WordNet

street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
having the characteristics of an acid; "an acid reaction"

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酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/08/13 22:00:18」(JST)

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Methanesulfonic acid is a colorless liquid with the chemical formula CH₃SO₃H. It is the simplest of the alkylsulfonic acids. Salts and esters of methanesulfonic acid are known as mesylates. Methanesulfonic acid is used as an acid catalyst in organic reactions because it is non-volatile, strong acid that is soluble in organic solvents. Methanesulfonic acid is convenient for industrial applications because it is liquid at ambient temperature, while the closely related p-toluenesulfonic acid (PTSA) is solid. However, in a laboratory setting, solid PTSA is more convenient.

Methanesulfonic acid may be considered an intermediate compound between sulfuric acid (H₂SO₄), and methylsulfonylmethane ((CH₃)₂SO₂), effectively replacing an -OH group with a -CH₃ group at each step. This pattern can extend no further in either direction without breaking down the -SO₂ group.

Methanesulfonic acid can be used in the generation of borane (BH₃). By reacting methanesulfonic acid with NaBH₄ in an aprotic solvent such as THF or DMS, the complex of BH₃ and the solvent is formed.^[2]

Applications

Flow batteries ^[3]

References

^ Guthrie, J. P. Hydrolysis of esters of oxy acids: pKa values for strong acids. Can. J. Chem. 1978, 56, 2342-2354.
^ Lobben, Paul C.; Leung, Simon Shun-Wang; Tummala, Srinivas (2004). "Integrated Approach to the Development and Understanding of the Borane Reduction of a Carboxylic Acid". Org. Proc. Res. Dev. 8: 1072. doi:10.1021/op049910h.
^ http://plurionsystems.com/tech_flow_technology.html

UpToDate Contents

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English Journal

Spectroscopy of Protonated Tetraphenylporphyrins with Amino/Carbomethoxy Substituents: Hyperporphyrin Effects and Evidence for a Monoprotonated Porphyrin.

Rudine AB, Delfatti BD, Wamser CC.SourceDepartment of Chemistry, Portland State University , Portland, Oregon 97207-0751, United States.
The Journal of organic chemistry.J Org Chem.2013 May 31. [Epub ahead of print]
Spectrophotometric titrations for a full series of para-amino/carbomethoxy-substituted tetraphenylporphyrins were carried out using methanesulfonic acid in DMSO to study the hyperporphyrin effect across different substitution patterns. The series included zero, one, two (cis and trans), three, and f
PMID 23663204

Prepared Polymethacrylate-Based Monoliths for the Separation of Cations by Non-Suppressed Capillary Ion Chromatography.

Li J, Zhu Y.Source1Yunnan Academy of Tobacco Science, Kunming, 650106, China.
Journal of chromatographic science.J Chromatogr Sci.2013 May 14. [Epub ahead of print]
This paper describes a novel analytical system for non-suppressed capillary ion chromatography. Methacrylate monolithic columns were prepared from silanized fused-silica capillaries of 320 µm i.d. by in situ polymerization of glycidyl methacrylate and ethylene dimethacrylate in the presence of 1,4-
PMID 23677716

Absolute quantification of peptides by isotope dilution liquid chromatography-inductively coupled plasma mass spectrometry and gas chromatography/mass spectrometry.

Liu R, Hou X, Lv Y, McCooeye M, Yang L, Mester Z.SourceChemical Metrology, National Research Council Canada, Ottawa, Ontario, Canada, K1A 0R6.
Analytical chemistry.Anal Chem.2013 Apr 16;85(8):4087-93. doi: 10.1021/ac400158u. Epub 2013 Mar 29.
Absolute quantitation of peptides/proteins in dilute calibration solutions used in various diagnostic settings is a major challenge. Here we report the absolute quantitation of peptides by non-species-specific isotope dilution liquid chromatography-inductively coupled plasma mass spectrometry (ID LC
PMID 23489086

Japanese Journal

Seasonal variations of stable carbon isotopic composition and biogenic tracer compounds of water-soluble organic aerosols in a deciduous forest

Miyazaki Y.,Fu P. Q.,Kawamura K.,Mizoguchi Y.,Yamanoi K.
Atmospheric Chemistry and Physics 12(3), 1367-1376, 2012-02-03
… The methanesulfonic acid (MSA) maximum was also found in early summer and had a distinct vertical gradient with larger concentrations near the forest floor. …
NAID 120003762604

Deprotonation/protonation of coordinated secondary thioamide units of pincer ruthenium complexes: Modulation of voltammetric and spectroscopic characterization of the pincer complexes

Teratani Takuya,Koizumi Take-aki,Yamamoto Takakazu,Tanaka Koji,Kanbara Takaki,神原貴樹
Dalton transactions 40(35), 8879-8886, 2011-09
… The addition of methanesulfonic acid (MSA) to the di-deprotonated complexes enabled the recovery of 1 and 2, indicating that the thioamide moiety underwent a reversible deprotonation-protonation process, which resulted in regulating the redox potentials of the metal center. …
NAID 80022184662

Latitudinal distributions of organic nitrogen and organic carbon in marine aerosols over the western North Pacific

Miyazaki Y.,Kawamura K.,Jung J.,Furutani H.,Uematsu M.
Atmospheric Chemistry and Physics 11(7), 3037-3049, 2011-04-01
… Increased concentrations of methanesulfonic acid (MSA) and diethylammonium (DEA+) at 40–44° N and subtropical regions (10–20° N) together with averaged satellite chlorophyll-a data and 5-day back trajectories suggest a significant influence of marine biological activities on aerosols in these regions. …
NAID 120002893833

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★リンクテーブル★

リンク元	「methanesulfonate」「メタンスルホン酸」
拡張検索	「trifluoromethanesulfonic acid」

「methanesulfonate」

Methanesulfonic acid
	IUPAC name Methanesulfonic acid
	Other names Methylsulfonic acid, MSA
Identifiers
CAS number	75-75-2
PubChem	6395
ChemSpider	6155
UNII	12EH9M7279
EC number	200-898-6
ChEBI	CHEBI:27376
Jmol-3D images	Image 1
	SMILES O=S(=O)(O)C ;
	InChI InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4) ; Key: AFVFQIVMOAPDHO-UHFFFAOYSA-N InChI=1/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)/f/h2H InChI=1/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4); Key: AFVFQIVMOAPDHO-UHFFFAOYAS ;
Properties
Molecular formula	CH4O3S
Molar mass	96.11 g mol−1
Density	1.48 g/cm3
Melting point	17–19 °C
Boiling point	167 °C /10 mmHg, 122 °C/1 mmHg
Acidity (pKa)	-1.9
Hazards
MSDS	Oxford MSDS
EU classification	Harmful (Xn), Corrosive (C)
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references