Product Name

  • Name

    (R)-(-)-1-Phenyl-1,2-ethanediol

  • EINECS 202-258-1
  • CAS No. 16355-00-3
  • Article Data304
  • CAS DataBase
  • Density 1.17 g/cm3
  • Solubility Soluble in water
  • Melting Point 64-67 °C(lit.)
  • Formula C8H10O2
  • Boiling Point 273.5 °C at 760 mmHg
  • Molecular Weight 138.166
  • Flash Point 145.8 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 24/25-45-36/37/39-26
  • Risk Codes 23/24/25-36/37/38
  • Molecular Structure Molecular Structure of 16355-00-3 ((R)-(-)-1-Phenyl-1,2-ethanediol)
  • Hazard Symbols IrritantXi,ToxicT
  • Synonyms 1,2-Ethanediol, 1-phenyl-, (R)-(-)- (8CI);(-)-(1R)-1-Phenyl-1,2-ethanediol;(-)-1-Phenylethane-1,2-diol;(-)-1-Phenylethylene glycol;(-)-Phenyl glycol;(-)-Styrene glycol;(R)-(-)-1-Phenylethane-1,2-diol;(R)-2-Phenyl-1,2-ethanediol;1R-Phenyl-1,2-ethanediol;
  • PSA 40.46000
  • LogP 0.71230

Synthetic route

1-phenyl-2-hydroxyethanone
582-24-1

1-phenyl-2-hydroxyethanone

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With β-D-glucose In aq. phosphate buffer at 35℃; for 24h; pH=7.5; Kinetics; Temperature; pH-value; Solvent; Reagent/catalyst; Enzymatic reaction;99.9%
With cobalt(II) acetate; C31H31N2OP In tetrahydrofuran at 25℃; for 1h; Reagent/catalyst; Inert atmosphere;97%
With hydrogen; chiral iridium(III) complex In methanol at 60℃; under 7600.51 Torr; for 15h;94%
phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With D-glucose; D-glucose dehydrogenase; β-nicotinamide adenine dinucleotide 2'-phosphate reduced tetra(cyclohexylammonium) salt; carbonyl reductase from Pichia pastoris GS115; sodium hydroxide In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 12h; pH=6.5; Enzymatic reaction;99%
styrene
292638-84-7

styrene

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With 1,4-bis(9-O-dihydroquinidine)phthalazine In water; tert-butyl alcohol at 20℃; for 2h; Sharpless asymmetric dihydroxylation;98%
With potassium osmate(VI) dihydrate; cetyltrimethylammonim bromide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III) In water at 20℃; for 48h; Sharpless dihydroxylation; optical yield given as %ee;98%
With water; potassium carbonate; (9S,9"S)-9,9"-[phthalazine-1,4-diylbis-(oxy)]bis[10,11-dihydro-6'-methoxycinchonane]; potassium hexacyanoferrate(III) In tert-butyl alcohol for 6h; Reagent/catalyst; enantioselective reaction;98%
(1R)-2-({[(1S)-2,2-dimethyl-1-phenylpropyl]amino}oxy)ethanol
757195-36-1

(1R)-2-({[(1S)-2,2-dimethyl-1-phenylpropyl]amino}oxy)ethanol

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(1S)-α-(1,1-dimethylethyl)benzenemethanamine
82729-98-4

(1S)-α-(1,1-dimethylethyl)benzenemethanamine

Conditions
ConditionsYield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;A n/a
B 98%
(R)-methyl mandelate
20698-91-3

(R)-methyl mandelate

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 20℃; for 0.5h;97%
With lithium aluminium tetrahydride74%
Stage #1: (R)-methyl mandelate With lithium aluminium tetrahydride In 1,2-dimethoxyethane at 20℃; for 12h; Elimination;
Stage #2: With hydrogenchloride; ammonium chloride Hydrolysis; Further stages.;
70%
styrene oxide
96-09-3

styrene oxide

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With E. coli/(recombinant Vigna radiata epoxide hydrolase VrEH3) whole cells In methanol; aq. phosphate buffer at 25℃; for 7h; pH=7.0; pH-value; Temperature; Microbiological reaction; enantioselective reaction;97%
With tris paraperiodate; water In acetonitrile for 0.0833333h; Ambient temperature;90%
With epoxide hydrolase from Vigna radiata; variant VrEH2M263V In aq. phosphate buffer; dimethyl sulfoxide at 30℃; for 1.5h; pH=7; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;90%
styrene
292638-84-7

styrene

A

styrene oxide
96-09-3

styrene oxide

B

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

C

(S)-1-phenyl-1,2-ethanediol
25779-13-9

(S)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With styrene monooxygenase In Hexadecane for 24h; aq. buffer; optical yield given as %ee;A 97%
B n/a
C n/a
styrene oxide
96-09-3

styrene oxide

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(S)-styrene oxide
20780-54-5

