2-Bromo-6-isopropoxyphenol

Base Information

• Chemical Name: 2-Bromo-6-isopropoxyphenol
• CAS No.: 350792-40-4
• Molecular Formula: C9H11 Br O2
• Molecular Weight: 231.089
• Hs Code.: 2909500000
• DSSTox Substance ID: DTXSID10698492
• Nikkaji Number: J1.532.983A
• Wikidata: Q82628727
• Mol file: 350792-40-4.mol

Synonyms:2-BROMO-6-ISOPROPOXYPHENOL;350792-40-4;2-bromo-6-propan-2-yloxyphenol;Phenol,2-bromo-6-(1-methylethoxy)-;2-BROMO-6-(PROPAN-2-YLOXY)PHENOL;2-Isopropoxy-6-bromophenol;DTXSID10698492;MFCD07777093;2-Bromo-6-[(propan-2-yl)oxy]phenol;MB04729

Chemical Property of 2-Bromo-6-isopropoxyphenol

Chemical Property:

• PSA: 29.46000
• LogP: 2.94190
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 229.99424
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

99%min ^*data from raw suppliers

2-BROMO-6-ISOPROPOXYPHENOL 98.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=C(C(=CC=C1)Br)O

Technology Process of 2-Bromo-6-isopropoxyphenol

There total 2 articles about 2-Bromo-6-isopropoxyphenol 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: 85.0%

2-Isopropoxyphenol (4812-20-8) → 2-hydroxy-3-isopropoxyphenyl bromide (350792-40-4)

Guidance literature:

With bromine; tert-butylamine; In dichloromethane; toluene; at -78 - 20 ℃; for 5h;

DOI:10.1055/s-2001-12767

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-hydroxy-3-isopropoxyphenyl bromide (350792-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / KOH / dimethylsulfoxide / 0.5 h

2: 39 percent / Br₂; t-BuNH₂ / toluene; CH₂Cl₂ / 0.5 h / -60 - 20 °C

With potassium hydroxide; bromine; tert-butylamine; In dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1021/jm0307943

Reference yield: 96.0%

chloromethyl methyl ether (107-30-2) + 2-hydroxy-3-isopropoxyphenyl bromide (350792-40-4) → C11H15BrO3 (1572455-41-4)

Guidance literature:

2-hydroxy-3-isopropoxyphenyl bromide; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

chloromethyl methyl ether; In tetrahydrofuran; at 18 ℃; for 48h;

DOI:10.1021/jo500210k

upstream raw materials:

2-Isopropoxyphenol

benzene-1,2-diol

Downstream raw materials:

2-Bromo-6-isopropoxyphenyl trifluoromethanesulfonate

2,5-dimethoxy-3-isopropoxyphenylboronic acid

2,5-dimethoxy-3-isopropoxyphenyl bromide

2-bromo-6-isopropoxyhydroquinone

Refernces

• 1、 Kissau, Lars,Stahl, Petra,Mazitschek, Ralph,Giannis, Athannasios,Waldmann, Herbert. "Development of natural product-derived receptor tyrosine kinase inhibitors based on conservation of protein domain fold". . p. 2917 - 2931. Retrieved 2007/10/03.