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1572-95-8

Basic Information
CAS No.: 1572-95-8
Name: (R)-1-PHENYL-2-PROPANOL
Article Data: 127
Molecular Structure:
Molecular Structure of 1572-95-8 ((R)-1-PHENYL-2-PROPANOL)
Formula: C9H12O
Molecular Weight: 136.194
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;
Density: 0.997 g/cm3
Boiling Point: 219.999 °C at 760 mmHg
Flash Point: 85 °C
Hazard Symbols: IrritantXi
Risk Codes:  Xi:Irritant;
">  Xi:Irritant;
Safety: 23-24/25
PSA: 20.23000
LogP: 1.60990
Synthetic route
103-79-7

1-phenyl-acetone

1572-95-8

(R)-1-phenyl-propan-2-ol

Conditions
ConditionsYield
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%
108-86-1

bromobenzene

15448-47-2

(R)-propylene oxide

1572-95-8

(R)-1-phenyl-propan-2-ol

Conditions
ConditionsYield
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
ConditionsYield
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

(R)-1-phenylpropan-2-yl benzoate

1572-95-8

(R)-1-phenyl-propan-2-ol

Conditions
ConditionsYield
With methanol; potassium carbonate for 16h; Reflux; Inert atmosphere;93%
917-54-4

methyllithium

122-78-1

phenylacetaldehyde

1572-95-8

(R)-1-phenyl-propan-2-ol

Conditions
ConditionsYield
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%
698-87-3

3-phenyl-2-propanol

1572-95-8

(R)-1-phenyl-propan-2-ol

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;
103-79-7

1-phenyl-acetone

A

1517-68-6

(S)-1-phenylpropan-2-ol

B

1572-95-8

(R)-1-phenyl-propan-2-ol

Conditions
ConditionsYield
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
ConditionsYield
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.
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Chemistry

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

Safety Profile

Safety Information of (R)-1-Phenyl-2-propanol (1572-95-8):
Hazard Codes: Xi
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

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.