4-Iodo-1-butene

Base Information

• Chemical Name: 4-Iodo-1-butene
• CAS No.: 7766-51-0
• Molecular Formula: C4H7I
• Molecular Weight: 182.004
• European Community (EC) Number: 855-920-2
• DSSTox Substance ID: DTXSID40337524
• Nikkaji Number: J337.658C
• Wikidata: Q82105375
• Mol file: 7766-51-0.mol

Synonyms:4-iodobut-1-ene;4-Iodo-1-butene;7766-51-0;1-Butene, 4-iodo-;1-iodo-3-butene;homoallyl iodide;3-butenyl iodide;4-iodo-but-1-ene;4-Iodo-1-butene #;SCHEMBL343432;DTXSID40337524;4-Iodobut-1-ene stabilized over Cu;GEO-03746;MFCD11848508;AKOS014117368;BS-52989;CS-0139149;C77576;EN300-141614;F8880-0606

Chemical Property of 4-Iodo-1-butene

Chemical Property:

• Vapor Pressure: 15.7mmHg at 25°C
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 124oC at 760 mmHg
• Flash Point: 38.6oC
• PSA: 0.00000
• Density: 1.677g/cm3
• LogP: 1.99750
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 181.95925
• Heavy Atom Count: 5
• Complexity: 24.8

Purity/Quality:

99%, ^*data from raw suppliers

4-Iodobut-1-ene stabilized over Cu ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCI
• Uses: 4-Iodobut-1-ene is a reagent in the design of cell-permeable stapled peptides which are used as HIV-1 integrase inhibitors. 4-Iodobut-1-ene is also used as a reagent in the synthesis of pyrrolopyridazines as novel DGAT1 inhibitors.

Technology Process of 4-Iodo-1-butene

There total 14 articles about 4-Iodo-1-butene 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: 98.0%

but-3-enyl 4-methylbenzenesulfonate (778-29-0) → 4-iodobut-1-ene (7766-51-0)

Guidance literature:

With lithium iodide; In acetone; for 1h; Heating;

DOI:10.1007/BF00949949

Reference yield: 93.0%

3-butenyltriphenylplumbane (134879-52-0) → iodobenzene (591-50-4) + 4-iodobut-1-ene (7766-51-0) + lead(II) iodide (10101-63-0)

Guidance literature:

With I₂; In chloroform-d1; (N2), stirred, treated with 3 equiv I2 at 25°C; filtered; NMR, IR, mass. spectra;

DOI:10.1021/om00054a069

Reference yield: 68.0%

homoalylic alcohol (627-27-0) → 4-iodobut-1-ene (7766-51-0)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1039/c5ob00498e

upstream raw materials:

(phenylthio)methyllithium

allyl bromide

1,4-Diiodobutane

1-bromo-4-butene

Downstream raw materials:

2-(3-Butenyl)-5-hydroxypentanoic acid lactone

((Z)-1-But-3-enyl-hept-1-enyl)-trimethyl-silane

dimethyl 2-(3-butenyl)malonate

3-(3-butenyl)-3,6-dimethyl-2,3-dihydrobenzo[b]furan-2-one

Refernces

• 1、 Fang, Yanyan,Ma, Pin,Cheng, Hongbo,Tan, Guoyu,Wu, Jiaxin,Zheng, Jiaxin,Zhou, Xiaowen,Fang, Shibi,Dai, Yuhua,Lin, Yuan. "Synthesis of Low-Viscosity Ionic Liquids for Application in Dye-Sensitized Solar Cells". . p. 4201 - 4206. Retrieved 2019.
• 2、 Kasun, Zachary A.,Gao, Xin,Lipinski, Radoslaw M.,Krische, Michael J.. "Direct Generation of Triketide Stereopolyads via Merged Redox-Construction Events: Total Synthesis of (+)-Zincophorin Methyl Ester". supporting information. p. 8900 - 8903. Retrieved 2015/08/03.