Product Name

  • Name

    (R)-(+)-1-Phenylethanol

  • EINECS
  • CAS No. 1517-69-7
  • Article Data997
  • CAS DataBase
  • Density 1.012
  • Solubility 20 G/L (20 ºC)
  • Melting Point 9-11 °C(lit.)
  • Formula C8H10 O
  • Boiling Point 206.9 °C at 760 mmHg
  • Molecular Weight 122.167
  • Flash Point 85 ºC
  • Transport Information UN 2937
  • Appearance Colorless to light yellow liquid
  • Safety 26-39-37/39
  • Risk Codes R22;R36/37/38   
  • Molecular Structure Molecular Structure of 1517-69-7 ((R)-(+)-1-Phenylethanol)
  • Hazard Symbols
  • 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
  • PSA 20.23000
  • LogP 1.73990

Synthetic route

acetophenone
98-86-2

acetophenone

A

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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
acetophenone
98-86-2

acetophenone

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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%
trimethylaluminum
75-24-1

trimethylaluminum

benzaldehyde
100-52-7

benzaldehyde

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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
98-86-2

acetophenone

(E)-benzalacetone
1896-62-4

(E)-benzalacetone

A

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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%
(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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
98-85-1, 13323-81-4

1-Phenylethanol

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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
38053-75-7

(R)-1-phenyl-1-(trichlorosilyl)ethane

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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
16197-92-5

(R)-1-phenethyl acetate

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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%
dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

benzaldehyde
100-52-7

benzaldehyde

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
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
1440524-56-0

(S)-1-tert-butyl 3-((R)-1-phenylethyl) 2-methyl-2-allylmalonate

A

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

B

(S)-2-((tert-butoxy)carbonyl)-2-methylpent-4-enoic acid
1440524-79-7

(S)-2-((tert-butoxy)carbonyl)-2-methylpent-4-enoic acid

Conditions
ConditionsYield
With water; potassium hydroxide In methanol at 20℃; for 24h;A n/a
B 98%
α-bromoacetophenone
70-11-1

α-bromoacetophenone

A

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

B

(S)-2-bromo-1-phenylethanol
2425-28-7, 73908-23-3, 74497-33-9, 76155-80-1

(S)-2-bromo-1-phenylethanol

Conditions
ConditionsYield
With sodium formate; cetyltrimethylammonim bromide; sodium dodecyl-sulfate; (R,R)-TsDPEN; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In water at 28℃; for 1h;A 3 % Spectr.
B 97%
phenylacetylene
536-74-3

phenylacetylene

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
Stage #1: phenylacetylene With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); water In methanol at 110℃; for 6h;
Stage #2: With C26H26ClN2O2RhS; water; sodium formate In methanol at 30℃; for 5h;
97%
Stage #1: phenylacetylene With formic acid at 100℃; for 0.5h; Inert atmosphere; Sealed tube;
Stage #2: With pentamethylcyclopentadienyl*RhCl[(S,S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine]; water; sodium hydroxide at 20 - 40℃; for 3h; pH=7; enantioselective reaction;
87%
With iron(III) chloride; sodium formate In water at 40℃; for 24h; optical yield given as %ee;86%
C8H10O4S*CH5N3

C8H10O4S*CH5N3

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
With water In tetrahydrofuran for 12h; Reagent/catalyst; Reflux;97%
(R,R)-(-)-1,6-bis(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol
86436-19-3

(R,R)-(-)-1,6-bis(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol

acetophenone
98-86-2

acetophenone

A

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
With 1,2-diaminoethane-bisborane In solid Product distribution; enantioselective reduction of var. ketones in optically active host compounds with a BH3-ethylenediamine complex in the solid state;A n/a
B 96%
methyltriisopropoxytitanium(IV)
18006-13-8

methyltriisopropoxytitanium(IV)

benzaldehyde
100-52-7

benzaldehyde

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
With (Sa)-2'-((S)-hydroxy(phenyl)methyl)-[1,1'-binaphthalen]-2-ol In tetrahydrofuran; diethyl ether at 0℃; for 1.5h; Catalytic behavior; Solvent; Temperature; enantioselective reaction;96%
1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

