2,1,3-Benzothiadiazole
- Product Name
- 2,1,3-Benzothiadiazole
- CAS No.
- 273-13-2
- Chemical Name
- 2,1,3-Benzothiadiazole
- Synonyms
- Benzo[c][1,2,5]thiadiazole;Benzo[1,2,5]thiadiazole;PIAZTHIOLE;Benzisothiadiazole;2-Thia-1,3-diaza-2H-isoindene;3-Benzothiadiazole;2,1,3-BENZOTHIADIAZOLE;Benzo-2,1,3-thiadiozole;BENZO-2,1,3-THIADIAZOLE;Benzo-2-thia-1,3-diazole
- CBNumber
- CB7109627
- Molecular Formula
- C6H4N2S
- Formula Weight
- 136.17
- MOL File
- 273-13-2.mol
2,1,3-Benzothiadiazole Property
- Melting point:
- 42-44 °C (lit.)
- Boiling point:
- 206 °C (lit.)
- Density
- 1.323 (estimate)
- refractive index
- 1.5300 (estimate)
- Flash point:
- 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
- 2,1,3-Benzothiadiazole (273-13-2)
Safety
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-36/37/39-26
- WGK Germany
- 3
- RTECS
- DM2580000
- TSCA
- Yes
- HS Code
- 29349990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B10900
- Product name
- 2,1,3-Benzothiadiazole
- Purity
- 98%
- Packaging
- 5g
- Price
- $50.6
- Updated
- 2025/07/31
- Product number
- B10900
- Product name
- 2,1,3-Benzothiadiazole
- Purity
- 98%
- Packaging
- 25g
- Price
- $240
- Updated
- 2025/07/31
- Product number
- B0921
- Product name
- 2,1,3-Benzothiadiazole
- Purity
- >99.0%(GC)
- Packaging
- 10g
- Price
- $51
- Updated
- 2025/07/31
- Product number
- B0921
- Product name
- 2,1,3-Benzothiadiazole
- Purity
- >99.0%(GC)
- Packaging
- 25g
- Price
- $101
- Updated
- 2025/07/31
- Product number
- B10900
- Product name
- 2,1,3-Benzothiadiazole
- Purity
- 98%
- Packaging
- 100g
- Price
- $611
- Updated
- 2025/07/31
2,1,3-Benzothiadiazole Chemical Properties,Usage,Production
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.
Uses
2,1,3-Benzothiadiazole is a chemical reagent used in the synthesis of supramolecules as well as the synthesis of benzothiadiazole derivatives via cross coupling.
Reactions
2,1,3-benzothiadiazole undergoes the standard chemistry of aromatic compounds, for example readily forming nitro and chloro derivatives.Under reducing conditions, it can be converted back to the 1,2-diaminobenzene compounds from which they were prepared.
Synthesis Reference(s)
The Journal of Organic Chemistry, 27, p. 676, 1962 DOI: 10.1021/jo01049a536
Synthesis
95-54-5
273-13-2
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
2,1,3-Benzothiadiazole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,1,3-Benzothiadiazole manufacturers
- Product
- 2,1,3-benzothiadiazole 273-13-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-08-19
- Product
- 2,1,3-Benzothiadiazole 273-13-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-12
- Product
- 2,1,3-Benzothiadiazole 273-13-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-22