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60-12-8

Basic Information
CAS No.: 60-12-8
Name: Phenethyl alcohol
Molecular Structure:
Molecular Structure of 60-12-8 (Phenethyl alcohol)
Formula: C8H10O
Molecular Weight: 122.1644
Synonyms: Phenethylalcohol (8CI);(2-Hydroxyethyl)benzene;2-Phenethanol;2-Phenethyl alcohol;2-Phenyl-1-ethanol;Benzyl carbinol;Ethanol, 2-phenyl-;NSC 406252;PEA;Phenethanol;b-(Hydroxyethyl)benzene;b-PEA;b-Phenethanol;b-Phenethyl alcohol;b-Phenylethanol;b-Phenylethyl alcohol;
EINECS: 200-456-2
Density: 1.02 g/cm3
Melting Point: -27 °C(lit.)
Boiling Point: 218.199 °C at 760 mmHg
Flash Point: 98.4 °C
Solubility: 20 g/L (20 °C) in water
Appearance: colorless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 21/22-36/38
Safety: 26-28-36/37-36/37/39
Transport Information: UN 2810 6.1/PG 3
PSA: 20.23000
LogP: 1.22140
Synthetic route
96-09-3

styrene oxide

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With morpholine-borane; boron trifluoride diethyl etherate In diethyl ether for 2h; Product distribution; Ambient temperature;100%
With ammonium formate; palladium on activated charcoal In methanol for 2h; Heating;100%
With hydrogen In methanol at 25℃; under 750.075 Torr; Reagent/catalyst; Flow reactor; regioselective reaction;100%
14629-58-4

trimethyl(phenethyloxy)silane

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With Dowex 1-X8 In ethanol for 8h; Ambient temperature;100%
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0166667h;98%
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry;98%
78926-09-7

1-tert-butyldimethylsilyloxy-2-phenylethane

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With iron(III) chloride In methanol at 23℃; for 3.5h;100%
With water; scandium tris(trifluoromethanesulfonate) In acetonitrile for 1h; Ambient temperature;98%
sulfonic acid functionalized nanoporous silica In methanol at 35℃; for 1.5h;98%
98-86-2

acetophenone

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With potassium tert-butylate; hydrogen In ethanol at 40℃; under 7600.51 Torr; for 19h; Solvent; Autoclave; Inert atmosphere;100%
With magnesium sulfate In tetrahydrofuran; dichloromethane92%
With magnesium sulfate In tetrahydrofuran; dichloromethane92%
103-45-7

acetic acid phenethyl ester

A

60-12-8

2-phenylethanol

B

108-95-2

phenol

Conditions
ConditionsYield
With phosphate buffer; Phenyl acetate In diethyl ether for 2.75h; Ambient temperature; pig liver acetone powder;A 18%
B 100%
101-41-7

benzeneacetic acid methyl ester

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; silica gel In hexane for 3h; Heating;100%
With methanol; sodium tetrahydroborate In diethyl ether at 20℃; for 38h; Reduction;96%
With sodium tetrahydroborate In diethylene glycol dimethyl ether at 104℃;95%
14629-62-0

1-(triethylsiloxy)-2-phenylethane

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With iron(III) chloride In methanol at 23℃; for 0.0833333h;100%
With methanol; trimethylsilyl bromide at 20℃; for 0.166667h; chemoselective reaction;98%
With Selectfluor In acetonitrile at 150℃; for 0.05h; Microwave irradiation;82%
With iron(III) p-toluenesulfonate hexahydrate In methanol at 20℃; for 0.333333h;80%
With hydrogenchloride In methanol at 20℃; for 16h;
1093198-50-5

