2-Methylbenzothiazole

Base Information

• Chemical Name: 2-Methylbenzothiazole
• CAS No.: 120-75-2
• Molecular Formula: C8H7NS
• Molecular Weight: 149.216
• Hs Code.: 29342080
• European Community (EC) Number: 204-423-3
• NSC Number: 3825
• UNII: 7LX1XE6H8W
• DSSTox Substance ID: DTXSID8049208
• Nikkaji Number: J37.318D
• Wikidata: Q27268542
• Metabolomics Workbench ID: 45847
• ChEMBL ID: CHEMBL2393325
• Mol file: 120-75-2.mol

Synonyms:2-Methylbenzothiazole;120-75-2;2-Methyl-1,3-benzothiazole;Benzothiazole, 2-methyl-;2-methyl-benzothiazole;Benzothiazole, methyl-;2-METHYBENZOTHIAZOLE;USAF EK-1853;2-Methyl benzothiazole;2-METHYLBENZO[D]THIAZOLE;NSC 3825;EINECS 204-423-3;MFCD00005794;UNII-7LX1XE6H8W;BRN 0112427;7LX1XE6H8W;CCRIS 8096;DTXSID8049208;NSC-3825;4-27-00-01080 (Beilstein Handbook Reference);methylbenzothiazole;benzothiazole,methyl-;2-methylbenzothiazoline;SCHEMBL55837;2-Methylbenzothiazole, 99%;2-Methyl-1,3-benzothiazole #;CHEMBL2393325;DTXCID4029064;SCHEMBL10600002;WLN: T56 BN DSJ C1;NSC3825;AMY23230;Tox21_202975;AKOS000507502;CS-W009170;NCGC00260521-01;55299-16-6;AC-19506;AS-12908;CAS-120-75-2;LS-40795;SY001190;FT-0613010;M0516;EN300-16880;F14837;A804586;AA-504/31983006;W-108472;Q27268542;F0001-0331

Chemical Property of 2-Methylbenzothiazole

Chemical Property:

• Appearance/Colour: clear colorless to light amber liquid
• Vapor Pressure: 0.0669mmHg at 25°C
• Melting Point: 11-14 ºC(lit.)
• Refractive Index: n20/D 1.617(lit.)
• Boiling Point: 238 ºC at 760 mmHg
• PKA: 1.65±0.10(Predicted)
• Flash Point: 102 ºC
• PSA: 41.13000
• Density: 1.217 g/cm³
• LogP: 2.60470
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 149.02992040
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

2-Methylbenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2S1
• Uses: 2-Methylbenzothiazole is a useful reagent for efficient development of new fluorescent probes for RNA G quadruplex imaging.

Technology Process of 2-Methylbenzothiazole

There total 197 articles about 2-Methylbenzothiazole 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: 100.0%

4-cyanophenyl acetate (13031-41-9) + 2-amino-benzenethiol (137-07-5) → 2-Methylbenzothiazole (120-75-2) + 4-cyanophenol (767-00-0)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium carbonate; at 100 ℃; for 0.5h;

DOI:10.1021/jo990780y

Reference yield: 96.0%

2-amino-benzenethiol (137-07-5) + acetonitrile (75-05-8,26809-02-9) → 2-Methylbenzothiazole (120-75-2)

Guidance literature:

With zinc(II) acetate dihydrate; In neat (no solvent); at 120 ℃; for 18h; under 7600.51 Torr; Autoclave; Inert atmosphere; Green chemistry;

DOI:10.1055/s-0035-1560319

Reference yield: 94.0%

Triethyl orthoacetate (78-39-7) + 2-amino-benzenethiol (137-07-5) → 2-Methylbenzothiazole (120-75-2)

Guidance literature:

With silica supported fluoroboric acid; at 20 ℃; for 0.75h; Neat (no solvent);

DOI:10.5012/bkcs.2010.31.6.1719

upstream raw materials:

N-(2-methylsulfanyl-phenyl)-acetamide

2-methyl-2,3-dihydrobenzo[d]thiazole

2-methylmercaptobenzothiazole

2-cyanomethylbenzothiazole

Downstream raw materials:

N-(δ-sulfonatobutyl)-2-methyl-benzothiazole

2-benzothiazolyldichloromethane

2-chloromethylbenzothiazole

2-((trimethylsilyl)methyl)benzothiazole

Refernces

• 1、 Bowman, W. Russell,Heaney, Harry,Smith, Philip H. G.. "INTRAMOLECULAR AROMATIC SUBSTITUTION (SRN1) REACTIONS: USE OF ENTRAINMENT FOR THE PREPARATION OF BENZOTHIAZOLES". . p. 5093 - 5096. Retrieved 1982.
• 2、 Al-Ostoot, Fares H.,Al-horaibi, Sultan A.,Alghamdi, Mohammed T.,Alrabie, Ali A.,Garoon, Eman M.,Rajbhoj, Anjali S.. "Novel hemicyanine sensitizers based on benzothiazole-indole for dye-sensitized solar cells: Synthesis, optoelectrical characterization and efficiency of solar cell". . . Retrieved 2021.
• 3、 Jadhav, Manoj M.,Vaghasiya, Jayraj V.,Patil, Dinesh,Soni, Saurabh S.,Sekar, Nagaiyan. "Synthesis of novel colorants for DSSC to study effect of alkyl chain length alteration of auxiliary donor on light to current conversion efficiency". . p. 119 - 129. Retrieved 2019.
• 4、 Khesin, V. G.,Raikhina, R. D.,Al'perovich, M. A.,Abramenko, P. I.,Medvedeva, T. D.. "THERMOLYSIS AND MASS SPECTROMETRY OF meso-SUBSTITUTED THIACARBOCYANINES". . p. 168 - 174. Retrieved 1983.
• 5、 Davies. "-". . p. 1111. Retrieved 1962.
• 6、 Bernardi, Dan,Ba, Lalla A?cha,Kirsch, Gilbert. "One-pot preparation of 2 (alkly)arylbenzothiazoles from the corresponding o-halobenzanilides". . p. 2121 - 2123. Retrieved 2007.
• 7、 Babudri, F.,Florio, S.,Ronzini, L.,Aresta, M.. "NICKEL-COMPLEX-CATALYZED CROSS-COUPLING OF GRIGNARD REAGENTS WITH 2-HALOGENOBENZOTHIAZOLES". . p. 1515 - 1521. Retrieved 1983.
• 8、 Sharghi, Hashem,Asemani, Omid. "Methanesulfonic acid/SiO2 as an efficient combination for the synthesis of 2-substituted aromatic and aliphatic benzothiazoles from carboxylic acids". . p. 860 - 867. Retrieved 2009.
• 9、 Ma, Dawei,Xue, Peng,Jiang, Yongwen,Xie, Siwei,Zhang, Xiaojing,Dong, Jinhua. "Efficient and economical access to substituted benzothiazoles: Copper-catalyzed coupling of 2-haloanilides with metal sulfides and subsequent condensation". . p. 4222 - 4225. Retrieved 2009.
• 10、 Coppa, Fausta,Fontana, Francesca,Lazzarini, Edoardo,Minisci, Francesco,Pianese, Guiseppe,Zhao, Lihua. "A Novel Convenient and Selective Alkoxycarbonylation of Heteroaromatic Bases by Oxalic Acid Monoesters". . p. 3057 - 3060. Retrieved 1992.