4-chlorophenyl acetate
876-27-7

4-chlorophenyl acetate

A

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

C

(R)-1-phenethyl acetate
16197-92-5

(R)-1-phenethyl acetate

Conditions
ConditionsYield
With Novozym 435; potassium tert-butylate; sodium carbonate; [2,3,4,5-Ph4(η5-C4CNH(i-Pr))]Ru(CO)2Cl In toluene at 25℃; for 42h;A n/a
B n/a
C 95%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; sodium carbonate In toluene at 60℃; for 48h; Inert atmosphere; Schlenk technique; Enzymatic reaction; Overall yield = 70 %Spectr.; Optical yield = 40 %ee; enantioselective reaction;
(R)-1-phenylethyl diphenylacetate

(R)-1-phenylethyl diphenylacetate

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; methanol at 0 - 20℃; for 1.5h;94%
benzyl (+/-)-cis-(2-aminocyclopentyl)carbamate

benzyl (+/-)-cis-(2-aminocyclopentyl)carbamate

1-phenylethyl acetate
93-92-5, 50373-55-2

1-phenylethyl acetate

A

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

B

benzyl (1S,2R)-[(2-acetylamino)cyclopentyl]carbamate
1240201-04-0

benzyl (1S,2R)-[(2-acetylamino)cyclopentyl]carbamate

Conditions
ConditionsYield
With triethylamine In tert-butyl methyl ether at 50℃; for 216h; Inert atmosphere; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;A n/a
B 94%
ethylbenzene
100-41-4

ethylbenzene

A

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With Aspergillus niger MTCC-404 at 35℃; for 24h; aq. phosphate buffer; Microbiological reaction; Closed tube; optical yield given as %ee;A 93%
B n/a
Stage #1: ethylbenzene With 1-(tert-butoxycarbonyl)-L-proline; [(2R,2’R)-1,1’-bis((3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methyl)-2,2’-bipyrrolidineMnII(OTf)2]; dihydrogen peroxide at -40℃;
Stage #2: In acetonitrile enantioselective reaction;
A 39%
B n/a
With calcium sulfite; recombinant peroxygenase from Agrocybe aegerita; sulfite oxidase from Arabidopsis thaliana In aq. phosphate buffer at 30℃; pH=7; Catalytic behavior; Enzymatic reaction; enantioselective reaction;A 155 mg
B 23%
1-phenylethyl propanoate
120-45-6

1-phenylethyl propanoate

2-heptylamine
123-82-0

2-heptylamine

A

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

B

(R)-N-(heptan-2-yl)propionamide

(R)-N-(heptan-2-yl)propionamide

C

(R)-1-phenylethyl propionate
107832-32-6

(R)-1-phenylethyl propionate

D

(S)-1-phenylethyl propionate
120-45-6, 107832-32-6, 117405-47-7, 117290-46-7

(S)-1-phenylethyl propionate

Conditions
ConditionsYield
With hydrogen; lipase B from Candida antarctica In toluene at 70℃; under 750.075 Torr; for 48h; Resolution of racemate; Enzymatic reaction;A 47%
B 93%
C n/a
D n/a
1-phenylethyl propanoate
120-45-6

1-phenylethyl propanoate

2-heptylamine
123-82-0

2-heptylamine

A

(R)-2-methoxy-N-(octan-2-yl)acetamide

(R)-2-methoxy-N-(octan-2-yl)acetamide

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

C

(R)-1-phenylethyl propionate
107832-32-6

(R)-1-phenylethyl propionate

D

(S)-1-phenylethyl propionate
120-45-6, 107832-32-6, 117405-47-7, 117290-46-7

(S)-1-phenylethyl propionate

Conditions
ConditionsYield
With hydrogen; lipase B from Candida antarctica In toluene at 70℃; under 750.075 Torr; for 48h; Resolution of racemate; Enzymatic reaction;A 93%
B 47%
C n/a
D n/a
1-phenylethyl propanoate
120-45-6

