Page last updated: 2024-11-05

ethyl tert-butyl ether

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Ethyl tert-butyl ether (ETBE) is a gasoline additive that enhances octane rating and reduces emissions. It is synthesized by reacting ethanol with tert-butanol in the presence of an acid catalyst. ETBE is a colorless liquid with a mild odor and is highly flammable. It is miscible with gasoline and other organic solvents. ETBE is considered a clean-burning fuel additive and has been shown to reduce carbon monoxide, particulate matter, and other pollutants. It is also an oxygenate, which helps to improve combustion efficiency and reduce engine knocking. Due to its properties, ETBE is widely studied and used as a gasoline additive in many countries. However, concerns about its potential environmental impact, such as groundwater contamination, have led to some restrictions on its use.'

ethyl tert-butyl ether: gasoline additive [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

tert-butyl ethyl ether : An ether having ethyl and tert-butyl as the two alkyl components. It is used as an engine fuel additive to reduce emissions of carbon monoxide and soot. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID12512
CHEMBL ID1409831
CHEBI ID141564
SCHEMBL ID42870
MeSH IDM0258861

Synonyms (57)

Synonym
3r9b16wr19 ,
unii-3r9b16wr19
hsdb 7867
ec 211-309-7
inchi=1/c6h14o/c1-5-7-6(2,3)4/h5h2,1-4h
NCGC00091556-01
2-methyl-2-ethoxypropane (etbe)
nsc 1069
1,1-dimethylethyl ethyl ether
methyl-2-ethoxypropane
einecs 211-309-7
ethyl t-butyl ether
ethyl 1,1-dimethylethyl ether
etbe
ccris 6061
2-ethoxy-2-methylpropane
637-92-3
tert-butyl ethyl ether
nsc1069
propane, 2-ethoxy-2-methyl-
ether, tert-butyl ethyl
ethyl tert-butyl ether
ethyl tert-butyl oxide
nsc-1069
tert-butyl ethyl ether, analytical standard
tert-butyl ethyl ether, 99%
2-methyl-2-ethoxypropane
b1542 ,
t-buoet
t-butyl ethyl ether
CHEBI:141564
A834529
2-ethoxy-2-methyl-propane
NCGC00091556-02
NCGC00257903-01
dtxcid305604
dtxsid0025604 ,
tox21_200349
cas-637-92-3
FT-0626237
AKOS015909016
ethyl tert-butyl ether [mi]
methyl-2-ethoxypropane, 2-
ethyl-tert-butyl ether
GEO-03226
SCHEMBL42870
tert-c4h9oc2h5
ethyl-tert-butylether
J-660063
W-109094
CHEMBL1409831
mfcd00009225
tert-butyl ethyl ether, purum, >=97.0% (gc)
N11919
Q424480
ethyl (2-methyl-2-propyl) ether
ethyl-tert-butyl ether 100 microg/ml in acetonitrile

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Since these additives change the combustion characteristics, this may as well influence toxic effects of the resulting emissions."( Ether oxygenate additives in gasoline reduce toxicity of exhausts.
Brüning, T; Bünger, J; Hallier, E; Krahl, J; Westphal, GA, 2010
)
0.36
" ETBE does not appear to be selectively toxic to reproduction or embryofetal development in the absence of other manifestations of general toxicity."( Ethyl t-butyl ether: review of reproductive and developmental toxicity.
de Peyster, A, 2010
)
0.36
" Also, no adverse effects on the progress of ossification were noted in fetuses of dams given ETBE."( Prenatal developmental toxicity study of ethyl tertiary-butyl ether in rabbits.
Asano, Y; Endoh, T; Haneda, R; Ishikura, T; Kudoh, K, 2011
)
0.37
" These results indicate that, under the conditions of this study, ETBE had no toxicological effects on pregnant rats or their embryos and fetuses and that the no observed adverse effect level was 1000 mg/kg/day both for pregnant rats and their embryos and fetuses."( Prenatal developmental toxicity study of ethyl tertiary-butyl ether in rats.
Ajimi, S; Aso, S; Furukawa, K; Hoshuyama, S; Kusune, Y; Miyata, K; Muroi, T; Takakura, S, 2014
)
0.4
" No treatment-related adverse effects were observed at 5, 25 or 100 mg/kg."( A subchronic (180-day) oral toxicity study of ethyl tertiary-butyl ether, a bioethanol, in rats.
Ajimi, S; Aso, S; Furukawa, K; Hoshuyama, S; Koga, T; Miyata, K, 2014
)
0.4

