Didecyl dimethyl ammonium bromide
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Didecyl dimethyl ammonium bromide
structure -
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CAS No:
2390-68-3
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Formula:
C22H48N.Br
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Chemical Name:
Didecyl dimethyl ammonium bromide
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Synonyms:
1-Decanaminium,N-decyl-N,N-dimethyl-,bromide (1:1);Ammonium,didecyldimethyl-,bromide;Didecyl dimethyl ammonium bromide;1-Decanaminium,N-decyl-N,N-dimethyl-,bromide;Deciquam;DDAB;Deciquam 222;Bromosept;N-Decyl-N,N-dimethyldecan-1-aminium bromide;Bestaquam-S
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CAS No:
Didecyl dimethyl ammonium bromide Basic Attributes
406.53
405.296997
219-234-1
72L098XL5Y
DTXSID9046528
2923900090
Safety Information
3
36/37/38
26-45-36/37/39-28
Xi
Stable. Incompatible with strong oxidizing agents.
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (97.78%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Didecyl dimethyl ammonium bromide Use and Manufacturing
To a 100 mL round bottom flask was added 7.75 g (20 mmol) of compound N, N-dimethyl-N, N-didecyl ammonium bromide, 20 mL of tetrahydrofuran and 0.528 g (22 mmol) of sodium hydride.The reaction was carried out at 65 C for 1 hour, and 1.69 g (10 mmol) of glyphosate was added.The reaction was stirred at 30 C for 1 hour. After suction filtration, the filtrate was concentrated to dryness under reduced pressure at 50 C or less.The product was washed with a small amount of dichloromethane and the product was placed in a vacuum oven.Drying at 50 C gave a pale yellow waxy solid with a yield of 95%.[N1, 1, 10, 10][Ibu] was prepared according to a previous literature report[3]. A dry flask (1 L), equipped with a magnetic stir bar, was charged with a solution of 1-decylbromide (33.17 g, 150 mmol) in acetonitrile (300 mL) and dimethyldecylamine (27.08 g, 150 mmol). The reaction mixture was stirred for 12 h at 90 C. The resulting solution was concentrated under vacuum to give the product. The product was dissolved in water (51 g/100 mL) and ethanol (10 mL) was added to this solution. The aqueous layer was washed with 3 x 50 mL of hexane (eliminated fractions) and 3 x 25 mL of chloroform. The chloroform layers were concentrated under vacuum to give the [DiC10][Br]. An aqueous solution of [DiC10][Br] was eluted on an hydroxide ion exchange resin. The aqueous solution of [DiC10][OH] was neutralized with an aqueous HCl under dry argon. The [DiC10][Cl] was dried and store under dry nitrogen. 1H NMR (300 MHz, CDCl3, 25 C, TMS): delta (ppm) = 0.85 (t, 6H; CH3, 3J = 6.9 Hz), 1.23-1.32 (m, 28H; CH2), 1.66 (m, 4H; NCH2CH2), 3.38 (s, 6H; NCH3), 3.45 (m, 4H; NCH2). 13C NMR (75 MHz, CDCl3, 25 C): delta (ppm) = 14.1, 22.6, 22.7, 26.2, 29.2, 29.4, 31.8, 51.3, 63.5. Anal. Calc. for (C22H48NCl): C, 72.98%; H, 13.36%; N, 3.87%; Cl, 9.79%. Found: C, 72.88%; H, 13.33%; N, 3.96%; Cl, 9.83%. m.p. = 88 C. (Yield: 95%).A dry flask (1 L), equipped with a magnetic stir bar, was charged with a solution of 1-decylbromide (33.17 g, 150 mmol) in acetonitrile (300 mL) and dimethyldecylamine (27.08 g, 150 mmol). The reaction mixture was stirred for 12 h at 90 C. The resulting solution was concentrated under vacuum to give the product. The product was dissolved in water (51 g/100 mL) and ethanol (10 mL) was added to this solution. The aqueous layer was washed with 3 x 50 mL of hexane (eliminated fractions) and 3 x 25 mL of chloroform. The chloroform layers were concentrated under vacuum to give the [DiC10][Br]. An aqueous solution of [DiC10][Br] was eluted on an hydroxide ion exchange resin. The aqueous solution of [DiC10][OH] was neutralized with an aqueous HCl under dry argon. The [DiC10][Cl] was dried and store under dry nitrogen.Method 2: 500 mL 2 District of round bottom flask (RBF)potassium salt of 3a (50 g, 126.9 mmol) was dissolved in deionized water of 300mL, 100 mL of deionized water where the N- dodecyl -N, N- dimethyldecane-1-aminium bromide (51 g, 126.9 mmol) was added. The reaction mixture wasleft with stirring for 17 hours at room temperature. The brown liquid wasprecipitated on the bottom of the RBF, were separated using a separationfunnel. To this was added water (100 mL) and extracted with ether (2 x 100 mL).Collect the ether layer to give the dimethyl didecyl ammonium sulfonate 7adried using Na2SO4, and the resulting salt was concentrated and vacuum dryingat 35 liquid compound in a yield of 97% (83.5g)
The asymmetric phase transfer catalyst is especially suitable for the oxidation reaction catalyzed by ruthenium trichloride.
Computed Properties
Molecular Weight:406.5
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:18
Exact Mass:405.29701
Monoisotopic Mass:405.29701
Heavy Atom Count:24
Complexity:200
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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Didecyl dimethyl ammonium bromide
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