1-phenylethyl propanoate

RS-mexiletine
31828-71-4

RS-mexiletine

A

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

B

C14H21NO2

C14H21NO2

C

(S)-1-phenylethyl propionate
120-45-6, 107832-32-6, 117405-47-7, 117290-46-7

(S)-1-phenylethyl propionate

Conditions
ConditionsYield
With hydrogen; lipase B from Candida antarctica In toluene at 70℃; under 750.075 Torr; for 48h; Resolution of racemate; Enzymatic reaction;A 46%
B 93%
C n/a
Isopropenyl acetate
108-22-5

Isopropenyl acetate

1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

A

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

C

(R)-1-phenethyl acetate
16197-92-5

(R)-1-phenethyl acetate

Conditions
ConditionsYield
With Candida antarctica lipase B; dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate In tetrahydrofuran; toluene at 20℃; for 3h;A n/a
B n/a
C 92%
With Pseudomonas cepacia lipase In diethyl ether at 40℃; for 24h; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
C 9%
With Novozym 435; potassium tert-butylate; sodium carbonate; [2,3,4,5-Ph4(η5-C4CNH(i-Pr))]Ru(CO)2Cl In toluene at 25℃; for 30h; Product distribution; Further Variations:; Reagents; Solvents; reaction times;
bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct
137203-34-0

bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct

benzaldehyde
100-52-7

benzaldehyde

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
In tetrahydrofuran at 5℃; for 1h; Product distribution / selectivity;92%
1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

A

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
With (S,S)-2,3-O-isopropylidene-1,1,4,4-tetraphenylthreitol In hexane at 20℃; for 72h;A n/a
B 90%
With Candida antarctica lipase B; 1-(10-carboxydecyl)-3-methylimidazolium hexafluorophosphate; diisopropyl-carbodiimide In acetone at 40℃; for 14h; Catalytic behavior; Reagent/catalyst; Temperature; Concentration; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A 51%
B 32%
Stage #1: 1-Phenylethanol With Novozym 435(R); 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 35℃; under 100 Torr; for 96h;
Stage #2: With ethanol at 35℃; for 24h; Further stages.;
A n/a
B 22.5%
<2S-(2α(S*),3aα,4α,7α,7aα)>-2,3,3a,4,5,6,7,7a-Octahydro-7,8,8-trimethyl-2-(1-phenylethoxy)-4,7-methanobenzofuran
81978-44-1

<2S-(2α(S*),3aα,4α,7α,7aα)>-2,3,3a,4,5,6,7,7a-Octahydro-7,8,8-trimethyl-2-(1-phenylethoxy)-4,7-methanobenzofuran

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid; triethylamine In methanol for 1h; Ambient temperature;90%
1-styrenyloxytrimethylsilane
13735-81-4

1-styrenyloxytrimethylsilane

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Conditions
ConditionsYield
Stage #1: 1-styrenyloxytrimethylsilane With tri-tert-butyl phosphine; C52H54; hydrogen; bis(pentafluorophenyl)borohydride In 1,3,5-trimethyl-benzene; pentane at 50℃; under 30003 Torr; for 24h; Inert atmosphere; Sealed tube;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran; 1,3,5-trimethyl-benzene; pentane at 20℃; for 1h; Reagent/catalyst; Concentration; Solvent; enantioselective reaction;
90%
Multi-step reaction with 2 steps
1: C52H58; tri-tert-butyl phosphine; hydrogen / hexane / 24 h / 30003 Torr
2: tetrabutyl ammonium fluoride / toluene; pentane; tetrahydrofuran / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: bis(pentafluorophenyl)borohydride; C52H58; tri-tert-butyl phosphine; hydrogen / toluene; pentane / 24 h / 50 °C / 30003 Torr / Autoclave
2: tetrabutyl ammonium fluoride / toluene; pentane; tetrahydrofuran / 0.5 h / 20 °C
View Scheme
methyllithium
917-54-4

methyllithium

benzaldehyde
100-52-7

benzaldehyde

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

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; Reagent/catalyst; enantioselective reaction;90%
1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

