4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one | CAS No. 13331-93-6

4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one

Basic Information

CAS Number

13331-93-6

Molecular Formula

C8H9NO2

Molecular Weight

151.17 g/mol

AD

Basic Physical Properties

Melting Point

166-171 ºC

CC1=CC(=CC(=C1O)C)N=O

InChI

InChI=1S/C8H9NO2/c1-5-3-7(9-11)4-6(2)8(5)10/h3-4,10H,1-2H3

InChIKey

JLGGFXVVFUIJBA-UHFFFAOYSA-N

LogP

1.2918999999999998

Topological Polar Surface Area

49.660000000000004 Ų

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

137

Synonyms & References

English

  • NSC73813
  • FT-0610699
  • NSC-677516
  • 4-(Hydroxyimino)-2,6-dimethylcyclohexa-2,5-dienone
  • NSC677516
  • 2.6-dimethyl-4-nitrosophenol
  • 2,6-dimethyl-4-nitroso-phenol
  • A806786
  • AC-7848
  • EINECS 236-382-2
  • AKOS006222123
  • Q27253979
  • SCHEMBL836394
  • 2,6-Dimethyl-4-nitrosophenol
  • 2,6-Xylenol, 4-nitroso-
  • 4965-29-1
  • EN300-141495
  • 2,6-DIMETHYLBENZOQUINONE 4-OXIME
  • J-507507
  • 4-Nitroso-2,6-xylenol
  • DTXSID7065417
  • NS00024279
  • 2,6-Dimethylbenzoquinone-4-oxime
  • NSC-73813
  • Phenol,6-dimethyl-4-nitroso-
  • NLDXMJRLYQBXQS-UHFFFAOYSA-N
  • AI3-19038
  • 2, 4-nitroso-
  • A806594
  • 25M44WX5WV
  • NSC 73813

MDL Number

MFCD00082725

Customs Code

2908999090

FAQ

What are the physical and chemical properties of 4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one (CAS: 13331-93-6)?

4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one is a colorless solid with a molecular weight of approximately 238.3 g/mol. It has a melting point around 83-84°C and is slightly soluble in water. The compound is highly reactive towards nucleophiles and can undergo electrophilic addition and nucleophilic substitution reactions.

How is 4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one (CAS: 13331-93-6) typically synthesized?

4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one is commonly synthesized through the condensation of 2,6-dimethylcyclohexanone with hydroxylamine hydrochloride. The reaction is typically carried out in an aqueous medium and requires the use of a catalyst such as sodium hydroxide. The yield is around 85-90%, and the product is isolated by filtration and recrystallization.

What industries use 4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one (CAS: 13331-93-6)?

4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one is primarily used in the pharmaceutical and polymer industries for the synthesis of complex organic compounds and as a monomer for polymerization reactions. It is also utilized in the production of sensors and electronic devices due to its unique reactivity and structural properties.

What precautions should be taken when handling 4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one (CAS: 13331-93-6)?

When handling 4-(hydroxyimino)-2,6-dimethylcyclohexa-2,5-dien-1-one, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from heat sources and incompatible materials. In case of spills, use appropriate spill kits and follow the safety data sheet (SDS) for proper disposal and clean-up procedures.

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