(2R)-1-Phenyl-2-propanol supplier

Name
(R)-1-PHENYL-2-PROPANOL
EINECS
CAS No. 1572-95-8
Article Data127
CAS DataBase
Density 0.997 g/cm³
Solubility
Melting Point
Formula C₉H₁₂O
Boiling Point 219.999 °C at 760 mmHg
Molecular Weight 136.194
Flash Point 85 °C
Transport Information
Appearance
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;
PSA 20.23000
LogP 1.60990

Synthetic route

: 103-79-7
1-phenyl-acetone

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

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%

: 108-86-1
bromobenzene

: 15448-47-2
(R)-propylene oxide

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

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

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

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

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
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

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%

: 698-87-3
3-phenyl-2-propanol

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

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

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

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;

...Expand

: 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

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

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.

...Expand

: 2114-33-2
1-phenylpropan-2-yl acetate

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With phosphate buffer; lipase at 20℃;	47%
With sodium hydroxide; dm-3 phosphate buffer at 25℃; lipoprotein lipase from Pseudomonas aeruginosa (LPL Amano 1), pH 6.9-7.0;

: Chloro-acetic acid 1-methyl-2-phenyl-ethyl ester

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With phosphate buffer; lipase at 20℃;	45%

: 1254355-06-0
4-((1-methyl-2-phenylethoxy)carbonyl)butanoic acid

A: 1414786-89-2
C14H18O4

B: C14H18O4

C: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With lipase from candida antartica In aq. phosphate buffer at 30℃; for 48h;	A n/a B n/a C 39%

...Expand

: 108-86-1
bromobenzene

: 15448-47-2
(R)-propylene oxide

A: 37778-99-7
(S)-2-phenyl-1-propanol

B: 1123-85-9, 37778-99-7, 98103-87-8, 19141-40-3
(+)-(R)-2-phenylpropanol

C: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With [2,2]bipyridinyl; manganese; (1,2-dimethoxyethane)dichloronickel(II); bis(η5((1R,2S,5R)-5-methyl-2-[prop-2-yl]-cyclohex-1-yl)cyclopentadienyl)-titanium dichloride; sodium thiophenolate; triethylamine hydrochloride In benzene at 20℃; for 4h; Inert atmosphere; Glovebox; Autoclave; enantioselective reaction;	A n/a B n/a C 30%

...Expand

: 914929-68-3
3-((1-methyl-2-phenylethoxy)carbonyl)propanoic acid

A: 1414786-86-9
C13H16O4

B: 151585-66-9
C13H16O4

C: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With lipase from candida antartica In aq. phosphate buffer at 30℃; for 48h;	A n/a B n/a C 22%

...Expand

: 108-86-1
bromobenzene

: 75-56-9, 16033-71-9
methyloxirane

A: 37778-99-7
(S)-2-phenyl-1-propanol

B: 1123-85-9, 37778-99-7, 98103-87-8, 19141-40-3
(+)-(R)-2-phenylpropanol

C: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With [2,2]bipyridinyl; manganese; (1,2-dimethoxyethane)dichloronickel(II); bis(η5((1R,2S,5R)-5-methyl-2-[prop-2-yl]-cyclohex-1-yl)cyclopentadienyl)-titanium dichloride; triethylamine hydrochloride In benzene at 20℃; for 12h; Inert atmosphere; Glovebox; Autoclave; enantioselective reaction;	A n/a B n/a C 16%

...Expand

: 108-86-1
bromobenzene

: 75-56-9, 16033-71-9
methyloxirane

A: 37778-99-7
(S)-2-phenyl-1-propanol

B: 1517-68-6
(S)-1-phenylpropan-2-ol

C: 1123-85-9, 37778-99-7, 98103-87-8, 19141-40-3
(+)-(R)-2-phenylpropanol

D: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With [2,2]bipyridinyl; manganese; (1,2-dimethoxyethane)dichloronickel(II); bis(η5((1R,2S,5R)-5-methyl-2-[prop-2-yl]-cyclohex-1-yl)cyclopentadienyl)-titanium dichloride; triethylamine hydrochloride In benzene at 20℃; for 12h; Inert atmosphere; Glovebox; Autoclave; enantioselective reaction;	A n/a B n/a C 11% D 3%

