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CAS No.: | 1517-69-7 |
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Name: | (R)-(+)-1-Phenylethanol |
Article Data: | 997 |
Molecular Structure: | |
Formula: | C8H10 O |
Molecular Weight: | 122.167 |
Synonyms: | Benzenemethanol,a-methyl-, (R)-; Benzyl alcohol, a-methyl-, (R)-(+)- (8CI); (+)-1-Phenylethanol;(+)-1-Phenylethyl alcohol; (+)-sec-Phenethyl alcohol; (+)-a-Methylbenzyl alcohol; (+)-a-Phenethyl alcohol; (+)-a-Phenylethanol; (1R)-1-Phenylethanol;(R)-(+)-1-Phenylethanol; (R)-(+)-sec-Phenethyl alcohol; (R)-(+)-a-Hydroxyethylbenzene; (R)-(+)-a-Methylbenzenemethanol; (R)-(+)-a-Methylbenzyl alcohol; (R)-(+)-a-Phenethyl alcohol; (R)-(+)-a-Phenylethanol; (R)-1-Phenylethanol; (R)-1-Phenylethylalcohol; (R)-Phenylethanol; (R)-Phenylmethylcarbinol; (R)-sec-Phenethylalcohol; (R)-sec-Phenylethyl alcohol; (R)-a-Hydroxyethylbenzene; (R)-a-Methylbenzenemethanol; (R)-a-Methylbenzyl alcohol; (R)-a-Phenethyl alcohol; (R)-a-Phenylethanol; (aR)-a-Methylbenzenemethanol;D-(+)-Methylphenylcarbinol; D-(+)-a-Phenylethanol;R(+)-Phenylethanol; R-a-Methylbenzylalcohol; d-1-Phenylethanol; d-a-Phenethyl alcohol |
Density: | 1.012 |
Melting Point: | 9-11 °C(lit.) |
Boiling Point: | 206.9 °C at 760 mmHg |
Flash Point: | 85 ºC |
Solubility: | 20 G/L (20 ºC) |
Appearance: | Colorless to light yellow liquid |
Hazard Symbols: | |
Risk Codes: | R22;R36/37/38 |
Safety: | 26-39-37/39 |
Transport Information: | UN 2937 |
PSA: | 20.23000 |
LogP: | 1.73990 |
Conditions | Yield |
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With RuBr2[(S,S)-2,4-bis(diphenylphosphino)pentane](2-aminomethyl-3,5-dimethylpyridine); potassium tert-butylate; hydrogen In ethanol at 40℃; under 7600.51 Torr; for 19h; Reagent/catalyst; Inert atmosphere; Autoclave; | A 100% B n/a |
With dimethylsulfide borane complex; diphenyl-N-(3-pyridylmethyl)prolinol N-oxide In tetrahydrofuran for 5h; Heating; | A n/a B 99% |
With borane-THF; (R)-1-(1'-amino-1'-phenylmethyl)cyclopentanol In tetrahydrofuran at 30℃; for 2h; Title compound not separated from byproducts; | A 98% B n/a |
Conditions | Yield |
---|---|
With (S)-2-amino-1,1,3-triphenylpropan-1-ol borane In tetrahydrofuran at 30℃; | 100% |
With dimethylsulfide borane complex; (S)-chiral amino alcohol; aluminum ethoxide In tetrahydrofuran at 20℃; Reduction; | 100% |
With (S)-diphenylprolinol; dimethylsulfide borane complex In tetrahydrofuran at 20℃; | 100% |
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; (R,S)-2-OH-3,5-Cl2-C6H2-SO2-NH-CH(CH2Ph)-CH(Ph)OH In tetrahydrofuran at 0℃; for 12h; | 100% |
In tetrahydrofuran; hexane at -20℃; for 3h; Product distribution / selectivity; | 60% |
acetophenone
(E)-benzalacetone
A
(S)-1-phenylethanol
B
(R)-1-phenylethanol
Conditions | Yield |
---|---|
With Triethoxysilane; (S,S,S,S)-N,N'-di(α-phenylethyl)cyclohexane-1,2-diamine; diethylzinc In toluene at 20℃; for 18h; Title compound not separated from byproducts.; | A n/a B 100% |
With polymethylhydrosiloxane; (S,S,S,S)-N,N'-di(α-phenylethyl)cyclohexane-1,2-diamine; diethylzinc In toluene at 20℃; for 24h; Title compound not separated from byproducts.; | A n/a B 90% |
