4-Bromo-2-methoxyphenol

Base Information

• Chemical Name: 4-Bromo-2-methoxyphenol
• CAS No.: 7368-78-7
• Molecular Formula: C7H7BrO2
• Molecular Weight: 203.035
• Hs Code.: 29095000
• European Community (EC) Number: 629-464-8
• NSC Number: 95679
• DSSTox Substance ID: DTXSID20294267
• Nikkaji Number: J308.096J
• Wikidata: Q27454273
• ChEMBL ID: CHEMBL3416131
• Mol file: 7368-78-7.mol

Synonyms:NSC95679;4-Bromoguaiacol;4-Hydroxy-3-methoxybromobenzene;2-Methoxy-4-bromophenol;

Chemical Property of 4-Bromo-2-methoxyphenol

Chemical Property:

• Vapor Pressure: 0.014mmHg at 25°C
• Melting Point: 34-37 °C(lit.)
• Refractive Index: 1.578
• Boiling Point: 250.1 °C at 760 mmHg
• PKA: 9.40±0.18(Predicted)
• Flash Point: 105 °C
• PSA: 29.46000
• Density: 1.585 g/cm³
• LogP: 2.16330
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform, Methanol
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.5
• 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% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)Br)O
• Uses: 4-bromo-2-methoxyphenol is an important organic intermediate (building block) to synthetize substituted phenzyl products, and it can also be used for the synthesis of polyfunctionalized bicyclic systems. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. 4-Bromo-2-methoxyphenol is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.A. Schoenberg; R. F. Heck. Palladium-catalyzed formylation of aryl, heterocyclic, and vinylic halides. J. Am. Chem. Soc. 1974, 96 (25), 7761-7764.Joel S. Freundlich; Howard E. Landis. An expeditious aqueous Suzuki-Miyaura method for the arylation of bromophenols. Tetrahedron Letters. 2006, 47(25), 4275-4279.

Technology Process of 4-Bromo-2-methoxyphenol

There total 13 articles about 4-Bromo-2-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: 100.0%

2-methoxy-phenol (90-05-1) → 4-bromoguaiacol (7368-78-7)

Guidance literature:

With benzyltriphenylphosphonium peroxodisulfate; potassium bromide; In acetonitrile; for 4h; Heating;

DOI:10.1080/00397910601033906

Reference yield: 90.0%

4-bromo-1-isopropoxy-2-methoxy-benzene (138505-27-8) → 4-bromoguaiacol (7368-78-7)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1021/jo9808526

Reference yield: 84.0%

1-methoxy-2-trimethylsilyloxybenzene (6689-37-8) → 4-bromoguaiacol (7368-78-7)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; carbon tetrabromide; In acetonitrile; at 20 ℃; Irradiation;

DOI:10.3762/bjoc.10.53

upstream raw materials:

2-methoxy-phenol

2-benzyloxy-5-bromoanisole

4-bromo-1-isopropoxy-2-methoxy-benzene

4-bromo-2-methoxyphenyl acetate

Downstream raw materials:

4-Bromoveratrole

2-benzyloxy-5-bromoanisole

2-(4-bromo-2-methoxyphenoxy)acetic acid

homovanillyl alcohol

Refernces

• 1、 -. "A synthetic preparation method for small carbags hydrochloric acid". Paragraph 0164-0166. . Retrieved 2021/12/08.
• 2、 Luise, Chiara,Robaa, Dina,Regenass, Pierre,Maurer, David,Ostrovskyi, Dmytro,Seifert, Ludwig,Bacher, Johannes,Burgahn, Teresa,Wagner, Tobias,Seitz, Johannes,Greschik, Holger,Park, Kwang-Su,Xiong, Yan,Jin, Jian,Schüle, Roland,Breit, Bernhard,Jung, Manfred,Sippl, Wolfgang. "Structure-based design, docking and binding free energy calculations of a366 derivatives as spindlin1 inhibitors". . . Retrieved 2021/06/03.