C24H20O3

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate In ethanol; benzene at 20℃; for 0.3h;100%
501014-38-6

allyl 2-phenylethyl carbonate

60-12-8

2-phenylethanol

Conditions
ConditionsYield
[RuCp(η3-C3H5)(QA)]PF6, QA=quinaldic acid In methanol at 30℃; for 0.5h;99%
With Fe3O4@SiO2-[(4-(5-O3Si-pentylcarbamoyl)-2-pyridinecarboxylato)CpRu(η3-C3H5)]PF6 In methanol at 30℃; for 2h; Inert atmosphere; chemoselective reaction;99.9%
[RuCp(η3-C3H5)(QA)]PF6, QA=quinaldic acid In methanol at 30℃; for 0.5h; Product distribution; Further Variations:; Solvents;99 % Spectr.
100-41-4

ethylbenzene

A

123-07-9

4-Ethylphenol

B

98-85-1, 13323-81-4

1-Phenylethanol

C

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With rabbit liver microsomal cytochrome P-450 In water at 25℃; for 12h;A 0.13%
B 99.8%
C 0.08%
96-09-3

styrene oxide

A

98-85-1, 13323-81-4

1-Phenylethanol

B

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In toluene at 75℃; under 37503.8 Torr; for 24h; Catalytic behavior; Pressure; Temperature; Reagent/catalyst; regioselective reaction;A 99%
B n/a
With lithium triethylborohydride In tetrahydrofuran at 0℃; for 0.0833333h; Product distribution;A 97%
B 3%
With Li(1+)*C12H28AlO3(1-) In tetrahydrofuran; hexane at 0℃; for 0.17h; Yields of byproduct given;A 95%
B n/a
122-78-1

phenylacetaldehyde

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; tri-n-butyl-tin hydride for 2h; Product distribution; Ambient temperature; different aldehydes, reagents, reaction temperature and time;99%
With N,N,N,N,N,N-hexamethylphosphoric triamide; tri-n-butyl-tin hydride for 2h; Ambient temperature;99%
With hydrogen In water at 60℃; under 22502.3 Torr; for 0.00611111h; Flow reactor; Green chemistry; chemoselective reaction;99%
101-97-3

Ethyl 2-phenylethanoate

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 5h; Glovebox; Autoclave;99%
95%
With lithium borohydride In diethyl ether; toluene at 100℃; for 1h;92%
14289-65-7

2-(2-propenyloxy)ethylbenzene

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In methanol at 30℃; for 3h;99%
[RuCp(η3-C3H5)(QA)]PF6, QA=quinaldic acid In methanol at 30℃; for 3h;99%
quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In methanol; dichloromethane at 30℃; for 0.5h; Conversion of starting material;99%
102-16-9

benzyl 2-phenylacetate

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; hafnium tetrachloride In tetrahydrofuran at -20℃; for 3h; Inert atmosphere;99%
With (Ppyz)Zr(BH4)2Cl2 In diethyl ether for 8h; Heating;92%
With phenylsilane; potassium tert-butylate; water; sodium triethylborohydride; cobalt(II) chloride In 1,4-dioxane; toluene at 60℃; for 15h; Inert atmosphere; Glovebox; Schlenk technique;84%

potassium trifluoro(phenethyl)borate

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With Oxone; water In acetone at 20℃; for 0.0333333h;99%
103-80-0

phenylacetyl chloride

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With zinc(II) tetrahydroborate; N,N,N,N,-tetramethylethylenediamine In diethyl ether at 0℃; for 0.5h;98%
With methyltriphenylphosphonium tetrahydroborate In dichloromethane Reduction;98%
With Zr(BH4)2Cl2(dabco)2 In tetrahydrofuran for 1.2h; Heating;98%
1927-61-3

2-(2-phenylethoxy)tetrahydro-2H-pyran

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In methanol for 0.05h; Heating;98%
With dimethylbromosulphonium bromide In methanol; dichloromethane at 20℃; for 0.416667h;97%
With trichloroisocyanuric acid In methanol at 20℃; for 5h;96%
4861-85-2

