 
• 7766-50-9 1-undecen-11-ylbromide 
• 201230-82-2 carbon monoxide 
• 112-42-5 undecyl alcohol 
• 7664-93-9 sulfuric acid 
• 81609-28-1 Undecyltellanyl-benzene 
• 148773-60-8 11-(phenylthio)-1-undecanol 
• 1611-56-9 1-Bromo-11-hydroxyundecane 
• 14620-52-1 1,1-dimethoxy-dodecane 
• 222190-76-3 2,3-dimethyl-2-(1-methoxydodecyl)peroxybut-3-ene 
• 67-66-3 chloroform 

Downstream Products

• 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 
• 41903-81-5 hexadecan-5-one 
• 15510-55-1 dodecyltriphenylphosphonium bromide 
• 5440-58-4 Acetamino-undecyl-malonsaeure-diaethylester 
• 21021-55-6 4-dodecylbenzoic acid 
• 17763-59-6 1-(phenylthio)undecane 
• 59985-49-8 4-chlorophenylundec-1-ylthioether 
• 884607-47-0 methyl 3,5-bis(undecyloxy)benzoate 
• 219144-67-9 3-undecyl-1,2,4,5-tetramethoxybenzene 
• 112-44-7 undecylaldehyde 
• 127-06-0 acetone oxime 

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.

Method for decarboxylation and in-situ methylation of alkyl active carboxylic ester

The invention relates to a method for decarboxylation and in-situ methylation of alkyl active carboxylic ester. The method comprises the following step: in the presence of a cobalt catalyst, a phosphine ligand and an organic solvent, reacting alkyl active carboxylic ester with a trimethyl aluminum reagent to obtain a target methylated product. According to the provided method, trimethyl aluminum is used as a methylation reagent, so that a series of important secondary carbon and tertiary carbon centers are commercially and conveniently constructed successfully; the used carboxylate substrate is rich in source and simple to synthesize; compared with a traditional synthesis method reported before, the method avoids the use of a noble metal catalyst, and meets the requirements of green environment-friendly chemistry; the functional group compatibility is wide, the method is successfully applied to gram-scale reaction, the conversion rate is high, and the method has an important syntheticchemical value.

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.