...Expand

: 108-86-1
bromobenzene

: 75-56-9, 16033-71-9
methyloxirane

A: 37778-99-7
(S)-2-phenyl-1-propanol

B: 1123-85-9, 37778-99-7, 98103-87-8, 19141-40-3
(+)-(R)-2-phenylpropanol

C: 1572-95-8
(R)-1-phenyl-propan-2-ol

D: 66536-74-1
(S)-(+)-(2-hydroxy-1-propyl)-phenyl thioether

E: 67253-47-8
(R)-2-hydroxypropane-1-phenylsulfide

Conditions

Conditions	Yield
With [2,2]bipyridinyl; manganese; (1,2-dimethoxyethane)dichloronickel(II); bis(η5((1R,2S,5R)-5-methyl-2-[prop-2-yl]-cyclohex-1-yl)cyclopentadienyl)-titanium dichloride; sodium thiophenolate; triethylamine hydrochloride at 20℃; for 2.5h; Inert atmosphere; Glovebox; Autoclave; enantioselective reaction;	A n/a B n/a C 9% D n/a E n/a

...Expand

: 357-57-3
brucine

: 698-87-3
3-phenyl-2-propanol

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 698-87-3
3-phenyl-2-propanol

A: 1517-68-6
(S)-1-phenylpropan-2-ol

B: 2114-33-2, 29393-15-5, 115630-98-3, 116907-36-9
(R)-1-phenyl-2-acetoxypropane

C: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 2114-33-2
1-phenylpropan-2-yl acetate

A: 1517-68-6
(S)-1-phenylpropan-2-ol

B: 2114-33-2, 29393-15-5, 115630-98-3, 116907-36-9
(R)-1-phenyl-2-acetoxypropane

C: 1572-95-8
(R)-1-phenyl-propan-2-ol

D: 29393-15-5
(S)-1-phenyl-propan-2-ol acetate

Conditions

Conditions	Yield
With water at 30℃; for 168h; Product distribution; asymmetric hydrolysis and resolution by Pseudomonas cepacia;
With recombinant pig liver esterase In phosphate buffer for 2h; pH=7.5; Enzymatic reaction;

...Expand

: 2114-33-2, 29393-15-5, 115630-98-3, 116907-36-9
(R)-1-phenyl-2-acetoxypropane

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With sodium hydroxide at 25℃; for 4h;
With lithium hydroxide In methanol at 20℃; for 3h;
With sodium hydroxide In methanol; water
With potassium hydroxide In tetrahydrofuran; methanol for 12h;
With water; potassium hydroxide In methanol	n/a

: 17596-79-1
(2S)-2-phenyl-1-propanamine

A: 617-94-7
1-methyl-1-phenylethyl alcohol

B: 93-54-9
1-Phenyl-1-propanol

C: 1123-85-9
(RS)-2-phenyl-1-propanol

D: 1517-68-6
(S)-1-phenylpropan-2-ol

E: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With sodium nitrite In perchloric acid; water Product distribution; Mechanism;

...Expand

: 157752-41-5
rac-1-phenyl-2-propyl-propionate

A: 1517-68-6
(S)-1-phenylpropan-2-ol

B: 116809-20-2
propionic acid-((S)-1-methyl-2-phenyl-ethyl ester)

C: 1572-95-8
(R)-1-phenyl-propan-2-ol

D: 116809-20-2
Propionic acid (R)-1-methyl-2-phenyl-ethyl ester

Conditions

Conditions	Yield
With water at 30℃; for 168h; Product distribution; asymmetric hydrolysis and resolution by Pseudomonas cepacia;

...Expand

: 135559-47-6
(1R,2S,SR)-1-methyl-2-(methylsulfinyl)phenethyl alcohol

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With nickel In tetrahydrofuran for 2h; Ambient temperature;

: 116809-20-2
Propionic acid (R)-1-methyl-2-phenyl-ethyl ester

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With sodium hydroxide at 25℃; for 4h;
With sodium hydroxide In methanol; water

: 90472-61-0
((R)-1-Methyl-2-phenyl-ethoxy)-diphenyl-silane

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
With hydrogen cation In water Yield given;

: 4773-35-7
1-chloro-1-phenylpropan-2-one

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
for 24h; Lactobacillus kefir; Yield given;

: 40560-98-3
(1S,2R)-1-phenylpropane-1,2-diol

: 1572-95-8
(R)-1-phenyl-propan-2-ol

Conditions

Conditions	Yield
(i) PBr5, CHCl3, (ii) Zn-Cu, aq. HCl; Multistep reaction;

: 698-87-3
3-phenyl-2-propanol

: 98-88-4
benzoyl chloride

A: 1517-68-6
(S)-1-phenylpropan-2-ol

B: 1572-95-8
(R)-1-phenyl-propan-2-ol

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

D: Benzoic acid (S)-1-methyl-2-phenyl-ethyl ester

Conditions

Conditions	Yield
With 4 A molecular sieve; chiral diamine; triethylamine In dichloromethane at -78℃; for 3h; Yield given; Yields of byproduct given;

...Expand

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 98-59-9
p-toluenesulfonyl chloride

