2-Bromo-3-methoxyphenol

Base Information

• Chemical Name: 2-Bromo-3-methoxyphenol
• CAS No.: 135999-16-5
• Molecular Formula: C7H7BrO2
• Molecular Weight: 203.035
• Hs Code.: 2909500000
• European Community (EC) Number: 802-900-6
• DSSTox Substance ID: DTXSID20567827
• Nikkaji Number: J3.613.663D
• Wikidata: Q82453851
• Mol file: 135999-16-5.mol

Synonyms:2-Bromo-3-methoxyphenol;135999-16-5;Phenol, 2-bromo-3-methoxy-;MFCD09056758;SCHEMBL5987347;DTXSID20567827;GCFJMEJVRHBPJI-UHFFFAOYSA-N;BCP31085;AKOS005259404;2-Bromo-3-methoxyphenol, 97% (GC);CS-W005377;MB06929;s10871;DS-16163;SY067831

Chemical Property of 2-Bromo-3-methoxyphenol

Chemical Property:

• Melting Point: 74-79°C
• Boiling Point: 246.49 °C at 760 mmHg
• PKA: 8.05±0.10(Predicted)
• Flash Point: 102.874 °C
• PSA: 29.46000
• Density: 1.586 g/cm³
• LogP: 2.16330
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.96294
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-3-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1Br)O
• Uses: 2-Bromo-3-methoxyphenol is useful in the synthesis of spirocyclic aminochroman derivative.

Technology Process of 2-Bromo-3-methoxyphenol

There total 9 articles about 2-Bromo-3-methoxyphenol 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: 55.0%

1-bromo-2,6-dimethoxybenzene (16932-45-9) → 2-Bromo-3-methoxyphennol (135999-16-5)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03279

Reference yield: 51.0%

2-bromoresorcinol (6751-75-3) + dimethyl sulfate (77-78-1) → 2-Bromo-3-methoxyphennol (135999-16-5)

Guidance literature:

With potassium hydroxide; at 100 ℃; for 0.5h;

DOI:10.1002/ejoc.200400068

Reference yield: 30.0%

1-methoxy-3-tetrahydropyran-2-yloxybenzene (30778-86-0) → 2-Bromo-3-methoxyphennol (135999-16-5)

Guidance literature:

1-methoxy-3-tetrahydropyran-2-yloxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 2.75h;

With ethylene dibromide; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 14h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; for 1h;

upstream raw materials:

2-bromoanisole

2-bromoresorcinol

dimethyl sulfate

O-methylresorcine

Downstream raw materials:

2-bromo-1-methoxy-3-(pent-4-enyloxy)benzene

2-methoxy-6-(trimethylsilyl)phenyltrifluoromethanesulfonate

Refernces

• 1、 Shintani, Ryo,Otomo, Haruka,Ota, Kensuke,Hayashi, Tamio. "Palladium-catalyzed asymmetric synthesis of silicon-stereogenic dibenzosiloles via enantioselective C-H bond functionalization". . p. 7305 - 7308. Retrieved 2012/06/16.
• 2、 Luening, Ulrich,Fahrenkrug, Frank. "Synthesis of concave 1,10-phenanthrolines by a combination of Suzuki coupling, ring closing metathesis and hydrogenation". . p. 3119 - 3127. Retrieved 2007/10/03.