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2-Azabicyclo[2.2.2]octane-3-carboxylic acid, also known as 2-Azabicyclo[2.2.2]octane-3-carboxylicacid,(3S)-(9CI), is a bicyclic chemical compound with the molecular formula C8H13NO2. It features a seven-membered ring composed of nitrogen and carbon atoms, and the (3S) designation in its name signifies the S configuration of the stereochemistry at the third carbon atom. 2-Azabicyclo[2.2.2]octane-3-carboxylicacid,(3S)-(9CI) is an essential building block in organic synthesis and serves as a chiral auxiliary in asymmetric synthesis, making it highly valuable in the chemical and pharmaceutical industries.

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  • 109583-12-2 Structure
  • Basic information

    1. Product Name: 2-Azabicyclo[2.2.2]octane-3-carboxylicacid,(3S)-(9CI)
    2. Synonyms: 2-Azabicyclo[2.2.2]octane-3-carboxylicacid,(3S)-(9CI);2-Azabicyclo[2.2.2]octane-3-carboxylic acid;(3S)-2-Azabicyclo[2.2.2]octane-3-carboxylic acid;(S)-2-Azabicyclo[2.2.2]octane-3-carboxylic acid;2-Azabicyclo[2.2.2]octane-3-carboxylic acid,(3S)-
    3. CAS NO:109583-12-2
    4. Molecular Formula: C8H13NO2
    5. Molecular Weight: 155.2
    6. EINECS: N/A
    7. Product Categories: CARBOXYLICACID
    8. Mol File: 109583-12-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 304.3°Cat760mmHg
    3. Flash Point: 137.9°C
    4. Appearance: /
    5. Density: 1.182g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.518
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 2.50±0.20(Predicted)
    11. CAS DataBase Reference: 2-Azabicyclo[2.2.2]octane-3-carboxylicacid,(3S)-(9CI)(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-Azabicyclo[2.2.2]octane-3-carboxylicacid,(3S)-(9CI)(109583-12-2)
    13. EPA Substance Registry System: 2-Azabicyclo[2.2.2]octane-3-carboxylicacid,(3S)-(9CI)(109583-12-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 109583-12-2(Hazardous Substances Data)

109583-12-2 Usage

Uses

Used in Pharmaceutical Synthesis:
2-Azabicyclo[2.2.2]octane-3-carboxylic acid,(3S)-(9CI) is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and chiral properties enable the development of enantiomerically pure compounds, which are crucial for the production of effective and safe medications.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Azabicyclo[2.2.2]octane-3-carboxylic acid,(3S)-(9CI) serves as a versatile building block for the creation of a wide range of organic compounds. Its bicyclic structure and functional groups allow for various chemical reactions, facilitating the synthesis of complex molecules with specific properties.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
2-Azabicyclo[2.2.2]octane-3-carboxylic acid,(3S)-(9CI) is utilized as a chiral auxiliary in asymmetric synthesis to control the stereochemistry of the reaction products. This is particularly important in the synthesis of enantiomerically pure compounds, which are often required for biological activity and pharmaceutical applications.
Used in the Chemical Industry:
The unique structure and properties of 2-Azabicyclo[2.2.2]octane-3-carboxylic acid,(3S)-(9CI) make it a valuable compound in the chemical industry. It can be used as a precursor for the synthesis of various specialty chemicals, including chiral ligands, catalysts, and other functional materials.

Check Digit Verification of cas no

The CAS Registry Mumber 109583-12-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,9,5,8 and 3 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 109583-12:
(8*1)+(7*0)+(6*9)+(5*5)+(4*8)+(3*3)+(2*1)+(1*2)=132
132 % 10 = 2
So 109583-12-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H13NO2/c10-8(11)7-5-1-3-6(9-7)4-2-5/h5-7,9H,1-4H2,(H,10,11)

109583-12-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-3-azabicyclo[2.2.2]octane-2-carboxylic acid

1.2 Other means of identification

Product number -
Other names 2-azabicyclo<octane-3(S)-carboxylic acid

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:109583-12-2 SDS

109583-12-2Relevant articles and documents

SATURATED FUSED [1,2-B] PYRIDAZINONE COMPOUNDS

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Page/Page column 85, (2008/12/06)

The invention is directed to saturated fused [1,2-b]pyridazinone compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

Selection of a 2-azabicyclo[2.2.2]octane-based α4β1 integrin antagonist as an inhaled anti-asthmatic agent

Lawson, Edward C.,Santulli, Rosemary J.,Dyatkin, Alexey B.,Ballentine, Scott A.,Abraham, William M.,Rudman, Sandra,Page, Clive P.,de Garavilla, Lawrence,Damiano, Bruce P.,Kinney, William A.,Maryanoff, Bruce E.

, p. 4208 - 4216 (2007/10/03)

The α4β1 integrin, expressed on eosinophils and neutrophils, induces inflammation in the lung by facilitating cellular infiltration and activation. From a number of potent α4β1 antagonists that we evaluated for

Synthesis and Conformational Studies of Zabicipril (S9650-3), a Potent Inhibitor of Angiotensin Converting Enzyme

Vincent, Michel,Pascard, Claudine,Cesario, Michele,Remond, Georges,Bouchet, Jean-Paul,et al.

, p. 7369 - 7372 (2007/10/02)

The synthesis of the title compound 8c is described.This inhibitor of Angiotensin Converting Enzyme (ACE) contains aza-2 bicyclooctane-carboxylic acid, a bulky cyclic amino acid replacing the proline moiety present in most ACE inhibitors described

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