2-methyl-1,3-benzothiazole

• ChemBase ID: 140203
• Molecular Formular: C8H7NS
• Molecular Mass: 149.21288
• Monoisotopic Mass: 149.02992023
• SMILES: Cc1nc2ccccc2s1
• Canonical SMILES: Cc1nc2c(s1)cccc2
• InChI: InChI=1S/C8H7NS/c1-6-9-7-4-2-3-5-8(7)10-6/h2-5H,1H3
• InChIKey: DXYYSGDWQCSKKO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-1,3-benzothiazole
• IUPAC Traditional name: 2-methylbenzothiazole
• Synonyms: 2-Methylbenzothiazole; 2-Methylbenzothiazole; 2-甲基苯并噻唑

Database IDs

• CAS Number: 120-75-2
• EC Number: 204-423-3
• MDL Number: MFCD00005794
• Beilstein Number: 112427
• PubChem SID: 24847071; 162234447
• PubChem CID: 8446

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.2353163
• LogD (pH = 7.4): 2.236521
• Log P: 2.2365365
• Molar Refractivity: 41.5694 cm^3
• Polarizability: 17.398699 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: slightly yellow
• Melting Point: 11-14 °C(lit.); 12-14°C
• Boiling Point: 237-238°C; 238 °C(lit.)
• Flash Point: 102 °C; 102°C(215°F); 215.6 °F
• Density: 1.173; 1.173 g/mL at 25 °C(lit.)
• Refractive Index: 1.6160; n20/D 1.617; n20/D 1.617(lit.)

Safety Information

• RTECS: DL5600000
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥98.0% (GC); 98%; 98+%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C8H7NS

DETAILS

Sigma Aldrich - 112143

Packaging
25, 100 g in glass bottle
Application
Reagent employed in the synthesis of polycarbocyanine1 and thiacyanine2,3 dyes, as well as (arylfuryl)benzothiazoles.3,4

REFERENCES

• Lithiation occurs at the methyl group. The sequence shown was developed by Corey as an efficient olefination method for carbonyl groups. The resulting vinylbenzothiazoles undergo Michael additions and a variety of other chemical transformations: Tetrahedron Lett., 5, 9, 13 (1978):