Conditions | Yield |
---|---|
With Candida albicans CCT 0776 In water at 30℃; for 360h; Time; Enzymatic reaction; enantioselective reaction; | 100% |
With C48H48N2O4Ru2 In benzene at 30℃; for 20h; Irradiation; Darkness; optical yield given as %ee; | 99.9% |
Stage #1: (S)-1-phenylethanol With azodicarboxylic acid bis(2-methoxyethyl) ester; 4-diphenylphosphanobenzoic acid In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: With water; sodium hydroxide In tetrahydrofuran at 20℃; stereospecific reaction; | 90% |
1-Phenylethanol
(R)-1-phenylethanol
Conditions | Yield |
---|---|
With alcohol dehydrogenase from Thermoanaerobium brockii; NADH-specific (R)-selective-ADH; YcnD-oxidoreductase at 30℃; for 6h; pH=7.5; aq. buffer; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantiospecific reaction; | 99% |
In water at 30℃; for 24h; Geotrichum Candidum IFQ 5767; | 96% |
With cells of Geotrichum candidum IFO 5767 In water at 30℃; for 24h; | 96% |
(R)-1-phenyl-1-(trichlorosilyl)ethane
(R)-1-phenylethanol
Conditions | Yield |
---|---|
With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; methanol for 16h; | 99% |
With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; methanol; water at 20℃; for 12h; enantioselective reaction; | 37% |
With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; methanol for 10h; Ambient temperature; Yield given; |
(R)-1-phenethyl acetate
(R)-1-phenylethanol
Conditions | Yield |
---|---|
With water; potassium carbonate In methanol at 20℃; optical yield given as %ee; | 99% |
With methanol; sodium hydroxide for 1h; | 99% |
With methanol; oxo[hexa(trifluoroacetato)]tetrazinc for 18h; Reflux; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With titanium(IV) isopropylate In hexane at -35℃; for 3h; | 99% |
Stage #1: dimethyl zinc(II) With (1S,2S,4R)-1,3,3-trimethyl-2-[(R)-2-(6-phenylpyridin-2-yl)phenyl]bicyclo-[2.2.1]heptan-2-ol In toluene at 0 - 20℃; Inert atmosphere; Stage #2: benzaldehyde In toluene at 0℃; for 96h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
Stage #1: dimethyl zinc(II); benzaldehyde With (2R,3S,3aS,4aR,6R,8aS)-2-isopropyl-6,9,9-trimethyl-3-phenyldecahydro-4aH-pyrrolo[2,1-b][1,3]benzoxazin-3-ol In hexane; toluene at -20 - 20℃; for 30h; Inert atmosphere; Stage #2: With ammonium chloride In hexane; water; toluene Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 96% |
(S)-1-tert-butyl 3-((R)-1-phenylethyl) 2-methyl-2-allylmalonate
A
(R)-1-phenylethanol
B
(S)-2-((tert-butoxy)carbonyl)-2-methylpent-4-enoic acid
Conditions | Yield |
---|---|
With water; potassium hydroxide In methanol at 20℃; for 24h; | A n/a B 98% |
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Hazard Codes : Xn (Harmful)
Risk Statements : 22-38-41-36/37/38 (Harmful if swallowed; Irritating to the skin; Risk of serious damage to eyes; Irritating to eyes, respiratory system and skin)
Safety Statements : 26-39-37/39 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear eye/face protection; Wear suitable gloves and eye/face protection)
RIDADR : UN 2937 6.1/PG 3
WGK Germany : 3
HazardClass : 6.1
PackingGroup : III