Methanesulfonic acid | CAS#75-75-2 | catalyst

Methanesulfonic acid
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 558649

CAS#: 75-75-2

Description: Methanesulfonic acid is an insect repellant. It is a strong acid widely used as a catalyst (esterification, alkylation, etc.).

Chemical Structure

Methanesulfonic acid

CAS# 75-75-2

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 558649
Name: Methanesulfonic acid
CAS#: 75-75-2
Chemical Formula: CH4O3S
Exact Mass: 95.99
Molecular Weight: 96.100
Elemental Analysis: C, 12.50; H, 4.20; O, 49.94; S, 33.36

Price and Availability

Size	Price	Availability	Quantity
25g	USD 250	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Methanesulfonic acid; Methylsulfonic acid; Kyselina methansulfonova;

IUPAC/Chemical Name: Methanesulfonic acid

InChi Key: AFVFQIVMOAPDHO-UHFFFAOYSA-N

InChi Code: InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)

SMILES Code: CS(=O)(O)=O

Appearance: Liquid

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Product Data:

Product Data

Instruction:

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Biological target:	Methanesulfonic acid is an insect repellant.
In vitro activity:	A manganese dioxide (MnO2)-methanesulfonic acid (CH3SO3H) oxidation system has been developed to efficiently promote direct coupling of benzylic ethers and carbamates with simple ketones via oxidative C-H bond activation. The alkylation proceeds smoothly under air atmosphere to afford the corresponding products in good to excellent yields (53-87%). Reference: J Org Chem. 2013 Apr 5;78(7):3104-12. https://pubmed.ncbi.nlm.nih.gov/23506099/
In vivo activity:	One hundred mice were assigned randomly into vehicle (V), methanesulfonic acid sodium salt (D), light damage model plus vehicle (MV) and light damage model plus methanesulfonic acid sodium salt (MD) groups (n = 25 each). Western blotting analysis showed that CytC, apoptosis proteinase activating factor-1 (Apaf-1), caspase 3, p53, p53-upregulated modulator of apoptosis (PUMA), Bax, and Bad were increased, whereas the anti-apoptotic proteins Bcl-2 and Bcl-X(L) were significantly decreased in the MV group than the MD group. Reference: Chin Med J (Engl). 2012 Jul;125(13):2310-5. https://pubmed.ncbi.nlm.nih.gov/22882854/

Preparing Stock Solutions

The following data is based on the product molecular weight 96.10 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Gamon LF, Guo C, He J, Hägglund P, Hawkins CL, Davies MJ. Absolute quantitative analysis of intact and oxidized amino acids by LC-MS without prior derivatization. Redox Biol. 2020 Sep;36:101586. doi: 10.1016/j.redox.2020.101586. Epub 2020 May 28. PMID: 32505089; PMCID: PMC7276450. 2. Liu X, Sun B, Xie Z, Qin X, Liu L, Lou H. Manganese dioxide-methanesulfonic acid promoted direct dehydrogenative alkylation of sp3 C-H bonds adjacent to a heteroatom. J Org Chem. 2013 Apr 5;78(7):3104-12. doi: 10.1021/jo4000674. Epub 2013 Mar 26. PMID: 23506099. 3. Wang HY, Gu Q, Xu X. Methanesulfonic acid sodium salt protects retina from acute light damage in mice. Chin Med J (Engl). 2012 Jul;125(13):2310-5. PMID: 22882854.
In vitro protocol:	1. Gamon LF, Guo C, He J, Hägglund P, Hawkins CL, Davies MJ. Absolute quantitative analysis of intact and oxidized amino acids by LC-MS without prior derivatization. Redox Biol. 2020 Sep;36:101586. doi: 10.1016/j.redox.2020.101586. Epub 2020 May 28. PMID: 32505089; PMCID: PMC7276450. 2. Liu X, Sun B, Xie Z, Qin X, Liu L, Lou H. Manganese dioxide-methanesulfonic acid promoted direct dehydrogenative alkylation of sp3 C-H bonds adjacent to a heteroatom. J Org Chem. 2013 Apr 5;78(7):3104-12. doi: 10.1021/jo4000674. Epub 2013 Mar 26. PMID: 23506099.
In vivo protocol:	1. Wang HY, Gu Q, Xu X. Methanesulfonic acid sodium salt protects retina from acute light damage in mice. Chin Med J (Engl). 2012 Jul;125(13):2310-5. PMID: 22882854.

