12-Bromo-1-dodecanol Chemical Properties

Melting point:

34-36 °C (lit.)

Boiling point:

155 °C/4 mmHg (lit.)

Density 

1.1771 (rough estimate)

refractive index 

1.5130 (estimate)

Flash point:

>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 Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

2905.59.1000

MSDS

• Language:English Provider:SigmaAldrich

12-Bromo-1-dodecanol Usage And Synthesis

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.

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