5-Bromo-2-methyl-2,3-dihydro-1-benzofuran

Base Information

• Chemical Name: 5-Bromo-2-methyl-2,3-dihydro-1-benzofuran
• CAS No.: 102292-30-8
• Molecular Formula: C9H9BrO
• European Community (EC) Number: 836-257-8
• DSSTox Substance ID: DTXSID30535719
• Nikkaji Number: J3.626.287G
• Mol file: 102292-30-8.mol

Synonyms:102292-30-8;5-BROMO-2-METHYL-2,3-DIHYDRO-1-BENZOFURAN;5-bromo-2-methyl-2,3-dihydrobenzofuran;Benzofuran, 5-bromo-2,3-dihydro-2-methyl-;SCHEMBL5809100;DTXSID30535719;FEPPMMHYULGHKP-UHFFFAOYSA-N;CEA29230;MFCD11634359;AKOS009438226;AM805905;AS-65022;5-bromo-2,3-dihydro-2-methylbenzo[b]furan;CS-0037566;EN300-62505;Z409451514

Chemical Property of 5-Bromo-2-methyl-2,3-dihydro-1-benzofuran

Chemical Property:

• Vapor Pressure: 0.0236mmHg at 25°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CC2=C(O1)C=CC(=C2)Br

Technology Process of 5-Bromo-2-methyl-2,3-dihydro-1-benzofuran

There total 9 articles about 5-Bromo-2-methyl-2,3-dihydro-1-benzofuran 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: 97.0%

2-allyl-4-bromophenol (13997-74-5) → 5-bromo-2-methyl-2,3-dihydro-1-benzofuran (102292-30-8)

Guidance literature:

With [Nd(acetonitrile)₉][AlCl₄]₃*acetonitrile; In chloroform; at 65 ℃; for 24h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2017.01.051

Reference yield: 91.0%

4-(allyloxy)bromobenzene (25244-30-8) → 5-bromo-2-methyl-2,3-dihydro-1-benzofuran (102292-30-8)

Guidance literature:

With Si:Al = 22:1 HZSM-5; In water; at 260 ℃; for 0.25h;

DOI:10.1039/c4ra04689g

Reference yield:

2-methyl-2,3-dihydro-1-benzofuran (1746-11-8) → 5-bromo-2-methyl-2,3-dihydro-1-benzofuran (102292-30-8)

Guidance literature:

With bromine; In tetrachloromethane; at 20 ℃; Yield given;

DOI:10.1007/BF00513564

upstream raw materials:

2-allylanisole

2-allyl-4-bromophenol

acetic acid-(2-allyl-4-bromo-phenyl ester)

tetrachloromethane

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