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383120 Sigma-Aldrich

Sulfamic acid

ACS reagent, 99.3%

Synonym: Amidosulfonic acid

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Properties

Related Categories Acids, Acids & Bases, Chemical Synthesis, Inorganic Acids, Synthetic Reagents More...
grade   ACS reagent
assay   99.3%
  99.3-100.3% dry basis (ACS specification)
impurities   ≤0.01% insolubles
ign. residue   ≤0.01%
mp   215-225 °C (dec.)(lit.)
solubility   water: soluble213 g/L at 20 °C
anion traces   chloride (Cl-): ≤0.001%
  sulfate (SO42-): ≤0.05%
cation traces   Fe: ≤5 ppm
  heavy metals (as Pb): ≤0.001%
Gene Information   human ... CA1(759), CA2(760)

Description

Packaging

100, 500 g in poly bottle

Application

Sulfamic acid may be used in the following processes:
• As a titrant in the determination of the burette injection volume and chemical calibration factor.1
• To neutralize excess nitrous acid in the colorimetric paracetamol assay by modified Glynn and Kendal colorimetric method.2
• To prevent endogenous mercury (Hg) loss during the urine Hg measurement by inductively coupled plasma mass spectrometry (ICP-MS) method.3
• As an acid catalyst and a hypochlorite scavenger in the chlorite oxidation of dialdehyde cellulose (DAC).4
• As a heterogeneous catalyst in the synthesis of polyhydroquinoline derivatives by Hantzsch condensation reaction.5
• As catalyst in the degradation of bamboo fiber to 5-hydroxymethylfurfural (HMF).6
• As an acid reagent in the determination of silicates in water samples based on centrifugal microfluidics.7
• As catalyst in the synthesis of deazaoxaflavin at room temperature.8

General description

Sulfamic acid is a strong inorganic acid. It is a hypochlorite scavenger.4 The ability of sulfamic acid to reduce nitrate to nitrogen gas under acidic condition has been utilized to denitrify nitrate-rich wastewater along with zinc powder.9

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 2967 8 / PGIII
WGK Germany 
1

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

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Peer-Reviewed Papers

References

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1. Calibration of nanowatt isothermal titration calorimeters with overflow reaction vessels. Demarse NA, Quinn CF, Eggett DL, et al. Anal. Biochem. 417(2), 247-55, (2011)

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2. A modified low-cost colorimetric method for paracetamol (acetaminophen) measurement in plasma. Shihana F, Dissanayake D, Dargan P, et al. Clin. Toxicol. (Phila.) 48(1), 42-6, (2010)

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3. Trace elements and endometriosis: the ENDO study. Pollack AZ, Louis GM, Chen Z, et al. Reprod. Toxicol. 42, 41-8, (2013)

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4. Optimization of dicarboxylic acid cellulose synthesis: reaction stoichiometry and role of hypochlorite scavengers. Sirviö JA, Liimatainen H, Visanko M, et al. Carbohydr. Polym. 114, 73-7, (2014)

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5. Sulphamic acid assisted synthesis of polyhydroquinolines via Hantzsch multicomponent reaction: A green approach. Lambat T, et al. J. Chem. Pharm. Res. 6(4), 888-892, (2014)

6. Conversion of bamboo fiber into 5-hydroxymethylfurfural catalyzed by sulfamic acid with microwave assistance in biphasic system. Sun J, et al. Ind. Crops Prod. 70, 266-271, (2015)

7. Lab-on-a-disc for simultaneous determination of nutrients in water. Hwang H, Kim Y, Cho J, et al. Anal. Chem. 85(5), 2954-60, (2013)

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8. Sulfamic Acid: Efficient, Cost-Effective Catalyst for Facile Synthesis of Deazaoxaflavin at Ambient Temperature. Mane MM and Pore DM. Synth. Commun. 45(7), 868-876, (2015)

9. Denitrification of simulated nitrate-rich wastewater using sulfamic acid and zinc scrap. Jang JH, et al. Chemical Papers (Slovak Acad. Sci.) 65(4), 437-446, (2011)

[(Cp-R)M(CO)3] (M=Re or 99mTc) Arylsulfonamide, arylsulfamide, and arylsulfamate conjugates for selective targeting of human carbonic anhydrase IX. Can D, Spingler B, Schmutz P, et al. Angew. Chem. Int. Ed. Engl. 51(14), 3354-7, (2012)

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Cobalt-catalyzed direct arylation and benzylation by C-H/C-O cleavage with sulfamates, carbamates, and phosphates. Song W and Ackermann L Angew. Chem. Int. Ed. Engl. 51(33), 8251-4, (2012)

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Comparison of arylboron-based nucleophiles in Ni-catalyzed Suzuki-Miyaura cross-coupling with aryl mesylates and sulfamates. Zhang N, Hoffman DJ, Gutsche N, et al. J. Org. Chem. 77(14), 5956-64, (2012)

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QSAR studies of sulfamate and sulfamide inhibitors targeting human carbonic anhydrase isozymes I, II, IX and XII. Tarko L and Supuran CT Bioorg. Med. Chem. 21(6), 1404-9, (2013)

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Measurement of nitrosamine and nitramine formation from NOx reactions with amines during amine-based carbon dioxide capture for postcombustion carbon sequestration. Dai N, Shah AD, Hu L, et al. Environ. Sci. Technol. 46(17), 9793-801, (2012)