Pharmacokinetics

ExcerptReferenceRelevance
" To understand the contribution of ETBE and TBA kinetics under varying exposure scenarios to these tumor responses, a physiologically based pharmacokinetic model was developed based on a previously published model for methyl tertiary-butyl ether, a structurally similar chemical, and verified against the literature and study report data."( Physiologically based pharmacokinetic model for ethyl tertiary-butyl ether and tertiary-butyl alcohol in rats: Contribution of binding to α2u-globulin in male rats and high-exposure nonlinear kinetics to toxicity and cancer outcomes.
Banton, MI; Borghoff, SJ; Leavens, TL; Ring, C, 2017
)
0.46

Dosage Studied

ExcerptRelevanceReference
" Minor changes in grip strength and hindlimb splay were observed; however, none demonstrated a dose-response relationship or a consistent pattern of neurological dysfunction."( Neurotoxicological evaluation of ethyl tertiary-butyl ether following subchronic (90-day) inhalation in the Fischer 344 rat.
Bond, JA; Dorman, DC; Gross, EB; Janszen, DB; Morgan, KT; Struve, MF; Wong, BA,
)
0.13
" To study tert-butyl alcohol metabolism, rats were dosed either with tert-butyl alcohol at natural carbon isotope ratio or with 13C-enriched tert-butyl alcohol (250 mg/kg of body weight), urine was collected, and metabolites were identified by NMR and GC/MS."( Biotransformation of 12C- and 2-13C-labeled methyl tert-butyl ether, ethyl tert-butyl ether, and tert-butyl alcohol in rats: identification of metabolites in urine by 13C nuclear magnetic resonance and gas chromatography/mass spectrometry.
Amberg, A; Bernauer, U; Dekant, W; Scheutzow, D, 1998
)
0.56
" Early postnatal rat pup deaths show no clear dose-response and have largely been attributed to total litter losses with accompanying evidence of maternal neglect or frank maternal morbidity."( Ethyl t-butyl ether: review of reproductive and developmental toxicity.
de Peyster, A, 2010
)
0.36
" The no-observed-effect level for immunotoxicity was the highest dosage tested at 1000 mg/kg/day."( Oral subchronic immunotoxicity study of ethyl tertiary butyl ether in the rat.
Banton, MI; Padgett, EL; Peachee, VL; White, KL,
)
0.13
" The results demonstrate that noncancer kidney effects, including kidney weight changes, urothelial hyperplasia, and chronic progressive nephropathy (CPN), yielded consistent dose-response relationships across routes of exposure and across ETBE and TBA studies using TBA blood concentration as the dose metric."( Development and application of a rat PBPK model to elucidate kidney and liver effects induced by ETBE and tert-butanol.
Brinkerhoff, CJ; Chiu, WA; Lee, JS; Salazar, KD, 2015
)
0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
fuel additiveAny additive that enhances the efficiency of fuel.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
etherAn organooxygen compound with formula ROR, where R is not hydrogen.
volatile organic compoundAny organic compound having an initial boiling point less than or equal to 250 degreeC (482 degreeF) measured at a standard atmospheric pressure of 101.3 kPa.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLI family zinc finger 3Homo sapiens (human)Potency34.86620.000714.592883.7951AID1259369
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency32.31370.003041.611522,387.1992AID1159552; AID1159555
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency47.39570.000627.21521,122.0200AID743219
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (87)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's12 (13.79)18.2507
2000's30 (34.48)29.6817
2010's40 (45.98)24.3611
2020's5 (5.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 38.42

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index38.42 (24.57)
Research Supply Index4.56 (2.92)
Research Growth Index4.76 (4.65)
Search Engine Demand Index53.92 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (38.42)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials3 (3.26%)5.53%
Reviews6 (6.52%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other83 (90.22%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]