2,3,5-Tribromo-4-methylthiophene

Base Information

• Chemical Name: 2,3,5-Tribromo-4-methylthiophene
• CAS No.: 67869-13-0
• Molecular Formula: C5H3 Br3 S
• Molecular Weight: 334.857
• Hs Code.: 2934999090
• European Community (EC) Number: 267-441-0
• DSSTox Substance ID: DTXSID30987214
• Nikkaji Number: J287.553E
• Wikidata: Q82975417
• Mol file: 67869-13-0.mol

Synonyms:2,3,5-Tribromo-4-methylthiophene;67869-13-0;C5H3Br3S;3-methyl-2,4,5-tribromothiophene;EINECS 267-441-0;Thiophene, 2,3,5-tribromo-4-methyl-;Thiophene,2,3,5-tribromo-4-methyl-;SCHEMBL845676;C5-H3-Br3-S;DTLNXOZXOZCNMX-UHFFFAOYSA-;DTXSID30987214;DTLNXOZXOZCNMX-UHFFFAOYSA-N;2,4,5-tribromo-3-methylthiophene;2,3,5-tribromo-4-methyl-thiophene;MFCD00130086;AKOS015951102;2,3,5-Tri Bromo-4-Methyl Thiophene;CS-W011927;PS-10950;FT-0609444;T1682;EN300-138785;A835913;4-(METHYLTHIO)-2-[(3-NITROBENZOYL)AMINO]BUTANOICACID;InChI=1/C5H3Br3S/c1-2-3(6)5(8)9-4(2)7/h1H3

Chemical Property of 2,3,5-Tribromo-4-methylthiophene

Chemical Property:

• Melting Point: 31oC
• Boiling Point: 283°Cat760mmHg
• Flash Point: 125°C
• PSA: 28.24000
• Density: 2.329g/cm³
• LogP: 4.34400
• Storage Temp.: Refrigerator
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 333.74851
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3,5-Tribromo-4-methylthiophene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC(=C1Br)Br)Br
• Uses: 2,3,5-Tribromo-4-methylthiophene is a useful synthetic intermediate. It was used in the synthesis of diarylthiopheneacetyl guanidines as selective BACE1 inhibitors. It was also a reagent used to synthesize photochromic dithienylthiazole derivatives.

Technology Process of 2,3,5-Tribromo-4-methylthiophene

There total 3 articles about 2,3,5-Tribromo-4-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%

2-bromo-3-methylthiophene (14282-76-9) → 2,3,5-tribromo-4-methylthiophene (67869-13-0)

Guidance literature:

With bromine; In chloroform; for 10h; Heating;

DOI:10.1021/ja953025k

Reference yield: 72.0%

3-Methylthiophene (616-44-4,84928-92-7) → 2,3,5-tribromo-4-methylthiophene (67869-13-0)

Guidance literature:

With benzyltrimethylazanium tribroman-2-uide; zinc(II) chloride; In acetic acid; for 15h; Ambient temperature;

DOI:10.1246/bcsj.64.2566

Reference yield:

→ 2,3,5-tribromo-4-methylthiophene (67869-13-0)

Guidance literature:

3-Methylthiophen, Brom (3 Mol), CHCl3;

upstream raw materials:

3-Methylthiophene

2-bromo-3-methylthiophene

Downstream raw materials:

3-methyl-2,4,5-trichlorothiophene

3-Methyl-thiophene-2,4-dicarbaldehyde

2-[5-(2-hydroxyethyl)-4-methylthiophen-3-ylmethyl]-3-phenylaminoacrylonitrile

4-bromo-3-methylthiophene-2-carbonitrile

Refernces

• 1、 Okamoto, Tsuyoshi,Kakinami, Takaaki,Fujimoto, Hiroshi,Kajigaeshi, Shoji. "Halogenation Using Quaternary Ammonium Polyhalides. XXXI. Halogenation of Thiophene Derivatives with Benzyltrimethylammonium Polyhalides". . p. 2566 - 2568. Retrieved 2007/10/02.