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Sulfamic acid information


Sulfamic acid
Tautomerism of sulfamic acid
Ball-and-stick model of the canonical neutral form
Ball-and-stick model of the canonical neutral form
Ball-and-stick model of the zwitterionic form
Ball-and-stick model of the zwitterionic form
Names
IUPAC name
Sulfamic acid
Identifiers
CAS Number
  • 5329-14-6 checkY
3D model (JSmol)
  • Interactive image
  • zwitterion: Interactive image
ChEBI
  • CHEBI:9330 checkY
ChEMBL
  • ChEMBL68253 checkY
ChemSpider
  • 5767 checkY
ECHA InfoCard 100.023.835 Edit this at Wikidata
EC Number
  • 226-218-8
Gmelin Reference
25628
PubChem CID
  • 5987
RTECS number
  • WO5950000
UNII
  • 9NFU33906Q checkY
UN number 2967
CompTox Dashboard (EPA)
  • DTXSID6034005 Edit this at Wikidata
InChI
  • InChI=1S/H3NO3S/c1-5(2,3)4/h(H3,1,2,3,4) checkY
    Key: IIACRCGMVDHOTQ-UHFFFAOYSA-N checkY
  • InChI=1/H3NO3S/c1-5(2,3)4/h(H3,1,2,3,4)
    Key: IIACRCGMVDHOTQ-UHFFFAOYAK
SMILES
  • O=S(=O)(O)N
  • zwitterion: O=[S](=O)([O-])[NH3+]
Properties
Chemical formula
H3NSO3
Molar mass 97.10 g/mol
Appearance white crystals
Density 2.15 g/cm3
Melting point 205 °C (401 °F; 478 K) decomposes
Solubility in water
Moderate, with slow hydrolysis
Solubility
  • Moderately soluble in DMF
  • Slightly soluble in MeOH
  • Insoluble in hydrocarbons
Acidity (pKa) 1.0[1]
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H315, H319, H412
Precautionary statements
P264, P273, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362, P501
Safety data sheet (SDS) ICSC 0328
Related compounds
Other cations
Ammonium sulfamate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Sulfamic acid, also known as amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, sulphamic acid and sulfamidic acid, is a molecular compound with the formula H3NSO3. This colourless, water-soluble compound finds many applications. Sulfamic acid melts at 205 °C before decomposing at higher temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen.[2]

Sulfamic acid (H3NSO3) may be considered an intermediate compound between sulfuric acid (H2SO4), and sulfamide (H4N2SO2), effectively replacing a hydroxyl (–OH) group with an amine (–NH2) group at each step. This pattern can extend no further in either direction without breaking down the sulfonyl (–SO2–) moiety. Sulfamates are derivatives of sulfamic acid.

  1. ^ Candlin, J. P.; Wilkins, R. G. (1960). "828. Sulphur–nitrogen compounds. Part I. The hydrolysis of sulphamate ion in perchloric acid". Journal of the Chemical Society (Resumed): 4236–4241. doi:10.1039/JR9600004236.
  2. ^ Yoshikubo, K.; Suzuki, M. (2000). "Sulfamic Acid and Sulfamates". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.1921120625151908.a01. ISBN 0471238961.

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Sulfamic acid

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Sulfamic acid, also known as amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, sulphamic acid and sulfamidic acid, is a molecular compound with...

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Zwitterion

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carboxylic acid propionic acid (CH3CH2CO2H) has a pKa value of 4.88. Sulfamic acid isomers, with the zwitterion (right) Anthranilic acid Structure of...

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Chemical oxygen demand

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be fully oxidized to carbon dioxide with a strong oxidizing agent under acidic conditions. The amount of oxygen required to oxidize an organic compound...

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Descaling agent

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agents include acetic acid, citric acid, glycolic acid, formic acid, lactic acid, phosphoric acid, sulfamic acid and hydrochloric acid. The calcium salts...

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Dentures

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manufacturer instructions. Sulfamic acid is a type of acid cleanser that is used to prevent the formation of calculus on dentures. Sulfamic acid has a very good...

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Sulfamation

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sulfamation is the installation of either of two related functional groups, sulfamic acid (R2NSO3H) and sulfamate (R2NSO3−). Typical methods entail reaction of...

