1,9-DIBROMONONANE Chemical Properties

Melting point:

-2 °C

Boiling point:

285-288 °C (lit.)

Density 

1.407 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.496(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Clear colorless to yellow

BRN 

1737598

InChI

InChI=1S/C9H18Br2/c10-8-6-4-2-1-3-5-7-9-11/h1-9H2

InChIKey

WGAXVZXBFBHLMC-UHFFFAOYSA-N

SMILES

C(Br)CCCCCCCCBr

CAS DataBase Reference

4549-33-1(CAS DataBase Reference)

EPA Substance Registry System

Nonane, 1,9-dibromo- (4549-33-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29033990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1,9-DIBROMONONANE Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

Uses

1,9-Dibromononane is a useful research chemical compound.

Synthesis

General procedure: In a dry reaction flask equipped with a stir bar, copper catalyst (2 mg, 0.002 mmol, 0.01 eq.), 1,9-nonanediol (0.20 mmol, 1.0 eq.), carbon tetrabromide (131.6 mg, 0.4 mmol, 2.0 eq.), and sodium bromide (41 mg, 0.40 mmol, 2.0 eq.) were added in sequence. The reaction vial was sealed and after displacing the air with nitrogen, anhydrous DMF (1.5 mL) was added via syringe. The reaction mixture was stirred under the light of a purple LED (394 nm) for 24 hours. Upon completion of the reaction, the mixture was transferred to a partitioning funnel and layered with ether (10 mL) and water (10 mL). The aqueous layer was separated and extracted with ether (2 x 10 mL). The organic layers were combined and washed sequentially with saturated aqueous NaHCO3 solution, Na2S2O3 solution and brine, dried with anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (100% hexane as eluent) to afford the target product 1,9-dibromononane.

References

[1] Beilstein Journal of Organic Chemistry, 2018, vol. 14, p. 2730 - 2736
[2] Nippon Kagaku Zasshi, 1957, vol. 78, p. 1504
[3] Chem.Abstr., 1960, p. 1540
[4] Bulletin de la Societe Chimique de France, 1957, p. 1463,1467
[5] Biochemical Journal, 1947, vol. 41, p. 57

1,9-DIBROMONONANE(4549-33-1)Related Product Information

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