2-(3-Methylbut-2-enyloxy)phenol

Base Information

• Chemical Name: 2-(3-Methylbut-2-enyloxy)phenol
• CAS No.: 132277-33-9
• Molecular Formula: C11H14 O2
• Molecular Weight: 178.231
• European Community (EC) Number: 899-361-2
• DSSTox Substance ID: DTXSID00564632
• Mol file: 132277-33-9.mol

Synonyms:2-(3-METHYLBUT-2-ENYLOXY)PHENOL;132277-33-9;2-(3-methylbut-2-enoxy)phenol;DTXSID00564632;AMY15049;AKOS009316813;2-[(3-METHYLBUT-2-EN-1-YL)OXY]PHENOL

Chemical Property of 2-(3-Methylbut-2-enyloxy)phenol

Chemical Property:

• Boiling Point: 282 ºC
• Flash Point: 127 ºC
• PSA: 29.46000
• Density: 1.040
• LogP: 2.73720
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC1=CC=CC=C1O)C

Technology Process of 2-(3-Methylbut-2-enyloxy)phenol

There total 1 articles about 2-(3-Methylbut-2-enyloxy)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: 71.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + prenyl bromide (870-63-3) → 2-(3-Methyl-but-2-enyloxy)-phenol (132277-33-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1016/S0040-4039(00)97054-0

Reference yield: 99.0%

2-(3-Methyl-but-2-enyloxy)-phenol (132277-33-9) → (+/-)-2-<(3,3-dimethyloxiranyl)methoxy>phenol (172226-17-4)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 5.5h;

DOI:10.1021/ja952666c

Reference yield: 47.9%

toluene-4-sulfonic acid 2-(4-chlorophenyl)-2-1H-[1,2,4]triazole-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester (1360599-76-3) + 2-(3-Methyl-but-2-enyloxy)-phenol (132277-33-9) → 1-{2-(4-chlorophenyl)-4-[2-(3-methyl-but-2-enyloxy)phenoxymethyl]-[1,3]-dioxolan-2-ylmethyl}-1H-[1,2,4]-triazole (1430847-85-0)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1016/j.bmc.2013.03.006

upstream raw materials:

benzene-1,2-diol

prenyl bromide

Downstream raw materials:

(+/-)-2-<(3,3-dimethyloxiranyl)methoxy>phenol

(+/-)-3,4-dihydro-2,2-dimethyl-3-(phenylseleno)-2H-benzodioxepin

1-{2-(4-chlorophenyl)-4-[2-(3-methyl-but-2-enyloxy)phenoxymethyl]-[1,3]-dioxolan-2-ylmethyl}-1H-[1,2,4]-triazole

Refernces

• 1、 Cushing, Timothy D.,Sanz-Cervera, Juan F.,Williams, Robert M.. "Stereocontrolled total synthesis of (+)-paraherquamide B". . p. 557 - 579. Retrieved 2007/10/03.