isopropyl phenylacetate

60-12-8

2-phenylethanol

Conditions
ConditionsYield
Stage #1: isopropyl phenylacetate With diethylzinc; lithium chloride In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere;
Stage #2: With sodium hydroxide In tetrahydrofuran; hexane; water at 20℃; for 8h; Catalytic behavior; Concentration; Time; Inert atmosphere; chemoselective reaction;
98%
With phenylsilane; potassium tert-butylate; water; sodium triethylborohydride; cobalt(II) chloride In 1,4-dioxane; toluene at 60℃; for 15h; Inert atmosphere; Glovebox; Schlenk technique;93%
Stage #1: isopropyl phenylacetate With diethoxymethylane; zinc diacetate In tetrahydrofuran at 65℃; for 24h; Inert atmosphere;
Stage #2: With methanol; potassium hydroxide chemoselective reaction;
98 %Chromat.
Stage #1: isopropyl phenylacetate With iron (II) stearate; ethylenediamine In toluene at 20℃; for 0.0833333h; Inert atmosphere; Schlenk technique;
Stage #2: In toluene at 100℃; for 20h; Inert atmosphere; Schlenk technique;
71 %Chromat.
With 1,1'-methylene-bis(3-benzyl-1H-imidazol-3-ium) diiodide; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; hydrogen In 1,4-dioxane at 100℃; under 37503.8 Torr; for 6h;50 %Chromat.
501014-38-6

allyl 2-phenylethyl carbonate

75-33-2

2-propanethiol

A

50996-72-0

allylisopropyl sulfide

B

124-38-9

carbon dioxide

C

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With [Bu4N][Fe(CO)3(NO)]; tris(2,4,6-trimethylphenyl)phosphine In ethanol at 40℃; Inert atmosphere;A n/a
B n/a
C 98%
34420-17-2

(2-phenylethyl)boronic acid

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With pyrene-1,6-dione; oxygen; isopropyl alcohol at 20℃; under 760.051 Torr; for 40h; Irradiation; Green chemistry;98%
With rose bengal; triethylamine In ethanol at 25℃; for 12h; Schlenk technique; Irradiation;97%
With 2,5-dimethylfuran; zinc(II) phthalocyanine; oxygen In tetrahydrofuran at 25℃; under 760.051 Torr; for 2h; Time; Irradiation; Sealed tube; Schlenk technique;95%
18240-10-3

(+/-)-2-(3-cyclohexenyl)ethanol

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With hydrogen at 250℃; under 750.075 Torr; Reagent/catalyst; Green chemistry;97.92%
103-82-2

phenylacetic acid

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With [Zn(BH4)2(py)] In tetrahydrofuran for 1.5h; Heating;97%
With zinc(II) tetrahydroborate In tetrahydrofuran for 3h; Heating;95%
With borane-THF In tetrahydrofuran for 3.25h; Inert atmosphere;95%
622-24-2

2-phenylethyl chloride

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With iron(III) sulfate; water In toluene at 110℃; for 1h; Ionic liquid;97%
With sodium carbonate at 160 - 165℃;
With sodium carbonate at 175℃;
1555-80-2

phenylacetic anhydride

A

103-82-2

phenylacetic acid

B

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h; Ambient temperature;A 94%
B 97%
128702-35-2

N-(4-Phenethyloxymethyl-phenyl)-acetamide

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone97%
54673-12-0

(2-(methoxymethoxy)ethyl)benzene

60-12-8

2-phenylethanol

Conditions
ConditionsYield
phosphotungstic acid In ethanol for 3h; Heating;97%
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.025h; Microwave irradiation; chemoselective reaction;95%
With 1-thiopropane; zinc dibromide In dichloromethane at 20℃; for 0.1h; Inert atmosphere;90%
536-74-3

phenylacetylene

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With [2,2]bipyridinyl; formic acid; (η5-cyclopentadienyl) (η6-naphthalene)ruthenium hexafluorophosphate; water In tetrahydrofuran at 55℃; for 48h;97%
With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); Ru(Cp)(PPh2PytBu)2(MeCN)PF6; water In isopropyl alcohol at 70℃; for 48h; Concentration; Reagent/catalyst; Inert atmosphere; regioselective reaction;90%
With formic acid; F6P(1-)*C16H22N3Ru(1+); water In 1-methyl-pyrrolidin-2-one at 25℃; for 48h; Inert atmosphere; Sealed tube;83%
Multi-step reaction with 2 steps
1: cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; [2,2]bipyridinyl; formic acid / water; 1-methyl-pyrrolidin-2-one / 24 h / 25 °C / Inert atmosphere; Sealed tube
2: N1,N1-dimethyl-N2-(pyridin-2-ylmethylene)ethane-1,2-diamine; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; formic acid; water / 1-methyl-pyrrolidin-2-one / 24 h / 25 °C / Inert atmosphere; Sealed tube
View Scheme
103-45-7

