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Cas Database

Name	(R)-(+)-1-Phenylethanol	EINECS	N/A
CAS No.	1517-69-7	Density	1.012
PSA	20.23000	LogP	1.73990
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		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	Article Data	997

(R)-(+)-1-Phenylethanol Synthetic route

: 98-86-2
acetophenone

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

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

Conditions

Conditions	Yield
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

: 98-86-2
acetophenone

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

Conditions

Conditions	Yield
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%

: 75-24-1
trimethylaluminum

: 100-52-7
benzaldehyde

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

Conditions

Conditions	Yield
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%

: 98-86-2
acetophenone

: 1896-62-4
(E)-benzalacetone

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

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

Conditions

Conditions	Yield
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%

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

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

Conditions

Conditions	Yield
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%

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

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

Conditions

Conditions	Yield
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%

: 38053-75-7
(R)-1-phenyl-1-(trichlorosilyl)ethane

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

Conditions

Conditions	Yield
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;

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

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

Conditions

Conditions	Yield
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%

: 544-97-8
dimethyl zinc(II)

: 100-52-7
benzaldehyde

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

Conditions

Conditions	Yield
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%

: 1440524-56-0
(S)-1-tert-butyl 3-((R)-1-phenylethyl) 2-methyl-2-allylmalonate

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

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

Conditions

Conditions	Yield
With water; potassium hydroxide In methanol at 20℃; for 24h;	A n/a B 98%

(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 ^°C
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^-1SCU-MUS LD₅₀: 250 mg kg^-1Toxic. 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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