Jump to content
 







Main menu
   


Navigation  



Main page
Contents
Current events
Random article
About Wikipedia
Contact us
Donate
 




Contribute  



Help
Learn to edit
Community portal
Recent changes
Upload file
 








Search  

































Create account

Log in
 









Create account
 Log in
 




Pages for logged out editors learn more  



Contributions
Talk
 



















Contents

   



(Top)
 


1 Production  





2 Uses  





3 Hazards  





4 See also  





5 References  














Chloroacetamide






العربية
تۆرکجه
Čeština
Deutsch
Esperanto
فارسی
Français
Nederlands

Српски / srpski
Srpskohrvatski / српскохрватски
Suomi
ி
 

Edit links
 









Article
Talk
 

















Read
Edit
View history
 








Tools
   


Actions  



Read
Edit
View history
 




General  



What links here
Related changes
Upload file
Special pages
Permanent link
Page information
Cite this page
Get shortened URL
Download QR code
Wikidata item
 




Print/export  



Download as PDF
Printable version
 




In other projects  



Wikimedia Commons
 
















Appearance
   

 






From Wikipedia, the free encyclopedia
 


Chloroacetamide
Names
Preferred IUPAC name

2-Chloroacetamide

Identifiers

CAS Number

3D model (JSmol)

ChEBI
ChemSpider
ECHA InfoCard 100.001.068 Edit this at Wikidata
EC Number
  • 201-174-2

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)

    Key: VXIVSQZSERGHQP-UHFFFAOYSA-N

  • InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)

    Key: VXIVSQZSERGHQP-UHFFFAOYAM

  • ClCC(=O)N

Properties

Chemical formula

ClCH2CONH2
Molar mass 93.51 g·mol−1
Appearance Colorless crystals or white fine powder[1] (yellow if impure)
Odor Characteristic
Density 1.58 g/cm3 at 20 °C[1]
Melting point 120 °C (248 °F; 393 K)

Solubility in water

  • 52.5 g/l at 20 °C[1]
  • 90 g/L at 25 °C
  • Vapor pressure 0.07 hPa at 20 °C[1]
    Hazards
    Occupational safety and health (OHS/OSH):

    Main hazards

    Very toxic. It is suspected of reproductive toxicity and teratogenicity.

    Ingestion hazards

    Very toxic

    Inhalation hazards

    Very toxic

    Eye hazards

    Irritation

    Skin hazards

    Irritation
    GHS labelling:

    Pictograms

    GHS06: ToxicGHS08: Health hazard

    Signal word

    Danger

    Hazard statements

    H301, H317, H361, H402

    Precautionary statements

    P201, P202, P261, P264, P270, P272, P273, P280, P301+P310+P330, P302+P352, P308+P313, P333+P313, P405, P501
    Flash point 170 °C (338 °F; 443 K)
    Lethal dose or concentration (LD, LC):

    LD50 (median dose)

    138 mg/kg (oral, rat)
    >2000 mg/kg (skin, rat)

    LC50 (median concentration)

    19.8 mg/l, 96 h (Carassius auratus (goldfish))
    Safety data sheet (SDS) [1]
    Related compounds

    Related compounds

  • Bromoacetamide
  • Iodoacetamide
  • Chloroacetic acid
  • Acetamide
  • Dichloroacetamide
  • N-Chlorosuccinimide
  • Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Infobox references

    Chloroacetamide (2-chloroacetamide) is a chlorinated organic compound with the molecular formula ClCH2CONH2. It is a colorless solid although older samples appear yellow. It has a characteristic odor and is readily solubleinwater.[2] It has the structure Cl−CH2−C(=O)−NH2.

    Production[edit]

    Chloroacetamide is produced by ammonolysisofestersofchloroacetic acid:[3][4]

    ClCH2CO2CH3 + NH3 → ClCH2C(O)NH2 + CH3OH

    Uses[edit]

    Chloroacetamide has been used as an herbicide,[5] preservative.[6] and in the manufacturing of pharmaceuticals.

    Hazards[edit]

    Chloroacetamide is toxic, irritates eyes and skin, and may cause an allergic reaction. It is suspected of reproductive toxicity and teratogenicity.[7]

    See also[edit]

    References[edit]

  • ^ Koenig, G.; Lohmar, E.; Rupprich, N. "Chloroacetic Acids". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a06_537. ISBN 978-3527306732.
  • ^ Jacobs, W. A.; Heidelberger, M. (1927). "Chloroacetamide". Organic Syntheses. 7: 16. doi:10.15227/orgsyn.007.0016.
  • ^ Herbicides - Epochem Archived 2008-05-20 at the Wayback Machine
  • ^ Acetamide, 2-chloro- - Government of Canada Archived 2009-01-31 at the Wayback Machine
  • ^ "Decisiondu 14 juin 2012" (PDF) (in French). Agence Nationale de Sécurité du Médicament et des Produits de Santé. Archived from the original (PDF) on 2013-05-23. Retrieved 2012-07-03.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Chloroacetamide&oldid=1221695310"

    Categories: 
    Organochlorides
    Acetamides
    Herbicides
    Preservatives
    Hidden categories: 
    Webarchive template wayback links
    CS1 French-language sources (fr)
    Articles without KEGG source
    ECHA InfoCard ID from Wikidata
    Chembox having GHS data
    Articles containing unverified chemical infoboxes
    Articles with short description
    Short description matches Wikidata
     



    This page was last edited on 1 May 2024, at 13:23 (UTC).

    Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.



    Privacy policy

    About Wikipedia

    Disclaimers

    Contact Wikipedia

    Code of Conduct

    Developers

    Statistics

    Cookie statement

    Mobile view



    Wikimedia Foundation
    Powered by MediaWiki