3-methylbutyl 2-hydroxybenzoate

• ChemBase ID: 120226
• Molecular Formular: C12H16O3
• Molecular Mass: 208.25364
• Monoisotopic Mass: 208.10994437
• SMILES: c1(C(=O)OCCC(C)C)c(O)cccc1
• Canonical SMILES: CC(CCOC(=O)c1ccccc1O)C
• InChI: InChI=1S/C12H16O3/c1-9(2)7-8-15-12(14)10-5-3-4-6-11(10)13/h3-6,9,13H,7-8H2,1-2H3
• InChIKey: PMGCQNGBLMMXEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methylbutyl 2-hydroxybenzoate
• IUPAC Traditional name: 3-methylbutyl 2-hydroxybenzoate
• Synonyms: isopentyl 2-hydroxybenzoate; Isopentyl Salicylate; Isoamyl salicylate; 水杨酸异戊酯

Database IDs

• CAS Number: 87-20-7
• EC Number: 201-730-4
• MDL Number: MFCD00020037
• PubChem SID: 162214579; 24900853; 24900852
• PubChem CID: 6874
• FEMA ID: 2084
• Council of Europe Number: 435
• Flavis Number: 9.751

CALCULATED PROPERTIES

• Acid pKa: 9.71964
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.9340496
• LogD (pH = 7.4): 3.9320161
• Log P: 3.9340756
• Molar Refractivity: 58.4864 cm^3
• Polarizability: 22.719097 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 277-278 °C(lit.)
• Flash Point: 110 °C; 230 °F
• Density: 1.05 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.507(lit.)
• Organoleptic: grape; green; floral; herbaceous; sweet; wintergreen; spicy; wine-like; soapy; grape; sweet; wine-like; floral; soapy; minty; tobacco; spicy

Safety Information

• RTECS: VO4375000
• European Hazard Symbols: Nature polluting (N)
• UN Number: 3082
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 51/53
• Safety Statements: 61
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 3082 9/PG 3
• Regulation Compliance: FCC; FDA 21 CFR (172.515)

Pharmacology Properties

• Mechanism of Action: Latent Precursor of salicylic acid

Product Information

• Purity: ≥98%
• Grade: Kosher; natural
• Impurities: 15-25% 2-methylbutyl salicylate
• Biological Source: Isol. from fruit aromas. Also present in rum and black tea
• Application(s): Antirheumatic
• Linear Formula: 2-(HO)C6H4CO2CH2CH2CH(CH3)2

DETAILS

Sigma Aldrich - W208426

Application
Sen-Sen type scented confections, root beer, wintergreen.
Biochem/physiol Actions
Taste at 5 ppm

Sigma Aldrich - W208418

Packaging
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in poly drum