2-Bromo-3-methyl-1-benzothiophene

Base Information

• Chemical Name: 2-Bromo-3-methyl-1-benzothiophene
• CAS No.: 5381-23-7
• Molecular Formula: C₉H₇BrS
• Molecular Weight: 227.125
• Hs Code.: 2934999090
• NSC Number: 108790
• DSSTox Substance ID: DTXSID60296321
• Wikidata: Q82036861
• Mol file: 5381-23-7.mol

Synonyms:5381-23-7;2-Bromo-3-methyl-1-benzothiophene;2-Bromo-3-methyl-benzo[b]thiophene;2-bromo-3-methylBenzo[b]thiophene;NSC108790;SCHEMBL3603009;DTXSID60296321;2-Bromo-3-methyl-1-benzo[b]thiophene;NSC-108790;CS-0160075;FT-0703488;E82013;EN300-6776035

Chemical Property of 2-Bromo-3-methyl-1-benzothiophene

Chemical Property:

• Boiling Point: 114-115 °C
• PSA: 28.24000
• Density: 1.555 g/cm3
• LogP: 3.97220
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 225.94518
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

2-BROMO-3-METHYL-BENZO[B]THIOPHENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC2=CC=CC=C12)Br

Technology Process of 2-Bromo-3-methyl-1-benzothiophene

There total 6 articles about 2-Bromo-3-methyl-1-benzothiophene 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: 98.0%

3-methylbenzothiophene (1455-18-1) → 2-bromo-3-methylbenzothiophene (5381-23-7)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 0 - 20 ℃; for 1h;

DOI:10.1021/acs.orglett.0c01043

Reference yield: 90.0%

3-methylbenzo[b]thiophene-2-carboxylic acid (3133-78-6) → 2-bromo-3-methylbenzothiophene (5381-23-7)

Guidance literature:

With potassium phosphate; tetrabuthylammonium tribromide; In acetonitrile; at 100 ℃;

DOI:10.1039/c8sc01016a

Reference yield: 89.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + 2-bromo-3-methylthiophene (14282-76-9) → 2-bromo-3-methylbenzothiophene (5381-23-7)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol501006t

upstream raw materials:

3-methylbenzothiophene

3-chloromethylbenzothiophene

cis,trans-2,5-dimethoxytetrahydrofuran

2-bromo-3-methylthiophene

Downstream raw materials:

Benzophenanthro<3,4-d>thiophene

anthra[2,1-d]benzo[b]thiophene

2-bromo-3-(bromomethyl)thiophene

3-methylbenzo[b]thiophene-2-carboxylic acid

Refernces

• 1、 Quibell, Jacob M.,Perry, Gregory J. P.,Cannas, Diego M.,Larrosa, Igor. "Transition-metal-free decarboxylative bromination of aromatic carboxylic acids". . p. 3860 - 3865. Retrieved 2018/04/26.
• 2、 -. "Synthetic method of aryl halide taking aryl carboxylic acid as raw material". Paragraph 0133. . Retrieved 2018/01/03.