(S)-styrene oxide

Conditions
ConditionsYield
Stage #1: styrene oxide With water; 4-nitro-benzoic acid; [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II) at 20℃; Acidic aqueous solution;
Stage #2: With ammonia at 20℃; for 1h;
A 95.3%
B 67.9%
With Aspergillus niger epoxide hydrolases immobilized onto modified Eupergit C In aq. phosphate buffer; dimethyl sulfoxide at 25℃; for 4h; pH=6.5; Kinetics; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;A n/a
B 48%
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); water In dichloromethane; acetonitrile at 20℃; for 144h; Resolution of racemate;A n/a
B 47%
1-phenyl-2-hydroxyethanone
582-24-1

1-phenyl-2-hydroxyethanone

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(S)-1-phenyl-1,2-ethanediol
25779-13-9

(S)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With cobalt(II) acetate; C31H31N2OP In tetrahydrofuran at 25℃; for 1h; Reagent/catalyst; Inert atmosphere;A 95%
B n/a
With diisobutylaluminium hydride; (S)-1-methyl-2-<(piperidin-1-yl)-methyl>pyrrolidine; tin(ll) chloride In dichloromethane at -100℃; for 0.333333h; Product distribution; asymmetric reduction of prochiral hydroxy ketones;
With baker yeast Product distribution; Thermodynamic data; ee = 99.19percent, ΔΔG(excit.)298 = 3.26+/-0.06 kcal/mol;
(R)-2-hydroxy-2-phenylethyl acetate
147256-18-6

(R)-2-hydroxy-2-phenylethyl acetate

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With potassium carbonate In methanol for 4h;95%
With potassium carbonate In methanol for 4h;94%
(1R)-2-{[(S)-[(2-(methoxymethoxy)phenyl)(phenyl)methyl]amino]oxy}-1-phenylethanol
757195-42-9

(1R)-2-{[(S)-[(2-(methoxymethoxy)phenyl)(phenyl)methyl]amino]oxy}-1-phenylethanol

A

(1S)-1-[2-(methoxymethoxy)phenyl](phenyl)methanamine

(1S)-1-[2-(methoxymethoxy)phenyl](phenyl)methanamine

B

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;A 95%
B n/a
styrene
292638-84-7

styrene

Resin-OsO4

Resin-OsO4

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
94%
94%
94%
styrene oxide
96-09-3

styrene oxide

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(S)-1-phenyl-1,2-ethanediol
25779-13-9

(S)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With Escherichia coli Rosetta(DE3)/epoxide hydrolase from Glycine max wet cells In aq. phosphate buffer at 25℃; pH=7; Catalytic behavior; Microbiological reaction; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A 93.8%
B n/a
With water at 37℃; rabbit liver microsomal epoxide hydrolase; Yields of byproduct given. Title compound not separated from byproducts;
With water In ethanol Beauveria sulfurescens; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(R)-2,2-dimethyl-4-phenyl-1,3-dioxolane
147441-61-0

(R)-2,2-dimethyl-4-phenyl-1,3-dioxolane

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
zirconium(IV) chloride In methanol at 35℃; for 3h;93%
(R)-(-)-2-tert-butoxy-2-oxo-1-phenylethyl pyrrolidine-1-carboxylate
1041400-13-8

(R)-(-)-2-tert-butoxy-2-oxo-1-phenylethyl pyrrolidine-1-carboxylate

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at -78 - 20℃; Inert atmosphere;92%
(2S,5R)-2-(2-chlorophenyl)-5-phenyl-3-tosyloxazolidin-4-one
1258406-85-7

