3-Methylene-2-norbornanone - ≥97% , CAS No.5597-27-3

CAS: 5597-27-3 Cat. No.: M158868 Molecular Weight: 122.17 Beilstein Registry Number: 7(4)301 EC Number: 227-009-4

GRADE & PURITY ≥97%

Synonyms

3-Methylenenorbornan-2-one | 3-methylidenebicyclo[2.2.1]heptan-2-one | Bicyclo[2.2.1]heptan-2-one, 3-methylene- | 3-methylene-bicyclo[2,2,1]heptan-2-one | DTXSID50971372 | 3-Methylene-2-norbornanone | InChI=1/C8H10O/c1-5-6-2-3-7(4-6)8(5)9/h6-7H,1-4H | 3-M

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Application

3-Methylene-2-norbornanone can be used as a reactant to prepare:

3-(2-(4-methoxyphenyl)-2-oxoethyl)bicyclo[2.2.1]heptan-2-one by reacting with 4-anisaldehyde in the presence of tetrabutylammonium decatungstate (TBADT) photocatalyst.

2-Aryl-3-methylene-endo-norbornanols by treating with corresponding aryl lithium reagents.

Specifications

Synonyms

3-Methylenenorbornan-2-one | 3-methylidenebicyclo[2.2.1]heptan-2-one | Bicyclo[2.2.1]heptan-2-one, 3-methylene- | 3-methylene-bicyclo[2, 2, 1]heptan-2-one | DTXSID50971372 | 3-Methylene-2-norbornanone | InChI=1/C8H10O/c1-5-6-2-3-7(4-6)8(5)9/h6-7H, 1-4H | 3-M

Specifications & Purity

≥97%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504756343
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756343
• Canonical Smiles: C=C1C2CCC(C2)C1=O
• IUPAC Name: 3-methylidenebicyclo[2.2.1]heptan-2-one
• InChIKey: FNOOZJAPZFHNCW-UHFFFAOYSA-N
• INCHI: 1S/C8H10O/c1-5-6-2-3-7(4-6)8(5)9/h6-7H,1-4H2
• Isomeric SMILES: C=C1C2CCC(C2)C1=O
• WGK Germany: 3
• Molecular Weight: 122.17
• Beilstein: 7(4)301
• Reaxy-Rn: 1858922
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1858922&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Bicyclic monoterpenoids
• Alternative Parents: Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Bicyclic monoterpenoid - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Refractive Index: 1.5
• Flash Point(°F): 131 °F
• Flash Point(°C): 55°C(lit.)
• Boil Point(°C): 70°C/12mmHg(lit.)
• Molecular Weight: 122.160 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 122.073 Da
• Monoisotopic Mass: 122.073 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 181.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1