Chloramine-T

Chloramine-T
Names
	Preferred IUPAC name Sodium chloro(4-methylbenzene-1-sulfonyl)azanide
	Other names N-Chloro-para-toluenesulfonylamide; Sodium N-chloro-4-methylbenzenesulphonomite; Chloraseptin; Chlorazol; Clorina; Disifin; Halamid; Hydroclonazone; Trichlorol; Minachlor; Tosylchloramide Sodium; N-chlorotosylamide, sodium salt;
Identifiers
CAS Number	127-65-1 ; 7080-50-4 (trihydrate) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:53782 ;
ChEMBL	ChEMBL1697734 ;
ChemSpider	2876055 ; 29119 (free acid) ;
ECHA InfoCard	100.004.414
EC Number	204-854-7;
KEGG	D02445 ;
PubChem CID	3641960; 31388 (free acid);
UNII	328AS34YM6 ; 4IU6VSV0EI (trihydrate) ;
CompTox Dashboard (EPA)	DTXSID6040321 ;
	InChI InChI=1S/C7H8ClNO2S/c1-6-2-4-7(5-3-6)12(10,11)9-8/h2-5,9H,1H3 Key: NXTVQNIVUKXOIL-UHFFFAOYSA-N ; InChI=1/C7H7ClNO2S.Na/c1-6-2-4-7(5-3-6)12(10,11)9-8;/h2-5H,1H3;/q-1;+1 Key: VDQQXEISLMTGAB-UHFFFAOYAP;
	SMILES [Na+].O=S(=O)([N-]Cl)c1ccc(cc1)C;
Properties
Chemical formula	C7H7ClNO2S·Na; C7H7ClNO2S·Na·(3H2O) (hydrate)
Molar mass	227.64 g/mol ; 281.69 g/mol (trihydrate)
Appearance	White powder
Density	1.4 g/cm3
Melting point	Releases chlorine at 130 °C (266 °F; 403 K) ; Solid melts at 167–169 °C
Solubility in water	>100 g/L (hydrate)
Pharmacology
ATC code	D08AX04 (WHO) QP53AB04 (WHO)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Corrosive
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H314, H334
Precautionary statements	P260, P261, P264, P270, P280, P285, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P310, P321, P330, P342+P311, P363, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Chloramine-T is the organic compound with the formula CH₃C₆H₄SO₂NClNa. Both the anhydrous salt and its trihydrate are known. Both are white powders. Chloramine-T is used as a reagent in organic synthesis.^[2] It is commonly used as cyclizing agent in the synthesis of aziridine, oxadiazole, isoxazole and pyrazoles.^[3] It's inexpensive, has low toxicity and acts as a oxidizing agent. In addition, it also acts as a source of nitrogen anions and electrophilic cations. It may undergo degradation on long term exposure to atmosphere such that care must be taken during its storage.

^ "Chloramine-T hydrate". Sigma-Aldrich.
^ Campbell, Malcolm M.; Johnson, Graham. (1978). "Chloramine T and Related N-halogeno-N-metallo reagents". Chemical Reviews. 78: 65–79. doi:10.1021/cr60311a005.
^ Nayak, Yogeesha N.; Gaonkar, Santosh L.; Saleh, Ebraheem Abdu Musad; Dawsari, Abdullah Mohammed A. L.; Harshitha; Husain, Kakul; Hassan, Ismail (2022-03-01). "Chloramine-T (N-chloro-p-toluenesulfonamide sodium salt), a versatile reagent in organic synthesis and analytical chemistry: An up to date review". Journal of Saudi Chemical Society. 26 (2): 101416. doi:10.1016/j.jscs.2021.101416. ISSN 1319-6103.

[1] "Chloramine-T hydrate". Sigma-Aldrich.

[CR-2] Campbell, Malcolm M.; Johnson, Graham. (1978). "Chloramine T and Related N-halogeno-N-metallo reagents". Chemical Reviews. 78: 65–79. doi:10.1021/cr60311a005.

[2022review-3] Nayak, Yogeesha N.; Gaonkar, Santosh L.; Saleh, Ebraheem Abdu Musad; Dawsari, Abdullah Mohammed A. L.; Harshitha; Husain, Kakul; Hassan, Ismail (2022-03-01). "Chloramine-T (N-chloro-p-toluenesulfonamide sodium salt), a versatile reagent in organic synthesis and analytical chemistry: An up to date review". Journal of Saudi Chemical Society. 26 (2): 101416. doi:10.1016/j.jscs.2021.101416. ISSN 1319-6103.

[1]

[2]

[3]

Names



Preferred IUPAC name Sodium chloro(4-methylbenzene-1-sulfonyl)azanide
Other names N-Chloro-para-toluenesulfonylamide Sodium N-chloro-4-methylbenzenesulphonomite Chloraseptin Chlorazol Clorina Disifin Halamid Hydroclonazone Trichlorol Minachlor Tosylchloramide Sodium N-chlorotosylamide, sodium salt
Identifiers
CAS Number	127-65-1^Y 7080-50-4 (trihydrate)^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:53782^N
ChEMBL	ChEMBL1697734^N
ChemSpider	2876055^Y 29119 (free acid)^Y
ECHA InfoCard	100.004.414
EC Number	204-854-7
KEGG	D02445^Y
PubChem CID	3641960 31388 (free acid)
UNII	328AS34YM6^Y 4IU6VSV0EI (trihydrate)^Y
CompTox Dashboard (EPA)	DTXSID6040321
InChI InChI=1S/C7H8ClNO2S/c1-6-2-4-7(5-3-6)12(10,11)9-8/h2-5,9H,1H3^N Key: NXTVQNIVUKXOIL-UHFFFAOYSA-N^N InChI=1/C7H7ClNO2S.Na/c1-6-2-4-7(5-3-6)12(10,11)9-8;/h2-5H,1H3;/q-1;+1 Key: VDQQXEISLMTGAB-UHFFFAOYAP
SMILES [Na+].O=S(=O)([N-]Cl)c1ccc(cc1)C
Properties
Chemical formula	C₇H₇ClNO₂S·Na C₇H₇ClNO₂S·Na·(3H₂O) (hydrate)
Molar mass	227.64 g/mol 281.69 g/mol (trihydrate)
Appearance	White powder
Density	1.4 g/cm³
Melting point	Releases chlorine at 130 °C (266 °F; 403 K) Solid melts at 167–169 °C
Solubility in water	>100 g/L (hydrate)^[1]
Pharmacology
ATC code	D08AX04 (WHO) QP53AB04 (WHO)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Corrosive
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H314, H334
Precautionary statements	P260, P261, P264, P270, P280, P285, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P310, P321, P330, P342+P311, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references