1-BROMO-5-METHYLHEXANE

1-BROMO-5-METHYLHEXANE Property

Melting point:

162-163°C

Boiling point:

162-163°C

Density 

1,103 g/cm³

refractive index 

1.4485

Flash point:

57°C

storage temp. 

2-8°C

solubility 

Acetonitrile (Slightly), Chloroform (Slightly)

form 

Oil

color 

Colourless

Water Solubility 

Not miscible with water.

BRN 

1731802

InChI

InChI=1S/C7H15Br/c1-7(2)5-3-4-6-8/h7H,3-6H2,1-2H3

InChIKey

XAOFMTDKQYEOES-UHFFFAOYSA-N

SMILES

C(Br)CCCC(C)C

CAS DataBase Reference

35354-37-1(CAS DataBase Reference)

Safety

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

1993

HazardClass 

3

PackingGroup 

III

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

1-BROMO-5-METHYLHEXANE Chemical Properties,Usage,Production

Uses

Isoheptyl Bromide is a useful chemical reagent.

Synthesis

Synthesis of 1-bromo-5-methylhexane (25): to a stirred solution of LiBr (6.26 g, 72.0 mmol) in DMF (40 mL) was slowly added a solution of compound 24 (6.60 g, 24.4 mmol) in DMF (6 mL). The reaction mixture was stirred continuously at 45 °C for 3 hours. Upon completion of the reaction, the reaction was quenched by the addition of water (100 mL) and the reaction product was extracted several times with ether (5 × 250 mL). The organic phases were combined and concentrated under reduced pressure to remove the solvent to give the crude product. After purification, the target product 25 (2.40 g, 13.4 mmol, 55% yield) was obtained. The structure of the product was determined by 1H NMR (400 MHz, CDCl3) δ 0.88 (6H, d, J = 6.6 Hz), 1.19 (2H, m), 1.42 (2H, m), 1.54 (1H, m), 1.83 (2H, m), 3.41 (2H, t, J = 6.9 Hz); 13C NMR (100 MHz, CDCl3) δ 22.5, 26.0, 27.8, 33.1, 34.1, 38.0; MS (EI) m/z 179 (M+, 80), 163 (14), 155 (9), 137 (100); exact mass calculated value C6H12Br ([M-CH3]+) 163.0122, confirmed by measured value 163.0121.

References

[1] Patent: US2007/238705, 2007, A1. Location in patent: Page/Page column 9; 13
[2] Patent: US2007/238701, 2007, A1. Location in patent: Page/Page column 12
[3] Patent: US2007/238702, 2007, A1. Location in patent: Page/Page column 11
[4] Patent: US2007/238706, 2007, A1. Location in patent: Page/Page column 9; 12