Benzene-1,3-disulfonyl chloride – general description and application

General description:

Benzene-1,3-disulfonyl chloride (BDD) [585-47-7] or 1,3-benzenedisulfonyl chloride is dichloride of 1,3-benzenedisulfonic acid. It is a colorless (white) crystalline solid with the melting point of 59-62 °C.[1] It is soluble in common organic solvents. Compound is sensitive to moisture and reacts in water therefore should be stored in dry conditions. It has corrosive properties and can cause severe skin burns and eye damage.

Convenient laboratory preparation is based on chlorination of appropriate disodium salt using phosphorus chloride[1] or thionyl chloride[2]. Alternative method starts with 1,3-benzenedithiol, which reacts with chlorine in acetic acid.[3]

Application of Benzene-1,3-disulfonyl chloride:

1,3-Benzenedisulfonyl chloride is useful reagent in organic chemistry for the preparation of pharmaceutical intermediates.[4] It was used in the synthesis of isonitriles as dehydration agent of formamides.[2] Benzene-1,3-disulfonyl chloride is commonly used in the synthesis of biological active sulfonamides[5] and in the preparation of composite polysulfonamide membranes.[6]

Product categorization (Chemical groups):

Main category:

Second level:

Third level:


[1] Ch. J. Smedley, A. S. Barrow, Ch. Spiteri, M. C. Giel, P. Sharma, J. E. Moses Chem. Eur. J. 2017, 23, 9990.
[2] R. Ghorbani-Vaghei, M. Amiri, H. Veisi Lett. Org. Chem. 2013, 10, 37.
[3] Th. Zincke, O. Kruger Chemische Berichte 1912, 45, 3468.
[4] A. M. Almerico, A. Campofelice, G. Culletta, L. Lentini, R. Melfi, A. Pace, R. Perriera, I. Pibiri, M. Tutone ACS Med. Chem. Lett. 2020, 11, 747.
[5] S. Alavinia, J. Babamoradi, R. Ghorbani-Vaghei RSC Advances 2021, 11, 19147.
[6] B.E. Ali, P. Majid, J. Mohsen, H. Hamzeh Chem. Eng. Res. Des. 2020, 155, 172.