124-03-8

Basic information

• Product Name: CETYLDIMETHYLETHYLAMMONIUM BROMIDE
• Synonyms: CETETHYLDIMONIUM BROMIDE;Ethyl(1-hexadecyl)dimethylammonium bromide;CETYLDIMETHYLETHYL-AMMONIUM BROMIDESIGMA ULTRA;1-Hexadecanaminium, N-ethyl-N,N-dimethyl-, bromide;ETHYLHEXADECYLDIMETHYLAMMONIUMBROMIDE,HIGHPURITY;CETYLDIMETHYLETHANOLAMMONIUMBROMIDE;Cetyldimethylethylammonium bromide, Dimethylethylhexadecylammonium bromide;Dimethylethylhexadecylammonium bromide, Ethylhexadecyldimethylammonium bromide
• CAS NO: 124-03-8
• Molecular Formula: Br*C₂₀H₄₄N
• Molecular Weight: 378.47
• EINECS: 204-672-8
• Product Categories: Cationic Surfactants (for Biochemistry);Ammonium Bromides (Quaternary);Biochemistry;Quaternary Ammonium Compounds;Surfactants (for Biochemistry)
• Mol File: 124-03-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 190 °C
• Flash Point: 93 °C
• Appearance: White/Powder
• Density: 1.1003 (rough estimate)
• Refractive Index: 1.5260 (estimate)
• Storage Temp.: 2-8°C
• Solubility: H2O: 0.1 g/mL, clear, colorless
• Water Solubility: 200 G/L (20 ºC)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents. Protect from moisture.
• Merck: 14,2029
• BRN: 3729134
• CAS DataBase Reference: CETYLDIMETHYLETHYLAMMONIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CETYLDIMETHYLETHYLAMMONIUM BROMIDE(124-03-8)
• EPA Substance Registry System: CETYLDIMETHYLETHYLAMMONIUM BROMIDE(124-03-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/38-36/37/38-20/21/22
• Safety Statements: 26-36-36/39
• RIDADR: 2811
• WGK Germany: 3
• RTECS: BQ5425000
• TSCA: Yes
• Hazardous Substances Data: 124-03-8(Hazardous Substances Data)

Usage

Chemical Properties

white powder

Uses

Different sources of media describe the Uses of 124-03-8 differently. You can refer to the following data:
1. Disinfectant; laboratory reagent. Ethylhexadecyldimethylammonium bromide is a long chain ammonium surfactant.
2. Ethylhexadecyldimethylammonium bromide has been used in a study to assess variables affecting the foam separation of Escherichia coli.

General Description

Ethylhexadecyldimethylammonium bromide is a surfactant.

InChI:InChI=1/2C20H44N.2BrH/c2*1-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(3,4)6-2;;/h2*5-20H2,1-4H3;2*1H/q2*+1;;/p-2

Synthetic route

ethyl bromide (74-96-4) + N,N-dimethylhexadecylamine (112-69-6) → hexadecyldimethylethylammonium bromide (124-03-8)

Conditions	Yield
In acetonitrile for 10h; Heating;	97%
In ethanol Heating;

ethyl bromide (74-96-4) + N,N-dimethylhexadecylamine (112-69-6) + N,N-dimethyl-n-octadecylamine (124-28-7) + N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amine (1323108-61-7) + N,N-dimethyl-N-oleylamine (14727-68-5) → oleyl dimethylethylammonium bromide (14351-44-1) + Br(1-)*C22H48N(1+) (111-98-8) + N,N,N-ethyl-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl ammonium bromide (1323108-68-4) + hexadecyldimethylethylammonium bromide (124-03-8)

Conditions	Yield
In ethanol for 28h; Reflux;

...Expand

N,N-dimethyl-ethanamine (598-56-1) + hexadecanyl bromide (112-82-3) → hexadecyldimethylethylammonium bromide (124-03-8)

Conditions	Yield
at 70℃; for 72h;

hexadecyldimethylethylammonium bromide (124-03-8) → cetyl-ethyl-dimethylammonium tetrafluoroborate

Conditions	Yield
With silver tetrafluoroborate; sodium tetrafluoroborate 1) CH2Cl2/H2O, 2) MeOH; Yield given. Multistep reaction;

2,6-bis(bromomethyl)anisole (30787-74-7) + hexadecyldimethylethylammonium bromide (124-03-8) → 2,6-bis(cyanomethyl)anisole (144316-87-0)

Conditions	Yield
In water; benzene	6.00 g (95%)

hexadecyldimethylethylammonium bromide (124-03-8) → ethylhexadecyldimethylammonium hydroxide

Conditions	Yield
With anion exchange resin (Amersep 900 OH) In ethanol; water

hexadecyldimethylethylammonium bromide (124-03-8) → C20H44N(1+)*C3H3N2(1-)

Conditions	Yield
Multi-step reaction with 2 steps 1: anion exchange resin (Amersep 900 OH) / ethanol; water 2: 12 h / 20 °C View Scheme

hexadecyldimethylethylammonium bromide (124-03-8) → C20H44N(1+)*C2H2N3(1-)

Conditions	Yield
Multi-step reaction with 2 steps 1: anion exchange resin (Amersep 900 OH) / ethanol; water 2: 12 h / 20 °C View Scheme

Upstream product

• 598-56-1 N,N-dimethyl-ethanamine 
• 112-82-3 hexadecanyl bromide 
• 74-96-4 ethyl bromide 
• 112-69-6 N,N-dimethylhexadecylamine 
• 124-28-7 N,N-dimethyl-n-octadecylamine 
• 1323108-61-7 N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amine 
• 14727-68-5 N,N-dimethyl-N-oleylamine 

Downstream Products

• 144316-87-0 2,6-bis(cyanomethyl)anisole 

Relevant articles and documents

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Vernonia oil: Conversion to a mixture of tertiary amines including N,N-Dimethyl-(12S,13R)-Epoxy-cis-9-Octadecenyl amine

Vernonia galamensis is a new potential industrial oilseed crop found in tropical Africa. It is the source of a naturally epoxidized oil called vernonia oil (VO) which is extracted from the seed of the plant. In this study VO was used as the starting material for the synthesis of a mixture of amines, with the major product amine being N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amine. VO was transesterified via a base catalyzed methanolysis using sodium methoxide to yield VO methyl esters (VOME). Aminolysis of the VOME with dimethylamine as reagent and solvent under reflux conditions afforded the tertiary amides, with N,N- dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amide as the major product. The mixture was then subjected to metal hydride reduction with lithium aluminum hydride in diethylether under reflux conditions to obtain the desired amine mixture including N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amine. Electron impact mass spectrometry was used to characterize the mixture of amines. Additionally, proton NMR, 13C NMR, and FTIR were used for characterization of N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amine. To further confirm the conversion of VO to the amines, the quaternary ammonium salts were synthesized and characterized by matrix-assisted laser desorption ionization time-of-flight mass spectrometry.