2-azido-1-phenylethan-1-ol
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With Zn(BH4)2(Ph3P)2 In tetrahydrofuran Reduction; Heating; | 100% |
With (1,4-diazabicyclo{2.2.2}-octane)zinc(II) tetrahydoborate In tetrahydrofuran for 0.34h; Heating; | 95% |
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 0 - 35℃; for 0.333333h; Reduction; | 90% |
2-diphenylmethylenamino-1-phenylethanol
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With hydrogenchloride | 100% |
5-phenyloxazolidin-2-one
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With N-(2-Aminoethyl)aminomethyl polystyrene In tetrahydrofuran at 60℃; | 99% |
2-(2-hydroxy-2-phenyl-ethyl)-isoindole-1,3-dione
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With hydrazine hydrate In water at 60℃; for 3h; | 97% |
With sodium hydroxide | |
With hydrazine hydrate In ethanol for 4h; Heating; Yield given; |
(+/-)-1-[1-(tert-butylperoxy)-2-nitroethyl]benzene
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In methanol at 20℃; Inert atmosphere; | 90% |
With palladium on activated charcoal; hydrogen In methanol at 20℃; under 760.051 Torr; for 5h; |
N-<(trimethylsilyl)methyl>benzaldimine
benzaldehyde
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran; N,N-dimethyl-formamide for 48h; Ambient temperature; | 88% |
Conditions | Yield |
---|---|
With (phthalocyaninato)iron(II); O-pivaloylhydroxylamine trifluoromethanesulfonate salt In water; acetonitrile at 25℃; for 16h; Inert atmosphere; regioselective reaction; | 88% |
With water In dimethyl sulfoxide at 20℃; for 6h; pH=7.4; | |
Multi-step reaction with 2 steps 1: tetrahydrofuran / 0.5 h / 120 °C / Microwave irradiation; Sealed tube 2: hydrogenchloride; water / 10 h / 100 °C / Sealed tube View Scheme |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 0℃; for 0.5h; | 85% |
Conditions | Yield |
---|---|
Stage #1: styrene oxide With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 25℃; for 20h; Stage #2: With water In tetrahydrofuran at 25℃; for 5h; regioselective reaction; | 81% |
With ammonia In methanol; water at 4℃; for 360h; | 66.5% |
With ammonia In methanol |
styrene
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With (phthalocyaninato)iron(II); O-pivaloylhydroxylamine trifluoromethanesulfonate salt In water; acetonitrile at 25℃; for 16h; Reagent/catalyst; Temperature; Inert atmosphere; regioselective reaction; | 74% |
With lithium aluminium tetrahydride; sodium azide; oxygen; rhodamine B 1.) MeOH/H2O, irradiation, 30 deg C; 2.) Et2O2, cooling; Multistep reaction; | |
Multi-step reaction with 2 steps 1: diluted bromo potassium bromide / 90 °C 2: ammonia View Scheme |
C25H21N3O3Si
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | 70% |
(RS)-mandelonitrile
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran a) 0 deg C, 6 h, b) RT, overnight, c) reflux, 4 h; | 64% |
With sodium amalgam | |
With lithium aluminium tetrahydride In diethyl ether Heating; |
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
Stage #1: (E)-4,4-dimethyl-2-(5-phenyloxazolidin-2-ylidene)cyclopentan-1-one With hydrogenchloride; water at 100℃; for 10h; Sealed tube; Stage #2: With sodium hydroxide In water Mechanism; Temperature; | 56% |
phenyl(trimethylsiloxy)acetonitrile
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With B2H6-THF | 55% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 50℃; |
Conditions | Yield |
---|---|
With hydrogenchloride at 80℃; for 5h; | 48% |
Conditions | Yield |
---|---|
Stage #1: trimethylsilyl cyanide; benzaldehyde With potassium cyanide; 18-crown-6 ether In dichloromethane at 25℃; for 14h; Stage #2: With lithium aluminium tetrahydride In diethyl ether at 25℃; for 5h; | 37% |
N-(2-hydroxy-2-phenylethyl)-2,2,2-trifluoroacetylamide
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With water; potassium carbonate In methanol for 2h; Reflux; | 29% |
With potassium carbonate In methanol; water for 2h; Heating; | 25% |
2,2,2-trifluoro-N-(2-oxo-2-phenylethyl)acetamide
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 12h; | 25% |
Multi-step reaction with 2 steps 1: 86 percent / H2 / Pd-C / ethanol / 12 h / 2275.5 Torr 2: 25 percent / K2CO3 / methanol; H2O / 2 h / Heating View Scheme |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | |
