5-ACETYL-2-NORBORNENE Chemical Properties

Boiling point:

84-86 °C18 mm Hg(lit.)

Density 

1.005 g/mL at 25 °C(lit.)

vapor pressure 

45.33Pa at 25℃

refractive index 

n20/D 1.484(lit.)

Flash point:

143 °F

storage temp. 

4°C

solubility 

Chloroform, Methanol (Slightly)

form 

Liquid

Specific Gravity

1.005

color 

Clear light yellow to yellow-brown

InChI

1S/C9H12O/c1-6(10)9-5-7-2-3-8(9)4-7/h2-3,7-9H,4-5H2,1H3/t7-,8+,9?/m1/s1

InChIKey

NIMLCWCLVJRPFY-WGTSGOJVSA-N

SMILES

CC(=O)C1C[C@H]2C[C@@H]1C=C2

LogP

2.05

CAS DataBase Reference

5063-03-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

24/25-37-26

RIDADR 

1993

WGK Germany 

3

HazardClass 

3.2

PackingGroup 

III

HS Code 

29142990

Storage Class

10 - Combustible liquids

Hazard Classifications

Acute Tox. 4 Oral

MSDS

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

5-ACETYL-2-NORBORNENE Usage And Synthesis

Chemical Properties

clear light yellow to yellowish-brown liquid

Uses

2-Acetyl-5-norbornene was used in the synthesis of the 2-acetylnorbornyl isothiocyanates: exo-2-acetyl-exo-6-isothiocyanatonorbornane, endo-2-acetyl-exo-6-isothiocyanatonorbornane and exo-2-acetyl-exo-5-isothiocyanatonorbornane.

Uses

5-Acetyl-2-norbornene is an intermediate used in the synthesis of the 2-acetylnorbornyl isothiocyanates.

General Description

2-Acetyl-5-norbornene, mixture of endo and exo is a colorless to light yellow liquid.

Synthesis

The general procedure for synthesizing endo-5-acetyl-2-norbornene from endo-5-acetyl-2-norbornene was as follows: in a sealed vessel equipped with a 15 mL stir bar, 6.81 g (50 mmol) of 2-acetyl-5-norbornene (containing 18.7% of the exoform and 79.7% of the endoform isomer, and the ratio of the exoform to the endoform isomer was 0.23) as component (A), followed by the addition of 0.21 g (2.5 mmol) of N-methylpyrrolidine. The vessel was sealed under nitrogen protection and the reaction mixture was placed in a thermostatic bath and the reaction was stirred sequentially at 100 °C, 120 °C and 140 °C for 2 h each to promote the differential isomerization reaction. The reaction process was monitored by gas chromatography (GC) and the results of GC analysis were recorded in Table 6.

References

[1] Patent: JP2015/3879, 2015, A. Location in patent: Paragraph 0039-0041

5-ACETYL-2-NORBORNENE(5063-03-6)Related Product Information

• Norbornene
• EXO-NORBORNEOL
• endo-2-Acetyl-5-norbornene
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• 5-ACETYL-2-NORBORNENE
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