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Basic Information
CAS No.: 57-09-0
Name: Hexadecyl trimethyl ammonium bromide
Article Data: 44
Molecular Structure:
Molecular Structure of 57-09-0 (Hexadecyl trimethyl ammonium bromide)
Formula: C19H42BrN
Molecular Weight: 476.914
Synonyms: 1-Hexadecanaminium,N,N,N-trimethyl-, bromide (9CI);Ammonium, hexadecyltrimethyl-, bromide (8CI);CTAB;CTMB;Catinal HTB 70ET;Cirrasol OD;HDTMA-Br;HTAB;Lissolamine;Micol;N,N,N-Trimethyl-1-hexadecanaminium bromide;N-Cetyl-N,N,N-trimethylammonium bromide;N-Hexadecyl-N,N,N-trimethylammonium bromide;Palmityltrimethylammoniumbromide;Pollacid;Softex KW;Trimethylhexadecylammonium bromide;
EINECS: 200-311-3
Density: 1.1107 (rough estimate)
Melting Point: 248-251 °C(lit.)
Flash Point: 244 °C
Solubility: H2O: 50 mg/mL
Appearance: white powder
Hazard Symbols: HarmfulXn, DangerousN
Risk Codes: 22-37/38-41-50-50/53-36/37/38
Safety: 26-39-61-37/39-60-36
Transport Information: UN 3077 9/PG 3
PSA: 0.00000
LogP: 3.17790
Synthetic route
112-82-3

hexadecanyl bromide

75-50-3

trimethylamine

57-09-0

cetyltrimethylammonim bromide

Conditions
ConditionsYield
With methanol
With ethanol
With ethanol at 115℃;

C19H42N(1+)*C10H7N4O9(1-)

A

28995-89-3

1,3,6,8-tetranitronaphthalene

B

57-09-0

cetyltrimethylammonim bromide

Conditions
ConditionsYield
In 1,4-dioxane at 25℃; Equilibrium constant;
74784-26-2

hexadecyltrimethylammonium cyanide

A

143-33-9

sodium cyanide

B

57-09-0

cetyltrimethylammonim bromide

Conditions
ConditionsYield
With sodium bromide In water at 20℃; Equilibrium constant;
99023-50-4

4-(4-Dimethylamino-phenylazo)-benzenesulfonatehexadecyl-trimethyl-ammonium;

A

547-58-0

methyl orange

B

57-09-0

cetyltrimethylammonim bromide

Conditions
ConditionsYield
With sodium bromide at 19.9℃; Equilibrium constant; var. temps.;
74-96-4

ethyl bromide

112-69-6

N,N-dimethylhexadecylamine

57-09-0

cetyltrimethylammonim bromide

2Br(1-)*C4H5N2(1-)*C19H42N(1+)*Zn(2+)

57-09-0

cetyltrimethylammonim bromide

Conditions
ConditionsYield
In ethanol at 80℃; for 0.0833333h; Sonication;
57-09-0

cetyltrimethylammonim bromide

505-86-2

cetyltrimethylammonium hydroxide

Conditions
ConditionsYield
With Amberlyst A-26(OH-)form In methanol100%
With Amberlite CG-400 resin
With Amberlite IRA-900 In methanol
trimethyl sulphoxonium

trimethyl sulphoxonium

4'-fluoro-2-(1H-1,2,4-triazol-1-yl)propiophenone hydrochloride

71-55-6

1,1,1-trichloroethane

57-09-0

cetyltrimethylammonim bromide

2-(4-fluorophenyl)-2-[1-(1H-1,2,4-triazol-1-yl)ethyl]oxirane

Conditions
ConditionsYield
With sodium hydroxide99%
57-09-0

cetyltrimethylammonim bromide

cetyltrimethylammonium tribromide

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; potassium bromide; molybdic acid In water at 0 - 20℃; for 0.916667 - 3.5h; Product distribution / selectivity;98.86%

potassium dichromate

57-09-0

cetyltrimethylammonim bromide

cetyl-trimethylammonium dichromate

Conditions
ConditionsYield
In H2O synthesized by treating K2Cr2O7 in aqueous solution of ammonium-compd.; isolated, washed with H2O, dried in vac., kept in a dark bottle inside adesiccator, elem. anal.;98%
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Chemistry