acetic acid phenethyl ester

60-12-8

2-phenylethanol

Conditions
ConditionsYield
With water at 20℃; for 0.166667h;96%
With methanol; potassium permanganate at 25℃; chemoselective reaction;92%
With 2,2-dibutyl-1,3,2-dioxastannane; cesium fluoride In N,N-dimethyl-formamide at 20℃; for 0.5h;85%
60-12-8

2-phenylethanol

17376-04-4

2-phenethyl iodide

Conditions
ConditionsYield
With 1H-imidazole; iodine; triphenylphosphine In diethyl ether at 0℃; for 1h;100%
With trimethylsilylphosphate; sodium iodide for 10h; Ambient temperature;98%
With N-iodosaccharine; triphenylphosphine In dichloromethane at 20℃; for 0.5h;95%
60-12-8

2-phenylethanol

108-24-7

acetic anhydride

103-45-7

acetic acid phenethyl ester

Conditions
ConditionsYield
With magnesium(II) perchlorate at 20℃; for 0.25h;100%
Stage #1: acetic anhydride With molybdenium(VI) dioxodichloride In dichloromethane at 20℃; for 0.5h;
Stage #2: 2-phenylethanol In dichloromethane at 20℃; for 0.1h;
100%
With boron trifluoride diethyl etherate In ethyl acetate for 0.00138889h;100%
60-12-8

2-phenylethanol

545-06-2

trichloroacetonitrile

99421-73-5

β-phenylethyl trichloroacetimidate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane100%
With sodium
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃;
60-12-8

2-phenylethanol

65-85-0

benzoic acid

94-47-3

2-Phenylethyl benzoate

Conditions
ConditionsYield
With TiO(acac)2 In xylene for 15h; Heating;100%
With iron(III)-acetylacetonate In 5,5-dimethyl-1,3-cyclohexadiene for 15h; Inert atmosphere; Reflux;97%
With 4-nitro-diphenylammonium triflate In toluene at 80℃; for 30h;95%
60-12-8

2-phenylethanol

145387-82-2

N-(tert-butyloxycarbonyl)(2-trimethylsilylethyl)sulfonamide

tert-Butyl phenethyl<<2-(trimethylsilyl)ethyl>sulfonyl>carbamate

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃; for 0.0833333h;100%
60-12-8

2-phenylethanol

103-82-2

phenylacetic acid

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite In acetonitrile at 35℃; pH 6.7;100%
With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In aq. phosphate buffer; water; acetonitrile at 35℃; pH=6.7; Green chemistry;100%
With oxygen; sodium hydroxide In water at 90℃; for 18h; Catalytic behavior;100%
75-15-0

carbon disulfide

60-12-8

2-phenylethanol

74-88-4

methyl iodide

70061-62-0

S-methyl O-phenylethyl carbonodithioate

Conditions
ConditionsYield
Stage #1: 2-phenylethanol With sodium hydride In tetrahydrofuran; mineral oil for 0.333333h;
Stage #2: carbon disulfide In tetrahydrofuran; mineral oil at 20℃; for 0.333333h;
Stage #3: methyl iodide In tetrahydrofuran; mineral oil for 0.333333h;
100%
Stage #1: carbon disulfide; 2-phenylethanol With 1H-imidazole; sodium hydride In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 0.5h;
95%
With sodium hydroxide; tetrabutylammomium bromide In water75%
Yield given. Multistep reaction;
60-12-8

