2-Methylbenzo[b]thiophene

Base Information

• Chemical Name: 2-Methylbenzo[b]thiophene
• CAS No.: 1195-14-8
• Molecular Formula: C9H8S
• Molecular Weight: 148.229
• Hs Code.: 29349990
• European Community (EC) Number: 214-792-2
• NSC Number: 18869
• UNII: 6MH2BG9KVQ
• DSSTox Substance ID: DTXSID80152470
• Nikkaji Number: J203.464F
• Wikidata: Q83019102
• Mol file: 1195-14-8.mol

Synonyms:2-Methylbenzo[b]thiophene;1195-14-8;2-Methylthianaphthene;2-Methyl-1-benzothiophene;2-Methyl-1-thiaindene;2-Methylbenzo(b)thiophene;2-Methylbenzothiophene;2-Methylthioindene;Benzo[b]thiophene, 2-methyl-;Benzo(b)thiophene, 2-methyl-;MFCD00216250;6MH2BG9KVQ;Benzo[b]thiophene,2-methyl-;EINECS 214-792-2;NSC 18869;NSC-18869;NSC18869;Benzothiophene, 2-methyl;UNII-6MH2BG9KVQ;METHYLBENZOTHIOPHENE;2-methyl-benzo[b]thiophene;SCHEMBL12417;2-Methylthianaphthene, 97%;2-METHYL THIANAPHTHENE;2-Methyl-1-benzothiophene #;BIDD:GT0298;4,5-pyrimidinediamine,2-methoxy;DTXSID80152470;BCP23719;GEO-01755;AKOS000281678;CS-W021725;DS-4931;M1429;EN300-100278;A804304;W-200091;F9995-0018

Chemical Property of 2-Methylbenzo[b]thiophene

Chemical Property:

• Appearance/Colour: beige to brownish low melting solid
• Vapor Pressure: 0.00578mmHg at 25°C
• Melting Point: 48-53 °C
• Refractive Index: 1.626
• Boiling Point: 243 °C at 760 mmHg
• Flash Point: 72.4 °C
• PSA: 28.24000
• Density: 1.146 g/cm³
• LogP: 3.20970
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 148.03467143
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

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

Thiophen-2-yl(o-tolyl)metha ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=CC=CC=C2S1

Technology Process of 2-Methylbenzo[b]thiophene

There total 69 articles about 2-Methylbenzo[b]thiophene 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: 99.0%

Benzo[b]thiophene (95-15-8,11095-43-5) + methyl iodide (74-88-4) → 2-Methylbenzothiophene (1195-14-8)

Guidance literature:

Benzo[b]thiophene; With n-butyllithium; In diethyl ether; at -78 - 20 ℃;

methyl iodide; In diethyl ether; at -78 - 20 ℃;

DOI:10.1080/15421400590946451

Reference yield: 98.0%

2-bromo-1-benzothiophene (5394-13-8) → 2-Methylbenzothiophene (1195-14-8)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In benzene; at 80 ℃; for 19h;

DOI:10.1002/jhet.5570400402

Reference yield: 91.0%

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]thiophene (376584-76-8) + methyl iodide (74-88-4) → 2-Methylbenzothiophene (1195-14-8)

Guidance literature:

With C₂₁H₃₀ClNPPd; potassium tert-butylate; In tert-Amyl alcohol; at 65 ℃; for 18h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.9b00025

upstream raw materials:

formaldehyd

benzo[b]thiophen-2-ylmethyl-magnesium chloride

1-phenylpropene

2-propyl-phenyl mercaptan

Downstream raw materials:

2-Methyl-benzo[b]thiophene-3-carbothioic acid phenylamide

2-Methyl-benzo[b]thiophene-3-carbothioic acid (4-chloro-phenyl)-amide

3-chloromethyl-2-methyl-benzo[b]thiophene

C₁₇H₁₈OS

Refernces

• 1、 Anastassiou, A. G.,Kasmai, H. S.,Naderi, B.. "THE POTENTIALLY ANTIAROMATIC (4N-?) α-HETERONAPHTHALENYL ANIONS". . p. 5591 - 5592. Retrieved 1984.
• 2、 Galangau, Olivier,Kimura, Yuka,Kanazawa, Rui,Nakashima, Takuya,Kawai, Tsuyoshi. "Enhanced photochemical sensitivity in photochromic diarylethenes based on a benzothiophene/thiophene nonsymmetrical structure". . p. 7165 - 7173. Retrieved 2014.
• 3、 Jaber, Nimer,Schumann, Herbert,Blum, Jochanan. "Palladium catalyzed cross-methylation of bromoheterocycles with intramolecularly stabilized dimethyl indium reagents". . p. 565 - 567. Retrieved 2003.
• 4、 Dembech, Pasquale,Seconi, Giancarlo,Eaborn, Colin,Rodriguez, Juan A.,Stamper, John G.. "Cleavage of Furan-2-yl, 2-Thienyl-, Benzofuran-2-yl-, and Benzothiophen-2-yl-methyl(trimethyl)silanes (RCH2SiMe3) by Methanolic Sodium Methoxide; Acidities of the Corresponding RCH3 Species". . p. 197 - 198. Retrieved 1986.
• 5、 Kwart,George. "-". . p. 433. Retrieved 1970.
• 6、 Zhang, Zhihui,Zhou, Yanyan,Gao, Ting,Yan, Pengfei,Zou, Xiaoyan,Li, Hongfeng. "Diastereoselective self-assembly of a triple-stranded europium helicate with light modulated chiroptical properties". . p. 4604 - 4612. Retrieved 2021/04/12.
• 7、 Feng, Boya,Yang, Yudong,You, Jingsong. "A methylation platform of unconventional inert aryl electrophiles: Trimethylboroxine as a universal methylating reagent". . p. 6031 - 6035. Retrieved 2020/07/10.