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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2014-09-22 19:36:27 UTC
Update Date2023-02-21 17:30:27 UTC
HMDB IDHMDB0061749
Secondary Accession Numbers
  • HMDB61749
Metabolite Identification
Common NameMethyl-tert-butyl ether
DescriptionMethyl-tert-butyl ether, also known as tert-butyl methyl ether, methyl t-butyl ether or MTBE, is classified as a member of the dialkyl ethers. Dialkyl ethers are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups. Methyl-tert-butyl ether is considered to be soluble (in water) and basic. It is used as a gasoline additive. Exposure may occur by breathing air contaminated with auto exhaust or gasoline fumes while refueling autos. Respiratory irritation, dizziness, and disorientation have been reported by some motorists and occupationally exposed workers. Acute (short-term) exposure of humans to methyl tert-butyl ether also has occurred during its use as a medical treatment to dissolve cholesterol gallstones. Chronic (long-term) inhalation exposure to methyl-tert-butyl ether has resulted in central nervous system (CNS) effects, respiratory irritation, liver and kidney effects, and decreased body weight gain in animals. United States Environmental Protection Agency has not classified methyl-tert-butyl ether with respect to potential carcinogenicity. (ChemoSummarizer)
Structure
Data?1677000627
Synonyms
ValueSource
2-Methoxy-2-methylpropaneChEBI
2-Methyl-2-methoxypropaneChEBI
Methyl 1,1-dimethylethyl etherChEBI
Methyl t-butyl etherChEBI
Methyl tertiary-butyl etherChEBI
MTBEChEBI
t-Butyl methyl etherChEBI
Tert-butyl methyl etherChEBI
Tert-C4H9OCH3ChEBI
Methyl tert-butyl etherMeSH
Chemical FormulaC5H12O
Average Molecular Weight88.1482
Monoisotopic Molecular Weight88.088815006
IUPAC Name2-methoxy-2-methylpropane
Traditional Namemethyl tertiary-butyl ether
CAS Registry NumberNot Available
SMILES
COC(C)(C)C
InChI Identifier
InChI=1S/C5H12O/c1-5(2,3)6-4/h1-4H3
InChI KeyBZLVMXJERCGZMT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dialkyl ethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassEthers
Direct ParentDialkyl ethers
Alternative Parents
Substituents
  • Dialkyl ether
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.53ALOGPS
logP1.18ChemAxon
logS-0.77ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity26.82 m³·mol⁻¹ChemAxon
Polarizability10.88 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+117.77931661259
DarkChem[M-H]-112.89131661259
DeepCCS[M+H]+125.85830932474
DeepCCS[M-H]-123.47130932474
DeepCCS[M-2H]-159.49530932474
DeepCCS[M+Na]+134.26130932474
AllCCS[M+H]+122.132859911
AllCCS[M+H-H2O]+117.832859911
AllCCS[M+NH4]+126.132859911
AllCCS[M+Na]+127.332859911
AllCCS[M-H]-128.732859911
AllCCS[M+Na-2H]-133.632859911
AllCCS[M+HCOO]-138.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl-tert-butyl etherCOC(C)(C)C649.3Standard polar33892256
Methyl-tert-butyl etherCOC(C)(C)C536.0Standard non polar33892256
Methyl-tert-butyl etherCOC(C)(C)C540.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Methyl-tert-butyl ether EI-B (Non-derivatized)splash10-00dl-9000000000-c99c6047991f4119a54d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl-tert-butyl ether EI-B (Non-derivatized)splash10-00dl-9000000000-c99c6047991f4119a54d2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl-tert-butyl ether GC-MS (Non-derivatized) - 70eV, Positivesplash10-0abc-9000000000-651517b2de94bd0492da2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl-tert-butyl ether GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00di-9000000000-bd5ad180def6e051bcf22014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 10V, Positive-QTOFsplash10-000i-9000000000-8fd7f0a618493b65d1682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 20V, Positive-QTOFsplash10-000i-9000000000-43f195b561c86d33dda42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 40V, Positive-QTOFsplash10-05gr-9000000000-a71afeb5d5bd34d1b3372016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 10V, Negative-QTOFsplash10-000i-9000000000-285f600b56e7677f76512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 20V, Negative-QTOFsplash10-000i-9000000000-1ce88cdce3b655f8c3c42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 40V, Negative-QTOFsplash10-059i-9000000000-52ee459c2aa884864a6b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 10V, Negative-QTOFsplash10-000i-9000000000-dd8f1f11d4928285c04e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 20V, Negative-QTOFsplash10-000i-9000000000-18304ea17c8f3d727d162021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 40V, Negative-QTOFsplash10-05fr-9000000000-069ba006ce9ea142fcb72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 10V, Positive-QTOFsplash10-0a4i-9000000000-2aeeb231544bed908c5f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 20V, Positive-QTOFsplash10-0a4i-9000000000-bd5fe9ec2fbb27231a3a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl-tert-butyl ether 40V, Positive-QTOFsplash10-0a4i-9000000000-1ded2c00d90b18581a8f2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0000710 (0.0000346-0.000146) uMAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
details
BloodDetected and Quantified0.0000664 (0.0000319-0.000149) uMChildren (1-13 years old)Not SpecifiedNormal
    • National Health a...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC11344
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMTBE
METLIN IDNot Available
PubChem Compound15413
PDB IDNot Available
ChEBI ID27642
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Vojdani A, Namatalla G, Brautbar N: Methyl tertiary-butyl ether antibodies among gasoline service station attendants. Ann N Y Acad Sci. 1997 Dec 26;837:96-104. [PubMed:9472332 ]