2-phenylethanol

3282-30-2

pivaloyl chloride

67662-96-8

2-phenethyl pivalate

Conditions
ConditionsYield
at 20℃; for 0.0833333h; Neat (no solvent);100%
With lanthanum(III) nitrate at 20℃; for 0.166667h;96%
With pyridine In dichloromethane at 25℃; for 5h; Acylation;
With picoline In dichloromethane for 1h; Reflux;
Stage #1: 2-phenylethanol With bis(cyclopentadienyl)titanium dichloride; manganese; diiodomethane In tetrahydrofuran at 20℃; for 2.5h; Inert atmosphere;
Stage #2: pivaloyl chloride In tetrahydrofuran at 20℃; for 1.5h; Solvent; Inert atmosphere;
110-87-2

3,4-dihydro-2H-pyran

60-12-8

2-phenylethanol

1927-61-3

2-(2-phenylethoxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
With H6P2W18O62 In toluene at 20℃; for 2h;100%
With phosphotungstic acid In toluene at 20℃; for 1h;100%
With iron(III) sulfate at 20℃; for 1h;98%
60-12-8

2-phenylethanol

19360-67-9

4-carboxymethoxy-benzoic acid

4-phenethyloxycarbonylmethoxy-benzoic acid

Conditions
ConditionsYield
With [Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 16h;100%
60-12-8

2-phenylethanol

100-51-6

benzyl alcohol

54894-37-0

(2-(benzyloxy)ethyl)benzene

Conditions
ConditionsYield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold (I) at 150℃; for 0.5h; Kinetics; Inert atmosphere; Microwave irradiation;100%
With (triphenylphosphine)gold(I) chloride at 150℃; for 1.5h; Microwave irradiation; Green chemistry;96%
With n-butyllithium; 2,3,5,6-tetrafluoro-1,4-benzoquinone; chloro-diphenylphosphine In dichloromethane at 20℃; for 3h; Product distribution; Further Variations:; Reagents;72%
106-31-0

butanoic acid anhydride

60-12-8

2-phenylethanol

103-52-6

phenethyl butyrate

Conditions
ConditionsYield
Stage #1: butanoic acid anhydride With molybdenium(VI) dioxodichloride In dichloromethane at 20℃; for 0.5h;
Stage #2: 2-phenylethanol In dichloromethane at 20℃; for 0.15h;
100%
With iron(III) p-toluenesulfonate hexahydrate In neat (no solvent) at 20℃; for 1h;85%
2568-90-3

di-n-butyloxymethane

60-12-8

2-phenylethanol

92101-62-7

formaldehyde-(butyl-phenethyl-acetal)

Conditions
ConditionsYield
With Nafion-H SAC-13 silica nanocomposite at 100℃;100%
60-12-8

2-phenylethanol

1079-66-9

chloro-diphenylphosphine

849604-79-1

2-phenylethyl diphenylphosphinite

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h;100%
With n-butyllithium In tetrahydrofuran at 0℃; for 1h;
With triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #1: 2-phenylethanol With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #2: chloro-diphenylphosphine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Schlenk technique;
60-12-8

2-phenylethanol

331-39-5

caffeic acid

caffeic acid phenethylester

Conditions
ConditionsYield
at 50℃; for 120h;100%
Stage #1: 2-phenylethanol; caffeic acid at 20℃; for 0.25h; Molecular sieve; Ionic liquid; Inert atmosphere;
Stage #2: With Tocopherol at 130℃; under 760.051 Torr; for 0.15h; Solvent; Reagent/catalyst; Temperature; Molecular sieve; Ionic liquid; Inert atmosphere; Microwave irradiation;
95%
In benzene for 84h; Heating; Dean-Stark trap;40%
60-12-8

2-phenylethanol

triethylammonium dimethyl boranophosphate

phosphorous acid dimethyl ester phenethyl ester; compound with borane

Conditions
ConditionsYield
With 2,6-dimethylpyridine; diazaphospholidinium-based reagent In acetonitrile at 20℃; for 0.166667h;100%
60-12-8

