2-Propen-1-ol, 2-iodo-

Base Information

• Chemical Name: 2-Propen-1-ol, 2-iodo-
• CAS No.: 84201-43-4
• Molecular Formula: C3H5IO
• Molecular Weight: 183.977
• European Community (EC) Number: 865-445-2
• DSSTox Substance ID: DTXSID90460836
• Nikkaji Number: J1.349.565C
• Wikidata: Q82284986
• Mol file: 84201-43-4.mol

Synonyms:2-Propen-1-ol,2-iodo;2-iodoallyl alcohol;2-iodo-2-propenol;2-iodo-prop-2-en-1-ol;2-iodo-2-propen-1-ol;2-iodo-1-propene-3-ol;3-Hydroxy-2-iodo-1-propene;

Chemical Property of 2-Propen-1-ol, 2-iodo-

Chemical Property:

• PSA: 20.23000
• LogP: 0.92740
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 183.93851
• Heavy Atom Count: 5
• Complexity: 42.2

Purity/Quality:

2-Iodoprop-2-en-1-ol 92% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(CO)I

Technology Process of 2-Propen-1-ol, 2-iodo-

There total 2 articles about 2-Propen-1-ol, 2-iodo- 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: 67.0%

propargyl alcohol (107-19-7) → 2-iodoprop-2-en-1-ol (84201-43-4) + (2E)-3-iodo-2-propen-1-ol (37428-50-5,71065-45-7,37428-57-2)

Guidance literature:

propargyl alcohol; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine tetrafluoroborate; In dichloromethane; at 0 ℃; for 3.5h; Inert atmosphere;

With iodine; In dichloromethane; at 0 ℃; for 0.333333h; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.10.104

Reference yield:

propargyl alcohol (107-19-7) → 2-iodoprop-2-en-1-ol (84201-43-4) + (Z)-3-iodoprop-2-en-1-ol (37428-57-2,71065-45-7,37428-50-5)

Guidance literature:

With iodine; tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); Yield given. Multistep reaction. Yields of byproduct given; 1.) 60 deg C, 2 h, 2.) 25 deg C, 5 h CH₂Cl₂;

DOI:10.1016/S0040-4039(00)87725-4

Reference yield: 99.0%

2-iodoprop-2-en-1-ol (84201-43-4) + phenylacetylene (536-74-3) → 2-methylene-4-phenylbut-3-yn-1-ol (57951-69-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 65 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201001479

upstream raw materials:

propargyl alcohol

Downstream raw materials:

2-methylene-1-phenylpropane-1,3-diol

2-iodo-2-propenyl-4-methylbenzenesulfonate

2-methylene-4-phenylbut-3-yn-1-ol

4-(3,4-difluorophenyl)-2-methylenebut-3-yn-1-ol