bis(chloromethyl)mercury
N,N-dimethyl-aniline
A
phenyltrimethylammonium chloride
B
4,4'-methylene-bis(N,N-dimethylaniline)
Conditions | Yield |
---|---|
In dibutyl ether at 100℃; for 48h; | A n/a B 96% |
Conditions | Yield |
---|---|
With silver(I) chloride |
Conditions | Yield |
---|---|
trichlorophosphate |
phenyltrimethylammonium chloride
Conditions | Yield |
---|---|
With pyrene In acetonitrile Irradiation; CIDNP effects of the photochemical dediazonation; reaction in the absence of pyrene in dioxane; |
A
phenyltrimethylammonium chloride
B
Trp-Aib-Gly-Leu-NHPh
Conditions | Yield |
---|---|
In chloroform-d1 at 24.84℃; Equilibrium constant; complex formation; |
A
phenyltrimethylammonium chloride
B
Trp-Aib-Gly-Leu-NH-C6H3(3,5-Me2)
Conditions | Yield |
---|---|
In chloroform-d1 at 24.84℃; Equilibrium constant; complex formation; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 42 percent / tetrahydrofuran / 36 h / 20 °C 2: dibutyl ether / 48 h / 100 °C View Scheme |
aniline
methyl trifluoromethanesulfonate
A
N-methylaniline hydrochloride
B
phenyltrimethylammonium chloride
C
aniline hydrochloride
D
N,N-dimethylaniline hydrochloride
Conditions | Yield |
---|---|
Stage #1: aniline; methyl trifluoromethanesulfonate With 1,1,1,3',3',3'-hexafluoro-propanol In d(4)-methanol at 20℃; for 1h; Stage #2: With hydrogenchloride In water for 1h; |
Conditions | Yield |
---|---|
Stage #1: phenyltrimethylammonium chloride; MORPHIN With potassium phosphate In acetone at 50 - 60℃; for 25h; Heating / reflux; Stage #2: With phosphoric acid In water; acetone at 20℃; for 0.5h; Product distribution / selectivity; | 100% |
Stage #1: phenyltrimethylammonium chloride; MORPHIN With potassium hydrogencarbonate In toluene at 50 - 115℃; for 8 - 28h; Heating / reflux; Stage #2: With phosphoric acid In ethanol; water; toluene at 20℃; for 0.5h; Product distribution / selectivity; | 90% |
Stage #1: phenyltrimethylammonium chloride; MORPHIN With potassium phosphate In toluene at 70 - 115℃; for 2h; Heating / reflux; Stage #2: With phosphoric acid In ethanol; water; toluene at 20 - 30℃; for 0.75h; Product distribution / selectivity; | 82% |
phenyltrimethylammonium chloride
codeine phosphate
Conditions | Yield |
---|---|
Stage #1: morphine; phenyltrimethylammonium chloride With potassium hydrogencarbonate In toluene at 50 - 115℃; for 29h; Heating / reflux; Stage #2: In toluene at 20℃; activated carbon (charcoal); Stage #3: With phosphoric acid In ethanol; water at 20℃; for 0.5h; | 99.6% |
Stage #1: morphine; phenyltrimethylammonium chloride With potassium hydrogencarbonate In toluene at 50 - 115℃; for 9h; Heating / reflux; Stage #2: In toluene at 20℃; activated carbon (charcoal); Stage #3: With phosphoric acid In ethanol; water at 20℃; for 0.5h; | 99.8% |
Conditions | Yield |
---|---|
With potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene | 99% |
With potassium carbonate In toluene | 99% |
With potassium carbonate In toluene | 98% |
phenyltrimethylammonium chloride
4-methoxyphenylzinc chloride
4-methoxylbiphenyl
Conditions | Yield |
---|---|
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 12h; Inert atmosphere; Schlenk technique; Heating; | 95% |
With C38H34Br2N4Ni2P2; potassium iodide In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 65℃; for 12h; Inert atmosphere; Schlenk technique; | 90% |