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

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1: Miloshev GA, Peycheva EN, Dodoff NI, Kushev DN, Lalia-Kantouri M. Effect of light transition metal complexes of methanesulfonic acid hydrazide on the viability of yeast Saccharomyces cerevisiae. Mol Cell Probes. 2014 Oct-Dec;28(5-6):259-63. doi: 10.1016/j.mcp.2014.06.004. Epub 2014 Jun 25. PubMed PMID: 24973533.

2: Eberlin AR, Eddleston MD, Frampton CS. Methanesulfonic acid salt forms of carbamazepine and 10,11-dihydrocarbamazepine. Acta Crystallogr C. 2013 Nov;69(Pt 11):1260-6. doi: 10.1107/S010827011302859X. Epub 2013 Oct 31. PubMed PMID: 24192169.

3: Nishino N, Arquero KD, Dawson ML, Finlayson-Pitts BJ. Infrared studies of the reaction of methanesulfonic acid with trimethylamine on surfaces. Environ Sci Technol. 2014;48(1):323-30. doi: 10.1021/es403845b. Epub 2013 Dec 16. PubMed PMID: 24304088.

4: Huang Z, Francis R, Zha Y, Ruan J. Development of a simple method for quantitation of methanesulfonic acid at low ppm level using hydrophilic interaction chromatography coupled with ESI-MS. J Pharm Biomed Anal. 2015 Jan;102:17-24. doi: 10.1016/j.jpba.2014.08.019. Epub 2014 Aug 22. PubMed PMID: 25218030.

5: Canales M, Alemán C. Molecular dynamics simulation study of methanesulfonic acid. J Phys Chem B. 2014 Mar 27;118(12):3423-30. doi: 10.1021/jp500817s. Epub 2014 Mar 13. PubMed PMID: 24593036.

6: Wang HY, Gu Q, Xu X. Methanesulfonic acid sodium salt protects retina from acute light damage in mice. Chin Med J (Engl). 2012 Jul;125(13):2310-5. PubMed PMID: 22882854.

7: Chen H, Ezell MJ, Arquero KD, Varner ME, Dawson ML, Gerber RB, Finlayson-Pitts BJ. New particle formation and growth from methanesulfonic acid, trimethylamine and water. Phys Chem Chem Phys. 2015 May 28;17(20):13699-709. doi: 10.1039/c5cp00838g. PubMed PMID: 25942743.

8: Henriques AC, Azevedo RM, De Marco P. Metagenomic survey of methanesulfonic acid (MSA) catabolic genes in an Atlantic Ocean surface water sample and in a partial enrichment. PeerJ. 2016 Oct 6;4:e2498. eCollection 2016. PubMed PMID: 27761315; PubMed Central PMCID: PMC5068391.

9: Liu X, Sun B, Xie Z, Qin X, Liu L, Lou H. Manganese dioxide-methanesulfonic acid promoted direct dehydrogenative alkylation of sp3 C-H bonds adjacent to a heteroatom. J Org Chem. 2013 Apr 5;78(7):3104-12. doi: 10.1021/jo4000674. Epub 2013 Mar 26. PubMed PMID: 23506099.

10: Finšgar M, Jackson J. Electrochemical Study of AISI C1018 Steel in Methanesulfonic Acid Containing an Acetylenic Alcohol-Based Corrosion Inhibitor Formulation. J Lab Autom. 2016 Oct;21(5):632-41. doi: 10.1177/2211068215593376. Epub 2015 Jul 9. PubMed PMID: 26160863.

