Ethyl Tert-Butyl Ether

Ethyl *tert*-butyl ether^[1]
Names
	Preferred IUPAC name 2-Ethoxy-2-methylpropane
	Other names Ethyl tert-butyl ether; Ethyl tertiary butyl ether; Ethyl tert-butyl oxide; tert-Butyl ethyl ether; Ethyl t-butyl ether
Identifiers
CAS Number	637-92-3 ;
3D model (JSmol)	Interactive image;
Abbreviations	ETBE
ChEBI	CHEBI:141564;
ChemSpider	11996 ;
EC Number	211-309-7;
PubChem CID	12512;
RTECS number	KN4730200;
UNII	3R9B16WR19 ;
	InChI InChI=1S/C6H14O/c1-5-7-6(2,3)4/h5H2,1-4H3 Key: NUMQCACRALPSHD-UHFFFAOYSA-N ; InChI=1/C6H14O/c1-5-7-6(2,3)4/h5H2,1-4H3 Key: NUMQCACRALPSHD-UHFFFAOYAB;
	SMILES O(C(C)(C)C)CC;
Properties
Chemical formula	C6H14O
Molar mass	102.18
Appearance	Clear colorless liquid
Density	0.7364 g/cm3
Melting point	−94 °C (−137 °F; 179 K)
Boiling point	69 to 71 °C (156 to 160 °F; 342 to 344 K)
Solubility in water	1.2 g/100 g
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H224, H225, H315, H319, H335, H336
GHS precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+352, P303+361+353, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P370+378, P403+233, P403+235, P405, P501
Flash point	−19 °C (−2 °F; 254 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

Short description: Oxygenate gasoline additive in the production of gasoline from crude oil

Ethyl tertiary-butyl ether (ETBE), also known as ethyl tert-butyl ether, is commonly used as an oxygenate gasoline additive in the production of gasoline from crude oil. ETBE offers equal or greater air quality benefits than ethanol, while being technically and logistically less challenging. Unlike ethanol, ETBE does not induce evaporation of gasoline, which is one of the causes of smog, and does not absorb moisture from the atmosphere.

Production

Ethyl tert-butyl ether is manufactured industrially by the acidic etherification of isobutylene with ethanol at a temperature of 30–110 °C and a pressure of 0,8–1,3 MPa. The reaction is carried out with an acidic ion-exchange resin as a catalyst.^[2]

Suitable reactors are fixed-bed reactors such as tube bundle or circulation reactors in which the reflux can be cooled optionally.^[2]

Ethanol, produced by fermentation and distillation, is more expensive than methanol, which is derived from natural gas. Therefore, MTBE, made from methanol is cheaper than ETBE, made from ethanol.

References

↑ Merck Index, 11th Edition, 3732.
↑ ^2.0 ^2.1 Grömping, Matthias; Höper, Frank; Leistner, Jörg; Nierlich, Franz; Peters, Udo; Praefke, Jochen; Rix, Armin; Röttger, Dirk et al.. "Preparing ethyl tertiary butylether from hydrocarbon mixture, useful as fuel additive, comprises reacting isobutene with ethanol, separating the hydrocarbon, reacting separated isobutene with ethanol and separating unconverted hydrocarbon". Evonik Degussa GmbH. https://patents.google.com/patent/DE102005062722A1/en?q=verfahren+zur+herstellung+von&q=etbe&oq=verfahren+zur+herstellung+von+etbe.

External links

EC Joint Research Centre ETBE risk assessment report^{[yes|permanent dead link|dead link}}]}
Directive 98/70/EC of the European Parliament and of the Council of 13 October 1998 relating to the quality of petrol and diesel fuels and amending Council Directive 93/12/EEC
An assessment of the impact of ethanol-blended petrol on the total NMVOC emission from road transport in selected countries

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[1] Merck Index, 11th Edition, 3732.

[production-2] 2.0 ^2.1 Grömping, Matthias; Höper, Frank; Leistner, Jörg; Nierlich, Franz; Peters, Udo; Praefke, Jochen; Rix, Armin; Röttger, Dirk et al.. "Preparing ethyl tertiary butylether from hydrocarbon mixture, useful as fuel additive, comprises reacting isobutene with ethanol, separating the hydrocarbon, reacting separated isobutene with ethanol and separating unconverted hydrocarbon". Evonik Degussa GmbH. https://patents.google.com/patent/DE102005062722A1/en?q=verfahren+zur+herstellung+von&q=etbe&oq=verfahren+zur+herstellung+von+etbe.

Ethyl Tert-Butyl Ether

Contents

Production

See also

References

External links

Names


Preferred IUPAC name 2-Ethoxy-2-methylpropane
Other names Ethyl tert-butyl ether Ethyl tertiary butyl ether Ethyl tert-butyl oxide tert-Butyl ethyl ether Ethyl t-butyl ether
Identifiers
CAS Number	637-92-3^Y
3D model (JSmol)	Interactive image
Abbreviations	ETBE
ChEBI	CHEBI:141564
ChemSpider	11996^Y
EC Number	211-309-7
PubChem CID	12512
RTECS number	KN4730200
UNII	3R9B16WR19^Y
InChI InChI=1S/C6H14O/c1-5-7-6(2,3)4/h5H2,1-4H3^Y Key: NUMQCACRALPSHD-UHFFFAOYSA-N^Y InChI=1/C6H14O/c1-5-7-6(2,3)4/h5H2,1-4H3 Key: NUMQCACRALPSHD-UHFFFAOYAB
SMILES O(C(C)(C)C)CC
Properties
Chemical formula	C₆H₁₄O
Molar mass	102.18
Appearance	Clear colorless liquid
Density	0.7364 g/cm³
Melting point	−94 °C (−137 °F; 179 K)
Boiling point	69 to 71 °C (156 to 160 °F; 342 to 344 K)
Solubility in water	1.2 g/100 g
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H224, H225, H315, H319, H335, H336
GHS precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+352, P303+361+353, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P370+378, P403+233, P403+235, P405, P501
Flash point	−19 °C (−2 °F; 254 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references