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Basic Information
CAS No.: 104-54-1
Name: Cinnamyl alcohol
Article Data: 526
Molecular Structure:
Molecular Structure of 104-54-1 (Cinnamyl alcohol)
Formula: C9H10O
Molecular Weight: 134.178
Synonyms: 3-Phenyl-2-propenol;Phenyl-2-propen-1-ol;gamma.-Phenylallyl alcohol;Styrone;gamma-Phenylallyl alcohol;Styrylcarbinol;2-Propen-y1-ol, 3-phenyl-;2-Propen-1-ol, 3-phenyl-;Zimtalcohol;2-Propen-1-ol,3-phenyl-;3-Phenyl-2-propen-1-ol;Styryl alcohol;3-phenylprop-2-en-1-ol;Styryl carbinol;Propenoic acid, 3-phenyl-, (trans)-;3-Fenyl-2-propen-1-ol [Czech];1-Phenylprop-1-en-3-ol;Alkohol skoricovy [Czech];3-Phenylallyl alcohol;Cinnamic alcohol FCC;Cinnamic Alcohol , Natural;3-Phenyl 2-Propen-1-ol;cinnamic alcohol,cinnamyl alcohol;Cinnamic alcohol;Cinnamyl Alcohol, Cinnamic Alcohol;
EINECS: 203-212-3
Density: 1.044 g/cm3
Melting Point: 30-33 °C(lit.)
Boiling Point: 249.999 °C at 760 mmHg
Flash Point: 124.762 °C
Solubility: 1.8 g/L (20 °C) in water
Appearance: colourless solid
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/38-43-36
Safety: 26-36/37-37/39-24
Transport Information: 2811
PSA: 20.23000
LogP: 1.69210
Synthetic route
104-55-2

3-phenyl-propenal

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With diphenylsilane; cesium fluoride at 25℃; for 0.05h;100%
With C28H28Cl2N4Pd; hydrogen In methanol at 30 - 35℃; under 760.051 Torr; for 8h; chemoselective reaction;100%
With C8H15BN2OS2; scandium tris(trifluoromethanesulfonate) In dichloromethane at 20℃; Reagent/catalyst; Schlenk technique; Inert atmosphere;100%
99441-44-8, 80356-15-6

3-phenyl-2-propenyl tetrahydro-2H-pyran-2-yl ether

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
bis(trimethylsilyl)sulphate In methanol; 1,2-dichloro-ethane for 1h; Ambient temperature;100%
With methanol at 20℃; for 0.5h;98%
With lithium borohydride In methanol at 20℃; for 0.416667h;96%
109283-53-6, 141427-94-3, 18042-41-6

trimethylsilyl cinnamyl ether

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With iodine In methanol microwave irradiation;100%
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0333333h;97%
With poly (ethylene glycol)-sulfonated sodium montmorillonite nanocomposite In methanol at 20℃; for 0.0833333h;96%
104-65-4

cinnamyl formate

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With hydrogenchloride In acetone at 20℃; for 0.25h;100%
With ethanol; 1,3-bis(mesityl)imidazolium chloride In tetrahydrofuran at 45℃; for 1h;100%
71700-50-0

1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propene

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With iodine In methanol microwave irradiation;100%
With hafnium tetrakis(trifluoromethanesulfonate) In methanol at 20℃; for 4h;96%
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.333333h;90%
103-36-6

ethyl 3-phenyl-2-propenoate

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
Stage #1: ethyl 3-phenyl-2-propenoate With C48H62ErN7O2Si2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 110℃; for 6h; Inert atmosphere;
Stage #2: With silica gel In methanol at 60℃; for 3h; Inert atmosphere;
99%
With bis(acetylacetonato)dioxidomolybdenum(VI); 1,1,3,3-Tetramethyldisiloxane; Triphenylphosphine oxide In toluene at 100℃; for 72h; Inert atmosphere; Sealed tube;82%
With potassium borohydride; lithium chloride for 0.0833333h; microwave irradiation;55 % Chromat.
103-54-8

cinnamyl acetate

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With methanol at 80℃; for 6h; Inert atmosphere; Schlenk technique;99%
With methanol; potassium permanganate at 25℃; chemoselective reaction;94%
With 2C33H37N*H2O7S2; water at 40℃; for 24h;93%
103-26-4

methyl cinnamate

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
Stage #1: methyl cinnamate 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; Inert atmosphere; chemoselective reaction;
98%
With Li(1+)*C12H28AlO3(1-) In tetrahydrofuran; hexane for 0.5h; Ambient temperature;97%
With sodium tetrahydroborate; ethanol; cerium(III) chloride heptahydrate at 20℃; for 24h; chemospecific reaction;95%
4393-06-0

1-Phenyl-2-propen-1-ol

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
With triphenylsilyl perrhenate In diethyl ether at 0℃; for 0.5h;98%
With silica-supported monomeric vanadium-oxo species In acetonitrile at 20℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere;95%
With salicylic acid In water; acetonitrile for 16h; Reflux;90%
1146218-82-7

C15H20O2

104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
Stage #1: C15H20O2 With 2,4,6-trimethyl-pyridine; triethylsilyl trifluoromethyl sulfonate In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: With water In dichloromethane Inert atmosphere;
98%
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Specification

Basic Information of Cinnamyl alcohol:
The Cinnamyl alcohol, with the CAS registry number 104-54-1, is also known as 3-Phenyl-2-propene-1-ol. It belongs to the product categories of Pharmaceutical Intermediates;Benzhydrols, Benzyl & Special Alcohols.This chemical's molecular formula is C9H10O and molecular weight is 134.18.Its EINECS number is 203-212-3. What's more,Its systematic name is Cinnamyl alcohol. It is a colourless solid,and it is Stable. Incompatible with strong oxidizing agents.

Physical properties about Cinnamyl alcohol are:
(1)ACD/LogP: 1.576; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.58; (4)ACD/LogD (pH 7.4): 1.58; (5)ACD/BCF (pH 5.5): 9.28; (6)ACD/BCF (pH 7.4): 9.28; (7)ACD/KOC (pH 5.5): 171.47; (8)ACD/KOC (pH 7.4): 171.47; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.599; (13)Molar Refractivity: 43.677 cm3; (14)Molar Volume: 127.915 cm3; (15)Surface Tension: 42.6879997253418 dyne/cm; (16)Density: 1.049 g/cm3; (17)Flash Point: 124.762 °C; (18)Enthalpy of Vaporization: 51.485 kJ/mol; (19)Boiling Point: 249.999 °C at 760 mmHg; (20)Vapour Pressure: 0.0120000001043081 mmHg at 25°C;

Safety Information of Cinnamyl alcohol:
The Cinnamyl alcohol is harmful if swallowed .It is irritating to eyes and skin .And it may cause sensitization by skin contact,so you need avoid contact with skin. When you use it ,wear suitable protective clothing ,gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES:c1ccc(cc1)/C=C/CO;
(2)Std. InChI:InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+;
(3)Std. InChIKey:OOCCDEMITAIZTP-QPJJXVBHSA-N.

The toxicity data of Cinnamyl alcohol as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 2675mg/kg (2675mg/kg)   Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.
mouse LD50 oral 2675mg/kg (2675mg/kg)   Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 855, 1974.
rat LD50 oral 2gm/kg (2000mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 855, 1974.