(6E,10E)-12-bromo-2,6,10-trimethyldodeca-2,6,10-triene

• ChemBase ID: 147908
• Molecular Formular: C15H25Br
• Molecular Mass: 285.263
• Monoisotopic Mass: 284.1139628
• SMILES: CC(=CCC/C(=C/CC/C(=C/CBr)/C)/C)C
• Canonical SMILES: BrC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
• InChI: InChI=1S/C15H25Br/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+
• InChIKey: FOFMBFMTJFSEEY-YFVJMOTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6E,10E)-12-bromo-2,6,10-trimethyldodeca-2,6,10-triene
• IUPAC Traditional name: (6E,10E)-12-bromo-2,6,10-trimethyldodeca-2,6,10-triene
• Synonyms: trans,trans-1-Bromo-3,7,11-trimethyl-2,6,10-dodecatriene; trans,trans-Farnesyl bromide; (2E,6E)-1-Bromo-3,7,11-trimethyl-2,6,10-dodecatriene; (2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trienyl Bromide; (2E,6E)-Farnesyl Bromide; (E,E)-Farnesyl Bromide; all-trans-Farnesyl Bromide; trans,trans-Farnesyl Bromide; (E,E)-Farnesyl Bromide; 反,反-1-溴-3,7,11-三甲基-2,6,10-十二碳三烯; 反,反-溴化金合欢酯

Database IDs

• CAS Number: 28290-41-7
• MDL Number: MFCD00054465
• PubChem SID: 162242089; 24860010
• PubChem CID: 5366048

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.7021847
• LogD (pH = 7.4): 5.7021847
• Log P: 5.7021847
• Molar Refractivity: 81.0192 cm^3
• Polarizability: 30.18323 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Hexane
• Apperance: Brown Oil
• Boiling Point: 100-110 °C/15 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.052 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.509(lit.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-P280-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: 95%
• Linear Formula: (CH3)2C=CH[CH2CH2C(CH3)=CH]2CH2Br

DETAILS

Sigma Aldrich - 331929

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - F102440

An analog of Farnesol, produced in the dimorphic fungus Candida albicans.

REFERENCES

• Fuqua, W., et al.: J. Bacteriol., 176, 269 (1994)
• Lo, H., et al.: Cell, 90, 939 (1994)
• Vaidya, S., et al.: Arch. Biochem. Biophys., 355, 84 (1994)
• Ramage, G., et al.: Appl. Environ. Microbiol., 68, 5459 (1994)