With C32H26ClN2NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 85℃; for 12h; Inert atmosphere; | 74% |
N-formyl-2-hydroxy-3-methoxy-6-oxomorphinan
phenyltrimethylammonium chloride
Conditions | Yield |
---|---|
With sodium methylate In 1,4-dioxane; N,N-dimethyl-formamide at 80℃; for 12h; | 93% |
para-tert-butylphenol
phenyltrimethylammonium chloride
A
1-(tert-butyl)-4-methoxybenzene
B
N,N-dimethyl-aniline
Conditions | Yield |
---|---|
With caesium carbonate In toluene for 27h; Heating; | A 92% B n/a |
phenyltrimethylammonium chloride
14-benzyloxy-17-cyclopropylmethyl-4-hydroxymorphinan-6-one
Conditions | Yield |
---|---|
With hydrogenchloride; potassium carbonate In N,N-dimethyl-formamide for 7h; | 92% |
tris(trifluoromethanesulfonyl)methide potassium salt
phenyltrimethylammonium chloride
C4F9O6S3(1-)*C9H14N(1+)
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 1h; | 90.2% |
phenyltrimethylammonium chloride
(4-(dimethylamino)phenyl)zinc(II) chloride
N,N-dimethyl-4-biphenylamine
Conditions | Yield |
---|---|
With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 90℃; for 8h; Negishi coupling reaction; Inert atmosphere; | 90% |
phenyltrimethylammonium chloride
β-naphthol
A
2-Methoxynaphthalene
B
N,N-dimethyl-aniline
Conditions | Yield |
---|---|
With caesium carbonate In toluene for 2h; Heating; | A 89% B n/a |
4-nitro-phenol
phenyltrimethylammonium chloride
A
para-methoxynitrobenzene
B
N,N-dimethyl-aniline
Conditions | Yield |
---|---|
With caesium carbonate In toluene for 48h; Heating; | A 88% B n/a |
α-naphthol
phenyltrimethylammonium chloride
A
N,N-dimethyl-aniline
B
1-Methoxynaphthalene
Conditions | Yield |
---|---|
With caesium carbonate In toluene for 21h; Heating; | A n/a B 87% |
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 16h; | 87% |
Conditions | Yield |
---|---|
With diethylene glycol dimethyl ether; potassium carbonate at 150 - 155℃; for 0.5h; | 86% |
phenyltrimethylammonium chloride
(-)-3,14-dimethoxy-4-hydroxy-N-methylmorphinan-6-one
(-)-3,4,14-trimethoxy-N-methylmorphinan-6-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 5h; | 85% |
phenyltrimethylammonium chloride
4-chloro-phenol
A
4-chloromethoxybenzene
B
N,N-dimethyl-aniline
Conditions | Yield |
---|---|
With caesium carbonate In toluene for 6h; Heating; | A 85% B n/a |
phenyltrimethylammonium chloride
5,6-didehydro-4,14β-dihydroxy-3-methoxy-17-methylmorphinan-6-carbonitrile
Conditions | Yield |
---|---|
With nitrogen; potassium carbonate In N,N-dimethyl-formamide for 5h; Heating; | 85% |
phenyltrimethylammonium chloride
3-(benzyloxy)-14-ethoxy-4-hydroxy-N-methylmorphinan-6-one
3-(benzyloxy)-14-ethoxy-4-methoxy-N-methylmorphinan-6-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 3h; | 84% |
phenyltrimethylammonium chloride
4,5α-epoxy-3-methoxy-17-methyl-morphin-7-en-6α-ol
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In toluene at 50 - 115℃; for 49h; Heating / reflux; | 84% |
Stage #1: morphine; phenyltrimethylammonium chloride With potassium dihydrogenphosphate In toluene at 50 - 115℃; for 7.5h; Heating / reflux; Stage #2: With sodium hydroxide In Isopropyl acetate; water; acetic acid at 20℃; pH=14; activated carbon (charcoal); | 82% |
Stage #1: morphine; phenyltrimethylammonium chloride With potassium dihydrogenphosphate In toluene at 50 - 115℃; for 3.5h; Heating / reflux; Stage #2: In water; acetic acid at 20℃; activated carbon (charcoal); Stage #3: With sodium hydroxide In water pH=12; |
