1,4-Dichloro-2-butyne

Base Information

• Chemical Name: 1,4-Dichloro-2-butyne
• CAS No.: 821-10-3
• Molecular Formula: C4H4Cl2
• Molecular Weight: 122.982
• Hs Code.: 29032900
• European Community (EC) Number: 212-474-8
• NSC Number: 30603
• DSSTox Substance ID: DTXSID0061165
• Nikkaji Number: J2.114H
• Wikidata: Q72465835
• Mol file: 821-10-3.mol

Synonyms:1,4-DICHLORO-2-BUTYNE;1,4-Dichlorobut-2-yne;821-10-3;2-Butyne, 1,4-dichloro-;1,4-Dichlorobutyne;C4H4Cl2;1,4-dichloro-but-2-yne;EINECS 212-474-8;NSC 30603;BRN 0635740;AI3-26930;MFCD00000981;4-01-00-00973 (Beilstein Handbook Reference);NSC30603;2-Butyne,4-dichloro-;1,4 dichloro-2-butyne;1,4-dichloro-2-butine;WLN: G2UU2G;SCHEMBL246902;DTXSID0061165;1,4-Dichloro-2-butyne, 99%;NSC-30603;AKOS005255095;CS-W013542;SB38873;AS-17820;LS-47473;D1528;FT-0606860;1,4-dichlorobut-1-yne;1,4-Dichloro-2-butyne;EN300-129543;H11321;A840249;F0001-2105

Chemical Property of 1,4-Dichloro-2-butyne

Chemical Property:

• Appearance/Colour: Clear brown liquid.
• Vapor Pressure: 9.56mmHg at 25°C
• Melting Point: -34.5ºC
• Refractive Index: n20/D 1.505(lit.)
• Boiling Point: 165.5 °C at 760 mmHg
• Flash Point: 70.7 °C
• PSA: 0.00000
• Density: 1.222 g/cm³
• LogP: 1.46740
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 121.9690055
• Heavy Atom Count: 6
• Complexity: 66

Purity/Quality:

99.0% ^*data from raw suppliers

1,4-Dichloro-2-butyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 36/37/38-40-23/24/25
• Safety Statements: 26-36-45-38-36/37/39-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: C(C#CCCl)Cl
• Uses: 1,4-Dichloro-2-butyne used in the synthesis of 1,4-disubstituted 1,2,3-triazoles. Also, it is used in the approach of the 20S-camptothecin family of antitumor agents.

Technology Process of 1,4-Dichloro-2-butyne

There total 8 articles about 1,4-Dichloro-2-butyne which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

1,4-dihydroxybut-2-yne (110-65-6) → 1,4-Dichloro-2-butyne (821-10-3)

Guidance literature:

With pyridine; thionyl chloride;

DOI:10.1021/jo00077a001

Reference yield: 76.0%

but-2-yne-1,4-bisoxycarbonylchloride (16669-40-2) → 1,4-Dichloro-2-butyne (821-10-3)

Guidance literature:

With N,N-dimethyl-formamide; In 1,2-dichloro-ethane; at 80 ℃;

DOI:10.1021/jo00163a047

Reference yield: 54.0%

1,4-dihydroxybut-2-yne (110-65-6) → 4-chlorobut-2-yn-1-ol (13280-07-4) + 1,4-Dichloro-2-butyne (821-10-3)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; at 10 - 20 ℃;

DOI:10.1002/adsc.200606155

upstream raw materials:

1,4-dihydroxybut-2-yne

but-2-yne-1,4-bisoxycarbonylchloride

pyridine

thionyl chloride

Downstream raw materials:

1,4-bis-(4-chloro-phenoxy)-but-2-yne

1,4-Bis(2-acetaminophenoxy)-but-2-in

(4-chloro-2-butynyl)phenylamine

(5S,6S,9S)-4-(4-Chloro-but-2-ynyl)-5-(4-fluoro-phenyl)-9-(2-trifluoromethyl-phenyl)-1,7-dioxa-4-aza-spiro[5.5]undecane

Refernces

• 1、 Domasevitch, Kostiantyn V.,Gospodinov, Ivan,Krautscheid, Harald,Klap?tke, Thomas M.,Stierstorfer, J?rg. "Facile and selective polynitrations at the 4-pyrazolyl dual backbone: Straightforward access to a series of high-density energetic materials". supporting information. p. 1305 - 1312. Retrieved 2019/01/21.
• 2、 Suchy, Mojmír,Milne, Mark,Elmehriki, Adam A. H.,McVicar, Nevin,Li, Alex X.,Bartha, Robert,Hudson, Robert H. E.. "Introduction of Peripheral Carboxylates to Decrease the Charge on Tm3+ DOTAM-Alkyl Complexes: Implications for Detection Sensitivity and in Vivo Toxicity of PARACEST MRI Contrast Agents". . p. 6516 - 6532. Retrieved 2015/09/08.