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Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst. Hie L, Ramgren SD, Mesganaw T, et al. Org. Lett. 14(16), 4182-5, (2012)

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Iron-catalyzed cross-coupling reactions of alkyl Grignards with aryl sulfamates and tosylates. Agrawal T and Cook SP Org. Lett. 15(1), 96-9, (2013)

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Glycosidic carbonic anhydrase IX inhibitors: a sweet approach against cancer. Winum JY, Colinas PA, and Supuran CT Bioorg. Med. Chem. 21(6), 1419-26, (2013)

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Palladium-catalyzed intramolecular diamination of acrylic esters using sulfamates as nitrogen source. Chávez P, Kirsch J, Streuff J, et al. J. Org. Chem. 77(4), 1922-30, (2012)

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Total synthesis of (-)-kaitocephalin based on a Rh-catalyzed C-H amination. Takahashi K, Yamaguchi D, Ishihara J, et al. Org. Lett. 14(6), 1644-7, (2012)

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Modular functionalization of allenes to aminated stereotriads. Adams CS, Boralsky LA, Guzei IA, et al. J. Am. Chem. Soc. 134(26), 10807-10, (2012)

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Palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides: scope of the three-component synthesis of N-aminosulfonamides Emmett, E. J., et al. Org. Biomol. Chem. 10, 4007-4014, (2012)

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Mechanistic Studies of Substrate-assisted Inhibition of Ubiquitin-activating Enzyme by Adenosine Sulfamate Analogues. Chen, J.J., et al J. Biol. Chem. 286, 40867-40877, (2011)

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Ureido-substituted sulfamates show potent carbonic anhydrase IX inhibitory and antiproliferative activities against breast cancer cell lines. Winum JY, Carta F, Ward C, et al. Bioorg. Med. Chem. Lett. 22(14), 4681-5, (2012)

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Detection of the 1H and 15N NMR resonances of sulfamate groups in aqueous solution: a new tool for heparin and heparan sulfate characterization. Langeslay DJ, Beni S, and Larive CK Anal. Chem. 83(20), 8006-10, (2011)

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Sulfamate proton solvent exchange in heparin oligosaccharides: evidence for a persistent hydrogen bond in the antithrombin-binding pentasaccharide Arixtra. Langeslay DJ, Young RP, Beni S, et al. Glycobiology 22(9), 1173-82, (2012)

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Phosphine-catalyzed [3 + 2] cycloaddition of sulfamate-derived cyclic imines with allenoate: synthesis of sulfamate-fused dihydropyrroles. Yu H, Zhang L, Yang Z, et al. J. Org. Chem. 78(17), 8427-36, (2013)

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Promiscuity of carbonic anhydrase II. Unexpected ester hydrolysis of carbohydrate-based sulfamate inhibitors. Lopez M, Vu H, Wang CK, et al. J. Am. Chem. Soc. 133(45), 18452-62, (2011)

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A modular synthesis of dithiocarbamate pendant unnatural α-amino acids. Saha A, Baig RB, Leazer J, et al. Chem. Commun. (Camb.) 48(71), 8889-91, (2012)

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Potent inhibition of Norwalk virus by cyclic sulfamide derivatives. Dou D, Tiew KC, He G, et al. Bioorg. Med. Chem. 19(20), 5975-83, (2011)

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Cloning, characterization and sulfonamide inhibition studies of an ?-carbonic anhydrase from the living fossil sponge Astrosclera willeyana. Anna Ohradanova et al Bioorg. Med. Chem. 20, 1403-10, (2012)

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Proton-in-flight mechanism for the spontaneous hydrolysis of N-methyl O-phenyl sulfamate: implications for the design of steroid sulfatase inhibitors. Edwards DR and Wolfenden R J. Org. Chem. 77(9), 4450-3, (2012)

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Hydrolysis of N-alkyl sulfamates and the catalytic efficiency of an S-N cleaving sulfamidase. Lohman DC, Wolfenden R, and Edwards DR J. Org. Chem. 77(6), 2907-10, (2012)

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Acyl-sulfamates target the essential glycerol-phosphate acyltransferase (PlsY) in Gram-positive bacteria. Cherian PT, Yao J, Leonardi R, et al. Bioorg. Med. Chem. 20(16), 4985-94, (2012)

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Efficacious N-protection of O-aryl sulfamates with 2,4-dimethoxybenzyl groups. Reuillon T, Bertoli A, Griffin RJ, et al. Org. Biomol. Chem. 10(37), 7610-7, (2012)

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Ethylenediammonium dication: H-bonded complexes with terephthalate, chloroacetate, phosphite, selenite and sulfamate anions. Detailed vibrational spectroscopic and theoretical studies of ethylenediammonium terephthalate. Marchewka MK and Drozd M Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 99, 223-33, (2012)

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Merck 14,8921

Fieser 1,1117

Aldrich MSDS 1, 1627:A / Corp MSDS 1 (2), 3196:C / FT-IR 2 (3), 4710:D / FT-IR 1 (2), 1231:A / RegBook 1 (3), 3199:D / Sax 6, 2479 / Sigma FT-IR 1 (2), 1048:D / Structure Index 1, 509:B:2

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