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Carbamic acid

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Carbamic acid, which might also be called aminoformic acid or aminocarboxylic acid, is the chemical compound with the formula H2NCOOH. It can be obtained...

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Disodium pyrophosphate

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hydrogen peroxide solutions against reduction. It can be used with sulfamic acid in some dairy applications for cleaning, especially to remove soapstone...

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Ammonium dinitramide

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the laboratory ammonium dinitramide can be prepared by nitration of sulfamic acid or its salts (here potassium sulfamate) at low temperatures. KSO3NH2...

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Virkon

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(an oxidizing agent), sodium dodecylbenzenesulfonate (a detergent), sulfamic acid (a cleaning agent), and inorganic buffers. It is typically used for...

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Cyclamate

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salt of cyclamic acid (cyclohexanesulfamic acid), which itself is prepared by reacting freebase cyclohexylamine with either sulfamic acid or sulfur trioxide...

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Taurine

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Taurine (/ˈtɔːriːn/), or 2-aminoethanesulfonic acid, is a non-proteinogenic naturally occurred amino sulfonic acid that is widely distributed in animal tissues...

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Calcium Lime Rust

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various compounds: water lactic acid gluconic acid lauramine oxide propylene glycol n-butyl ether glycolic acid sulfamic acid disodium capryloamphodipropionate...

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Ammonium bisulfate

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chemical methyl methacrylate. It can also be obtained by hydrolysis of sulfamic acid in aqueous solution, which produces the salt in high purity: H3NSO3...

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Sulfamide

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increasingly common structural feature used in medicinal chemistry. Sulfamic acid Sulfonamide Merck Index, 11th Edition, 8894. Regnault, Victor (1838)...

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RDX

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in 1934 and gave RDX the code name "W-Salz". It used sulfamic acid, formaldehyde, and nitric acid. SH-Salz (SH salt) was from Schnurr, who developed a...

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Sulfonamide

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as catalysts in enantioselective synthesis. Sulfonamide (medicine) Sulfamic acid Sulfamide Actor, P.; Chow, A. W.; Dutko, F. J.; McKinlay, M. A. "Chemotherapeutics"...

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Lindgren oxidation

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from the reaction mixture by scavengers. In the original publication, sulfamic acid and resorcinol were used. George A. Kraus and co-workers were the first...

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Diketene

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the sweetener acesulfam-K is based on the reaction of diketene with sulfamic acid and cyclization by sulfur trioxide (SO3). Despite its high reactivity...

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Pinnick oxidation

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itself. 2-Methyl-2-butene is often used in this context: Resorcinol and sulfamic acid are also common scavenger reagents. Hydrogen peroxide (H2O2) can be...

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Ammonium sulfamate

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retardant and in industrial processes. It is a salt formed from ammonia and sulfamic acid. Ammonium sulfamate is distributed under the following tradenames, which...

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List of inorganic compounds

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acid – H2S2O7 Sulfamic acid – H3NO3S Sulfur dibromide – Br2S Sulfur dioxide – SO2 Sulfur hexafluoride – SF6 Sulfur tetrafluoride – SF4 Sulfuric acid –...

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PTPN1

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response to EGF and insulin signaling. The thiolate is oxidized to a sulfenic acid, which is converted to a sulfenyl amide after reacting with the adjacent...

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List of UN numbers 2901 to 3000

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Boron trifluoride dimethyl etherate UN 2966 6.1 Thioglycol UN 2967 8 Sulfamic acid UN 2968 4.3 Maneb stabilized or Maneb preparations, stabilized against...

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Nickel oxyacid salts

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or mixed nickel-tungsten plating. It can be formed by the action of sulfamic acid on nickel carbonate. Nickel selenite NiSeO3 has many different hydrates...

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PTPRB

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a sulfamic acid (soaking experiment) 2i4h: Structural studies of protein tyrosine phosphatase beta catalytic domain co-crystallized with a sulfamic acid...

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List of additives used for fracking

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additives for hydraulic fracturing fluid include polycrylamide, hydrochloric acid and a biocide. In the US, about 750 compounds have been listed as additives...

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Calcium carbonate

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Solutions of strong (HCl), moderately strong (sulfamic) or weak (acetic, citric, sorbic, lactic, phosphoric) acids are commercially available. They are commonly...

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