Hydroxylamine-O-sulfonic acid

Base Information

• Chemical Name: Hydroxylamine-O-sulfonic acid
• CAS No.: 2950-43-8
• Deprecated CAS: 135484-95-6,1085697-83-1
• Molecular Formula: H3NO4S
• Molecular Weight: 113.094
• Hs Code.: 28111980
• European Community (EC) Number: 220-971-6
• DSSTox Substance ID: DTXSID50883542
• Nikkaji Number: J208.587I
• Wikipedia: Hydroxylamine-O-sulfonic_acid
• Wikidata: Q21057234
• Mol file: 2950-43-8.mol

Synonyms:hydroxylamine-O-sulfonic acid

Chemical Property of Hydroxylamine-O-sulfonic acid

Chemical Property:

• Appearance/Colour: white to slightly beige crystalline powder
• Vapor Pressure: 0-53.329Pa at 25-39℃
• Melting Point: 210 °C (dec.)(lit.)
• Refractive Index: 1.534
• Boiling Point: 39 °C(Press: 0.4 Torr)
• PKA: -6.47±0.18(Predicted)
• PSA: 98.00000
• Density: 1.98 g/cm³
• LogP: 0.46060
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: 675g/l (slow decomposition)
• Water Solubility.: soluble
• XLogP3: -3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 112.97827875
• Heavy Atom Count: 6
• Complexity: 104

Purity/Quality:

98% ^*data from raw suppliers

TBX5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, N
• Hazard Codes: C,N
• Statements: 34-50-43-40-22
• Safety Statements: 26-36/37/39-45-61-28A-27-22

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Hydroxylamines
• Canonical SMILES: NOS(=O)(=O)O
• Uses: Hydroxylamine-O-sulfonic acid is used in the synthesis of quinolones for the benzodiazepine site of GABAA receptors. It is also used as a polymerization catalyst and an amination reagent. It is involved in the preparation of diazene by reacting with an alkali. It is also used in the inhibition of polychlorinated dibenzo-p-dioxins (PCDD) as well as (polychlorinated biphenyl) PCB formation in co-combustion. Hydroxylamine-O-sulfonic acid (HOSA) may be used to synthesize (Z)-1H-purin-6(7H)-ylideneaminooxysulfonic acid. HOSA may be used as an aminating reagent in the synthesis of:1-aminotetrazoles and 2-aminotetrazolesN-aminopiperidine (NAPP)1H,1′ H-2,2′-biimidazole-1,1′-diamine

Technology Process of Hydroxylamine-O-sulfonic acid

There total 17 articles about Hydroxylamine-O-sulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

chlorosulfonic acid (7790-94-5) + hydroxyammonium sulfate → hydroxylamine-O-sulfonic acid (2950-43-8)

Guidance literature:

at 100 ℃;

DOI:10.1002/ejoc.201900485

Reference yield: 71.0%

→ O-ethyl hydroxylamine (624-86-2) + hydroxylamine-O-sulfonic acid (2950-43-8)

Guidance literature:

Reference yield: 69.0%

→ O-2-butenylhydroxylamine (128351-46-2) + hydroxylamine-O-sulfonic acid (2950-43-8)

Guidance literature:

upstream raw materials:

nitromethane

sulfur trioxide

hydroxylamine

sulfuric acid

Downstream raw materials:

2-sulfamoylfuro[3,2-b]pyridine

p-Chloro-b-methylphenylethylamine

4-bromo-2,5-difluoro-benzonitrile

2-Cyano-4'-methylbiphenyl

Refernces

Novel non-nucleosidic phosphoramidites for oligonucleotide modification and labeling

10.1016/S0960-894X(97)00278-3

The research focuses on the synthesis of novel non-nucleosidic phosphoramidites and controlled pore glass (CPG) supports, which are based on a cyclohexyl-4-amino-1,1-dimethanol backbone. The purpose of this study was to develop a series of reagents that could be used to label oligonucleotides with biotin and fluorescein at various positions, including the 5'-, 3'-, and internal sites. The researchers aimed to improve the efficiency of synthesis and mimic the stereochemical properties of the natural polynucleotide backbone, while also keeping the reporter groups away from the oligonucleotide chain to enhance hybridization efficiency. The key chemicals used in the process included 3-cyclohexene-1,1-dimethanol, benzoyl chloride, sodium borohydride, BF3-Et2O, hydroxylamine-O-sulfonic acid, biotin-N-hydroxysuccinimide ester (biotin-NHSu), fluorescein-NHSu, and various other reagents for the protection, deprotection, and coupling steps. The conclusions of the research were that these novel biotin, fluorescein, and amino labeled phosphoramidites and CPG supports could be used advantageously for the introduction of multiple reporter groups onto oligonucleotides in a cost-effective and efficient manner, retaining the natural 3-carbon atom internucleotide phosphate distance in DNA/RNA, which does not affect the hybridization and annealing properties of the duplex.