(3S)-3,7-dimethyloct-6-en-1-ol

• ChemBase ID: 110153
• Molecular Formular: C10H20O
• Molecular Mass: 156.2652
• Monoisotopic Mass: 156.15141526
• SMILES: C[C@H](CCO)CCC=C(C)C
• Canonical SMILES: OCC[C@H](CCC=C(C)C)C
• InChI: InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3/t10-/m0/s1
• InChIKey: QMVPMAAFGQKVCJ-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3,7-dimethyloct-6-en-1-ol
• IUPAC Traditional name: (-)-citronellol
• Synonyms: (S)-(-)-3,7-Dimethyl-6-octen-1-ol; beta-Rhodinol; (-)-beta-Citronellol; (3S)-3,7-Dimethyl-6-octen-1-ol; (-)-3,7-Dimethyl-6-octen-1-ol; (-)-(S)-Citronellol; (-)-Citronellol; (-)-β-Citronellol; (S)-(-)-Citronellol; (S)-Citronellol; (S)-β-Citronellol; L-Citronellol; L-Citronellol; (S)-(-)-β-Citronellol; (-)-β-Citronellol; CITRONELLOL; β-Rhodinol; (S)-3,7-Dimethyl-6-octen-1-ol; (S)-(-)-β-Citronellol; (S)-(-)-β-香茅醇; (-)-β-香茅醇; β-香茅醇; (S)-3,7-二甲基-6-辛烯-1-醇; (S)-(-)-β-香茅醇

Database IDs

• CAS Number: 106-22-9; 7540-51-4
• EC Number: 231-415-7; 203-375-0
• MDL Number: MFCD00063214
• Beilstein Number: 1721505
• PubChem SID: 24858126; 24902042; 162095729; 24856607
• PubChem CID: 7793
• Flavis Number: 2.229

CALCULATED PROPERTIES

• Acid pKa: 17.109793
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.7520554
• LogD (pH = 7.4): 2.7520554
• Log P: 2.7520554
• Molar Refractivity: 50.4861 cm^3
• Polarizability: 19.548393 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Clear Colorless Liquid
• Boiling Point: 221-224 °C; 225-226 °C(lit.); 225-226°C; 68-70°C/1.8mmHg
• Flash Point: 210 °F; 210.2 °F; 99 °C; 99°C(210°F)
• Density: 0.854 g/mL at 20 °C(lit.); 0.856; 0.856 g/mL at 25 °C(lit.)
• Refractive Index: 1.4560; n20/D 1.456; n20/D 1.456(lit.)
• Vapor Pressure: ~0.02 mmHg ( 25 °C)
• Optical Rotation: [α]20/D -5.3±0.2°, neat; [α]20/D -5.3°, neat; -5.3 (neat)

Safety Information

• Storage Condition: Refrigerator
• RTECS: RH3400000; RH3404000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37-60; 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (sum of enantiomers, GC); ≥99%; 99%
• Grade: analytical standard, for terpene analysis
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: (CH3)2C=CHCH2CH2CH(CH3)CH2CH2OH
• Empirical Formula (Hill Notation): C10H20O

DETAILS

Sigma Aldrich - W509205

Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
25 g in poly bottle

Sigma Aldrich - 303488

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 27483

Other Notes
Chiral building block1

Toronto Research Chemicals - C525030

L-Citronellol as fragrance ingredient.

REFERENCES

• Larsen, W., et al.: Contact Dermatitis, 44, 344 (2001)
• Belsito, D., et al.: Food Chem. Toxicol., 46(11S), S1 (2001)