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36932

Supelco

Hexadecyltrimethylammonium bromide

analytical standard

Synonym(s):

CTAB, Cetrimonium bromide, Cetyltrimethylammonium bromide, Palmityltrimethylammonium bromide

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About This Item

Linear Formula:
CH3(CH2)15N(Br)(CH3)3
CAS Number:
57-09-0
Molecular Weight:
364.45
Beilstein:
3598189
EC Number:
200-311-3
MDL number:
MFCD00011772
UNSPSC Code:
41116107
PubChem Substance ID:
329755544
NACRES:
NA.24

grade

analytical standard

Quality Level

100

description

cationic

Assay

98-102%

shelf life

limited shelf life, expiry date on the label

mol wt

364.45 g/mol

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

248-251 °C (lit.)

solubility

H2O: soluble 36.4 g/L at 20 °C (completely)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

SMILES string

[Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C

InChI

1S/C19H42N.BrH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(2,3)4;/h5-19H2,1-4H3;1H/q+1;/p-1

InChI key

LZZYPRNAOMGNLH-UHFFFAOYSA-M

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General description

Cetrimonium bromide(CTAB) is a quaternary ammonium derivative known to enhance anti-tumor activity. It is one of the components of the broad-spectrum antiseptic cetrimide and may also be used as a buffer for DNA extraction.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

CTAB may be used as a reference standard for the determination of:
  • CTAB in various water samples by combining a dispersive liquid-liquid microextraction (DLLME) technique with high performance liquid chromatography.
  • CTAB in pharmaceutical formulations by reversed-phase high-performance liquid chromatography (RP- HPLC).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - STOT RE 2 Oral - STOT SE 3

Target Organs

Gastrointestinal tract, Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK9002
BCCJ9677
BCCD6967
BCCC4842
BCBZ6093

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Journal of Applied Chemistry Application of dispersive liquid-liquid microextraction and high-performance liquid chromatography for the determination of cetrimonium bromide in water samples.
Rajabi M and Ghazaghi M
J. Appl. Chem., 8(27) (2013)
Potential use of cetrimonium bromide as an apoptosis-promoting anti-cancer agent for head and neck cancer
Ito E, et al.
Molecular Pharmacology (2009)
Development and validation of RP-HPLC method for cetrimonium bromide and lidocaine determination.
Malenovic A, et al.
Il Farmaco (Societa Chimica Italiana : 1989), 60(2), 157-161 (2005)
Lourdes Pérez et al.
European journal of medicinal chemistry, 44(5), 1884-1892 (2008-12-17)
Biocompatible cationic surfactants from the amino acid lysine (hydrochloride salts of N(epsilon)-lauroyl lysine methyl ester, N(epsilon)-myristoyl lysine methyl ester and N(epsilon)-palmitoyl lysine methyl ester) have been prepared in high yields by lysine acylation in epsilon position with three natural saturated
Sebastien Fraud et al.
Antimicrobial agents and chemotherapy, 52(12), 4478-4482 (2008-10-08)
The biocide chlorhexidine (CHX) as well as additional membrane-active agents were shown to induce expression of the mexCD-oprJ multidrug efflux operon, dependent upon the AlgU stress response sigma factor. Hyperexpression of this efflux system in nfxB mutants was also substantially
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