A

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With Candida albicans CCT 0776 In water at 30℃; for 144h; Time; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A 89%
B 11%
With Sphingomonas paucimobilis NCIMB 8195 In water; N,N-dimethyl-formamide for 144h;A 81%
B 14%
With Candida albicans CCT 0776 whole cells at 28℃; for 2.5h; pH=7; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;A 48%
B 50%
vinyl acetate
108-05-4

vinyl acetate

1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

A

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

B

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

C

(R)-1-phenethyl acetate
16197-92-5

(R)-1-phenethyl acetate

Conditions
ConditionsYield
With Novozym 435; potassium tert-butylate; sodium carbonate; [2,3,4,5-Ph4(η5-C4CNH(i-Pr))]Ru(CO)2Cl In toluene at 25℃; for 96h;A n/a
B n/a
C 89%
With lipase PS from Burkholderia cepacia at 35℃; Ionic liquid; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;A n/a
B n/a
C 58%
With IL1; Lipase PS-C In di-isopropyl ether at 35℃; for 2h; Product distribution; Enzyme kinetics; Kinetics; Further Variations:; Reagents; time;A n/a
B n/a
C 39%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

(S)-chlorofluoroacetic acid
25197-75-5

(S)-chlorofluoroacetic acid

(S)-Chloro-fluoro-acetic acid (R)-1-phenyl-ethyl ester

(S)-Chloro-fluoro-acetic acid (R)-1-phenyl-ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Esterification;100%
2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

(S)-2-((R)-1-Phenyl-ethoxy)-tetrahydro-furan

(S)-2-((R)-1-Phenyl-ethoxy)-tetrahydro-furan

Conditions
ConditionsYield
chiral ruthenium(II)(NO+)Cl(salen) In chlorobenzene at 20℃; for 24h; Irradiation;100%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

(R)-1-phenylethyl acetoacetate
123261-65-4

(R)-1-phenylethyl acetoacetate

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 20℃;100%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

C11H8ClFO2

C11H8ClFO2

(1R,4S)-((R)-1-phenylethyl) 8-fluoro-1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylate

(1R,4S)-((R)-1-phenylethyl) 8-fluoro-1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃;99%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

(S)-(1-chloroethyl)benzene
3756-41-0

(S)-(1-chloroethyl)benzene

Conditions
ConditionsYield
With oxalyl dichloride; 2,3-bis(4-methoxyphenyl)cyclopropenone In dichloromethane at 30℃; for 1h; Inert atmosphere; optical yield given as %ee;98%
With thionyl chloride In dichloromethane at 0 - 50℃; for 3h; Inert atmosphere;66%
With thionyl chloride In dichloromethane at 0 - 50℃; Inert atmosphere;66%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

bromoacetic acid
79-08-3

bromoacetic acid

(R)-methylbenzyloxyacetic acid
287400-47-9

(R)-methylbenzyloxyacetic acid

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran for 20h; Alkylation; Heating;98%
5-methyl-1,10-phenanthroline
3002-78-6

5-methyl-1,10-phenanthroline

3-methoxy-1-iodobenzene
766-85-8

3-methoxy-1-iodobenzene

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

3-(R-1-phenylethoxy)anisole

3-(R-1-phenylethoxy)anisole

Conditions
ConditionsYield
With CuI; caesium carbonate In toluene98%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