phenyltrimethylammonium chloride
Conditions | Yield |
---|---|
With hydrogenchloride In water; isopropyl alcohol for 0.5h; Reflux; | 83% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; | 82% |
phenyltrimethylammonium chloride
allopseudocodeine
Conditions | Yield |
---|---|
With sodium ethanolate In toluene Reflux; | 80% |
8-bromo-6-methoxy-2-phenethyl-1,2,3,4-tetrahydroisoquinolin-7-ol
phenyltrimethylammonium chloride
8-bromo-6,7-dimethoxy-2-phenethyl-1,2,3,4-tetrahydroisoquinoline
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 60 - 70℃; for 8h; Inert atmosphere; | 79% |
With potassium tert-butylate In N,N-dimethyl-formamide at 60 - 70℃; for 8h; Inert atmosphere; | 79% |
phenyltrimethylammonium chloride
4,14-dihydroxy-N-methylmorphinan-6-one
(-)-4-methoxy-14-hydroxy-6-keto-N-methylmorphinan
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide | 77% |
phenyltrimethylammonium chloride
Conditions | Yield |
---|---|
With hydrogen bromide; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; | 76% |
phenyltrimethylammonium chloride
(+/-)-2,4-dihydroxy-N-formylmorphinan-6-one
Conditions | Yield |
---|---|
With sodium methylate In 1,4-dioxane; N,N-dimethyl-formamide at 80℃; for 16h; | 74% |
(-)-4-hydroxy-14-methoxy-N-methylmorphinan-6-one
phenyltrimethylammonium chloride
(-)-4,14-dimethoxy-N-methylmorphinan-6-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 2h; | 73% |
Conditions | Yield |
---|---|
With sodium methylate In 1,4-dioxane for 24h; Heating; | 73% |
phenyltrimethylammonium chloride
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide for 3h; | 73% |
IUPAC Name: Benzenaminium, N,N,N-trimethyl-, chloride
The MF of Benzenaminium, N,N,N-trimethyl-, chloride (138-24-9) is C9H14ClN.
The MW of Benzenaminium, N,N,N-trimethyl-, chloride (138-24-9) is 171.67.
Synonyms of Benzenaminium, N,N,N-trimethyl-, chloride (138-24-9): Ammonium, phenyltrimethyl-, chloride ; Benzenaminium, N,N,N-trimethyl-, chloride ; N,N,N-Trimethylanilinium chloride ; N,N,N-Trimethylbenzenaminium chloride ; Phenyltrimethylammonium chloride
Product Categories: Ammonium Chlorides (Quaternary);Quaternary Ammonium Compounds
Form: White or greyish-bleu crystalline powder
Melting Point: 246-248 °C (dec.)(lit.)
Water Solubility: soluble
Sensitive: Hygroscopic
EINECS: 205-319-0
BRN: 3572527
Benzenaminium, N,N,N-trimethyl-, chloride (138-24-9) is used as pharmaceutical Intermediates.
1. | orl-mus LDLo:200 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 43 (1931),413. | ||
2. | ivn-mus LDLo:15 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 43 (1931),413. |
Reported in EPA TSCA Inventory.
Poison by ingestion and intravenous routes. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl−.
Safety information of Benzenaminium, N,N,N-trimethyl-, chloride (138-24-9):
Hazard Codes T
Risk Statements
24/25 Toxic in contact with skin and if swallowed
Safety Statements
53 Avoid exposure - obtain special instruction before use
25 Avoid contact with eyes
39 Wear eye/face protection
45 In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR UN 2811 6.1/PG 3
WGK Germany 1
RTECS BT2190000
HazardClass 6.1
PackingGroup III
HS Code 29239000
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