Conditions | Yield |
---|---|
With methanol | |
With ethanol | |
With ethanol at 115℃; |
A
1,3,6,8-tetranitronaphthalene
B
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
In 1,4-dioxane at 25℃; Equilibrium constant; |
hexadecyltrimethylammonium cyanide
A
sodium cyanide
B
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
With sodium bromide In water at 20℃; Equilibrium constant; |
4-(4-Dimethylamino-phenylazo)-benzenesulfonatehexadecyl-trimethyl-ammonium;
A
methyl orange
B
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
With sodium bromide at 19.9℃; Equilibrium constant; var. temps.; |
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
In ethanol at 80℃; for 0.0833333h; Sonication; |
Conditions | Yield |
---|---|
With Amberlyst A-26(OH-)form In methanol | 100% |
With Amberlite CG-400 resin | |
With Amberlite IRA-900 In methanol |
Conditions | Yield |
---|---|
With sodium hydroxide | 99% |
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
With sulfuric acid; dihydrogen peroxide; potassium bromide; molybdic acid In water at 0 - 20℃; for 0.916667 - 3.5h; Product distribution / selectivity; | 98.86% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 12h; Inert atmosphere; | 98% |
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
With bromine In water | 97% |
With dihydrogen peroxide; vanadia at 5℃; Yield given; |
cetyltrimethylammonim bromide
cetyl trimethylammonium tribromide
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium carbonate; potassium bromide In water at 20℃; for 0.0833333h; | 96% |
With 3-chloro-benzenecarboperoxoic acid; potassium bromide In water for 0.1h; | 90% |
With potassium peroxymonosulfate; sodium bromide In water for 1h; | 90% |
Conditions | Yield |
---|---|
With potassium iodide In water | 95% |
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate In water | 93% |
With dipotassium peroxodisulfate In water at 20℃; for 0.333333h; | 92% |
With dipotassium peroxodisulfate In water |
cetyltrimethylammonim bromide
bis(trifluoromethane)sulfonimide lithium
N,N′,N′′,N′′′-hexadecyltrimethylammonium bis(trifluoromethylsulfonyl)imide
Conditions | Yield |
---|---|
In water at 20℃; for 1h; | 93% |
potassium permanganate
cetyltrimethylammonim bromide
cethyltrimethylammonium permanganate
Conditions | Yield |
---|---|
In H2O ammonium-compd. stirred with an equivalent amount of KMnO4 in H2O; separated, washed with H2O; | 92% |
In water pptn.; from lit. Int. J. Chem. Kinet. 27 (7) (1995) 627; | |
In water pptn. of an aq. soln. of cetyltrimethylammonium bromide with a satd. soln. of KMnO4; washed (cold water), dried for several hours under vac.; |
potassium permanganate
sodium tungstate (VI) dihydrate
cetyltrimethylammonim bromide
boric acid
manganese(II) acetate
Conditions | Yield |
---|---|
In water; 1,2-dichloro-ethane Mn and W salts mixed in H2O, treated with H3BO3, treated dropwise with excess of hexadecyltrimethylammonium bromide in water with stirring at 80-85°C; washed(water), dried (vac.), elem. anal.; | 92% |
Conditions | Yield |
---|---|
In water at 80℃; for 2h; | 92% |
Conditions | Yield |
---|---|
With acetic acid at 20℃; for 0.5h; | 91% |
ammonium cerium (IV) nitrate
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
In H2O Ce-compd. in H2O added slowly to ammonium-compd. in H2O with continuous stirring, stirred for 30 min; filtered, washed with chilled H2O, dried in vac., kept in a dark bottle inside a desiccator, elem. anal.; | 90% |
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
In methanol pptn. on addn. of 4 equiv. ammonium salt to Ru-complex (stirring); water addn., stirring for 10 min, collection (filtration), washing (water, MeOH, ether), drying (vac.); | 86% |
potassium tetrachloroplatinate(II)
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
In water at 20℃; for 6h; | 86% |
[1,3]-dioxolan-2-one
2,4-dihydroxybenzophenone
cetyltrimethylammonim bromide
2-hydroxy-4-(2'-hydroxyethoxy)benzophenone
Conditions | Yield |
---|---|
In water | 85% |
1,5-bis-(1-phenyl-3-methyl-2-pyrazol-5-on-4-yl)-1,5-pentanedione
cetyltrimethylammonim bromide
neodymium trichloride
Conditions | Yield |
---|---|
With NaOH In ethanol the pentadione-derivate and cetyltrimethyl ammonium bromide are dissolved in EtOH/NaOH and the pH of this soln. is adjusted to 8-9, lanthanide chloride is added, stirring for 2 h at room temp.; distilled water is added into the mother soln., the ppt. is centrifugally separated, the ppt. is washed with 50% EtOH and water, the product is dried at 50°C in a vac. dryer, elem. anal.; | 85% |
1,5-bis-(1-phenyl-3-methyl-2-pyrazol-5-on-4-yl)-1,5-pentanedione
cetyltrimethylammonim bromide
yttrium(III) chloride
Conditions | Yield |
---|---|