(2S,5R)-2-(2-chlorophenyl)-5-phenyl-3-tosyloxazolidin-4-one

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Inert atmosphere;92%
(1R)-2-[({(1S)-1-[2-(methoxymethoxy)phenyl]ethyl}amino)oxy]-1-phenylethanol
757195-48-5

(1R)-2-[({(1S)-1-[2-(methoxymethoxy)phenyl]ethyl}amino)oxy]-1-phenylethanol

A

(1S)-1-[2-(methoxymethoxy)phenyl]ethanamine
757195-50-9

(1S)-1-[2-(methoxymethoxy)phenyl]ethanamine

B

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;A 91%
B n/a
(R)-(-)-1-phenylethane-1,2-diol dipropionate
144688-34-6

(R)-(-)-1-phenylethane-1,2-diol dipropionate

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With sodium hydroxide In methanol at 25℃; for 3h;90%
(R)-2-methylcarbonyloxy-1-phenylethyl acetate
78692-90-7

(R)-2-methylcarbonyloxy-1-phenylethyl acetate

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
zirconium(IV) chloride In methanol at 35℃; for 4h;90%
With potassium carbonate In methanol at 20℃; for 4h;
(4S,1'R,2'R)-N-(3)-[1'-(m-chlorobenzoyl)-2-hydroxy-2'-phenylethan-1'yl]-4-phenyl-5,5-dimethyloxazolidin-2-one
1067232-57-8

(4S,1'R,2'R)-N-(3)-[1'-(m-chlorobenzoyl)-2-hydroxy-2'-phenylethan-1'yl]-4-phenyl-5,5-dimethyloxazolidin-2-one

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(4S)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one
168297-84-5

(4S)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol for 0.166667h;A 60%
B 90%
styrene
292638-84-7

styrene

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(S)-1-phenyl-1,2-ethanediol
25779-13-9

(S)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With potassium dioxotetrahydroxoosmate(VI); potassium carbonate; potassium hexacyanoferrate(III); methanesulfonamide; DHQD-PHAL-OPEG-OMe In water; tert-butyl alcohol at 0℃; for 24h; Title compound not separated from byproducts;A 87%
B n/a
With osmium(VIII) oxide; lithium aluminium tetrahydride; MEQ-DHQD Thermodynamic data; Kinetics; 1) toluene, 2) THF, 30 min, RT; influence of the reaction temperature on the enantioselectivity of the asymmetric dihydroxylation of different olefins with other reagents, investigations of the ee-values;
With potassium dioxotetrahydroxoosmate(VI); iodine; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine In water; tert-butyl alcohol at 0℃; for 27h; Product distribution; Mechanism; electrolysis; various co-oxidants; asymmetric dihydroxylation; further cond.: chemical method;
(R)-Styrene oxide
20780-53-4

(R)-Styrene oxide

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(S)-1-phenyl-1,2-ethanediol
25779-13-9

(S)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With Tris-HCl buffer; Sphingomonas sp. HXN-200 cell free extract In hexane at 25℃; for 4h; pH=7.5; Title compound not separated from byproducts;A 87%
B 13%
With water; potassium hydroxide at 30℃; for 288h; Product distribution; Mechanism; other pH;
With sodium phosphate buffer; enzymatic extract of S. racemosum In dimethyl sulfoxide at 27℃; Rate constant; Mechanism; Product distribution; regioselectivity of the biohydrolysis;
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
173603-23-1

(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
Stage #1: (E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) With hydrogen; di(norbornadiene)rhodium(I) tetrafluoroborate; (R)-1-[2-(2'-diphenylphosphinophenyl)-ferrocenyl]ethyldi[bis-(3,5-trifluoromethyl)phenyl]phosphine under 11400.8 Torr;
Stage #2: With dihydrogen peroxide Product distribution / selectivity;
86%
Stage #1: (E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) With hydrogen; di(norbornadiene)rhodium(I) tetrafluoroborate; (R)-1-[2-(2'-diphenylphosphinophenyl)-ferrocenyl]ethyldi[bis-(3,5-trifluoromethyl)phenyl]phosphine under 11400.8 Torr;
Stage #2: With sodium hydroxide; dihydrogen peroxide Product distribution / selectivity;
86%
4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(4S)-4-phenyl[1,3]dioxolan-2-one
4427-92-3, 90971-11-2, 129097-94-5, 90970-80-2

