| Identification | More | [Name]
12-Bromododecanol | [CAS]
3344-77-2 | [Synonyms]
12-BROMO-1-DODECANOL
12-BROMO-DODECAN-1-OL
12-Bromododecanol
12-BROMO-1-DODECANOL 98+%
12-Bromododecane-1-ol
12-Bromododecyl alcohol | [Molecular Formula]
C12H25BrO | [MDL Number]
MFCD00004754 | [Molecular Weight]
265.23 | [MOL File]
3344-77-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
34-36 °C (lit.) | [Boiling point ]
155 °C/4 mmHg (lit.) | [density ]
1.1771 (rough estimate) | [refractive index ]
1.5130 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform, Methanol (Slightly) | [form ]
Solid | [pka]
15.20±0.10(Predicted) | [color ]
Off-White to Pale Yellow | [BRN ]
1742764 | [InChI]
InChI=1S/C12H25BrO/c13-11-9-7-5-3-1-2-4-6-8-10-12-14/h14H,1-12H2 | [InChIKey]
ASIDMJNTHJYVQJ-UHFFFAOYSA-N | [SMILES]
C(O)CCCCCCCCCCCBr | [CAS DataBase Reference]
3344-77-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P302+P352-P304+P340-P305+P351+P338 | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
2905.59.1000 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Uses]
12-Bromo-1-dodecanol is a skin sensitizer. | [Synthesis Reference(s)]
Synthesis, p. 1161, 1985 DOI: 10.1055/s-1985-31464 | [Synthesis]
To a solution of 1,12-Dodecanediol (28 g, 0.14 mol) in toluene (600 mL) was added concentrated HBr [27.5 mL of a 48 % (9 M) aqueous solution, 0.162 mol]. The heterogeneous mixture was heated at reflux for 36 h, after which TLC analysis showed that 20 % of the diol remained. Thus, a further quantity of HBr (10 mL, 0.09 mol) was added, and the mixture was heated at reflux for 12 h, after which TLC analysis showed no remaining diol. The reaction mixture was allowed to return to room temperature, and the phases were separated. The organic layer was diluted with ether (200 mL) and washed with 1 M NaOH solution (200 mL) and brine solution (300 mL). Drying over anhydrous Na2SO4, filtration, and concentration of the organic layer gave a yellow oil, which was purified by column chromatography using hexane/ether as eluent (7:3) to provide 12-Bromo-1-dodecanol as a pale yellow oil. | [References]
[1] Synthesis, 1985, # 12, p. 1161 - 1162
[2] Tetrahedron, 1992, vol. 48, # 16, p. 3413 - 3428
[3] Tetrahedron Asymmetry, 2012, vol. 23, # 8, p. 587 - 593
[4] Helvetica Chimica Acta, 1987, vol. 70, p. 822 - 861
[5] Patent: US2010/48731, 2010, A1. Location in patent: Page/Page column 9 |
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