Sulfamide

Structural formula
	Wedges to clarify the spatial structure
General
Surname	Sulfamide
other names	Sulfuric acid diamide; Sulfurylamide; Amidosulfuric acid amide;
Molecular formula	SO 2 (NH 2 ) 2
Brief description	white solid
External identifiers / databases
EC number	232-262-9
ECHA InfoCard	100.029.330
PubChem	82267
Wikidata	Q3048282
properties
Molar mass	96.11 g mol −1
Physical state	firmly
density	1.61 g cm −3
Melting point	91-92 ° C
solubility	soluble in water, hot ethanol and acetone; sparingly soluble in cold ethanol;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338-302 + 352-321-405-501
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

As the diamide of sulfuric acid, sulfamide is both a chemical compound from the amide group and a sulfuryl compound . Sulfamide was first presented in 1838 by the French chemist Henri Victor Regnault . In organic chemistry, the name of the compound is also used for the corresponding functional group, although in the literature the name is sometimes used as a synonym for the more general group of sulfonamides .

Extraction and presentation

Sulfamide can be obtained by reacting sulfuryl chloride or sulfur trioxide with ammonia .

{\ displaystyle \ mathrm {SO_ {2} Cl_ {2} +4 \ NH_ {3} \ longrightarrow SO_ {2} (NH_ {2}) _ {2} +2 \ NH_ {4} Cl}}

properties

Sulfamide is a white tasteless solid that is soluble in hot water, hot ethanol, and acetone . When heated above 140 ° C, the conversion to (NH ₄ ) ₃ (SO ₂ N) _{3 takes place} . It forms a silver salt of the formula Ag ₂ [SO ₂ (NH) ₂ ] with silver nitrate only when ammonia is added , which is very sparingly soluble in water.

use

Dithiatetraazaadamantetroxide can be prepared by condensation with formaldehyde in hydrochloric acid solution .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ data sheet sulfamides, 99% from AlfaAesar, accessed on December 22, 2013 ( PDF )(JavaScript required) .

^ Regnault, Victor (1838) "Sur l'acide chlorosulfurique et la sulfamide", Annales de chimie et de physique , series 2, 69: 170-184 ( digitized on Gallica ); see also "Action de gaz ammoniac sec sur la liqueur chlorosulfurique", pp. 176-180.

↑ Peter Kurzweil, Paul Scheipers: Chemistry: Fundamentals, structural knowledge, applications and experiments . Springer DE, 2005, ISBN 3-528-64609-8 , pp. 259 ( limited preview in Google Book search).

↑ Advances in Inorganic Chemistry and Radiochemistry . Academic Press, 1960, ISBN 0-08-057851-9 , pp. 185 ( limited preview in Google Book search).

↑ ^a ^b Georg Brauer (Ed.), With the collaboration of Marianne Baudler u a .: Handbook of Preparative Inorganic Chemistry. 3rd, revised edition. Volume I, Ferdinand Enke, Stuttgart 1975, ISBN 3-432-02328-6 , p. 490.

↑ G. Hecht, H. Henecka: About a highly toxic condensation product of sulfamide and formaldehyde . In: Angewandte Chemie . tape 61 , no. September 9 , 1949, p. 365-366 , doi : 10.1002 / anie.19490610905 .

↑ Eugen Müller : Newer views of organic chemistry: Organic chemistry for advanced . 2nd Edition. Springer, 1957, p. 57 , doi : 10.1007 / 978-3-642-87591-5 .

[Alfa-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ data sheet sulfamides, 99% from AlfaAesar, accessed on December 22, 2013 ( PDF )(JavaScript required) .

[2] Regnault, Victor (1838) "Sur l'acide chlorosulfurique et la sulfamide", Annales de chimie et de physique , series 2, 69: 170-184 ( digitized on Gallica ); see also "Action de gaz ammoniac sec sur la liqueur chlorosulfurique", pp. 176-180.

[Peter_Kurzweil,_Paul_Scheipers-3] Peter Kurzweil, Paul Scheipers: Chemistry: Fundamentals, structural knowledge, applications and experiments . Springer DE, 2005, ISBN 3-528-64609-8 , pp. 259 ( limited preview in Google Book search).

[4] Advances in Inorganic Chemistry and Radiochemistry . Academic Press, 1960, ISBN 0-08-057851-9 , pp. 185 ( limited preview in Google Book search).

[brauer-5] Georg Brauer (Ed.), With the collaboration of Marianne Baudler u a .: Handbook of Preparative Inorganic Chemistry. 3rd, revised edition. Volume I, Ferdinand Enke, Stuttgart 1975, ISBN 3-432-02328-6 , p. 490.