4-Iodo-2-methylbut-1-ene

Base Information

• Chemical Name: 4-Iodo-2-methylbut-1-ene
• CAS No.: 53750-52-0
• Molecular Formula: C5H9I
• Molecular Weight: 196.031
• DSSTox Substance ID: DTXSID60437479
• Nikkaji Number: J1.344.012C
• Mol file: 53750-52-0.mol

Synonyms:4-IODO-2-METHYLBUT-1-ENE;53750-52-0;1-Butene, 4-iodo-2-methyl-;4-Iodo-2-methyl-1-butene;2-Methyl-4-iodo-1-butene;SCHEMBL1229186;3-methylbut-3-en-1-yl iodide;DTXSID60437479;WOMUECWVNKNZEP-UHFFFAOYSA-N;AKOS030255041;EN300-211986

Chemical Property of 4-Iodo-2-methylbut-1-ene

Chemical Property:

• Refractive Index: 1.5100 (estimate)
• Boiling Point: 131.23°C (estimate)
• PSA: 0.00000
• Density: 1.5412 (rough estimate)
• LogP: 2.38760
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 195.97490
• Heavy Atom Count: 6
• Complexity: 47.9

Purity/Quality:

95% ^*data from raw suppliers

4-Iodo-2-methyl-1-butene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)CCI
• Uses: 4-Iodo-2-methyl-1-butene is an reagent used in the synthesis of functionalized cyclic boronates.

Technology Process of 4-Iodo-2-methylbut-1-ene

There total 2 articles about 4-Iodo-2-methylbut-1-ene 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: 96.0%

isopentenyl tosylate (781-03-3) → 4-iodo-2-methyl-but-1-ene (53750-52-0)

Guidance literature:

With sodium iodide; In acetone; for 24h;

DOI:10.1021/jo00094a031

Reference yield: 95.0%

2-methyl-1-buten-4-ol (763-32-6) → 4-iodo-2-methyl-but-1-ene (53750-52-0)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ol060115t

Reference yield: 96.0%

4-iodo-2-methyl-but-1-ene (53750-52-0) + C20H27BrO2 → C25H36O2

Guidance literature:

4-iodo-2-methyl-but-1-ene; With tert.-butyl lithium; 9-methoxy-9-BBN; In tetrahydrofuran; hexane; pentane; at -78 - 22 ℃;

C₂₀H₂₇BrO₂; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); caesium carbonate; In water; N,N-dimethyl-formamide; at 40 ℃; for 20h;

DOI:10.1002/anie.202003127

upstream raw materials:

isopentenyl tosylate

2-methyl-1-buten-4-ol

Downstream raw materials:

methyl 1-(3-methyl-3-buten-1-yl)-3-(methylthio)cyclohexa-2,5-diene-1-carboxylate

methyl 1-(3-methyl-3-buten-1-yl)-3-<(3-methyl-3-buten-1-yl)thio>cyclohexa-2,5-diene-1-carboxylate

2,3,4-trimethyl-3-(3-methyl-3-butenyl)cyclohexanone

3,7-dimethyl-4-phenylsulfonyl-2E,7-dien-1-ol