| Identification | More | [Name]
3-Phenyl-1-propanol | [CAS]
122-97-4 | [Synonyms]
2-PHENYLETHYLCARBINOL
3-HYDROXY-1-PHENYLPROPANE
3-PHENYL-1-PROPANOL
3-PHENYLPROPANOL
3-PHENYLPROPANOL-1
3-PHENYLPROPYL ALCOHOL
FEMA 2885
GAMMA-PHENYLPROPYL ALCOHOL
HYDROCINNAMIC ALCOHOL
HYDROCINNAMYL ALCOHOL
PHENYL PROPYL ALCOHOL
RARECHEM AL BD 0160
(3-Hydroxypropyl)benzene
1-Hydroxy-3-phenylpropane
1-Propanol, 3-phenyl-
3-Phenylprophyl alcohol
3-Benzenepropanol
3-phenyl-1-propano
3-Phenyl-n-propanol
3-phenylpropan- | [EINECS(EC#)]
204-587-6 | [Molecular Formula]
C9H12O | [MDL Number]
MFCD00002950 | [Molecular Weight]
136.19 | [MOL File]
122-97-4.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS LIQUID | [Melting point ]
−18 °C(lit.) | [Boiling point ]
119-121 °C12 mm Hg(lit.) | [density ]
1.001 g/mL at 20 °C(lit.)
| [vapor pressure ]
1.13-25Pa at 20-25℃ | [FEMA ]
2885 | [refractive index ]
n20/D 1.526(lit.)
| [Fp ]
229 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
0.1g/l insoluble | [form ]
Liquid | [pka]
15.04±0.10(Predicted) | [color ]
Clear colorless | [Odor]
at 100.00 %. sweet spicy cinnamyl mignonette hyacinth balsam | [Odor Type]
balsamic | [Water Solubility ]
10.3 g/L (20 ºC) | [JECFA Number]
636 | [BRN ]
1857542 | [LogP]
1.6-2.06 at 35℃ | [CAS DataBase Reference]
122-97-4(CAS DataBase Reference) | [NIST Chemistry Reference]
3-Phenylpropanol(122-97-4) | [EPA Substance Registry System]
122-97-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
1
| [RTECS ]
UB8970000
| [TSCA ]
Yes | [HS Code ]
29062900 | [Hazardous Substances Data]
122-97-4(Hazardous Substances Data) |
| Questions And Answer | Back Directory | [Chemical properties]
Colorless viscous liquid with a sweet scent of flowers and sweetmeat and the flavor of fresh fruit after dilution. Its boiling point is at 236 °C, flash point at 109 °C. Soluble in ethanol, propylene glycol and most of the non-volatile oil, insoluble in glycerol and mineral oil, slightly soluble in water (1: 300).
Natural 3-Phenyl-1-propanol can be found in strawberries, Styrax cream, benzoin cream, tea, Peru Balsam, Cassia leaf oil, cinnamon oil and so on. | [Uses]
(1) Temporarily allowed as food flavouring agent in GB 2760-1996. Mainly used in the preparation of essence of peach, apricot, plum, watermelon, strawberry and nuts like walnut and hazel.
(2) Mainly used in the preparation of essence and medicine.
An intermediate of proformiphen (a central skeletal muscle relaxant)
Temporarily allowed as food flavouring agent in GB 2760-1996.
It has a sweet scent of flowers and sweetmeat and a pleasant flavor of fresh fruit after dilution
Natural 3-Phenyl-1-propanol can be found in strawberries, Styrax cream, benzoin cream, tea, Peru Balsam, Cassia leaf oil, cinnamon oil and so on.
(3) As a medicine, it can be applied to Cholecystitis, cholangitis, cholelithiasis, biliary postoperative syndrome, hypercholesterolemia, etc.
(4) Mainly used in the preparation of essence and medicine.
An intermediate of proformiphen, a central skeletal muscle relaxant.
As an antiputrefactiva in cosmetic in combination with piperonal or pepper, 3-Phenyl-1-propanol has a mold resistance on germ and mycete, along with a natural fragrance.
3-Phenyl-1-propanol or its ester derivatives can be used as flavor constituents of flowers such as lilac, hyacinth and keiskei for its aromatic vinegar. | [content analysis]
Total alcohol method (OT-5)Sample amount : l g, Equivalent Factor (f) = 68.10.
nonpolar column method of gas chromatography (GT-10-4) | [toxicity]
GRAS(FEMA).
LD502300mg/kg (Rats oral). | [Security utilization limitation]
FEMA(mg/kg)：0.73 in soft drinks； 1.4 in cold drink； 2.8 in sweets； 3.3 in baked food； 4.3 in gum confection； 5.0 in liquor. WHO Class II /moderate toxicity
Moderate limit (FDA§172．515，2000). | [Production Method]
(1) the catalytic hydrogenation of ethyl cinnamate.
The hydrogenation reaction is conducted in autoclave with chromium-copper-barium catalyst at 200℃ and 20MPa for 5-9h. The filtrate obtained after cooling and filtration is extracted by diethyl ether. After the recycling of diethyl ether, reduced pressure distillation of the extracting solution is conducted to collect the fraction of 110-112℃（1.06kPa）, which is the finished product. The yield is about 85%.
Grignard reaction of benzyl chloride and oxirane, followed by the hydrolysis with sulfuric acid to obtain 3-Phenyl-1-propanol. The yield is about 65-70%。
(2) The hydrogenation of peruvin or cinnamaldehyde. | [Standard for Maximum Allowable Amount]
food additives: phenylpropanol
allowable usage:food
function of additives:Food flavouring
maximum allowable amount of usage (g/kg): The essence ingredients used in shall not exceed the maximum permissible usage and residues allowed in GB 2760.
maximum allowable amount of residue（g/kg）: The essence ingredients used in shall not exceed the maximum permissible usage and residues allowed in GB 2760. |
| Hazard Information | Back Directory | [Occurrence]
Reported found in storax, Sumatra benzoin, tea, Peru balsam, passion fruit, strawberry, bilberry, high bush
blueberry, European cranberry, guava peel, fresh blackberry, heated blackberry, rum, white wine, shitake, matsutake, peated malt,
loquat, sapodilla fruit and crownberry. | [Definition]
ChEBI: 3-Phenyl-1-propanol is a monocyclic arene. | [Preparation]
By hydrogenation of either cinnamic aldehyde or cinnamic alcohol. | [Taste threshold values]
Taste characteristics at 20 ppm: spicy, cinnamon, balsamic, fruity, winy and honey-like with floral nuances. | [Synthesis Reference(s)]
Canadian Journal of Chemistry, 57, p. 2522, 1979 DOI: 10.1139/v79-404
Tetrahedron Letters, 32, p. 1321, 1991 DOI: 10.1016/S0040-4039(00)79656-0
Chemical and Pharmaceutical Bulletin, 24, p. 1059, 1976 DOI: 10.1248/cpb.24.1059 | [General Description]
3-Phenyl-1-propanol is a fragrance ingredient. | [Flammability and Explosibility]
Notclassified |
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