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Record Information
Version	2.0
Creation Date	2012-08-03 15:09:32 -0600
Update Date	2015-06-03 17:21:26 -0600
Secondary Accession Numbers	ECMDB21409
Identification
Name:	Methyl sulfate
Description	Methyl bisulfate is a chemical compound with the molecular formula CH3OSO3H. This compound is the mono-methyl ester of sulfuric acid. The significance of methyl bisulfate is that it is an intermediate in the hydrolysis of the important reagent dimethyl sulfate, (CH3)2SO4. Methyl bisulfate is an acid.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa805dce8> Close
Synonyms:	Hexocyclium methyl sulfate Hexocyclium methyl sulfuric acid Hexocyclium methyl sulphate Hexocyclium methyl sulphuric acid Hexocyclium metilsulfate Hexocyclium metilsulfuric acid Hexocyclium metilsulphate Hexocyclium metilsulphuric acid Methyl hydrogen sulfate Methyl hydrogen sulfuric acid Methyl hydrogen sulphate Methyl hydrogen sulphuric acid Methyl sulfate Methyl sulfuric acid Methyl sulphate Methyl sulphuric acid Monomethyl sulfate Monomethyl sulfuric acid Monomethyl sulphate Monomethyl sulphuric acid
Chemical Formula:	CH4O4S
Weight:	Average: 112.105 Monoisotopic: 111.983029306
InChI Key:	JZMJDSHXVKJFKW-UHFFFAOYSA-N
InChI:	InChI=1S/CH4O4S/c1-5-6(2,3)4/h1H3,(H,2,3,4)
CAS number:	75-93-4
IUPAC Name:	methoxysulfonic acid
Traditional IUPAC Name:	methyl sulfate
SMILES:	COS(O)(=O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as sulfuric acid monoesters. These are organic compounds containing the sulfuric acid monoester functional group, with the generic structure ROS(O)(=O)=O, (R=organyl group).
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Organic sulfuric acids and derivatives
Sub Class	Sulfuric acid esters
Direct Parent	Sulfuric acid monoesters
Alternative Parents	Alkyl sulfates Organooxygen compounds Organic oxides Hydrocarbon derivatives
Substituents	Alkyl sulfate Sulfate-ester Sulfuric acid monoester Organic oxygen compound Organic oxide Hydrocarbon derivative Organooxygen compound Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	one-carbon compound (CHEBI:17760 ) alkyl sulfate (CHEBI:17760 )
Physical Properties
State:	Solid
Charge:	-1
Melting point:	<-30 °C
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 30.6 g/L ALOGPS logP -1.9 ALOGPS logP -0.46 ChemAxon logS -0.56 ALOGPS pKa (Strongest Acidic) -2.4 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 63.6 Ų ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 18.25 m³·mol⁻¹ ChemAxon Polarizability 8.45 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Concentration Strain Media Growth Status Growth System Temperature Details 130± 0 uM BW25113 48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L Gluco Stationary Phase, glucose limited Bioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h 37 oC PMID: 17379776 Find out more about how we convert literature concentrations.
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-01q9-9300000000-0d8bf827ce5548b30e01 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03di-0900000000-3aa54056f15a49c4f259 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03di-2900000000-3f5e459183ed3d7e1216 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-03e9-6900000000-17be21459b93ebaeae7c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-03di-1900000000-dfd7fbb9a84c70edb574 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-03e9-6900000000-73662774d0e47986b39b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-001i-9000000000-a1a4958f7280931a404f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-01q9-9600000000-670461020e0943ef4f98 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03dl-9300000000-5aac56554fd4fba1c4d2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-03di-9000000000-87cdaecfb0f31512b5f8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-03di-0900000000-a4f95861753ea7aaa491 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-03di-0900000000-a4f95861753ea7aaa491 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-03di-2900000000-da14469a455cb9b86808 View in MoNA 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. Pubmed: 17379776
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17760 HMDB ID HMDB0254614 Pubchem Compound ID 6412 Kegg ID C02704 ChemSpider ID 6172 Wikipedia Methyl_sulfate BioCyc ID Not Available