With NaOH In ethanol the pentadione-derivate and cetyltrimethyl ammonium bromide are dissolved in EtOH/NaOH and the pH of this soln. is adjusted to 8-9, YCl3 is added, stirring for 2 h at room temp.; distilled water is added into the mother soln., the ppt. is centrifugally separated, the ppt. is washed with 50% EtOH and water, the product is dried at 50°C in a vac. dryer, elem. anal.; | 85% |
1,5-bis-(1-phenyl-3-methyl-2-pyrazol-5-on-4-yl)-1,5-pentanedione
cetyltrimethylammonim bromide
praseodymium(III) chloride
Conditions | Yield |
---|---|
With NaOH In ethanol the pentadione-derivate and cetyltrimethyl ammonium bromide are dissolved in EtOH/NaOH and the pH of this soln. is adjusted to 8-9, lanthanide chloride is added, stirring for 2 h at room temp.; distilled water is added into the mother soln., the ppt. is centrifugally separated, the ppt. is washed with 50% EtOH and water, the product is dried at 50°C in a vac. dryer, elem. anal.; | 85% |
(RS)-2-(4-chloro-o-tolyloxy)propionic acid
cetyltrimethylammonim bromide
hexadecyltrimethylammonium (+/-)-2-(4-chloro-2-methylphenoxy)propionate
Conditions | Yield |
---|---|
Stage #1: (RS)-2-(4-chloro-o-tolyloxy)propionic acid With sodium hydroxide In water at 49.84℃; Stage #2: cetyltrimethylammonim bromide In water for 2h; | 85% |
5,10-dihydroindeno[1,2-b]indole
cetyltrimethylammonim bromide
5-Methyl-5,10-dihydroindeno[1,2-b]indole
Conditions | Yield |
---|---|
With methyl iodide In sodium hydroxide; benzene | 84% |
1,5-bis-(1-phenyl-3-methyl-2-pyrazol-5-on-4-yl)-1,5-pentanedione
cetyltrimethylammonim bromide
lanthanum(III) chloride
Conditions | Yield |
---|---|
With NaOH In ethanol the pentadione-derivate and cetyltrimethyl ammonium bromide are dissolved in EtOH/NaOH and the pH of this soln. is adjusted to 8-9, lanthanide chloride is added, stirring for 2 h at room temp.; distd. water is added into the mother soln., the ppt. is centrifugally separated, the ppt. is washed with 50% EtOH and water, the product is dried at 50°C in a vac. dryer, elem. anal.; | 84% |
dysprosium(III) trichloride
1,5-bis-(1-phenyl-3-methyl-2-pyrazol-5-on-4-yl)-1,5-pentanedione
cetyltrimethylammonim bromide
Conditions | Yield |
---|---|
With NaOH In ethanol the pentadione-derivate and cetyltrimethyl ammonium bromide are dissolved in EtOH/NaOH and the pH of this soln. is adjusted to 8-9, lanthanide chloride is added, stirring for 2 h at room temp.; distilled water is added into the mother soln., the ppt. is centrifugally separated, the ppt. is washed with 50% EtOH and water, the product is dried at 50°C in a vac. dryer, elem. anal.; | 83% |
1,5-bis-(1-phenyl-3-methyl-2-pyrazol-5-on-4-yl)-1,5-pentanedione
cetyltrimethylammonim bromide
gadolinium(III) chloride
Conditions | Yield |
---|---|
With NaOH In ethanol the pentadione-derivate and cetyltrimethyl ammonium bromide are dissolved in EtOH/NaOH and the pH of this soln. is adjusted to 8-9, lanthanide chloride is added, stirring for 2 h at room temp.; distilled water is added into the mother soln., the ppt. is centrifugally separated, the ppt. is washed with 50% EtOH and water, the product is dried at 50°C in a vac. dryer, elem. anal.; | 82% |
1,5-bis-(1-phenyl-3-methyl-2-pyrazol-5-on-4-yl)-1,5-pentanedione
cetyltrimethylammonim bromide
terbium(III) chloride
Conditions | Yield |
---|---|
With NaOH In ethanol the pentadione-derivate and cetyltrimethyl ammonium bromide are dissolved in EtOH/NaOH and the pH of this soln. is adjusted to 8-9, lanthanide chloride is added, stirring for 2 h at room temp.; distilled water is added into the mother soln., the ppt. is centrifugally separated, the ppt. is washed with 50% EtOH and water, the product is dried at 50°C in a vac. dryer, elem. anal.; | 82% |
sodium molybdate dihydrate
cetyltrimethylammonim bromide
oxalic acid dihydrate
Conditions | Yield |
---|---|
Stage #1: sodium molybdate dihydrate With sulfuric acid; dihydrogen peroxide In water pH=2; Stage #2: cetyltrimethylammonim bromide; oxalic acid dihydrate In water for 0.0833333h; pH=2; Cooling with ice; | 82% |
sodium molybdate dihydrate
dihydrogen peroxide
cetyltrimethylammonim bromide
oxalic acid
Conditions | Yield |
---|---|
Stage #1: sodium molybdate dihydrate; dihydrogen peroxide With sulfuric acid In water pH=2; Stage #2: cetyltrimethylammonim bromide; oxalic acid In water for 0.0833333h; pH=2; Cooling with ice; | 82% |
cetyltrimethylammonim bromide
cetyltrimethylammonium hypochlorite
Conditions | Yield |
---|---|
With sodium hypochlorite; chlorine In dichloromethane at 20℃; | 81% |
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
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.
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. |
Reported in EPA TSCA Inventory.
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
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) .
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