IUPAC Name: Hexadecyl(trimethyl)azanium bromide
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
Molecular Weight: 364.44748 [g/mol]
Molecular Formula: C19H42BrN
H-Bond Donor: 0
H-Bond Acceptor: 1 
EINECS: 200-311-3 
Melting Point: 248-251 °C(lit.)
Flash Point: 244 °C
Storage temp.: Store at RT.
Solubility: H2O: 50 mg/mL
Sensitive: Hygroscopic
Stability: Stable. Incompatible with strong oxidizing agents. Protect from moisture.
Product Categories: Organics; Ammonium Bromides (Quaternary); Biochemistry; Cationic Surfactants (for Biochemistry); Quaternary Ammonium Compounds; Surfactants (for Biochemistry) 
Appearance: white powder
Classification Code of Hexadecanyltrimethylammonium bromide (CAS NO.57-09-0): Agricultural Chemical; Drug / Therapeutic Agent; Germicide, bactericide, disinfectant; Reproductive Effect; Skin / Eye Irritant

Uses

 Hexadecanyltrimethylammonium bromide (CAS NO.57-09-0) is a cationic surfactant. Its uses include providing a buffer solution for the extraction of DNA. It has been widely used in synthesis of gold nanoparticles (e.g., spheres, rods, bipyramids). It is also widely used in hair conditioning products.

Toxicity Data With Reference

1.    

skn-mus 50 mg/1H open

    BJDEAZ    British Journal of Dermatology. 86 (1972),361.
2.    

eye-rbt 450 mg SEV

    AROPAW    Archives of Ophthalmology. 40 (1948),668.
3.    

orl-rat LD50:410 mg/kg

    YKYUA6    Yakkyoku. Pharmacy. 31 (1980),471.
4.    

ivn-rat LD50:44 mg/kg

    APTOA6    Acta Pharmacologica et Toxicologica. 47 (1980),17.
5.    

ipr-mus LD50:106 mg/kg

    FCTXAV    Food and Cosmetics Toxicology. 13 (1975),331.
6.    

ivn-mus LD50:32 mg/kg

    APTOA6    Acta Pharmacologica et Toxicologica. 47 (1980),17.
7.    

ipr-rbt LD50:125 mg/kg

    PCOC**    Pesticide Chemicals Official Compendium ,Association of the American Pesticide Control Officials, Inc.(Topeka, KS.: )1966,210.
8.    

scu-rbt LD50:125 mg/kg

    PCOC**    Pesticide Chemicals Official Compendium ,Association of the American Pesticide Control Officials, Inc.(Topeka, KS.: )1966,210.
9.    

scu-gpg LD50:100 mg/kg

    28ZEAL    Pesticide Index. 5 (1976),40.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

A poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. Experimental teratogenic and reproductive effects. A skin and severe eye irritant. When heated to decomposition it emits very toxic fumes of NH3, NOx, and Br.
Hazard Codes:   Xn,  N
Risk Statements:
22:  Harmful if swallowed 
41:  Risk of serious damage to eyes 
50:  Very Toxic to aquatic organisms 
36/37/38:  Irritating to eyes, respiratory system and skin 
37/38:  Irritating to respiratory system and skin 
50/53:  Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
39:  Wear eye/face protection 
60:  This material and/or its container must be disposed of as hazardous waste 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
37/39:  Wear suitable gloves and eye/face protection 
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: BQ7875000
F: 3
HazardClass: 9

Specification

  Hexadecanyltrimethylammonium bromide (CAS NO.57-09-0), its Synonyms are 1-Hexadecanaminium, N,N,N-trimethyl-, bromide ; CETAB ; Cetrimonium bromide ; Cetyl trimethyl ammonium bromide ; N,N,N-Trimethyl-1-hexadecanaminium bromide ; (1-Hexadecyl)trimethylammonium bromide ; 1-Hexadecanaminium, N,N,N-trimethyl-, bromide ; AI3-12209 ; Acetoquat CTAB ; Bromat ; Bromure de cetrimonium ; Suticide ; Trimethylcetylammonium bromide ; Trimethylhexadecylammonium bromide ; 1-Hexadecanaminium, N,N,N-trimethyl-, bromide (1:1) .