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Name	Phenethyl alcohol	EINECS	200-456-2
CAS No.	60-12-8	Density	1.02 g/cm³
PSA	20.23000	LogP	1.22140
Solubility	20 g/L (20 °C) in water	Melting Point	-27 °C(lit.)
Formula	C₈H₁₀O	Boiling Point	218.199 °C at 760 mmHg
Molecular Weight	122.167	Flash Point	98.4 °C
Transport Information	UN 2810 6.1/PG 3	Appearance	colorless liquid
Safety	26-28-36/37-36/37/39	Risk Codes	21/22-36/38
Molecular Structure		Hazard Symbols	Xn
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;	Article Data	1023

Phenethyl alcohol Synthetic route

: 96-09-3
styrene oxide

: 60-12-8
2-phenylethanol

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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; dichloromethane	92%
With magnesium sulfate In tetrahydrofuran; dichloromethane	92%

: 103-45-7
acetic acid phenethyl ester

A: 60-12-8
2-phenylethanol

B: 108-95-2
phenol

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
[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

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

Phenethyl alcohol Consensus Reports

Reported in EPA TSCA Inventory.

Phenethyl alcohol 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.

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