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CAS

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100556-58-9

8-exo-iodo-2-azabicyclo[3.3.0]octane-3-one is a complex organic chemical compound with the molecular formula C8H12INO. It features a bicyclic structure with a nitrogen atom in the azabicyclo ring system, an exo-iodo group attached to the 8-position, and a ketone functional group at the 3-position. 8-exo-iodo-2-azabicyclo[3.3.0]octane-3-one is known for its potential applications in the synthesis of various pharmaceuticals and agrochemicals, particularly as a precursor in the preparation of complex molecules. Its unique structure and reactivity make it a valuable intermediate in organic synthesis, although it requires careful handling due to its potential toxicity and reactivity.

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  • Cyclopenta[b]pyrrol-2(1H)-one, hexahydro-6-iodo-, (3aR,6S,6aS)-rel-

    Cas No: 100556-58-9

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  • 100556-58-9 Structure

  • Basic information

    1. Product Name: 8-exo-iodo-2-azabicyclo[3.3.0]octane-3-one
    2. Synonyms: 8-exo-iodo-2-azabicyclo[3.3.0]octane-3-one
    3. CAS NO:100556-58-9
    4. Molecular Formula: C7H10INO
    5. Molecular Weight: 251.06487
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 100556-58-9.mol

  • Chemical Properties

    1. Melting Point: 138-139 °C(Solv: hexane (110-54-3); ethyl ether (60-29-7))
    2. Boiling Point: 385.5±25.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.87±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 14.99±0.40(Predicted)
    10. CAS DataBase Reference: 8-exo-iodo-2-azabicyclo[3.3.0]octane-3-one(CAS DataBase Reference)
    11. NIST Chemistry Reference: 8-exo-iodo-2-azabicyclo[3.3.0]octane-3-one(100556-58-9)
    12. EPA Substance Registry System: 8-exo-iodo-2-azabicyclo[3.3.0]octane-3-one(100556-58-9)

  • 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: 100556-58-9(Hazardous Substances Data)

100556-58-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 100556-58-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,0,5,5 and 6 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 100556-58:
(8*1)+(7*0)+(6*0)+(5*5)+(4*5)+(3*6)+(2*5)+(1*8)=89
89 % 10 = 9
So 100556-58-9 is a valid CAS Registry Number.

100556-58-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-iodo-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[b]pyrrol-2-one

1.2 Other means of identification

Product number -
Other names S14-1533

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:100556-58-9 SDS

100556-58-9Relevant articles and documents

Synthesis and Reactions of Iodo Lactams

Knapp, Spencer,Levorse, Anthony T.

, p. 4006 - 4014 (2007/10/02)

The synthesis of a series of iodo lactams has been achieved by a new cyclization method that depends on generating N,O-bis(trimethylsilyl)imidate derivatives as intermediates.Treatment of an unsaturated amide with trimethylsilyl triflate in pentane and then iodine in tetrahydrofuran gives the iodo lactam.Some reactions of this new difunctional group with bases, nucleophiles, and Michael acceptors leading to functionalized or elaborated lactams are presented.In general, iodo lactams undergo direct SN2 reactions with reactive (but weakly basic) nucleophiles like azide and triphenylphosphine and elimination or decomposition in the presence of bases or basic nucleophiles.Sodium hydride may be used to generate an N-acylaziridine intermediate, which can be opened with azide to deliver an azido lactam with overall retention of stereochemistry.Silver-assisted solvolysis of iodo lactams gives the hydroxy lactams with retention of configuration, probably also because of participation by the lactam nitrogen.The sodium salt of 5-(iodomethyl)-2-pyrrolidinone (3), generated at -20 deg C, undergoes an annulation reaction with unsaturated esters (but not sulfones), leading to pyrrolizidine derivatives.

A PROCEDURE FOR "IODOLACTAMIZATION"

Knapp, Spencer,Rodriques, Karen E.,Levorse, Anthony T.,Ornaf, Raphael M.

, p. 1803 - 1806 (2007/10/02)

Treatment of an unsaturated amide with TMS-OTf, then iodine in THF gives the iodolactam.

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