3,7-dimethylocta-2,6-dienoic acid

• ChemBase ID: 90530
• Molecular Formular: C10H16O2
• Molecular Mass: 168.23284
• Monoisotopic Mass: 168.11502975
• SMILES: OC(=O)/C=C(\C)/CCC=C(C)C
• Canonical SMILES: CC(=CCC/C(=C/C(=O)O)/C)C
• InChI: InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)
• InChIKey: ZHYZQXUYZJNEHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,7-dimethylocta-2,6-dienoic acid; (2E)-3,7-dimethylocta-2,6-dienoic acid
• IUPAC Traditional name: 3,7-dimethylocta-2,6-dienoic acid; geranic acid
• Synonyms: 3,7-Dimethyl-2,6-octadienoic acid; Geranic acid; Geranic acid; Geranic acid; 3,7-二甲基-2,6-辛二烯酸; 香叶酸

Database IDs

• CAS Number: 459-80-3
• EC Number: 207-299-9
• MDL Number: MFCD00036493
• Beilstein Number: 1763804
• PubChem SID: 162077327; 24901980; 24866778; 24872334
• PubChem CID: 5275520
• CHEMBL: 170190
• Chemspider ID: 4439624
• FEMA ID: 4121
• Wikipedia Title: Geranic_acid
• Flavis Number: 8.081

CALCULATED PROPERTIES

• Acid pKa: 5.2570868
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.383629
• LogD (pH = 7.4): 0.6941076
• Log P: 2.8226578
• Molar Refractivity: 51.0495 cm^3
• Polarizability: 19.173914 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: alcohol: soluble; H2O: insoluble
• Apperance: Oily liquid
• Boiling Point: 249-251 °C (522.15-524.15 K); 249-251°C; 250 °C(lit.); 250°C
• Flash Point: >110°C; 133 °C; 133°C(271°F); 271.4 °F
• Density: 0.955; 0.97; 0.97 g/cm^3; 0.97 g/mL at 25 °C(lit.)
• Refractive Index: 1.4840; n20/D 1.484; n20/D 1.484(lit.)
• Organoleptic: lemon; rose; wine-like; woody

Safety Information

• Storage Warning: Irritant
• RTECS: RG5380000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 21-36/37/38; 21-38
• Safety Statements: 26-36/37; 36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H312-H315; H312-H315-H319-H335-H303
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ~85% (GC); 85%; 90+% (sum of isomers)
• Grade: Kosher; NI; technical; technical grade
• Description: Natural occurrence: tea, tomato, wine.1
• Contains: 0.10% alpha-tocopherol, synthetic as antioxidant
• Linear Formula: (CH3)2C=CHCH2CH2C(CH3)=CHCO2H

DETAILS

MP Biomedicals - 05203711

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W412101

Application
Possible uses: orange, tea, mint, ripe fruit and melon notes.1
Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
Biochem/physiol Actions
Odor (neat): sweet, floral green, geranium leaf-like, woody with a citrus orange body nuance.1
Taste at 20 ppm: sweet, woody, leafy, fruity body with some mouthfeel effects.1

Sigma Aldrich - 427764

Packaging
25, 100 mL in glass bottle