(4S)-4-phenyl[1,3]dioxolan-2-one

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; Kinetics; pig liver esterase, phosphate buffer pH 7.4;A 85%
B n/a
In dimethyl sulfoxide at 20℃; pig liver esterase, phosphate buffer pH 7.4; Yields of byproduct given;A 85%
B n/a
(R)-Mandelic Acid
611-71-2

(R)-Mandelic Acid

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether 1.) reflux, 5 h, 2.) RT, 12 h;85%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2.5h; Inert atmosphere;71%
With lithium aluminium tetrahydride In diethyl ether for 6h; Reduction; Heating;70%
(1R)-1-phenyl-2-({[(1S)-1-phenylpentyl]amino}oxy)ethanol
757195-34-9

(1R)-1-phenyl-2-({[(1S)-1-phenylpentyl]amino}oxy)ethanol

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(1S)-1-amino-1-phenylpentane
105370-60-3

(1S)-1-amino-1-phenylpentane

Conditions
ConditionsYield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;A n/a
B 85%
(1R)-1-phenyl-2-({[(1S)-1-phenyl-2-propenyl]amino}oxy)ethanol
757195-40-7

(1R)-1-phenyl-2-({[(1S)-1-phenyl-2-propenyl]amino}oxy)ethanol

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(1S)-1-phenyl-2-propen-1-amine
244092-75-9

(1S)-1-phenyl-2-propen-1-amine

Conditions
ConditionsYield
With zinc In tetrahydrofuran; water; acetic acid at 60℃; for 4h;A n/a
B 83%
(1R)-1-phenyl-2-({[(1S)-1-phenylethyl]amino}oxy)ethanol
757195-26-9

(1R)-1-phenyl-2-({[(1S)-1-phenylethyl]amino}oxy)ethanol

A

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

B

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With hexacarbonyl molybdenum In water; acetonitrile at 85℃; for 1h;A 80%
B n/a
(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside
179924-50-6

(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

3,4-di-O-benzyl-2-deoxy-L-glucopyranose

3,4-di-O-benzyl-2-deoxy-L-glucopyranose

Conditions
ConditionsYield
In tetrahydrofuran; hydrogenchloride Hydrolysis;A 2.37 g
B 78%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

A

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

B

(S)-1-phenyl-1,2-ethanediol
25779-13-9

(S)-1-phenyl-1,2-ethanediol

Conditions
ConditionsYield
With cell free extract from Candida parapsilosis CICC 1627 In aq. phosphate buffer at 30℃; for 48h; pH=6.5; Reagent/catalyst; Microbiological reaction; enantioselective reaction;A n/a
B 78%
With MCCD-HPS packed column In hydrogenchloride; acetonitrile pH=8.6;
With halohydrin dehydro-dehalogenase from Alcaligenes sp. DS-S-7G; 2,6-Dichlorophenolindophenol; phenazine methosulfate Enzymatic reaction; Title compound not separated from byproducts.;
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

(R)-4-Phenyl-[1,3,2]dioxathiolane 2-oxide
133522-24-4

(R)-4-Phenyl-[1,3,2]dioxathiolane 2-oxide

Conditions
ConditionsYield
With thionyl chloride In tetrachloromethane Heating;100%
With thionyl chloride Heating;79%
With thionyl chloride In dichloromethane Yield given;
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethan-1-ol
110743-96-9

(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethan-1-ol

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;100%
With dmap; triethylamine In dichloromethane for 4h; Inert atmosphere;98%
With dmap; triethylamine In dichloromethane at 20℃; for 2h;91%
With dmap; triethylamine In dichloromethane at 20℃; for 2h;87%
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(R)-phenyl-1,2-bis(methanesulfonyloxy)ethane
278169-72-5

(R)-phenyl-1,2-bis(methanesulfonyloxy)ethane

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
With triethylamine In dichloromethane at 0 - 20℃;
With triethylamine In dichloromethane
Stage #1: (R)-1-phenyl-1,2-ethanediol With triethylamine In dichloromethane at 0℃; for 0.166667h;
Stage #2: methanesulfonyl chloride In dichloromethane at 20℃; for 5h;
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride
39637-99-5, 20445-33-4

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-phenyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-ethyl ester

