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126-33-0,MFCD00005484
Catalog No.:AA000QL7

126-33-0 | Sulfolane

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100g
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000QL7
Chemical Name:
Sulfolane
CAS Number:
126-33-0
Molecular Formula:
C4H8O2S
Molecular Weight:
120.1701
MDL Number:
MFCD00005484
SMILES:
O=S1(=O)CCCC1
NSC Number:
46443
UN Number:
3334
Properties
Properties
 
BP:
285.6°C at 760 mmHg  
Form:
Solid  
MP:
27.4 °C  
Refractive Index:
n20/D 1.484(lit.)  
Solubility:
>=100g/l soluble  
Stability:
Hygroscopic  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
128  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
2  
XLogP3:
-0.8  

Literature

Title: 1,2,4,5-Tetrakis(phenylsulfonyl)benzene: a novel quadruped host with D2 symmetry having ordered sulfolane and cycloheptanone guests.

Journal: Chemical communications (Cambridge, England) 20121107

Title: A novel method for quantification of sulfolane (a metabolite of busulfan) in plasma by gas chromatography-tandem mass spectrometry.

Journal: Analytical and bioanalytical chemistry 20121001

Title: Synthesis of cyclopentapyridine and thienopyridine derivatives as potential calcium channel modulators.

Journal: Arzneimittel-Forschung 20120401

Title: A concise total synthesis of (±)-trigonoliimine B.

Journal: Organic letters 20120302

Title: Investigating the role of adducts in protein supercharging with sulfolane.

Journal: Journal of the American Society for Mass Spectrometry 20120301

Title: Path-integral calculations of heavy atom kinetic isotope effects in condensed phase reactions using higher-order Trotter factorizations.

Journal: Journal of computational chemistry 20120205

Title: Electrospray ionization mass spectrometry: a technique to access the information beyond the molecular weight of the analyte.

Journal: International journal of analytical chemistry 20120101

Title: Improved liquid chromatography-MS/MS of heparan sulfate oligosaccharides via chip-based pulsed makeup flow.

Journal: Analytical chemistry 20111101

Title: Selective synthesis of 1,6-anhydro-β-d-mannopyranose and -mannofuranose using microwave-assisted heating.

Journal: Carbohydrate research 20110927

Title: Renewable chemicals: dehydroxylation of glycerol and polyols.

Journal: ChemSusChem 20110822

Title: Protein conformation and supercharging with DMSO from aqueous solution.

Journal: Journal of the American Society for Mass Spectrometry 20110701

Title: Limiting activity coefficients and gas-liquid partition coefficients of various solutes in piperidinium ionic liquids: measurements and LSER calculations.

Journal: The journal of physical chemistry. B 20110630

Title: Synthesis of 64Cu(II)-bis(dithiocarbamatebisphosphonate) and its conjugation with superparamagnetic iron oxide nanoparticles: in vivo evaluation as dual-modality PET-MRI agent.

Journal: Angewandte Chemie (International ed. in English) 20110606

Title: Conversion of fructose into 5-(hydroxymethyl)furfural in sulfolane.

Journal: ChemSusChem 20110321

Title: Manipulation of protein charge states through continuous flow-extractive desorption electrospray ionization: a new ambient ionization technique.

Journal: Analytical chemistry 20110201

Title: Graphene fluoride: a stable stoichiometric graphene derivative and its chemical conversion to graphene.

Journal: Small (Weinheim an der Bergstrasse, Germany) 20101220

Title: Physicochemical properties and activity coefficients at infinite dilution for organic solutes and water in the ionic liquid 1-decyl-3-methylimidazolium tetracyanoborate.

Journal: The journal of physical chemistry. B 20101216

Title: Ion mobility-mass spectrometry of phosphorylase B ions generated with supercharging reagents but in charge-reducing buffer.

Journal: Physical chemistry chemical physics : PCCP 20101107

Title: Effects of supercharging reagents on noncovalent complex structure in electrospray ionization from aqueous solutions.

Journal: Journal of the American Society for Mass Spectrometry 20101001

Title: New reagents for enhanced liquid chromatographic separation and charging of intact protein ions for electrospray ionization mass spectrometry.

Journal: Analytical chemistry 20100901

Title: Effects of electrochemical reduction reactions on the biodegradation of recalcitrant organic compounds (ROCs) and bacterial community diversity.

Journal: Journal of microbiology and biotechnology 20100801

Title: Activity coefficients at infinite dilution measurements for organic solutes and water in the ionic liquid 1-(3-hydroxypropyl)pyridinium trifluorotris(perfluoroethyl)phosphate.

