9-Bromo-1-nonanol Chemical Properties

Melting point:

33-35 °C (lit.)

Boiling point:

125-126 °C/2 mmHg (lit.)

Density 

1.2107 (rough estimate)

refractive index 

1.5700 (estimate)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in dichloromethane, ethyl acetate and hexane.

form 

Solid

pka

15.19±0.10(Predicted)

color 

White to Light yellow to Light orange

BRN 

1737525

Stability:

Stable. Incompatible with strong oxidizing agents.

InChIKey

USJDOLXCPFASNV-UHFFFAOYSA-N

CAS DataBase Reference

55362-80-6(CAS DataBase Reference)

NIST Chemistry Reference

1-Nonanol, 9-bromo-(55362-80-6)

EPA Substance Registry System

1-Nonanol, 9-bromo- (55362-80-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

TSCA 

Yes

HS Code 

29055900

MSDS

• Language:English Provider:SigmaAldrich

9-Bromo-1-nonanol Usage And Synthesis

Chemical Properties

solid

Uses

9-Bromo-1-nonanol is used as a pharmaceutical intermediate.

Synthesis

1,9-Nonanediol (20 g, 0.125 mol) was dissolved in toluene (500 mL) in a 500 mL round bottom flask fitted with a Dean-Stark water separator. Hydrobromic acid (48%, 21 mL, 188 mmol) was slowly added to this solution, followed by heating and refluxing the reaction mixture for 30 h, during which time the resulting water was removed by means of a Dean-Stark water separator. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm complete consumption of 1,9-nonanediol. Upon completion of the reaction, the mixture was cooled to room temperature and washed sequentially with 1 M hydrochloric acid (100 mL), 1 M sodium hydroxide solution (100 mL), water (100 mL) and saturated saline (100 mL). The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by fractional distillation to give 9-bromo-1-nonanol in 94% yield. Boiling point: 124-128°C/2 mmHg (literature value: 125-126°C/2 mmHg).

References

[1] Patent: WO2017/171674, 2017, A1. Location in patent: Page/Page column 3; 4
[2] Tetrahedron, 1997, vol. 53, # 21, p. 7255 - 7266
[3] Chemical Research in Toxicology, 2012, vol. 25, # 10, p. 2253 - 2260
[4] Journal of Fluorine Chemistry, 2003, vol. 123, # 2, p. 255 - 259
[5] Molecules, 2013, vol. 18, # 5, p. 5201 - 5208

9-Bromo-1-nonanol(55362-80-6)Related Product Information

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• 5-ALPHA-PREGNAN-4-ALPHA-BROMO-17,21-DIOL-3,11,20-TRIONE 21-ACETATE
• 5-BETA-PREGNAN-12-ALPHA-BROMO-3-ALPHA, 21-DIOL-11,20-DIONE DIACETATE