hexadecyltrimethylazanium bromide

• ChemBase ID: 105764
• Molecular Formular: C19H42BrN
• Molecular Mass: 364.44748
• Monoisotopic Mass: 363.25006235
• SMILES: CCCCCCCCCCCCCCCC[N+](C)(C)C.[Br-]
• Canonical SMILES: CCCCCCCCCCCCCCCC[N+](C)(C)C.[Br-]
• InChI: 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
• InChIKey: LZZYPRNAOMGNLH-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: hexadecyltrimethylazanium bromide
• IUPAC Traditional name: cetyl-trimethyl-ammonium bromide
• Synonyms: CETYLTRIMETHYLAMMONIUM BROMIDE; Hexadecyltrimethylammonium bromide; Cetrimonium bromide; Cetyltrimethylammonium bromide; Palmityltrimethylammonium bromide; Cetrimonium bromide; Hexadecyltrimethylammonium bromide; CTAB; CETYLTRIMETHYL AMMONIUM BROMIDE; (1-Hexadecyl)trimethylammonium bromide; N,N,N-Trimethyl-1-hexadecanaminium Bromide; BCTA; Bromat; CTABr; CTMAB; CTMB; Cirrasol OD; HDTMA-Br; HTAB; Lauroseptol; Lissolamine; Lissolamine A; Micol; N,N,N-Trimethylhexadecan-1-ammonium Bromide; N,N,N-Trimethylhexadecylammonium bromide; N-Cetyl-N,N,N-trimethylammonium Bromide; N-Cetyltrimethylammonium Bromide; N-Hexadecyl-N,N,N-trimethylammonium Bromide; Pollacid; Quamonium; Softex KW; Trimethylcetylammonium bromide; Varisoft CTB 40; ZYS 08; n-Hexadecyltrimethylammonium Bromide; Hexadecyltrimethylammonium Bromide; 溴化十六烷基三甲铵; 溴棕三甲铵; 鲸蜡烷三甲基溴化铵; 十六烷基三甲基溴化铵; (1-十六烷基)三甲基溴化铵

Database IDs

• CAS Number: 57-09-0
• EC Number: 200-311-3
• MDL Number: MFCD00011772
• Beilstein Number: 3598189
• Merck Index: 142025
• PubChem SID: 162092665; 24874357; 24895846; 24874353; 24862956; 24895734; 24895714
• PubChem CID: 5974
• CHEBI ID: 3567
• ATC CODE: D08AJ02; R02AA17
• CHEMBL: 113150
• Chemspider ID: 5754
• KEGG ID: D03454
• Unique Ingredient Identifier: L64N7M9BWR
• Wikipedia Title: Cetrimonium_bromide

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.6865559
• LogD (pH = 7.4): 2.6865559
• Log P: 2.6865559
• Molar Refractivity: 104.9873 cm^3
• Polarizability: 37.275402 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M at 40 °C, clear, colorless; H2O: soluble0.1 M, clear, colorless to faintly yellow; H2O: soluble50 mg/mL
• Apperance: white; white powder
• Melting Point: 237-243; 237–243 °C (decomposes); 237-243°C; 248-251 °C(lit.); ca 245°C dec.
• Flash Point: >93.3°C; 244 °C; 244°C(471°F); 471.2 °F
• Absorption Wavelength: λ: 240 nm Amax: 0.04; λ: 250 nm Amax: 0.03; λ: 260 nm Amax: 0.02; λ: 260 nm Amax: 0.06; λ: 280 nm Amax: 0.05; λ: 500 nm Amax: 0.02
• Critical Micelle Concentration: 0.92; 0.92 mM(20-25°C); 1 mM(20-25°C)
• Aggregation Number of Micelle: 170
• pH: 5.0-7.0 (25 °C, 0.1 M in H2O)
• Hydrophilic Lipophilic Balance: 10; 11

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• RTECS: BQ7875000
• European Hazard Symbols: Corrosive (C); Nature polluting (N); X; Harmful (Xn)
• UN Number: 1759; 3077; UN3077
• German water hazard class: 3
• Hazard Class: 8; 9
• Packing Group: 3; II; III
• Australian Hazchem: 2X
• Risk Statements: 22-37/38-41-50/53; R:22-34; R:22-36
• Safety Statements: 26-36/37/39-57-60; 26-39-60-61; S:26-27/28-36/37/39-46-64; S:26-36/37/39
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335-H410; H318-H315-H400-H410-H302-H335
• GHS Precautionary statements: P261-P273-P280-P305 + P351 + P338-P501; P280-P273-P305+P351+P338-P337+P313-P391-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Pharmacology Properties

• Target: Others

Product Information

• Purity: ~98%; ≥96.0% (AT); ≥98%; ≥99%; ≥99.0%; ≥99.0% (AT); 95%; 98%
• Grade: analytical standard, for environmental analysis; for ion pair chromatography; for molecular biology
• Salt Data: Free Base
• Suitability: corresponds to standard for filter test; suitable for DNA precipitation
• Ignition Residue: ≤0.1%; ≤0.2%
• Description: cationic
• Impurities: ≤0.001% Phosphorus (P); ≤0.1% Insoluble matter; DNases, none detected; insoluble matter, passes filter test; phosphatases, none detected; proteases, none detected; RNases, none detected
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.5 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.0005%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.2% loss on drying; ≤0.5% loss on drying
• Quality Level: PREMIUM
• Mol. Weight: average mol wt 62,000; micellar avg mol wt 62,000
• λ: 0.1 M in H2O; 10 % in methanol
• Product Line: BioUltra
• Linear Formula: CH3(CH2)15N(Br)(CH3)3

DETAILS

MP Biomedicals - 02195029

Phase transfer catalyst.

MP Biomedicals - 02194004

Molecular Biology Reagent
Purity: ~98%
Phase transfer catalyst ideal for the precipitation of DNA.

Sigma Aldrich - H5882

Application
阳离子表面活性剂
包装
1 kg in poly bottle
100, 500 g in poly bottle

Sigma Aldrich - 52369

Other Notes
CTAB discontinuous gel electrophoresis1; Enhances ConA-mediated agglutination of rat T-lymphocytes2; Use of mixed surfactants in micellar electrokinetic chromatography3

Sigma Aldrich - 52367

Other Notes
Additive for ion-pair chromatography1,2; Ion-pair reagent for TLC3,4

Sigma Aldrich - 52370

Other Notes
Titrant for the potentiometric titration of perchlorate with ionselective electrodes1

Sigma Aldrich - 855820

Application
Phase-transfer catalyst for polyamide,1 polycarbonate,2 and polythiocarbonate2 formation.

Toronto Research Chemicals - H293860

Hexadecyltrimethylammonium Bromide (CTAB) is a cationic surfactant used as a template in the synthesis of Mesoporous γ-Fe2O3.

REFERENCES

• Yu, H.-h., et al.: Gongneng Cailiao, 42, 2005 (2011)
• O-Alkylation of alcohols and phenols; see 2,6-Dimethylphenol, A11947. Surfactant-assisted permanganate oxidations: Can. J. Chem., 67, 1381 (1989). Reduction of alkyl halides to alkanes using zinc powder in micelles: Synth. Commun., 19, 1649 (1989). Control of ortho-para ratio in the bromination of anilines: Tetrahedron Lett., 30, 6209 (1989). Also facilitates ligand-free palladium salt-catalyzed Heck and Suzuki cross-coupling reactions in water: Tetrahedron Lett., 46, 3357 (2005).
• Surfactant-type catalyst (see Appendix 2) with many applications: