5-pentylbenzene-1,3-diol

• ChemBase ID: 125063
• Molecular Formular: C11H16O2
• Molecular Mass: 180.24354
• Monoisotopic Mass: 180.11502975
• SMILES: CCCCCc1cc(cc(c1)O)O
• Canonical SMILES: CCCCCc1cc(O)cc(c1)O
• InChI: InChI=1S/C11H16O2/c1-2-3-4-5-9-6-10(12)8-11(13)7-9/h6-8,12-13H,2-5H2,1H3
• InChIKey: IRMPFYJSHJGOPE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-pentylbenzene-1,3-diol
• IUPAC Traditional name: olivetol
• Synonyms: 1,3-Dihydroxy-5-pentylbenzene; 3,5-Dihydroxyamylbenzene; Olivetol; 5-n-Amylresorcinol; 5-n-Pentylresorcinol; 5-Pentyl-1,3-benzenediol; 3,5-Dihydroxyamylbenzene; 5-Pentylresorcinol; 5-n-Amylresorcinol; Olivetol; 1,3-二羟基-5-戊苯; 3,5-二羟基戊基苯; 5-戊基间苯二酚; 橄榄醇; 3,5-二羟基戊苯

Database IDs

• CAS Number: 500-66-3
• EC Number: 207-908-8
• MDL Number: MFCD00002293
• PubChem SID: 24849242; 162219413
• PubChem CID: 10377
• Unique Ingredient Identifier: 65OP0NEZ1P
• Wikipedia Title: Olivetol

CALCULATED PROPERTIES

• Acid pKa: 9.359033
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.6577516
• LogD (pH = 7.4): 3.6530914
• Log P: 3.6578112
• Molar Refractivity: 53.465 cm^3
• Polarizability: 20.66614 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Clear viscous Oil; Powder
• Melting Point: 40-41°C; 49-49.5°C; 46-48 °C(lit.)
• Boiling Point: 162-164°C @ 5 mm; 192-195°C @ 11 mm
• Flash Point: 113 °C; 235.4 °F

Safety Information

• Storage Condition: Refrigerator
• RTECS: VH2880000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%
• Linear Formula: CH3(CH2)4C6H3-1,3-(OH)2

DETAILS

Sigma Aldrich - 152633

Packaging
1 g in glass bottle

Toronto Research Chemicals - O533000

A precursor in various syntheses of tetrahydrocannabinol.

REFERENCES

• Kumano, T., et al.: Bioorg. Med. Chem., 16, 8117 (2008)
• Appendino, G., et al.: J. Nat. Prod., 71, 1427 (2008)
• Sampietro, D., et al.: Food Chem., 115, 1170 (2008)