ChemicalBook > CAS DataBase List > 2,1,3-Benzothiadiazole

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B10900
Product name
2,1,3-Benzothiadiazole
Purity
98%
Packaging
5g
Price
$50.6
Updated
2025/07/31
Sigma-Aldrich
Product number
B10900
Product name
2,1,3-Benzothiadiazole
Purity
98%
Packaging
25g
Price
$240
Updated
2025/07/31
TCI Chemical
Product number
B0921
Product name
2,1,3-Benzothiadiazole
Purity
>99.0%(GC)
Packaging
10g
Price
$51
Updated
2025/07/31
TCI Chemical
Product number
B0921
Product name
2,1,3-Benzothiadiazole
Purity
>99.0%(GC)
Packaging
25g
Price
$101
Updated
2025/07/31
Sigma-Aldrich
Product number
B10900
Product name
2,1,3-Benzothiadiazole
Purity
98%
Packaging
100g
Price
$611
Updated
2025/07/31
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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

Hefei Lbao Physical & Chemical Science Co.,Ltd
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
Henan Aochuang Chemical Co.,Ltd.
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
Shaanxi Dideu New Materials Co. Ltd
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

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