Edge Rewrite
everything Source code View original
// HTMLRewriter · presentation

This page was redesigned at the edge.

Cloudflare fetched the original article and streamed it through HTMLRewriter to apply an entirely new visual system without rebuilding the source page.

// request.cf · coarse context

A page that knows where it met you.

Only coarse request metadata is shown. This demo does not display or persist visitor IP addresses.

Country
US
Cloudflare location
CMH
Connection
HTTP/2
Language
Not provided

Ray ID: a4604380183bb36e

Jump to content

// Workers AI · dad joke modeWhat did Bis(chloromethyl) ketone say? "I'm bonded to you.

From Wikipedia, the free encyclopedia
(Redirected from Dichloroacetone)
Bis(chloromethyl) ketone
Names
Preferred IUPAC name
1,3-Dichloropropan-2-one
Other names
1,3-Dichloroacetone
α,α'-Dichloroacetone
1,3-Dichloropropanone
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.806 Edit this at Wikidata
EC Number
  • 208-585-6
UNII
UN number 2649
  • InChI=1S/C3H4Cl2O/c4-1-3(6)2-5/h1-2H2
    Key: SUNMBRGCANLOEG-UHFFFAOYSA-N
  • InChI=1/C3H4Cl2O/c4-1-3(6)2-5/h1-2H2
    Key: SUNMBRGCANLOEG-UHFFFAOYAE
  • ClCC(=O)CCl
Properties
C3H4Cl2O
Molar mass 126.96 g·mol−1
Melting point 45 °C (113 °F; 318 K)
Boiling point 173.4 °C (344.1 °F; 446.5 K)
Acidity (pKa) 12.88 (H2O)[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Extremely toxic. Dangerous to the skin and eyes
GHS labelling:
‹ The template below (GHS corrosion) is being considered for merging with GHS pictogram. See templates for discussion to help reach a consensus. ›
GHS05: Corrosive
‹ The template below (GHS skull and crossbones) is being considered for merging with GHS pictogram. See templates for discussion to help reach a consensus. ›
GHS06: Toxic
‹ The template below (GHS health hazard) is being considered for merging with GHS pictogram. See templates for discussion to help reach a consensus. ›
GHS08: Health hazard
‹ The template below (GHS environment) is being considered for merging with GHS pictogram. See templates for discussion to help reach a consensus. ›
GHS09: Environmental hazard
Danger
H300, H310, H314, H330, H341, H410
P201, P202, P260, P262, P264, P270, P271, P273, P280, P281, P284, P301+P310, P301+P330+P331, P302+P350, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P320, P321, P330, P361, P363, P391, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
4
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bis(chloromethyl) ketone is a chemical substance with formula C
3H
4Cl
2O. It is a dangerous solid.

[edit]

Exposures such as contact or inhalation of bis(chloromethyl) ketone can result in irritation or damage to skin, eyes, throat, lungs, liver and kidneys, as well as headaches and fainting.[2]

Consequently, bis(chloromethyl) ketone is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.[3]

Applications

[edit]

As both chlorine atoms tend to react at the same time, the compound is primarily useful for synthesis of various ring compounds.[4] Some of the known uses of 1,3-dichloropropanone include in the synthesis mubritinib, dipraglurant, oxathiapiprolin, Fluconazole, UK-47265, watermelon ketones Cascalone & Aldolone & Transluzone & Azurone & Conoline.[5]

In principle, it can be used to manufacture citric acid.[2]

See also

[edit]

References

[edit]
  1. ↑ Hashimoto, Fumie; Tanaka, Jiro; Nagakura, Saburo (1963). "Dissociation constants of some pseudo-acids and ultraviolet absorption spectra of their anions". Journal of Molecular Spectroscopy. 10 (1): 401–417. doi:10.1016/0022-2852(63)90187-5.
  2. 1 2 Hazardous Substance Fact Sheet from the New Jersey Department of Health and Senior Services
  3. ↑ 40 C.F.R.: Appendix A to Part 355—The List of Extremely Hazardous Substances and Their Threshold Planning Quantities (PDF) (Report) (July 1, 2008 ed.). Government Printing Office. Archived from the original (PDF) on February 25, 2012. Retrieved October 29, 2011.
  4. ↑ DePuy, Charles H.; Pettigrew, Jeremy D. "1,3&x2011;Dichloroacetone". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rd083.pub2.
  5. ↑ Armanino, N., Charpentier, J., Flachsmann, F., Goeke, A., Liniger, M., Kraft, P. (14 September 2020). "What's Hot, What's Not: The Trends of the Past 20 Years in the Chemistry of Odorants". Angewandte Chemie International Edition. 59 (38): 16310–16344. doi:10.1002/anie.202005719. Retrieved 3 September 2026.
Retrieved from "https://en.wikipedia.org/w/index.php?title=Bis(chloromethyl)_ketone&oldid=1373005072"