3-Bromo-2-methylthiophene

Base Information

• Chemical Name: 3-Bromo-2-methylthiophene
• CAS No.: 30319-05-2
• Molecular Formula: C5H5BrS
• Molecular Weight: 177.065
• Hs Code.: 2934999090
• European Community (EC) Number: 250-128-8
• NSC Number: 69783
• DSSTox Substance ID: DTXSID5057707
• Nikkaji Number: J249.959B
• Wikidata: Q72448145
• ChEMBL ID: CHEMBL3560145
• Mol file: 30319-05-2.mol

Synonyms:3-Bromo-2-methylthiophene;30319-05-2;Thiophene, 3-bromo-2-methyl-;2-Methyl-3-bromothiophene;DTXSID5057707;EINECS 250-128-8;3-bromo-2-methyl-thiophene;3-Thenylbromid;NSC69783;SCHEMBL1425534;CHEMBL3560145;DTXCID3031496;BCP20941;Tox21_113850;MFCD09033008;NSC 69783;NSC-69783;AKOS006343271;PS-3684;NCGC00253731-01;CAS-30319-05-2;AM20090416;CS-0153498;FT-0647053;EN300-100161;A848147;SR-01000945040;SR-01000945040-1;Z1201624904

Chemical Property of 3-Bromo-2-methylthiophene

Chemical Property:

• Vapor Pressure: 1.3mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 179 °C at 760 mmHg
• Flash Point: 62 °C
• PSA: 28.24000
• Density: 1.589 g/cm³
• LogP: 2.81900
• Storage Temp.: Refrigerated.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 175.92953
• Heavy Atom Count: 7
• Complexity: 65.1

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CS1)Br

Technology Process of 3-Bromo-2-methylthiophene

There total 7 articles about 3-Bromo-2-methylthiophene 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: 90.0%

3-Bromothiophene (872-31-1) + methyl iodide (74-88-4) → 3-bromo-2-methylthiophene (30319-05-2)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.583333h;

3-Bromothiophene; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 0.75h;

methyl iodide; In tetrahydrofuran; diethyl ether; at -78 - 25 ℃; for 1.5h;

Reference yield: 74.8%

→ 3-bromo-2-methylthiophene (30319-05-2)

Guidance literature:

Reference yield: 72.0%

(3-bromo-2-thienyl)lithium (19162-82-4) + Methyl benzenesulfonate (80-18-2) → 3-bromo-2-methylthiophene (30319-05-2)

Guidance literature:

In diethyl ether; for 3h; Ambient temperature;

DOI:10.1021/jo00352a011

upstream raw materials:

3,5-dibromo-2-methylthiophene

2-Methylthiophene

(3-bromo-2-thienyl)lithium

Methyl benzenesulfonate

Downstream raw materials:

2-methylthiophene-3-thiol

2-methyl-3-(2-methylphenyl)thiophene

3-(2,5-dimethyl-phenyl)-2-methyl-thiophene

2-methyl-3-phenylthiophene

Refernces

• 1、 Ikeda, Hiroshi,Sakai, Azusa,Namai, Hayato,Kawabe, Akinori,Mizuno, Kazuhiko. "Synthesis, X-ray crystallographic analysis, and theoretical structure analysis of tetrathienylethenes designed for photo- and electrochromism". . p. 8338 - 8342. Retrieved 2007.
• 2、 Monzón, Diego M.,Santos, Tanausú,Pinacho-Crisóstomo,Martín, Víctor S.,Carrillo, Romen. "Mild-Base-Promoted Arylation of (Hetero)Arenes with Anilines". . p. 325 - 333. Retrieved 2018/01/15.
• 3、 Chung, Jong Won,Yoon, Seong-Jun,Lim, Seon-Jeong,An, Byeong-Kwan,Park, Soo Young. "Dual-Mode Switching in Highly Fluorescent Organogels: Binary Logic Gates with Optical/Thermal Inputs". supporting information; scheme or table. p. 7030 - 7034. Retrieved 2009/12/28.