6-nitro-1,3-benzothiazole

• ChemBase ID: 67550
• Molecular Formular: C7H4N2O2S
• Molecular Mass: 180.18386
• Monoisotopic Mass: 179.99934838
• SMILES: s1cnc2c1cc(cc2)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)scn2
• InChI: InChI=1S/C7H4N2O2S/c10-9(11)5-1-2-6-7(3-5)12-4-8-6/h1-4H
• InChIKey: QLUFBCVWKTWKBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-nitro-1,3-benzothiazole
• IUPAC Traditional name: 6-nitro-1,3-benzothiazole
• Synonyms: 6-Nitrobenzothiazole; 6-Nitro-1,3-benzothiazole; 6-Nitrobenzothiazole; NSC 170646; 6-硝基苯并噻唑; 6-硝基苯噻唑

Database IDs

• CAS Number: 2942-06-5
• EC Number: 220-933-9
• MDL Number: MFCD00014569
• Beilstein Number: 7824
• PubChem SID: 24870559; 162033285
• PubChem CID: 76256

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.0534298
• LogD (pH = 7.4): 2.0534556
• Log P: 2.053456
• Molar Refractivity: 43.4492 cm^3
• Polarizability: 17.517591 Å^3
• Polar Surface Area: 56.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 173-177°C; 175-178 °C(lit.); 175-178°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 98%; 98+%; 99%
• Empirical Formula (Hill Notation): C7H4N2O2S

DETAILS

Sigma Aldrich - 469114

Packaging
5 g in glass bottle

Toronto Research Chemicals - N493580

A related compound of 1,2,3-benzothiadiazoles as synergists against the housefly (M. domestica).

REFERENCES

• Gil, D.L., et al.: Pesticide Biochem. Physiol., 6, 338 (1976)
• Undergoes addition/ reductive alkylation with Grignard reagents, giving useful yields of 6-amino-7-alkylbenzothiazoles: Synthesis, 436 (1978):