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Bicyclo[2.2.2]oct-2-en-5-one, commonly known as norbornenone, is a bicyclic ketone chemical compound with the molecular formula C7H8O. It features a strained bridged ring system, comprising two fused cyclopropane rings and a double bond. Norbornenone is a colorless liquid with a strong odor, and it serves as a versatile building block in organic synthesis due to its unique structural features and reactivity.

2220-40-8

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2220-40-8 Usage

Uses

Used in Pharmaceutical Industry:
Bicyclo[2.2.2]oct-2-en-5-one is used as a key intermediate in the synthesis of various pharmaceuticals. Its strained ring system and reactive ketone group make it an ideal candidate for the development of novel drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, bicyclo[2.2.2]oct-2-en-5-one is utilized as a precursor for the synthesis of various agrochemicals, including pesticides and herbicides. Its unique structure and reactivity contribute to the creation of effective compounds for crop protection and management.
Used in Fragrance Industry:
Bicyclo[2.2.2]oct-2-en-5-one is employed as a building block in the fragrance industry for the synthesis of various scent compounds. Its versatile reactivity allows for the creation of a wide range of fragrance molecules with distinct olfactory properties.
Used in Organometallic Chemistry:
Norbornenone has been studied as a potential ligand in organometallic chemistry. Its strained ring system and reactive ketone group make it an interesting candidate for the development of novel organometallic complexes with potential applications in catalysis and other areas.
Used in Theoretical and Experimental Investigations:
Bicyclo[2.2.2]oct-2-en-5-one serves as a model compound for theoretical and experimental investigations of strained organic molecules. Its unique structure provides valuable insights into the behavior and properties of strained organic compounds, contributing to a deeper understanding of their reactivity and potential applications.

Check Digit Verification of cas no

The CAS Registry Mumber 2220-40-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,2 and 0 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2220-40:
(6*2)+(5*2)+(4*2)+(3*0)+(2*4)+(1*0)=38
38 % 10 = 8
So 2220-40-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H10O/c9-8-5-6-1-3-7(8)4-2-6/h1,3,6-7H,2,4-5H2

2220-40-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name bicyclo[2.2.2]oct-2-en-5-one

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2220-40-8 SDS

2220-40-8Upstream product

2220-40-8Relevant academic research and scientific papers

Fragmentation of Homoallylic Alkoxides. Thermolysis of Potassium 2-Substituted Bicyclooct-5-en-2-alkoxides

Snowden, Roger L.,Schulte-Elte, Karl H.

, p. 2193 - 2202 (2007/10/02)

Thermolysis of the potassium 2-substituted bicyclooct-5-en-2-alkoxides derived from alcohols 2-17 at 90-120 deg C in hexamethylphosphoric triamide affords unsaturated ketones resulting from allylic bond cleavage.The mechanistic and synthetic aspects of this anionic fragmentation are discussed with reference to the formation of 1-(3'-cyclohexenyl)-2-alkanones 18-28 via initial heterolytic C(1),C(2)-bond cleavage in the substrate alkoxide and regioselective, intramolecular protonation of the resultant transient allylic anion.

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