2-phenylethanol

75-64-9

tert-butylamine

24070-10-8

2-methyl-N-phenethylpropan-2-amine

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; 3 A molecular sieve; potassium carbonate; [Ru(p-cumene)Cl2]2 In toluene at 110℃; for 24h; Product distribution; Further Variations:; Catalysts;100%
With 1,1'-bis(diphenylphosphino)ferrocene; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium carbonate In toluene at 20℃; for 24.1667h; Inert atmosphere; Molecular sieve; Reflux;88%
With C61H45N3OP2RuS; potassium hydroxide In toluene at 110℃; for 12h; Schlenk technique;79%
Stage #1: 2-phenylethanol With 1,1'-bis-(diphenylphosphino)ferrocene; [RuCl2(p-cymene)(3-INC5H4)] In toluene for 0.166667h; Reflux;
Stage #2: tert-butylamine In toluene; acetonitrile for 24h; Reagent/catalyst; Reflux;
Stage #1: 2-phenylethanol With [bis((μ-chloro)chloro(η6-phenylacetic acid)ruthenium(II))] In toluene at 110℃; for 0.166667h; Reflux;
Stage #2: tert-butylamine In toluene; acetonitrile at 110℃; for 24h; Catalytic behavior; Reagent/catalyst; Time; Reflux;
60-12-8

2-phenylethanol

754-05-2

ethenyltrimethylsilane

A

74-85-1

ethene

B

14629-58-4

trimethyl(phenethyloxy)silane

Conditions
ConditionsYield
hydrogenchloride; chlorobis(ethylene)rhodium(I) dimer In 1,4-dioxane; chloroform at 20℃; for 2h; Product distribution / selectivity;A n/a
B 100%
chlorobis(cyclooctene)rhodium(I) dimer In toluene at 70℃; for 3h; Product distribution / selectivity;A n/a
B 100%
hydrogenchloride; chlorobis(cyclooctene)rhodium(I) dimer In 1,4-dioxane; chloroform at 20℃; for 2h; Product distribution / selectivity;A n/a
B 96%
60-12-8

2-phenylethanol

103-45-7

acetic acid phenethyl ester

Conditions
ConditionsYield
Stage #1: acetic anhydride; TiO(OTf)2 In dichloromethane at 20℃; for 0.5h;
Stage #2: 2-phenylethanol In dichloromethane at 20℃; for 0.3h; Product distribution / selectivity;
100%
Stage #1: acetic anhydride; bis(tetrahydrofurane)oxovanadium(IV) dichloride In dichloromethane at 20℃; for 0.5h;
Stage #2: 2-phenylethanol In dichloromethane at 20℃; for 12h; Product distribution / selectivity;
99%
Stage #1: acetic anhydride; bis(acetylacetonato)dioxidomolybdenum(VI) In dichloromethane at 20℃; for 0.5h;
Stage #2: 2-phenylethanol In dichloromethane at 20℃; for 16h; Product distribution / selectivity;
98%
286371-46-8

4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline

32315-10-9

bis(trichloromethyl) carbonate

60-12-8

2-phenylethanol

144-55-8

sodium hydrogencarbonate

phenethyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane; chloroform; toluene100%
60-12-8

2-phenylethanol

4-methoxy-3-phenethyloxynitrobenzene

Conditions
ConditionsYield
100%
111-26-2

hexan-1-amine

60-12-8

2-phenylethanol

10264-30-9

N-hexyl-2-phenylacetamide

Conditions
ConditionsYield
With cyclooctadiene ruthenium(II) dichloride; potassium tert-butylate; 1,3-diisopropyl-1H-imidazol-3-ium chloride; tricyclopentylphosphonium tetrafluoroborate In toluene for 24h; Inert atmosphere; Reflux;100%
With dichloro(1,5-cyclooctadiene)ruthenium(II); potassium tert-butylate; 1,3-diisopropyl-1H-imidazol-3-ium chloride; tricyclopentylphosphonium tetrafluoroborate In toluene at 110℃; for 24h; Inert atmosphere;100%
With pyridine; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium hydride; 1,3-di(propan-2-yl)-1H-imidazol-3-ium bromide In toluene for 36h; Inert atmosphere; Reflux;98%
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    Address:Unit 603,No.879,Xiahe Road,Meixin Building,Xiamen,China

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    60-12-8

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    60-12-8

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  • PHENETHYL ALCOHOL

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    60-12-8

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Specification

1. Introduction of Phenethyl alcohol
Phenethyl alcohol is colourless liqui, it is an alcohol with a pleasant floral odor. The IUPAC Name of it is 2-phenylethanol.

