(2E)-3-phenylprop-2-en-1-ol

• ChemBase ID: 103124
• Molecular Formular: C9H10O
• Molecular Mass: 134.1751
• Monoisotopic Mass: 134.07316494
• SMILES: OC/C=C/c1ccccc1
• Canonical SMILES: OC/C=C/c1ccccc1
• InChI: InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2
• InChIKey: OOCCDEMITAIZTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-phenylprop-2-en-1-ol; 3-phenylprop-2-en-1-ol
• IUPAC Traditional name: cinnamyl alcohol; zimtalcohol
• Synonyms: Cinnamyl alcohol; (E)-3-phenylprop-2-en-1-ol; 3-Phenyl-2-propen-1-ol; 3-phenylprop-2-en-1-ol; Styryl Carbinol; CINNAMYL ALCOHOL; Cinnamic Alcohol; FEMA No. 2294; 3-Phenylallyl Alcohol; 3-Phenyl-2-Propen-1-ol; Cinnamyl alcohol; Phenylallyl alcohol; 3-苯基-2-丙烯-1-醇; 肉桂醇

Database IDs

• CAS Number: 4407-36-7; 104-54-1
• EC Number: 203-212-3
• MDL Number: MFCD00002921
• Beilstein Number: 1903999
• Merck Index: 142302
• PubChem SID: 24900958; 24846655; 162090416; 24890289
• PubChem CID: 5315892
• CHEBI ID: 33227
• CHEMBL: 324794
• Chemspider ID: 21105870
• FEMA ID: 2294
• KEGG ID: C02394
• Wikipedia Title: Cinnamyl_alcohol
• Council of Europe Number: 65
• Flavis Number: 2.017

CALCULATED PROPERTIES

• Acid pKa: 15.622971
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8158118
• LogD (pH = 7.4): 1.8158118
• Log P: 1.8158118
• Molar Refractivity: 43.1925 cm^3
• Polarizability: 16.334349 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 30-33 °C; 30-33 °C(lit.); 32-35°C; 33 - 35°C; 33 °C (pure compound); 20-28 °C (depending on source and impurities); 33 °C
• Boiling Point: 250 °C; 250 °C(lit.); 250.0 °C; 257-258°C
• Flash Point: 126 °C; 126°C(258°F); 258.8 °F
• Density: 1.0397 g/cm3 at 35 °C; 1.04 at 20 °C (water = 1); 1.044; 1.044 g/mL at 25 °C(lit.)
• Vapor Pressure: <0.01 mmHg ( 25 °C); 1 mm Hg at 72.6 °C
• Vapor Density: 4.6 (vs air)
• Hydrophobicity(logP): 1.608
• Organoleptic: balsam; hyacinth; sweet

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: GE2200000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-36/38-43; R:22
• Safety Statements: 24-26-36/37; 26-36/37; S:36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H317-H319; H302-H315-H319-H317
• GHS Precautionary statements: P280H-P262-P305+P351+P338; P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C
• Regulation Compliance: FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ~98%; ≥97.0% (GC); ≥98%; ≥98% (GC); 95%; 95+%; 98%
• Grade: analytical standard; Halal; Kosher; NI; purum
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: C6H5CH=CHCH2OH
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05208921

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02150693

Purity: ~98%

Sigma Aldrich - W229407

Packaging
1 kg in glass bottle
5 kg in steel drum
1 sample in glass bottle
10, 25 kg in poly drum
Application
Building block - Cinnamic alcohol is a building block for cinnamyl esters, via reaction with carboxylic acids or carboxylic acid derivatives. Some of the cinnamyl esters are used as fragrance components.

Sigma Aldrich - 108197

Packaging
5, 100, 500 g in poly bottle

REFERENCES

• Protection of carboxylic acids as cinnamyl esters has been reported: J. Chem. Soc., Chem. Commun., 707 (1996). They can be cleaved under neutral conditions with Hg(II) or KSCN: Tetrahedron Lett., 2081 (1977).
• Allylic alcohols react with primary or secondary amines in the presence of SnCl₂ and a Pd(0) catalyst to give allylic amines regioselectively: Chem. Lett., 1121 (1995):