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-phenyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-ethyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 18h;99%
With pyridine; 1-amino-3-(dimethylamino)propane In dichloromethane for 0.416667h;
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

ortho-diphenylphosphinobenzoic acid
17261-28-8

ortho-diphenylphosphinobenzoic acid

(R)-2-hydroxy-2-phenylethyl 2-(diphenylphosphino)-benzoate
1220999-80-3

(R)-2-hydroxy-2-phenylethyl 2-(diphenylphosphino)-benzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 24h; Inert atmosphere;98%
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

(R)-Mandelic Acid
611-71-2

(R)-Mandelic Acid

Conditions
ConditionsYield
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide In acetone at 0℃; pH=8.3; chemoselective reaction;96%
With recombinant alditol oxidase from Streptomyces coelicolor A3(2); catalase from bovine liver at 25℃; pH=7.5; Kinetics; Reagent/catalyst; Temperature; pH-value; aq. phosphate buffer; Enzymatic reaction; enantioselective reaction;
carbon dioxide
124-38-9

carbon dioxide

(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

(R)-1-phenyl-1,2-ethanediol carbonate
90971-11-2

(R)-1-phenyl-1,2-ethanediol carbonate

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene at 70℃; under 7500.75 Torr; for 18h;96%
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

(R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate
40434-87-5

(R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With di(n-butyl)tin oxide; triethylamine In dichloromethane at 0 - 20℃; for 3h;92.2%
With pyridine at 0 - 20℃; Inert atmosphere;78%
With pyridine at -10℃; for 4h;76%
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

1,2-bis(diphenylmethylsilyloxy)-1-phenylethane

1,2-bis(diphenylmethylsilyloxy)-1-phenylethane

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;90%
(R)-1-phenyl-1,2-ethanediol
16355-00-3

(R)-1-phenyl-1,2-ethanediol

4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

(R)-(-)-2-(4-biphenyl)-4-phenyl-1,3,2-dioxaborolane

(R)-(-)-2-(4-biphenyl)-4-phenyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
In chloroform at 20℃;89%
With 4 A molecular sieve In chloroform at 20℃;89%

(R)-(-)-1-Phenyl-1,2-ethanediol Chemical Properties

Structure of (R)-(-)-1-Phenyl-1,2-ethanediol (CAS NO.16355-00-3):

IUPAC Name: (1S)-1-Phenylethane-1,2-diol
Molecular Formula: C8H10O2
Molar mass: 138.1638 g/mol
Density: 1.17 g/cm3 
Melting Point: 64-67 °C(lit.)
Flash Point: 145.8 °C
Index of Refraction: 1.572
Boiling Point: 273.5 °C at 760 mmHg
Vapour Pressure: 0.00278 mmHg at 25 °C
Water Solubility: soluble
Appearance: white to light yellow crystal powder
XLogP3-AA: 0.4
H-Bond Donor: 2
H-Bond Acceptor: 2
Canonical SMILES: C1=CC=C(C=C1)C(CO)O
Isomeric SMILES: C1=CC=C(C=C1)[C@@H](CO)O
InChI: InChI=1S/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2/t8-/m1/s1 
InChIKey: PWMWNFMRSKOCEY-MRVPVSSYSA-N
Product categories: Chiral Compounds; Diols; Chiral Building Blocks; Synthetic Organic Chemistry; Simple Alcohols (Chiral)

(R)-(-)-1-Phenyl-1,2-ethanediol Safety Profile

Hazard Codes: IrritantXi, ToxicT
Risk Statements: 23/24/25-36/37/38
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-45-36/37/39-26
S24/25:Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
Hazard Note: Irritant

(R)-(-)-1-Phenyl-1,2-ethanediol Specification

 (R)-(-)-1-Phenyl-1,2-ethanediol (CAS NO.16355-00-3) also can be called (1R)-1-phenylethane-1,2-diol ; (R)-(-)-alpha,beta-Dihydroxyethylbenzene ; (R)-(-)-Stryrene glycol and 1,2-ethanediol, 1-phenyl-, (1R)- . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first,should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, Get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's Inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Do not induce vomiting.If victim is conscious and alert, give 2-4 cupfuls of milk or water, and get medical aid immediately. In addition, (R)-(-)-1-Phenyl-1,2-ethanediol (CAS NO.16355-00-3) can be stable under normal temperature and pressure conditions. You must not take it with strong oxidants. And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases.

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