With palladium; acetic acid Hydrogenation; |
Conditions | Yield |
---|---|
With ammonium hydroxide isomer(ic) II; |
styrene oxide
A
Phenylglycinol
B
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With ethanol; ammonia |
Conditions | Yield |
---|---|
With palladium on activated charcoal; platinum on activated charcoal; ethanol under 7355.08 - 14710.2 Torr; Hydrogenation; | |
With lithium aluminium tetrahydride |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | |
With lithium aluminium tetrahydride In diethyl ether |
N-(2-hydroxy-2-phenylethyl)-2,5-pyrrolidinedione
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With sodium hydroxide | |
With hydrogenchloride |
oxo-phenyl-acetaldehyde oxime
A
2-Aminoacetophenone
B
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With hydrogenchloride; sodium amalgam; ethanol |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium amalgam; ethanol | |
With lithium aluminium tetrahydride In diethyl ether |
Conditions | Yield |
---|---|
With ammonia | |
Multi-step reaction with 2 steps 1: NH3*H2O 2: NH3*H2O / ethanol / 20 °C View Scheme |
2-nitro-1-phenylethan-1-ol
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With sodium amalgam; acetic acid | |
With aluminium amalgam; acetic acid | |
With sodium amalgam; ethanol |
(RS)-mandelamide
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride |
di-tert-butyl dicarbonate
2-Amino-1-phenylethanol
tert-butyl N-(2-hydroxy-2-phenylethyl)carbamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 100% |
In tetrahydrofuran at 0 - 20℃; for 0.5h; | 100% |
In tetrahydrofuran at 0 - 20℃; for 0.5h; | 100% |
2-bromobenzoic acid chloride
2-Amino-1-phenylethanol
2-bromo-N-(2-hydroxy-2-phenylethyl)-benzamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 2h; | 100% |
(R)-6-oxo-1,2-dithio-5-azacyclododecane-4-carboxylic acid
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
Stage #1: (R)-6-oxo-1,2-dithio-5-azacyclododecane-4-carboxylic acid With N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 2-Amino-1-phenylethanol In tetrahydrofuran at 20℃; for 18h; Further stages.; | 100% |
Isopropenyl acetate
2-Amino-1-phenylethanol
N-(2-hydroxy-2-phenylethyl)acetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; for 24h; Green chemistry; | 100% |
at 60℃; for 3h; | |
at 20℃; for 24h; | 0.179 g |
methyl trifluoromethanesulfonate
2-Amino-1-phenylethanol
1-(2-hydroxy-2-phenylethyl)-3-methyl-1H-imidazol-3-ium trifluoromethanesulfonate
Conditions | Yield |
---|---|
In acetonitrile at 0 - 20℃; for 0.166667h; Inert atmosphere; | 100% |
acetic anhydride
2-Amino-1-phenylethanol
2-acetamido-1-phenylethyl acetate
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane | 99% |
With dmap; triethylamine In dichloromethane for 4h; Ambient temperature; | 75% |
With pyridine |
4-nitrobenzaldehdye
2-Amino-1-phenylethanol
2-[(4-nitrobenzylidene)amino]-1-phenylethan-1-ol
Conditions | Yield |
---|---|
In methanol at 20℃; for 0.0833333h; | 99% |
With magnesium sulfate In dichloromethane for 2h; Ambient temperature; |
benzaldehyde
2-Amino-1-phenylethanol
2-(benzylideneamino)-1-phenylethan-1-ol
Conditions | Yield |
---|---|
In methanol at 20℃; for 0.0833333h; | 99% |
With magnesium sulfate In dichloromethane for 2h; Ambient temperature; | |
With magnesium sulfate In dichloromethane Ambient temperature; |
4-fluorophenyl isothiocyanate
2-Amino-1-phenylethanol
N-(4-fluorophenyl)-N'-(2-hydroxy-2-phenylethyl)thiourea
Conditions | Yield |
---|---|
In toluene Ambient temperature; | 99% |
Conditions | Yield |
---|---|
With 4 A molecular sieve In tetrahydrofuran for 168h; Ambient temperature; | 99% |
With 4 A molecular sieve In tetrahydrofuran at 20℃; for 168h; | 99% |
Conditions | Yield |
---|---|
In toluene for 16h; Heating / reflux; | 99% |
Conditions | Yield |
---|---|
Stage #1: benzyl chloroformate; 2-Amino-1-phenylethanol With sodium hydroxide In dichloromethane; water; toluene at 0 - 20℃; for 16h; Stage #2: acetic anhydride With dmap; triethylamine In dichloromethane | 99% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 0.0833333h; Solvent; | 99% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 0.0833333h; | 99% |
2,6-dichloro-pyridine-3-carbaldehyde
2-Amino-1-phenylethanol
