3-AMINO-2-CYCLOHEXEN-1-ONE Chemical Properties

Melting point:

129-133 °C (lit.)

Boiling point:

212.4±30.0 °C(Predicted)

Density 

1.091±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Store in freezer, under -20°C

solubility 

soluble in Methanol

form 

powder to crystal

pka

5.65±0.20(Predicted)

color 

Light yellow to Brown to Dark green

BRN 

471354

InChI

InChI=1S/C6H9NO/c7-5-2-1-3-6(8)4-5/h4H,1-3,7H2

InChIKey

ZZMRPOAHZITKBV-UHFFFAOYSA-N

SMILES

C1(=O)CCCC(N)=C1

CAS DataBase Reference

5220-49-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

4.6

Hazard Note 

Irritant

HS Code 

29223990

MSDS

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

3-AMINO-2-CYCLOHEXEN-1-ONE Usage And Synthesis

Chemical Properties

Dark yellow crystal

Uses

3-Amino-2-cyclohexen-1-one was used in the synthesis of a series of 2-amino-5-oxo-4-phenyl-5,6,7,8-tetrahydroquinoline-3-carbonitriles.

Synthesis

General procedure for the synthesis of 3-amino-2-cyclohexen-1-one from 1,3-cyclohexanedione: 1,3-cyclohexanedione (0.03 mol) and ammonium acetate (0.039 mol) were added to a 100 mL three-necked flask, and the mixture was thoroughly stirred. The mixture was placed in an oil bath at 110°C for 15 min of reaction. Upon completion of the reaction, the oil bath was removed and the reaction system was allowed to cool naturally, at which time the reaction solution gradually solidified. After cooling to room temperature, ethyl acetate (10 mL) was added to the reaction mixture and heated to dissolve the solid, which was subsequently cooled to 0°C to promote crystallization. The precipitated solid was collected by filtration and dried to give yellow crystals of 3-amino-2-cyclohexen-1-one in 93.6% yield.

References

[1] New Journal of Chemistry, 2005, vol. 29, # 6, p. 769 - 772
[2] Patent: CN107337639, 2017, A. Location in patent: Paragraph 0120; 0123; 0135; 0144-0146; 0157; 0168; 0179
[3] Synlett, 2009, # 5, p. 818 - 822
[4] Synthetic Communications, 1998, vol. 28, # 7, p. 1197 - 1200
[5] Tetrahedron, 2003, vol. 59, # 43, p. 8589 - 8595

3-AMINO-2-CYCLOHEXEN-1-ONE(5220-49-5)Related Product Information

• 3-ANILINOCYCLOHEX-2-EN-1-ONE
• 3-AMINO-2-CYCLOHEXEN-1-ONE
• Cyclohexene
• 2-Cyclohexen-1-one
• 3-AMINO-5,5-DIMETHYL-2-CYCLOHEXEN-1-ONE
• 3-((2-FLUOROPHENYL)AMINO)CYCLOHEX-2-EN-1-ONE
• 3-((4-CHLOROPHENYL)AMINO)-5,5-DIMETHYLCYCLOHEX-2-EN-1-ONE
• 5,5-DIMETHYL-3-((3-(TRIFLUOROMETHYL)PHENYL)AMINO)CYCLOHEX-2-EN-1-ONE
• 3-((4-FLUOROPHENYL)AMINO)CYCLOHEX-2-EN-1-ONE
• 2-NITRO-3-((3-(TRIFLUOROMETHYL)PHENYL)AMINO)CYCLOHEX-2-EN-1-ONE
• AKOS BBS-00006298
• 3-PYRROLIDINYLCYCLOHEX-2-EN-1-ONE
• 3-(2-HYDROXYETHYLAMINO)-5,5-DIMETHYL-2-CYCLOHEXEN-1-ONE
• 3-(4,5-DICHLORO-1H-IMIDAZOL-1-YL)CYCLOHEX-2-EN-1-ONE
• 2-CHLORO-3-((4-FLUOROPHENYL)AMINO)CYCLOHEX-2-EN-1-ONE
• 3-AMINO-5-(4-CHLORO-PHENYL)-CYCLOHEX-2-ENONE
• 2-CHLORO-3-((2-FLUOROPHENYL)AMINO)CYCLOHEX-2-EN-1-ONE
• 2-BROMO-3-((3-(TRIFLUOROMETHYL)PHENYL)AMINO)CYCLOHEX-2-EN-1-ONE