4-Iodo-1-butyne

Base Information

• Chemical Name: 4-Iodo-1-butyne
• CAS No.: 43001-25-8
• Molecular Formula: C4H5I
• Molecular Weight: 179.988
• European Community (EC) Number: 832-869-4
• DSSTox Substance ID: DTXSID80454608
• Nikkaji Number: J3.085.185D
• Wikidata: Q82276232
• Mol file: 43001-25-8.mol

Synonyms:4-Iodo-1-butyne;4-iodobut-1-yne;43001-25-8;1-Butyne, 4-iodo-;MFCD20414835;4-iodobutyne;SCHEMBL3178038;DTXSID80454608;SGLSTFIXVDSVNV-UHFFFAOYSA-N;AC1965;AKOS014114611;CS-11617;SY026540;CS-0088596;FT-0755126;EN300-211423

Chemical Property of 4-Iodo-1-butyne

Chemical Property:

• Boiling Point: 61 °C(Press: 80 Torr)
• PSA: 0.00000
• Density: 1.852±0.06 g/cm3(Predicted)
• LogP: 1.44470
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 179.94360
• Heavy Atom Count: 5
• Complexity: 47.9

Purity/Quality:

95% purity ^*data from raw suppliers

4-Iodobut-1-yne ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCCI

Technology Process of 4-Iodo-1-butyne

There total 4 articles about 4-Iodo-1-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: 73.0%

3-Butyn-1-ol (927-74-2) → 4-iodobut-1-yne (43001-25-8)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1021/ol1029047

Reference yield: 50.0%

3-butyn-1-yl p-toluenesulfonate (23418-85-1) → 4-iodobut-1-yne (43001-25-8)

Guidance literature:

With sodium iodide; In acetone; for 12h;

Reference yield:

methanesulfonic acid but-3-ynyl ester (72486-09-0) → 4-iodobut-1-yne (43001-25-8)

Guidance literature:

With sodium iodide; In acetone; for 22h; Reflux;

DOI:10.1002/anie.201108749

upstream raw materials:

3-butyn-1-yl p-toluenesulfonate

3-Butyn-1-ol

methanesulfonic acid but-3-ynyl ester

4-bromobut-1-yne

Downstream raw materials:

ethyl 2-(ethoxycarbonyl)-5-hexynoate

((E)-1-Ethyl-hex-1-en-5-ynyl)-benzene

3-(3-butylnylthio)-5-phenyl-1,2,4-triazine

3-But-3-ynylsulfanyl-5-(4-chloro-phenyl)-[1,2,4]triazine

Refernces

• 1、 Staben, Leanna R.,Chen, Jinhua,Cruz-Chuh, Josefa dela,Del Rosario, Geoff,Go, Mary Ann,Guo, Jun,Khojasteh, S. Cyrus,Kozak, Katherine R.,Li, Guangmin,Ng, Carl,Lewis Phillips, Gail D.,Pillow, Thomas H.,Rowntree, Rebecca K.,Wai, John,Wei, BinQing,Xu, Keyang,Xu, Zijin,Yu, Shang-Fan,Zhang, Donglu,Dragovich, Peter S.. "Systematic Variation of Pyrrolobenzodiazepine (PBD)-Dimer Payload Physicochemical Properties Impacts Efficacy and Tolerability of the Corresponding Antibody-Drug Conjugates". . p. 9603 - 9622. Retrieved 2020/10/19.
• 2、 Wang, Weiguo,Peng, Xianglong,Wei, Fang,Tung, Chen-Ho,Xu, Zhenghu. "Copper(I)-Catalyzed Interrupted Click Reaction: Synthesis of Diverse 5-Hetero-Functionalized Triazoles". supporting information. p. 649 - 653. Retrieved 2016/02/27.