13436-46-9

Basic information

• Product Name: 2-ETHOXYTETRAHYDROFURAN
• Synonyms: 2-ETHOXYTETRAHYDROFURAN;Furan, 2-ethoxytetrahydro-;Einecs 236-569-9;2-Ethoxytetrahydrofuran 99%;2-ethoxyoxolane
• CAS NO: 13436-46-9
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 116.16
• EINECS: 236-569-9
• Product Categories: Building Blocks;Furans;Heterocyclic Building Blocks
• Mol File: 13436-46-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 170-172 °C(lit.)
• Flash Point: 61 °F
• Appearance: /
• Density: 0.908 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.697mmHg at 25°C
• Refractive Index: n20/D 1.414(lit.)
• CAS DataBase Reference: 2-ETHOXYTETRAHYDROFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHOXYTETRAHYDROFURAN(13436-46-9)
• EPA Substance Registry System: 2-ETHOXYTETRAHYDROFURAN(13436-46-9)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-29-33
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 13436-46-9(Hazardous Substances Data)

Usage

Uses

2-Ethoxytetrahydrofuran was used to investigate quantitative, regioselective, O-acylative cleavage of tetrahydrofurans using organic acid halides in the presence of Bi(III) halides.

General Description

2-Ethoxytetrahydrofuran undergoes Ln(OTf)3-catalyzed-Povarov coupling reaction with anilines and cyclopentadiene to yield tetrahydroquinolines. Transacetalization of 2-ethoxytetrahydrofuran with various alcohols catalyzed by Fe(ClO4)3 has been reported.

InChI:InChI=1/C4H8O2/c5-4-2-1-3-6-4/h4-5H,1-3H2

Upstream product

• 1191-99-7 2,3-dihydro-2H-furan 
• 64-17-5 ethanol 
• 25714-71-0 4-hydroxybutyraldehyde 
• 109-99-9 tetrahydrofuran 
• 201230-82-2 carbon monoxide 
• 107-18-6 allyl alcohol 
• 141-52-6 sodium ethanolate 
• 881421-26-7 (Z)-3-Ethoxy-but-2-en-1-ol 
• 13436-45-8 2-methoxytetrahydrofuran 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 124771-14-8 4-Ethoxy-4-phenylselanyl-butan-1-ol 
• 93-89-0 benzoic acid ethyl ester 
• 41340-35-6 2-(6-chloro-1H-indol-3-yl)ethanol 
• 124771-15-9 (4-Ethoxy-4-phenylselenenyl)butyl acetate 
• 999-10-0 ethyl 4-hydroxybutanoate 
• 192771-27-0 4-[4-[[2-[2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl]-(4-hydroxybutyl)amino]butyl]phenol 
• 41340-36-7 7-ethyl-2-(1H-indol-3-yl)ethan-1-ol 
• 39232-85-4 2-(7-methyl-1H-indol-3-yl)ethan-1-ol 
• 61220-51-7 2-(5-chloro-1H-indol-3-yl)ethanol 
• 526-55-6 2-(3-indole)-ethanol 
• 712-09-4 5-methoxytryptophol 
• 39595-23-8 2-(5-methyl-1H-indol-3-yl)ethan-1-ol 

Relevant articles and documents

Synthesis of 2-tetrahydrofuranyl ethers from aqueous 4-hydroxybutanal

2-Tetrahydrofuranyl ethers are prepared simply and in high yield from an alcohol and aqueous 4-hydroxybutanal using a two phase reaction system.

Modelling proposed intermediates in the hydrocarbonylation of alkenes catalysed by rhodium complexes of PBui3 and PPr i3

In ethanol, hydrocarbonylation reactions of alkenes catalysed by triethylphosphine complexes of rhodium give alcohols as the products with low linear selectivity, whilst rhodium complexes of PPri3 or PBui3 give mainly aldehydes, again with low linear selectivity. Modelling the proposed acyl intermediates by studying [Rh(C(O)Me)(CO)m(L)4-m] (L = PPri3 or PBui3) shows that they exist as monophosphine species under the normal reaction conditions. In the absence of CO, [Rh(=C(OH)Me)(CO) L2]+ can also be formed. The implications of these NMR studies for the chemo- and regio-selectivity of the hydrocarbonylation reactions are discussed. The Royal Society of Chemistry.

Synthesis and Properties of Furan Derivatives 2. Role of the Halogen in RMgX in Reactions with Alkoxytetrahydrofurans

Heating 2-methoxytetrahydrofuran with ethylmagnesium bromide in benzene at reflux leads to the formation of 2-ethoxytetrahydrofuran and slight amounts of 4-methoxy-1-hexanol.Under analogous conditions, 2-ethoxytetrahydrofuran is quantitatively cleaved by