1,9-DICHLORONONANE Chemical Properties

Boiling point:

258-262 °C(lit.)

Density 

1.091 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.4599(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Acetone (Slightly), Chloroform (Soluble), DMSO (Slightly), DMSO (Slightly)

form 

Liquid

color 

Colorless

Water Solubility 

Insoluble in water.

InChI

InChI=1S/C9H18Cl2/c10-8-6-4-2-1-3-5-7-9-11/h1-9H2

InChIKey

JMGRNJZUQCEJDB-UHFFFAOYSA-N

SMILES

C(Cl)CCCCCCCCCl

CAS DataBase Reference

821-99-8

EPA Substance Registry System

Nonane, 1,9-dichloro- (821-99-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

TSCA 

TSCA listed

HS Code 

2903.19.6050

MSDS

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

1,9-DICHLORONONANE Usage And Synthesis

Chemical Properties

CLEAR YELLOW LIQUID

Uses

It is used as pharmaceutical intermediate. Many organisms use 1,9-dichlorononane as a sole carbon source. Bacteria on incubation of sewage with 1,9-dichlorononane increased its subsequent capacity to dehalogenate.

Synthesis

General procedure for the synthesis of 1,9-dichlorononane from 1,9-nonanediol: 1,9-nonanediol (5.0 g, 31.2 mmol), dichloromethane (100 mL), and DMF (3 drops) were added to a 500 mL eggplant-shaped vial. Thionyl chloride (11.7 g, 98.3 mmol) was dissolved in dichloromethane (155 mL). The thionyl chloride solution was slowly added dropwise to a cigar shaped flask under ice bath conditions. The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the reaction mixture was washed with saturated sodium bicarbonate solution followed by saturated sodium chloride solution. The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 1,9-dichlorononane (4.0 g, light yellow oil, 65% yield).

References

[1] Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 4.1, p. 642 - 646
[2] Zhurnal Organicheskoi Khimii, 1989, vol. 25, # 4, p. 716 - 721
[3] Patent: CN107721925, 2018, A. Location in patent: Paragraph 0096; 0097
[4] Journal of the American Chemical Society, 1948, vol. 70, p. 3393
[5] Pharmaceutical Chemistry Journal, 1972, vol. 6, # 5, p. 283 - 286

1,9-DICHLORONONANE(821-99-8)Related Product Information

• ENDRIN
• ENDRIN ALDEHYDE
• CIS-CHLORDANE
• ISODRIN
• DIELDRIN
• POLY(VINYLIDENE CHLORIDE-CO-ACRYLONITRILE)
• CIS-NONACHLOR
• 1,9-DICHLORONONANE
• ALDRIN
• CHLORDANE
• ENDRIN KETONE
• TRANS-NONACHLOR
• Decyldimethylamine N-oxide
• Decyldimethylamine
• AZELAOYL CHLORIDE
• (-)-TRANS-CHLORDANE
• PENTACHLORO-A-KETOHYDRONAPHTHALENE
• 2-METHYLNAPHTHALENE-BIS(HEXACHLOROCYCLOPENTADIENE) ADDUCT