2,2'-Trisulfanediyldibenzoyl chloride

R Alan Aitken; Alexandra H. Campbell; Chloé E. Fletcher; Alexandra M. Z. Slawin

doi:10.3390/M1731

2,2'-Trisulfanediyldibenzoyl chloride

R Alan Aitken^*, Alexandra H. Campbell, Chloé E. Fletcher, Alexandra M. Z. Slawin

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

The X-ray structure of the title compound, formed in low conversion in the reaction of thiosalicylic acid with thionyl chloride, has been determined. The acid chloride groups are oriented to permit an attractive non-bonding O…S interaction. Mechanisms are suggested for formation of this unexpected product. ¹H and ¹³C NMR data are also reported for the first time for the major reaction product, 2-mercaptobenzoyl chloride.

Original language	English
Article number	M1731
Number of pages	6
Journal	Molbank
Volume	2023
Issue number	3
DOIs	https://doi.org/10.3390/M1731
Publication status	Published - 21 Sept 2023

Keywords

X-ray structure
Trisulfane
Chalcogen-chalcogen interaction
Acid chloride

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10.3390/M1731Licence: CC BY

Aitken_2023_Molbank_Trisulfane_CCBY
Copyright © 2023 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
Final published version, 1.58 MBLicence: CC BY

CCDC 2240737: Experimental Crystal Structure Determination
Aitken, R. A. (Creator), Campbell, A. H. (Creator), Fletcher, C. E. (Creator) & Slawin, A. M. Z. (Creator), Cambridge Crystallographic Data Centre, 2023
DOI: 10.5517/ccdc.csd.cc2f6nv5
Dataset

Cite this

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title = "2,2'-Trisulfanediyldibenzoyl chloride",

abstract = "The X-ray structure of the title compound, formed in low conversion in the reaction of thiosalicylic acid with thionyl chloride, has been determined. The acid chloride groups are oriented to permit an attractive non-bonding O…S interaction. Mechanisms are suggested for formation of this unexpected product. 1H and 13C NMR data are also reported for the first time for the major reaction product, 2-mercaptobenzoyl chloride.",

keywords = "X-ray structure, Trisulfane, Chalcogen-chalcogen interaction, Acid chloride",

author = "Aitken, {R Alan} and Campbell, {Alexandra H.} and Fletcher, {Chlo{\'e} E.} and Slawin, {Alexandra M. Z.}",

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month = sep,

day = "21",

doi = "10.3390/M1731",

language = "English",

volume = "2023",

journal = "Molbank",

issn = "1422-8599",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

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TY - JOUR

T1 - 2,2'-Trisulfanediyldibenzoyl chloride

AU - Aitken, R Alan

AU - Campbell, Alexandra H.

AU - Fletcher, Chloé E.

AU - Slawin, Alexandra M. Z.

PY - 2023/9/21

Y1 - 2023/9/21

N2 - The X-ray structure of the title compound, formed in low conversion in the reaction of thiosalicylic acid with thionyl chloride, has been determined. The acid chloride groups are oriented to permit an attractive non-bonding O…S interaction. Mechanisms are suggested for formation of this unexpected product. 1H and 13C NMR data are also reported for the first time for the major reaction product, 2-mercaptobenzoyl chloride.

AB - The X-ray structure of the title compound, formed in low conversion in the reaction of thiosalicylic acid with thionyl chloride, has been determined. The acid chloride groups are oriented to permit an attractive non-bonding O…S interaction. Mechanisms are suggested for formation of this unexpected product. 1H and 13C NMR data are also reported for the first time for the major reaction product, 2-mercaptobenzoyl chloride.

KW - X-ray structure

KW - Trisulfane

KW - Chalcogen-chalcogen interaction

KW - Acid chloride

U2 - 10.3390/M1731

DO - 10.3390/M1731

M3 - Article

SN - 1422-8599

VL - 2023

JO - Molbank

JF - Molbank

IS - 3

M1 - M1731

ER -

2,2'-Trisulfanediyldibenzoyl chloride

Abstract

Keywords

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Datasets

CCDC 2240737: Experimental Crystal Structure Determination

Cite this