2,3-Dibromoanisole

Base Information

• Chemical Name: 2,3-Dibromoanisole
• CAS No.: 95970-22-2
• Molecular Formula: C7H6Br2O
• Molecular Weight: 265.93000
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID30474715
• Wikidata: Q82304825
• Mol file: 95970-22-2.mol

Synonyms:2,3-Dibromoanisole;95970-22-2;1,2-dibromo-3-methoxybenzene;MFCD09864854;dibromoanisole;SCHEMBL7930018;DTXSID30474715;VDA97022;CL8946;AKOS015967560;DS-5195;SY104301;EN300-1915006

Chemical Property of 2,3-Dibromoanisole

Chemical Property:

• Melting Point: 44-45 °C
• Boiling Point: 258.8±20.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.823±0.06 g/cm3(Predicted)
• LogP: 3.22020
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 265.87649
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99%min ^*data from raw suppliers

2,3-Dibromoanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)Br)Br

Technology Process of 2,3-Dibromoanisole

There total 9 articles about 2,3-Dibromoanisole 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: 68.0%

1,2-dibromo-3-fluorobenzene (811711-33-8) + sodium methylate (124-41-4) → 1,2-dibromo-3-methoxybenzene (95970-22-2)

Guidance literature:

In methanol; dimethyl sulfoxide; Reflux;

DOI:10.1002/ejoc.201001217

Reference yield: 60.0%

1,2-dibromo-3-fluorobenzene (811711-33-8) + methanol (67-56-1) → 1,2-dibromo-3-methoxybenzene (95970-22-2)

Guidance literature:

With sodium methylate; In dimethyl sulfoxide; for 2h; Heating;

DOI:10.1055/s-2006-947362

Reference yield: 26.0%

5-Amino-2,3-dibromoanisole (95970-21-1) → 1,2-dibromo-3-methoxybenzene (95970-22-2)

Guidance literature:

With hydrogenchloride; sodium hypophosphite; sulfuric acid; sodium nitrite; In acetic acid; 1.) -5 deg C, 2 h, 2.) 0 deg C, 12 h;;

upstream raw materials:

3-methoxyphenyl bromide

1,2,3-tribromobenzene

sodium methylate

5-Amino-2,3-dibromoanisole

Downstream raw materials:

1,4-tert-butyldiphenylsiloxymethyl-6-methoxy-1,4-epoxy-1,4-dihydronaphthalene

C₁₄H₁₂Br₂O₂Te₂

3-(2-Bromo-6-methoxy-phenyltellanyl)-propionic acid

2-bromo-6-methoxybenzoic acid

Refernces

• 1、 Menzel, Karsten,Dimichele, Lisa,Mills, Paul,Frantz, Doug E.,Nelson, Todd D.,Kress, Michael H.. "Regioselective halogen-metal exchange reaction of 3-substituted 1,2-dibromo arenes: The synthesis of 2-substituted 5-bromobenzoic acids". . p. 1948 - 1952. Retrieved 2008/02/08.
• 2、 Shishkin, V. N.,Tanaseichuk, B. S.,Lapin, K. K.,Ivkina, A. A.,Butin, K. P.. "POLYBROMINATED AROMATIC COMPOUNDS. III. SYNTHESIS OF BROMINE-SUBSTITUTED ANISOLES". . p. 2357 - 2366. Retrieved 2007/10/02.