2. Properties of Phenethyl alcohol
Index of Refraction: 1.535
Molar Refractivity: 37.33 cm3
Molar Volume: 119.7 cm3
Polarizability: 14.8×10-24cm3
Surface Tension: 39.6 dyne/cm
Density: 1.02 g/cm3
Flash Point: 98.4 °C
Enthalpy of Vaporization: 48.05 kJ/mol
Boiling Point: 218.2 °C at 760 mmHg
Vapour Pressure: 0.0741 mmHg at 25°C 
Melting Point: −27 °C(lit.)
Water Solubility: 20 g/L (20 ºC) 
Stability: Stable. Substances to be avoided include strong acids and strong oxidizing agents. Combustible.
Physical Appearance: colourless liquid
Product Categories: Miscellaneous 
Synonyms of Benzeneethanol (CAS NO.60-12-8): 1-Phenyl-2-ethanol ; 2-Hydroxyethylbenzene ; 2-Phenethyl alcohol ; 2-Phenylethanol ; Ethanol, 2-phenyl- ; Methanol, benzyl- ; beta-Fenethylalkohol ; beta-Hydroxyethylbenzene ; beta-Phenylethanol

3. Structure Descriptors of Phenethyl alcohol
InChI=1S/C8H10O/c9-7-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2

4. Toxicity of Phenethyl alcohol

1.    

eye-rbt 12 g/10M MLD

    ARZNAD    Arzneimittel-Forschung. Drug Research. 9 (1959),349.
2.    

skn-gpg 100 mg MLD

    FCTXAV    Food and Cosmetics Toxicology. 13 (1975),903.
3.    

mmo-smc 1000 ppm

    GENRA8    Genetical Research. 13 (1969),107.
4.    

uns-mus:ast 8360 µmol/L

    BCPCA6    Biochemical Pharmacology. 22 (1973),2511.
5.    

orl-rat LD50:1790 mg/kg

    FCTXAV    Food and Cosmetics Toxicology. 2 (1964),327.
6.    

scu-mus LDLo:1640 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 14 (1920),211.
7.    

skn-rbt LD50:790 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 28 (1974),313.
8.    

orl-rbt LDLo:2 g/kg

    JEENAI    Journal of Economic Entomology. 48 (1955),139.

5. Safety Information of Phenethyl alcohol
Moderately toxic by ingestion and skin contact. A skin and eye irritant. Experimental teratogenic effects. Other experimental reproductive effects. Causes severe central nervous system injury to experimental animals. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xn
Risk Statements: 21/22-36/38
21/22:  Harmful in contact with skin and if swallowed 
36/38:  Irritating to eyes and skin
Safety Statements: 26-28-36/37-36/37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36/37:  Wear suitable protective clothing and gloves 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 1
HazardClass: 6.1
PackingGroup: III

6. Preparation of Phenethyl alcohol
Phenethyl alcohol can be made by a number of procedures; the Grignard reaction is used generally:
            C6H5Br + Mg → C6H5MgBr
      C6H5MgBr + CH2CH2O → C6H5CH2CH2OMgBr
      C6H5CH2CH2OMgBr + H+ → C6H5CH2CH2OH
However, the Friedel-Crafts reaction is also employed to manufacture this particular chemical.
     C6H6 + CH2CH2O (+ AlCl3) → C6H5CH2CH2OH (+AlCl3)

FIGURE 1 Manufacture of phenylethyl alcohol.

7. Use of Phenethyl alcohol
Phenethyl alcohol is much used in perfume formulation. It is used as an additive in cigarettes. It is also used as a preservative in soaps due to its stability in basic conditions. In biology it is of interest due to its antimicrobial properties.