N,N-Dimethylthiocarbamoyl chloride
16420-13-6

N,N-Dimethylthiocarbamoyl chloride

(R)-O-(1-phenylethyl) N,N-dimethylthiocarbamate

(R)-O-(1-phenylethyl) N,N-dimethylthiocarbamate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil at 25℃; for 1h; Inert atmosphere;98%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

ethyl (R)-1-phenylethyl oxalate
890048-81-4

ethyl (R)-1-phenylethyl oxalate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;97%
With pyridine In dichloromethane at 20℃;97%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

Methacryloyl chloride
920-46-7

Methacryloyl chloride

(R)-α-methylbenzyl methacrylate
17199-94-9

(R)-α-methylbenzyl methacrylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere;97%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

C20H17ClO3

C20H17ClO3

C28H26O4

C28H26O4

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 24h;97%
(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

(R)-1-phenylethyl 1H-imidazole-1-carboxylate
1247028-03-0

(R)-1-phenylethyl 1H-imidazole-1-carboxylate

Conditions
ConditionsYield
In ethyl acetate for 20h; Reflux; Inert atmosphere;96%
In ethyl acetate for 20h; Inert atmosphere; Reflux;96%
In dichloromethane at 0 - 20℃; for 17h; Inert atmosphere;90%
In dichloromethane at 20℃; for 0.5h;
4-bromo-2-methyl-benzoic acid tert-butyl ester
445003-37-2

4-bromo-2-methyl-benzoic acid tert-butyl ester

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

tert-butyl 3-methyl-2'-[(1R)-1-hydroxyethyl]biphenyl-4-carboxylate
1246560-92-8

tert-butyl 3-methyl-2'-[(1R)-1-hydroxyethyl]biphenyl-4-carboxylate

Conditions
ConditionsYield
Stage #1: (R)-1-phenylethanol With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at 50℃; for 1h; Cooling with ice; Inert atmosphere;
Stage #2: With Triisopropyl borate In hexane at 20 - 40℃; for 2h; Inert atmosphere;
Stage #3: 4-bromo-2-methyl-benzoic acid tert-butyl ester With potassium phosphate; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; water at 20 - 65℃; for 2.5h; Suzuki Coupling; Inert atmosphere;
95.5%
3-ethoxy-2-methylacrolein
62055-46-3

3-ethoxy-2-methylacrolein

(R)-1-phenylethanol
1517-69-7

(R)-1-phenylethanol

(E)-(1'R)-2-Methyl-3-(1'-phenylethoxy)-propenal
130814-73-2

(E)-(1'R)-2-Methyl-3-(1'-phenylethoxy)-propenal

Conditions
ConditionsYield
With toluene-4-sulfonic acid under 1 Torr;95%
With toluene-4-sulfonic acid under 0.05 Torr; for 3h; Ambient temperature;93%

(R)-(+)-1-Phenylethanol Chemical Properties

Molecular Formula: C8H10O
Formula Weight: 122.16
mp of (R)-(+)-1-Phenylethanol (1517-69-7): 9-11 °C(lit.)
bp : 88-89 °C 10 mm Hg(lit.)
density of (R)-(+)-1-Phenylethanol (1517-69-7): 1.012 g/mL at 20 °C(lit.)
refractive index : n20/D 1.528
Fp of (R)-(+)-1-Phenylethanol (1517-69-7): 85 °
storage temp. : 2-8°C
Appearence: Colorless to light yellow liquid

(R)-(+)-1-Phenylethanol Toxicity Data With Reference

ORL-RAT LD50: 400 mg kg-1
ORL-MUS LD50: 558 mg kg-1
SKN-GPG LD50: > 15 mg kg-1
SCU-MUS LD50: 250 mg kg-1
Toxic. May act as a carcinogen. Irritant. Severe eye irritant.

(R)-(+)-1-Phenylethanol Safety Profile

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

(R)-(+)-1-Phenylethanol Specification

Storage of (R)-(+)-1-Phenylethanol (1517-69-7): Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep away from sources of ignition. Keep away from heat, sparks, and flame.
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