22981-84-6

Basic information

• Product Name: 2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoinden-1-one
• Synonyms: 4,7-Methano-1H-inden-1-one, 2,3,3a,4,7,7a-hexahydro-
• CAS NO: 22981-84-6
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2017
• Mol File: 22981-84-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 246.3°C at 760 mmHg
• Flash Point: 99.3°C
• Density: 1.146g/cm³
• Vapor Pressure: 0.0274mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoinden-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoinden-1-one(22981-84-6)
• EPA Substance Registry System: 2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoinden-1-one(22981-84-6)

Safety Data

• Hazardous Substances Data: 22981-84-6(Hazardous Substances Data)

Usage

Molecular Structure

2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoinden-1-one is a cyclic ketone with six carbon atoms and a fused bicyclic ring system.

Type of Compound

It is a complex organic compound.

Usage

It is used in various chemical processes and is a precursor for the synthesis of other organic molecules.

Industry Applications

It has potential applications in the pharmaceutical and agrochemical industries.

Research and Development

It may be used in research and development to investigate its potential uses in organic synthesis and drug discovery.

Versatility

2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoinden-1-one is a versatile and important chemical compound with a wide range of potential applications.

Upstream product

• 930-30-3 cyclopent-2-enone 
• 542-92-7 cyclopenta-1,3-diene 
• 875-20-7 5-exo-hydroxytricyclo[5.2.1.0(2,6)]deca-3,8-diene 
• 1755-01-7 endo-Dicyclopentadien 
• 695-56-7 1,4-dioxaspiro[4.4]non-6-ene 
• 5530-96-1 endo-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one 
• 22981-83-5 (1RS,3aRS,4RS,7SR,7aRS)-2,3,3a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol 
• 120-92-3 cyclopentanone 
• 22981-83-5 (3aS,4R,7S,7aR)-2,3,3a,4,7,7a-Hexahydro-1H-4,7-methano-inden-1-ol 

Downstream Products

• 31351-12-9 (3aR^*,4S^*,7S^*,7aR^*)-2,3,3a,4,5,6,7,7a-octahydro-4,7-methano-1H-inden-5-one 
• 10271-45-1 (3aR^*,4S^*,5R^*,7S^*,7aR^*)-2,3,3a,4,5,6,7,7a-octahydro-5-hydroxy-4,7-methano-1H-indene 
• 65470-96-4 (1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol 
• 137824-15-8 3-phenyltricyclo<5.2.1.0^2,6>dec-8-en-endo-3-ol 

Relevant articles and documents

Synthesis of a tricyclic lactam via Beckmann rearrangement and ring-rearrangement metathesis as key steps

A tricyclic lactam is reported in a four step synthesis sequence via Beckmann rearrangement and ring-rearrangement metathesis as key steps. Here, we used a simple starting material such as dicyclopentadiene.

Experimental Diels-Alder reactivities of cycloalkenones and cyclic dienes explained through transition-state distortion energies

Quantum chemical calculations are used to investigate the experimentally measured reactivities of cyclic dienes and cycloalkenones in the Diels-Alder reaction. The interaction energies (red) are nearly constant; differences arise in changes in distortion energies of both dienophile (blue) and diene (green; see picture, Ea=activation energy; values in kcal mol-1). Copyright

Synthesis and evaluation of new chiral diols based on the dicyclopentadiene skeleton

The resolution by Lipase PS of rac-5 (from reduction of ketone 6, obtained from dicyclopentadiene with a new environment-friendly synthesis) gives (2S)-5, which was further reduced to the endo (2R)-1a alcohol. The endo (2S)-1b alcohol was obtained from camphor with a multistep synthesis. Pinacol couplings of 3a,b, carried out with Mg/Hg or Corey's general procedure respectively, afforded with high diastereoselectivity the C2 symmetry diols (2R,2′R)-2a and (2S,2′S)-2b, with endo oriented OH functions. The enantiogenic power of the endo alcohol (2R)-1a and (2S)-1b and of the diols (2R,2′R)-2a and (2S,2′S)-2b was tested towards the LiAlH4 reduction of acetophenone. The C2 symmetry appears to play a fundamental role.