693-33-4

Basic information

• Product Name: HEXADECYLBETAINE
• Synonyms: HEXADECYLBETAINE;(carboxylatomethyl)hexadecyldimethylammonium;1-Hexadecanaminium, N-(carboxymethyl)-N,N-dimethyl-, inner salt;2-(hexadecyl-dimethyl-ammonio)acetate;Palmityldimethylbetaine;N,N-Dimethyl-N-hexadecylbetaine;2-(Hexadecyldimethylammonio)acetic acid;Cetyl Dimethyl Betaine
• CAS NO: 693-33-4
• Molecular Formula: C₂₀H₄₁NO₂
• Molecular Weight: 341.57162
• EINECS: 211-748-4
• Mol File: 693-33-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 465.41°C (rough estimate)
• Appearance: /
• Density: 0.9732 (rough estimate)
• Vapor Pressure: 13.197hPa at 21.1℃
• Refractive Index: 1.5614 (estimate)
• Water Solubility: 444.8g/L at 25℃
• CAS DataBase Reference: HEXADECYLBETAINE(CAS DataBase Reference)
• NIST Chemistry Reference: HEXADECYLBETAINE(693-33-4)
• EPA Substance Registry System: HEXADECYLBETAINE(693-33-4)

Safety Data

• Hazardous Substances Data: 693-33-4(Hazardous Substances Data)

Usage

Chemical Properties

Liquid

Uses

Lonzaine(R) 16SP is a mild, high foaming, biodegradable cetyl betaine. Suggested applications: foam stabilizer, thickener for shampoos.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(2,3)19-20(22)23/h4-19H2,1-3H3

Synthetic route

N,N-dimethylhexadecylamine (112-69-6) + sodium monochloroacetic acid (3926-62-3) → (N-hexadecyl-N,N-dimethylammonio)acetate (693-33-4)

Conditions	Yield
With ethanol at 100℃;
In ethanol Heating;
In ethanol; acetonitrile for 240h; Heating;

carboxymethyl-hexadecyl-dimethyl-ammonium; bromide (5466-51-3) → (N-hexadecyl-N,N-dimethylammonio)acetate (693-33-4)

Conditions	Yield
With silver carbonate

methyl N-hexadecyl-N,N-dimethylglycinate chloride (74729-09-2) → methanol (67-56-1) + (N-hexadecyl-N,N-dimethylammonio)acetate (693-33-4)

Conditions	Yield
With sodium hydroxide; lithium chloride In water at 25℃; Rate constant; other salts, MTACl or CTACl wer used;

hexadecanyl bromide (112-82-3) → (N-hexadecyl-N,N-dimethylammonio)acetate (693-33-4)

Conditions	Yield
Multi-step reaction with 2 steps 2: aq. ethanol / Heating View Scheme

Upstream product

• 112-82-3 hexadecanyl bromide 
• 74729-09-2 methyl N-hexadecyl-N,N-dimethylglycinate chloride 
• 5466-51-3 carboxymethyl-hexadecyl-dimethyl-ammonium; bromide 
• 112-69-6 N,N-dimethylhexadecylamine 
• 3926-62-3 sodium monochloroacetic acid 

Relevant articles and documents

The Effects of Zwitterionic Surfactant Systems upon Aromatic Nucleophilic Substitution

Reactions of OH(-) with 4-chloro-3,5-dinitrobenzoic acid (1) and 2-chloro-3,5-dinitrobenzoic acid (2) have been examined in solutions of N,N-dimethyl-N-tetradecylglycine (DTG) and N,N-dimethyl-N-hexadecylglycine (DHG).DTG and DHG ihibit hydroxydehalogenation of (1) and kinetic profiles for this reaction tend towards a plateau which assumes different values depending on the pH; hence the inhibition does not stop the reaction.Reactions of (2) with OH(-) in the presence of DTG and DHG exhibit a 'non-effect'.The important factor underlying this difference of behaviour between (1) and (2) in the presence of zwitterionic surfactants is probably the orientation of the substrates within the microaggregates.