2-((2,6-dichloropyridin-3-yl)methylamino)-1-phenylethanol
Conditions | Yield |
---|---|
Stage #1: 2,6-dichloro-pyridine-3-carbaldehyde; 2-Amino-1-phenylethanol In methanol at 20℃; for 2h; Stage #2: With sodium cyanoborohydride In methanol for 0.5h; | 98.2% |
benzoyl cyanide
2-Amino-1-phenylethanol
2-(benzoylamino)-1-phenylethanol
Conditions | Yield |
---|---|
In dichloromethane for 15h; Ambient temperature; | 98% |
formaldehyd
Glyoxal
2-Amino-1-phenylethanol
1-phenyl-2-(1-imidazolyl)ethanol
Conditions | Yield |
---|---|
With ammonium chloride In methanol at 80℃; | 98% |
Conditions | Yield |
---|---|
97% |
4-methoxy-benzaldehyde
2-Amino-1-phenylethanol
2-phenyl-N-(4'-methoxybenzylidene)ethanolamine
Conditions | Yield |
---|---|
Heating; | 97% |
p-toluenesulfonyl chloride
2-Amino-1-phenylethanol
(R)-N-(2-hydroxy-2-phenylethyl)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With sodium carbonate In tetrahydrofuran; water at 0 - 20℃; for 3h; stereoselective reaction; | 97% |
Conditions | Yield |
---|---|
In toluene at 20℃; for 24h; Solvent; | 96% |
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 2.5h; | 96% |
2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 80℃; for 2h; | 96% |
carbon monoxide
2-Amino-1-phenylethanol
N-(2-hydroxy-2-phenylethyl)formamide
Conditions | Yield |
---|---|
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In toluene at 100℃; under 22502.3 Torr; for 20h; Autoclave; | 96% |
p-toluenesulfonyl chloride
2-Amino-1-phenylethanol
2-(N-tosylamino)-1-phenyl-1-ethanol
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 25℃; for 16h; | 95% |
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 94% |
With triethylamine In dichloromethane at 0 - 20℃; for 18h; | 78% |
Molecular Formula: C8H11NO
Molar mass: 137.179 g/mol
EINECS: 231-469-1
Density: 1.104 g/cm3
Flash Point: 125.3 °C
Index of Refraction: 1.572
Boiling Point: 283.5 °C at 760 mmHg
Vapour Pressure: 0.00148 mmHg at 25°C
Melting point: 56-58 °C(lit.)
Appearance: White solid
Structure of 2-Hydroxyphenethylamine (CAS NO.7568-93-6):
XLogP3-AA: 0.1
H-Bond Donor: 2
H-Bond Acceptor: 2
IUPAC Name: 2-Amino-1-phenylethanol
Canonical SMILES: C1=CC=C(C=C1)C(CN)O
InChI: InChI=1S/C8H11NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2
InChIKey: ULSIYEODSMZIPX-UHFFFAOYSA-N
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LDLo | subcutaneous | 1gm/kg (1000mg/kg) | "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 73, 1948. | |
mouse | LD50 | intraperitoneal | 250mg/kg (250mg/kg) | National Technical Information Service. Vol. AD691-490, | |
mouse | LDLo | subcutaneous | 686mg/kg (686mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 47, Pg. 96, 1934. | |
mouse | LDLo | unreported | 1100mg/kg (1100mg/kg) | AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 153, Pg. 161, 1930. |
rabbit | LDLo | intravenous | 23mg/kg (23mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 47, Pg. 96, 1934. |
Carcinogenicity of 2-Hydroxyphenethylamine (CAS NO.7568-93-6) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.You can see actual entry in RTECS for complete information.
Reported in EPA TSCA Inventory.
Poison by intraperitoneal and intravenous routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.
Hazard Codes: Xi,C
Risk Statements:
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
2-Hydroxyphenethylamine ,its cas register number is 7568-93-6. It also can be called beta-Hydroxy-beta-phenyl-ethylamine ; a-(Aminomethyl)benzyl alcohol ; Bisnorephedrine ; Benzenemethanol, alpha-(aminomethyl)- and a-(Aminomethyl)benzenemethanol . 2-Hydroxyphenethylamine (CAS NO.7568-93-6) is hazardous,so the first aid measures and others should be known. Such as: When on the skin: first,should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly,Get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, 2-Hydroxyphenethylamine (CAS NO.7568-93-6) can be stable under normal temperature and pressure conditions.It is not compatible with incompatible materials, acids, acid chlorides, acid anhydrides, and you must not take it with incompatible materials,moisture. And also prevent it to broken down into hazardous decomposition products: oxides of nitrogen, carbon dioxide, carbon monoxide.
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