: 61342-56-1
(R)-1-phenylpropan-2-yl 4-methylbenzenesulfonate

Conditions

Conditions	Yield
With trimethylamine hydrochloride; triethylamine In dichloromethane at 0℃; Inert atmosphere;	99%
With pyridine In dichloromethane at 20℃; for 48h;	90%
With pyridine; dmap at 30℃; for 3h;

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 752242-26-5
methyl 3-hydroxy-5-isopropoxybenzoate

: 915948-80-0
methyl 3-isopropoxy-5-[(1S)-1-methyl-2-phenylethoxy]benzoate

Conditions

Conditions	Yield
Stage #1: (R)-1-phenyl-propan-2-ol; methyl 3-hydroxy-5-isopropoxybenzoate With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Stage #2: With di-isopropyl azodicarboxylate In dichloromethane at 0 - 20℃; Stage #3: (R)-1-phenyl-propan-2-ol With di-isopropyl azodicarboxylate; triphenylphosphine at 0 - 20℃; for 2.83333h;	97%

: 103-82-2
phenylacetic acid

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: (R)-1-phenylpropan-2-yl 2-phenylacetate

Conditions

Conditions	Yield
With C10H10Zr(2+)2CF3O3S(1-)C4H8O at 80℃; for 24h; Sealed tube;	93%

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 124-63-0
methanesulfonyl chloride

: 1309251-32-8
(R)-1-phenylpropanyl-2-yl methansulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 1h;	92%
With pyridine at -15 - 20℃; for 2h;	87%
With triethylamine In dichloromethane at 20℃; Inert atmosphere;

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 61342-56-1
(R)-1-phenylpropan-2-yl 4-methylbenzenesulfonate

Conditions

Conditions	Yield
With pyridine; p-toluenesulfonyl chloride In dichloromethane at 20℃; for 100h;	90%

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 10304-81-1, 55449-46-2, 116698-42-1, 16583-73-6
(+)-2-chloro-1-phenylpropane

Conditions

Conditions	Yield
With pyridine; bis(trichloromethyl) carbonate In dichloromethane at 0℃; Reflux;	89%

: 863504-77-2
3-hydroxy-5-((S)-2-methoxy-1-methyl-ethoxy)-benzoic acid methyl ester

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 915948-88-8
3-((S)-2-methoxy-1-methyl-ethoxy)-5-((S)-1-methyl-2-phenyl-ethoxy)-benzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-5-((S)-2-methoxy-1-methyl-ethoxy)-benzoic acid methyl ester; (R)-1-phenyl-propan-2-ol With triphenylphosphine In tetrahydrofuran at 0℃; for 0.0833333h; Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 20℃; for 12h;	81%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12.0833h;	81%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16h;	80%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃;

: 685-83-6
bis(diethylamino)chlorophosphine

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: (R)-N,N,N',N'-tetraethyl-1-(1-phenylpropan-2-yloxy)phosphinediamine

Conditions

Conditions	Yield
Stage #1: (R)-1-phenyl-propan-2-ol With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.5h; Stage #2: bis(diethylamino)chlorophosphine In tetrahydrofuran; hexane at -70 - 20℃;	80%

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 2114-39-8, 14367-52-3, 63798-14-1, 130232-93-8
(S)-2-bromo-1-phenylpropane

Conditions

Conditions	Yield
With 1H-imidazole; bromine; triphenylphosphine In dichloromethane at 0 - 20℃;	68%
With carbon tetrabromide; triphenylphosphine

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 121-44-8
triethylamine

A: 1388835-90-2
(-)-(R)-1-phenylpropan-2-yl diethylcarbamate

B: 10304-81-1, 55449-46-2, 116698-42-1, 16583-73-6
(+)-2-chloro-1-phenylpropane

Conditions

Conditions	Yield
With bis(trichloromethyl) carbonate In dichloromethane at 0 - 20℃; Solvent; Concentration;	A 27% B 45%

...Expand

: 1122-28-7
4,5-dicyano-1H-imidazole

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: 162989-77-7
(S)-(+)-1-(1-Phenyl-2-propyl)imidazole-4,5-dicarbonitrile

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃; for 0.5h;	39%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 0.5h; Ambient temperature;	39%

: 1572-95-8
(R)-1-phenyl-propan-2-ol

: phenazin-2-ol, sodium salt

: (R)-2-((1-phenylpropan-2-yl)oxy)phenazine

Conditions

Conditions	Yield
With triphenylphosphine, polymer bound In 1,2-dimethoxyethane at 20℃;	13%

(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
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.

Product Name

(R)-1-PHENYL-2-PROPANOL

Synthetic route

(2R)-1-Phenyl-2-propanol Chemical Properties

(2R)-1-Phenyl-2-propanol Safety Profile

(2R)-1-Phenyl-2-propanol Specification

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