11: Wujcik CE, Tweed J, Kadar EP. Application of hydrophilic interaction chromatography retention coefficients for predicting peptide elution with TFA and methanesulfonic acid ion-pairing reagents. J Sep Sci. 2010 Mar;33(6-7):826-33. doi: 10.1002/jssc.200900533. PubMed PMID: 20087867.

12: Chen H, Varner ME, Gerber RB, Finlayson-Pitts BJ. Reactions of Methanesulfonic Acid with Amines and Ammonia as a Source of New Particles in Air. J Phys Chem B. 2016 Mar 3;120(8):1526-36. doi: 10.1021/acs.jpcb.5b07433. Epub 2015 Oct 5. PubMed PMID: 26379061.

13: Kiso Y, Fujiwara Y, Kimura T, Nishitani A, Akaji K. Efficient solid phase peptide synthesis. Use of methanesulfonic acid alpha-amino deprotecting procedure and new coupling reagent, 2-(benzotriazol-1-yl)oxy-1,3-dimethylimidazolidinium hexafluorophosphate (BOI). Int J Pept Protein Res. 1992 Sep-Oct;40(3-4):308-14. PubMed PMID: 1335997.

14: Meissner T, Niess M. Isotachophoretic separation of alkylsulfonates and determination of methanesulfonic acid as main component and as trace component in pharmaceutical drug substances. J Chromatogr A. 2004 May 7;1035(2):271-5. PubMed PMID: 15124821.

15: Thompson AS, Owens N, Murrell JC. Isolation and characterization of methanesulfonic Acid-degrading bacteria from the marine environment. Appl Environ Microbiol. 1995 Jun;61(6):2388-93. PubMed PMID: 16535055; PubMed Central PMCID: PMC1388473.

16: Dawson ML, Varner ME, Perraud V, Ezell MJ, Gerber RB, Finlayson-Pitts BJ. Simplified mechanism for new particle formation from methanesulfonic acid, amines, and water via experiments and ab initio calculations. Proc Natl Acad Sci U S A. 2012 Nov 13;109(46):18719-24. doi: 10.1073/pnas.1211878109. Epub 2012 Oct 22. PubMed PMID: 23090988; PubMed Central PMCID: PMC3503172.

17: Tamamura H, Nakamura J, Noguchi K, Funakoshi S, Fujii N. Acceleration of the N alpha-deprotection rate by the addition of m-cresol to diluted methanesulfonic acid and its application to the Z(OMe)-based solid-phase syntheses of human pancreastatin-29 and magainin 1. Chem Pharm Bull (Tokyo). 1993 May;41(5):954-7. PubMed PMID: 8393387.

18: Wrobel K, Kannamkumarath SS, Wrobel K, Caruso JA. Hydrolysis of proteins with methanesulfonic acid for improved HPLC-ICP-MS determination of seleno-methionine in yeast and nuts. Anal Bioanal Chem. 2003 Jan;375(1):133-8. Epub 2002 Nov 26. PubMed PMID: 12520449.

19: Quattrocchi O, Frisardi L, Iglesias M, Noya M, Caputto M, Ferraris D, Siliprandi D, Piccinni E. Ion exchange chromatographic determination of olpadronate, phosphate, phosphite, chloride and methanesulfonic acid. J Pharm Biomed Anal. 2001 Mar;24(5-6):1011-8. PubMed PMID: 11248496.

20: de Marco P, Moradas-Ferreira P, Higgins TP, McDonald I, Kenna EM, Murrell JC. Molecular analysis of a novel methanesulfonic acid monooxygenase from the methylotroph Methylosulfonomonas methylovora. J Bacteriol. 1999 Apr;181(7):2244-51. PubMed PMID: 10094704; PubMed Central PMCID: PMC93639.

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Methanesulfonic acid featured