| Identification | More | [Name]
2,1,3-Benzothiadiazole | [CAS]
273-13-2 | [Synonyms]
2,1,3-BENZOTHIADIAZOLE
BENZO-2,1,3-THIADIAZOLE
PIAZTHIOLE
2-Thia-1,3-diaza-2H-isoindene
3,4-Benzo-1,2,5-thiadiazole
Benzisothiadiazole
Benzo[1,2,5]thiadiazole
3,4-Benzo-1,2,5-thiodiazol
2.1.3-BENZOTHIADIAZOLE 99% | [EINECS(EC#)]
205-985-2 | [Molecular Formula]
C6H4N2S | [MDL Number]
MFCD00005809 | [Molecular Weight]
136.17 | [MOL File]
273-13-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
42-44 °C (lit.) | [Boiling point ]
206 °C (lit.) | [density ]
1.323 (estimate) | [refractive index ]
1.5300 (estimate) | [Fp ]
203 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Solubility in methanol almost transparent. | [form ]
Low Melting Solid | [pka]
0.37±0.33(Predicted) | [color ]
Colorless to white to pale yellow | [BRN ]
112408 | [InChI]
InChI=1S/C6H4N2S/c1-2-4-6-5(3-1)7-9-8-6/h1-4H | [InChIKey]
PDQRQJVPEFGVRK-UHFFFAOYSA-N | [SMILES]
N1=C2C=CC=CC2=NS1 | [CAS DataBase Reference]
273-13-2(CAS DataBase Reference) | [NIST Chemistry Reference]
2,1,3-Benzothiadiazole(273-13-2) | [EPA Substance Registry System]
273-13-2(EPA Substance) |
| Safety Data | Back Directory | [Risk Statements ]
36/37/38 | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
DM2580000 | [TSCA ]
Yes | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to light brown solid | [Uses]
The product is used as an industrial solvent, and pharmaceutical intermediates for organic synthesis and used nitrocellulose and other resin, wax, fatty, dyes and other solvents. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 27, p. 676, 1962 DOI: 10.1021/jo01049a536 | [Synthesis]
General procedure for the synthesis of 2,1,3-benzothiadiazole from o-phenylenediamine: 1,2-diaminobenzene (3.250 g, 30.05 mmol) and triethylamine (18 mL, 130.0 mmol) were dissolved in dichloromethane (20 mL). A solution of sulfuryl chloride (7.0 mL, 96.00 mmol) in dichloromethane (10 mL) was added dropwise with stirring. After completion of the reaction, the solvent was removed by rotary evaporator and the combined organic layers were concentrated under vacuum to afford the target product 2,1,3-benzothiadiazole (3.956 g, 97% yield). The melting point of the product was 43 °C. 1H NMR (CDCl3, 400 MHz, TMS) δ: 8.04-8.00 (m, 2H), 7.62-7.57 (m, 2H). | [References]
[1] Dyes and Pigments, 2016, vol. 124, p. 268 - 276
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989, vol. 25, # 11, p. 1303 - 1307
[3] Khimiya Geterotsiklicheskikh Soedinenii, 1989, # 11, p. 1555 - 1558
[4] Tetrahedron, 2005, vol. 61, # 46, p. 10975 - 10982
[5] Tetrahedron Letters, 2005, vol. 46, # 40, p. 6843 - 6846 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,1,3-Benzothiadiazole(273-13-2)MS
2,1,3-Benzothiadiazole(273-13-2)1HNMR
2,1,3-Benzothiadiazole(273-13-2)IR1
2,1,3-Benzothiadiazole(273-13-2)IR2
2,1,3-Benzothiadiazole(273-13-2)Raman
2,1,3-Benzothiadiazole(273-13-2)ESR
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