4-Iodo-2-(3-methylbut-2-en-1-yl)phenol

Base Information

• Chemical Name: 4-Iodo-2-(3-methylbut-2-en-1-yl)phenol
• CAS No.: 151071-03-3
• Molecular Formula: C11H13 I O
• Molecular Weight: 288.128
• DSSTox Substance ID: DTXSID10590205
• Nikkaji Number: J2.069.743A
• Mol file: 151071-03-3.mol

Synonyms:151071-03-3;4-iodo-2-(3-methylbut-2-en-1-yl)phenol;4-Iodo-2-(3-methyl-2-butenyl)-phenol;4-iodo-2-(3-methylbut-2-enyl)phenol;4-Iodo-2-(3-methyl-2-butenyl)phenol;starbld0047085;SCHEMBL20472168;DTXSID10590205;AKOS005264532;DB-295397

Chemical Property of 4-Iodo-2-(3-methylbut-2-en-1-yl)phenol

Chemical Property:

• PSA: 20.23000
• LogP: 3.50550
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 288.00111
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

95% ^*data from raw suppliers

4-Iodo-2-(3-methyl-2-butenyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=CC(=C1)I)O)C

Technology Process of 4-Iodo-2-(3-methylbut-2-en-1-yl)phenol

There total 2 articles about 4-Iodo-2-(3-methylbut-2-en-1-yl)phenol 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: 78.0%

p-Iodophenol (540-38-5) + prenyl bromide (870-63-3) → 4-iodo-2-(3-methylbut-2-en-1-yl)phenol (151071-03-3)

Guidance literature:

p-Iodophenol; With sodium; In diethyl ether; at 0 ℃; for 3h;

prenyl bromide; In diethyl ether; at 25 ℃; for 8h;

DOI:10.1002/ejoc.201001674

Reference yield: 27.0%

p-Iodophenol (540-38-5) + prenyl bromide (870-63-3) → 1-iodo-4-((3-methylbut-2-en-1-yl)oxy)benzene (136679-15-7) + 4-iodo-2-(3-methylbut-2-en-1-yl)phenol (151071-03-3) + 4-iodo-2,6-bis(3-methyl-2-butenyl)-phenol (364358-95-2) + 4-iodo-2,6-di(3-methyl-2-butenyl)phenyl (3-methyl-2-butenyl) ether

Guidance literature:

With 10percent NaOH; at 20 ℃; for 5h;

DOI:10.1021/jo0056904

Reference yield: 99.0%

3-(3-fluorophenyl)propionyl chloride (148960-31-0) + 4-iodo-2-(3-methylbut-2-en-1-yl)phenol (151071-03-3) → 4-iodo-2-(3-methylbut-2-en-1-yl)phenyl 3-(3-fluorophenyl)propanoate

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00090

upstream raw materials:

p-Iodophenol

prenyl bromide

Downstream raw materials:

4-iodo-2-(3-methylbut-2-en-1-yl)phenyl acetate

(E)-methyl 3-[4-Hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]acrylate

6-iodo-2,2-dimethylchromane

2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-iodo-6-(3-methyl-2-butenyl)phenol

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