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CAS No.: | 2549-14-6 |
---|---|
Name: | (R)-(+)-2-Phenylglycinol |
Article Data: | 46 |
Molecular Structure: | |
Formula: | C8H11NO |
Molecular Weight: | 137.181 |
Synonyms: | Benzenemethanol,a-(aminomethyl)-, (R)-;Benzylalcohol, a-(aminomethyl)-, (R)-(-)- (8CI);((R)-2-Hydroxy-2-phenylethyl)amine;(-)-(R)-2-Amino-1-phenylethanol;(-)-2-Amino-1-phenylethanol;(-)-Phenylethanolamine;(-)-a-(Aminomethyl)benzenemethanol;(-)-b-Hydroxyphenethylamine;(1R)-2-Amino-1-phenylethanol;(R)-(-)-1-Phenyl-2-aminoethanol;(R)-(-)-2-Amino-1-phenylethanol;(R)-1-Phenyl-2-aminoethanol;(R)-2-Amino-1-phenylethanol;(R)-a-(Aminomethyl)benzenemethanol;(aR)-a-(Aminomethyl)benzenemethanol; |
EINECS: | 626-292-5 |
Density: | 1.104 g/cm3 |
Melting Point: | 59-65 °C(lit.) |
Boiling Point: | 283.5 °C at 760 mmHg |
Flash Point: | 125.3 °C |
Hazard Symbols: | C |
Risk Codes: | 22-34 |
Safety: | 26-36/37/39-45 |
Transport Information: | UN 3259 |
PSA: | 46.25000 |
LogP: | 1.37900 |
(R)-2-nitro-1-phenylethanol
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol | 100% |
A
(R)-2-Amino-1-phenylethanol
B
<2S-(2α,3aα,4α,7α,7aα)>-2,3,3a,4,5,6,7,7a-Octahydro-2-methoxy-7,8,8-trimethyl-4,7-methanobenzofuran
Conditions | Yield |
---|---|
With hydrogenchloride In methanol | A 97% B 93.5% |
(R)-2-azido-1-phenylethanol
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal | 95% |
With lithium aluminium tetrahydride In diethyl ether for 3h; Heating; | 90% |
With hydrogen; sodium hydroxide In aq. phosphate buffer; water at 30℃; under 7500.75 Torr; for 4h; pH=9; Green chemistry; | 87% |
With hydrogen; Lindlar's catalyst In ethyl acetate at 25℃; under 2327.2 Torr; for 7h; | |
With palladium 10% on activated carbon; hydrogen In methanol |
Conditions | Yield |
---|---|
With C30H29N2OP; iron(II) acetate In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; | 94% |
With Arthrobacter sp. TS-15 recombinant ephedrine dehydrogenase; NADH In aq. phosphate buffer at 25℃; pH=7.5; Kinetics; Green chemistry; Enzymatic reaction; enantioselective reaction; | n/a |
(R)-Mandelonitrile
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether for 3h; Ambient temperature; | 92% |
With lithium aluminium tetrahydride In diethyl ether | |
Multi-step reaction with 3 steps 1: 65 percent / pyridine / -20 °C 2: I2 / tetrahydrofuran 3: 88 percent / LiAlH4 / tetrahydrofuran / 4 h / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-methylimidazole / tetrahydrofuran / 3 h / 20 °C 2: 88 percent / LiAlH4 / tetrahydrofuran / 4 h / 0 °C View Scheme |
(R)-(-)-2-benzylamino-1-(3-chlorophenyl)ethanol
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
92% |
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With hydrazine In water at 60℃; | 89% |
(R)-2-(diethylphosphoryloxy)-2-phenylacetonitrile
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; | 88% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 4h; | 88% |
(2R)-mandelamide
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran Heating; | 84% |
With LiAlH In tetrahydrofuran 1.) reflux, 8 h, 2.) r.t., overnight; | 78% |
With lithium aluminium tetrahydride |
(E)-2-oxo-2-phenylacetaldehyde O-methyl oxime
(R)-2-Amino-1-phenylethanol
Conditions | Yield |
---|---|
With yeast Saccharomyces cerevisiae optical yield given as %ee; | 77% |
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The systematic name of Benzenemethanol, a-(aminomethyl)-, (aR)- is (1R)-2-amino-1-phenylethanol. With the CAS registry number 2549-14-6, it is also named as (R)-α-(aminomethyl)benzyl alcohol. The product's categories are Pharmacetical; Benzene Series; Amino Acid Derivatives. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.46; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 3; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 12.47 Å2; (7)Index of Refraction: 1.572; (8)Molar Refractivity: 40.87 cm3; (9)Molar Volume: 124.1 cm3; (10)Polarizability: 16.2×10-24 cm3; (11)Surface Tension: 48.8 dyne/cm; (12)Density: 1.104 g/cm3; (13)Flash Point: 125.3 °C ; (14)Enthalpy of Vaporization: 55.18 kJ/mol; (15)Boiling Point: 283.5 °C at 760 mmHg; (16)Vapour Pressure: 0.00148 mmHg at 25°C.
Preparation of Benzenemethanol, a-(aminomethyl)-, (aR)-: It can be obtained by D-mandelamide. This reaction needs reagent LiAlH4.
Uses of Benzenemethanol, a-(aminomethyl)-, (aR)-: It can react with pyridine-2-carboximidic acid methyl ester to get (R)-(-)-5-Phenyl-2-(2-pyridinyl)-2-oxazolin. This reaction needs reagent conc. HCl at temperature of 60 °C. The reaction time is 12 hours. The yield is 78%.
When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. And it can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. SMILES:O[C@H](c1ccccc1)CN
2. InChI:InChI=1/C8H11NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m0/s1
3. InChIKey:ULSIYEODSMZIPX-QMMMGPOBBV