Journal: The journal of physical chemistry. B 20100527

Title: Liquid-phase synthesis of cyanuric acid from urea.

Journal: Molecules (Basel, Switzerland) 20100316

Title: New reagents for increasing ESI multiple charging of proteins and protein complexes.

Journal: Journal of the American Society for Mass Spectrometry 20100101

Title: Acid-, water- and high-temperature-stable ruthenium complexes for the total catalytic deoxygenation of glycerol to propane.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20091005

Title: Ionic liquids as superior solvents for headspace gas chromatography of residual solvents with very low vapor pressure, relevant for pharmaceutical final dosage forms.

Journal: Journal of chromatography. A 20090807

Title: Synthesis of ruthenium carbonyl complexes with phosphine or substituted Cp ligands, and their activity in the catalytic deoxygenation of 1,2-propanediol.

Journal: Inorganic chemistry 20090720

Title: [Purification of sulfolene and its UV-Vis and FTIR spectral analysis].

Journal: Guang pu xue yu guang pu fen xi = Guang pu 20090201

Title: Chemical hydrophobicity and uptake by plant roots.

Journal: Environmental science & technology 20090115

Title: Ring inversion, structural stability and vibrational assignments of sulfolane c-C4H8SO2 and 3-sulfolene c-C4H6SO2.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20081001

Title: Conformation and hydrogen bonding for the bicyclic compound 3-thiabicyclo[3.2.0]heptane-6,7-dicarboxylic acid 3,3-dioxide.

Journal: Acta crystallographica. Section C, Crystal structure communications 20080901

Title: Tandem Friedel-Crafts annulation to novel perylene analogues.

Journal: The Journal of organic chemistry 20080815

Title: Limiting conductances of electrolytes and the walden product in mixed solvents in a phenomenological approach.

Journal: The journal of physical chemistry. B 20080612

Title: Inhibition of acid-catalyzed depolymerization of cellulose with boric acid in non-aqueous acidic media.

Journal: Carbohydrate research 20080204

Title: Semi-quantitative immunohistochemical analysis of male rat-specific alpha2u-globulin accumulation for chemical toxicity evaluation.

Journal: The Journal of toxicological sciences 20060201

Title: Sulfolane attenuation by surface and subsurface soil matrices.

Journal: Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20060101

Title: Preparation of a fludarabine intermediate via selective alkylation of 2-fluoroadenine.

Journal: Nucleosides, nucleotides & nucleic acids 20060101

Title: Recovery of acetic acid from waste streams by extractive distillation.

Journal: Water science and technology : a journal of the International Association on Water Pollution Research 20030101

Title: Structure of N,4-dinitroaniline and its complex with sulfolane at 85 K; on the proton donor-acceptor affinity of the primary nitramine (HNNO2) group.

Journal: Acta crystallographica. Section B, Structural science 20020201

Title: A review of analytical methods for the determination of sulfolane and alkanolamines in environmental studies.

Journal: Journal of AOAC International 20020101

Title: The enhancement of PCR amplification by low molecular-weight sulfones.

Journal: Gene 20010822

Title: Ion solvation and association in LiClO4/sulfolane solution: a vibrational spectroscopic and molecular orbital study.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20010701

Title: Nutrient stimulation of sulfolane biodegradation in a contaminated soil from a sour natural gas plant and in a pristine soil.

Journal: Environmental technology 20010601

Title: Phenylene ethynylene diazonium salts as potential self-assembling molecular devices.

Journal: Organic letters 20010405

Title: Infrared matrix-assisted laser desorption/ionization of polycyclic aromatic hydrocarbons with a sulfolane matrix.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Application
Sulfolane is a highly versatile polar aprotic solvent with various applications in organic synthesis. Firstly, it demonstrates exceptional capability in facilitating the complete pyrolysis of cellulose without inducing any undesirable side reactions such as polymerization or carbonization. Additionally, when combined with mesitylene, Sulfolane serves as an effective solvent in the synthesis of poly(succinimide) (PSI) from L-aspartic acid. Moreover, Sulfolane finds utility as a solvent in the synthesis of chlorine-terminated polyethersulfone oligomer, which acts as a polymeric activator for the synthesis of nylon 6-polyethersulfone (PES)-nylon 6 block copolymers. Overall, Sulfolane's unique properties make it a valuable solvent in various chemical processes, offering efficient and reliable performance in diverse synthetic endeavors.
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