821-10-3 Usage
Description
1,4-Dichloro-2-butyne is a clear colorless to yellowish liquid that is used in the synthesis of various organic compounds. It is a versatile reagent in organic chemistry, particularly in the preparation of 1,4-disubstituted 1,2,3-triazoles and the approach of the 20S-camptothecin family of antitumor agents.
Uses
Used in Organic Synthesis:
1,4-Dichloro-2-butyne is used as a reagent in the synthesis of 1,4-disubstituted 1,2,3-triazoles, which are important building blocks in organic chemistry and have a wide range of applications in pharmaceuticals, agrochemicals, and materials science.
Used in Pharmaceutical Industry:
1,4-Dichloro-2-butyne is used as an intermediate in the approach of the 20S-camptothecin family of antitumor agents. These agents are potent anticancer drugs that inhibit topoisomerase I, an enzyme essential for DNA replication, and have been used to treat various types of cancer, including ovarian, cervical, and colorectal cancers.
Safety Profile
Poison by intravenous
route. When heated to decomposition it
emits toxic fumes of Cl-. Probably a
dangerous fKe and explosion hazard. See
also ACETYLENE COMPOUNDS and
CHLORINATED HYDROCARBONS,
ALIPHATIC
Check Digit Verification of cas no
The CAS Registry Mumber 821-10-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,2 and 1 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 821-10:
(5*8)+(4*2)+(3*1)+(2*1)+(1*0)=53
53 % 10 = 3
So 821-10-3 is a valid CAS Registry Number.
InChI:InChI=1/C4H4Cl2/c5-3-1-2-4-6/h1,3H2
821-10-3Relevant articles and documents
Generation and Trapping of an Alkatrienylidenecarbene
Stang, Peter J.,Learned, Alan E.
, p. 301 - 302 (1988)
Reaction of ButCH(OMs)CC-CCH (Ms = SO2Me) with ButOK and tetramethylethylene or Et3SiH, in 1,2-dimethoxyethane (glyme) at -62 deg C, results in the respective carbene addition and insertion products.
Selective Cascade Reaction of Bisallenes via Palladium-Catalyzed Aerobic Oxidative Carbocyclization–Borylation and Aldehyde Trapping
Naidu, Veluru Ramesh,Posevins, Daniels,Volla, Chandra M. R.,B?ckvall, Jan-E.
supporting information, p. 1590 - 1594 (2017/02/05)
A cascade reaction, consisting of a palladium-catalyzed regioselective aerobic oxidative carbocyclization–borylation of bisallenes and a final aldehyde trapping, afforded triene alcohols with high diastereoselectivity. The cascade reaction occurs under mild reaction conditions and proceeds via an allylboron intermediate that is trapped by the aldehyde in a stereoselective manner.
METHODS OF PRODUCING DICARBONYL COMPOUNDS
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Paragraph 0037, (2015/05/06)
Dicarboxylic acids, such as adipic acid, and diesters, such as adipates, may be produced by hydrogenating alkynes that may be produced from raw materials salvaged from waste stream processes. The carbons of the dicarboxylic acids are provided by alkynes generated from biomass waste and carbon dioxide recovered from waste streams such as exhaust gases.