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Cas Database |
| Name |
(2R)-1-Phenyl-2-propanol |
EINECS | N/A |
| CAS No. | 1572-95-8 | Density | 0.997 g/cm3 |
| PSA | 20.23000 | LogP | 1.60990 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C9H12O | Boiling Point | 219.999 °C at 760 mmHg |
| Molecular Weight | 136.194 | Flash Point | 85 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 23-24/25 | Risk Codes |
 Xi:Irritant; |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
(R)-(-)-1-Phenyl-2-propanol;(-)-a-Methylphenethyl alcohol;(-)-a-Methylbenzeneethanol;(-)-1-Phenyl-2-propanol;Phenethylalcohol, a-methyl-, (-)- (8CI);Benzeneethanol,a-methyl-, (R)-;(R)-(-)-1-Phenyl-2-propanol;(R)-1-Phenyl-2-propanol;(R)-1-Phenyl-2-propanol; |
Article Data | 127 |
(2R)-1-Phenyl-2-propanol Synthetic route
| Conditions | Yield |
|---|---|
| With magnesium chloride In isopropyl alcohol at 25℃; pH=7; Catalytic behavior; | 100% |
| With isopropyl alcohol; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 40℃; pH=6; Microbiological reaction; | 95% |
| With ketoreductase P2-H07; isopropyl alcohol; NADPH In aq. phosphate buffer at 30℃; for 24h; pH=7; Reagent/catalyst; Enzymatic reaction; stereoselective reaction; | 93% |
| Conditions | Yield |
|---|---|
| Stage #1: bromobenzene With magnesium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: With copper(l) cyanide In tetrahydrofuran at -35℃; for 0.5h; Stage #3: (R)-propylene oxide In tetrahydrofuran at -35 - 20℃; for 1.5h; | 98% |
| With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 4,4'-bipyridine; NiI2*3.9H2O; triethylamine hydrochloride; sodium iodide; zinc at 20℃; for 12h; | 86% |
- 14212-54-5
(+)-(R,R)-β-methylstyrene oxide
- 1572-95-8
(R)-1-phenyl-propan-2-ol
| Conditions | Yield |
|---|---|
| Stage #1: (+)-(R,R)-β-methylstyrene oxide With C30H32FeNPS at 20℃; for 5h; Stage #2: With hydrogenchloride In methanol for 1h; Reflux; | 93% |
| With hydrogen; Pd/magnetite In ethyl acetate at 23℃; under 760.051 Torr; for 0.7h; | |
| Multi-step reaction with 2 steps 1: aq. K2CO3 / Heating 2: (i) PBr5, CHCl3, (ii) Zn-Cu, aq. HCl View Scheme |
- 1572-95-8
(R)-1-phenyl-propan-2-ol
| Conditions | Yield |
|---|---|
| With methanol; potassium carbonate for 16h; Reflux; Inert atmosphere; | 93% |
| Conditions | Yield |
|---|---|
| With triisopropoxytitanium(IV) chloride; (Ra)-2'-[(S)-hydroxy(pyridin-4-yl)methyl]-(1,1'-binaphthalen)-2-ol In diethyl ether; hexane at -20℃; for 0.166667h; enantioselective reaction; | 93% |
| Conditions | Yield |
|---|---|
| With air; cells of Geotrichum candidum IFO 5767 In water at 30℃; for 24h; | 80% |
- 132604-23-0
(R)-1-(2-Phenyl-[1,3]dithian-2-yl)-ethanol
- 1572-95-8
(R)-1-phenyl-propan-2-ol
| Conditions | Yield |
|---|---|
| With ethanol; nickel at 50℃; or nBu3SnH, AIBN, toluene, reflux; | 80% |
- 917-54-4
methyllithium
- 122-78-1
phenylacetaldehyde
A
- 1517-68-6
(S)-1-phenylpropan-2-ol
B
- 1572-95-8
(R)-1-phenyl-propan-2-ol
| Conditions | Yield |
|---|---|
| With triisopropoxytitanium(IV) chloride; (Sa)-2'-((S)-hydroxy(phenyl)methyl)-[1,1'-binaphthalen]-2-ol In diethyl ether; hexane at -20℃; for 0.166667h; enantioselective reaction; | A n/a B 80% |
| Stage #1: methyllithium; phenylacetaldehyde With (Sa)-2'-[(R)-hydroxy(phenyl)methyl]-(1,1'-binaphthalen)-2-ol; titanium(IV)isopropoxide In toluene at -40℃; for 1h; Inert atmosphere; Stage #2: With hydrogenchloride In water Inert atmosphere; optical yield given as %ee; enantioselective reaction; |
| Conditions | Yield |
|---|---|
| With methanesulfonic acid; (R,R)-dihydroborate In hexane at -20℃; for 48h; Title compound not separated from byproducts; | A n/a B 69% |
| With nicotinamide adenine dinucleotide; rat liver homogenate supernatant at 37℃; Product distribution; other catalysts; | |
| With lithium aluminium tetrahydride; crowned 2,2'-dihydroxy-1,1'-binaphthyl (S,S)-4 In tetrahydrofuran at 0℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
- 698-87-3
3-phenyl-2-propanol
A
- 1517-68-6
(S)-1-phenylpropan-2-ol
B
- 1572-95-8
(R)-1-phenyl-propan-2-ol
C
- 103-79-7
1-phenyl-acetone
| Conditions | Yield |
|---|---|
| With (1R)-N-oxyl-1-(N-benzylcarbamoyl)-8-azabicyclo[3.2.1]octane; sodium hydrogencarbonate; sodium bromide In dichloromethane; water at 0℃; Electrochemical reaction; optical yield given as %ee; enantioselective reaction; | A n/a B n/a C 66% |
| With Sphingomonas paucimobilis NCIMB 8195 In water; N,N-dimethyl-formamide for 120h; | A n/a B n/a C 40% |
| With Geotrichum candidum IFO 4597 cells on BL-100 polymer; cyclohexanone In hexane at 30℃; for 24h; Oxidation; | A n/a B n/a C 44 % Chromat. |
(2R)-1-Phenyl-2-propanol Chemical Properties
Molecular Structure of (R)-1-Phenyl-2-propanol (1572-95-8):
Systematic Name: (2S)-1-Phenylpropan-2-ol
Molecular Formula: C9H12O
Molecular Weight: 136.191
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 3
Index of Refraction: 1.525
Molar Refractivity: 41.92 cm3
Molar Volume: 136.6 cm3
Surface Tension: 37.3 dyne/cm
Density: 0.996 g/cm3
Flash Point: 85 °C
Boiling Point: 220 °C at 760 mmHg
Enthalpy of Vaporization: 48.24 kJ/mol
Vapour Pressure: 0.067 mmHg at 25 °C
Water Solubility: 5838 mg/L at 25 °C
Refractive Index: n20/D 1.521
(2R)-1-Phenyl-2-propanol Safety Profile
Safety Information of (R)-1-Phenyl-2-propanol (1572-95-8):
Hazard Codes: Xi .gif){kind=small}
Hazard Note: Irritant
Safety Statements: 23-24/25
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24/25: Avoid contact with skin and eyes
WGK Germany: 3
(2R)-1-Phenyl-2-propanol Specification
(R)-1-Phenyl-2-propanol (1572-95-8) is also known as R(-)-1-Phenyl-2-propanol ; R(-)-alpha-Methylphenethyl alcohol ; (2R)-1-Phenyl-2-propanol ; (R)-1-Phenylpropan-2-ol ; (R)-α-Methylbenzeneethanol . It is often used in organic synthesis.
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