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696-59-3 - 2,5-Dimethoxytetrahydrofuran, cis + trans, 98% - A11687 - Alfa Aesar

A11687 2,5-Dimethoxytetrahydrofuran, cis + trans, 98%

CAS-Nummer
696-59-3
Synonyme

Größe Preis ($) Menge Verfügbarkeit
100g 36,36
500g 121,58
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2,5-Dimethoxytetrahydrofuran, cis + trans, 98%

MDL
MFCD00005359
EINECS
211-797-1

Chemische Eigenschaften

Formel
C6H12O3
Molmasse
132.16
Schmelzpunkt
-45°
Siedepunkt
145-147°
Flammpunkt
35°(95°F)
Dichte
1.020
Brechungsindex
1.4180
Sensitivität
Air & Light Sensitive
Löslichkeit
Miscible with methanol, diethyl ether and tetrahydrofuran. Immiscible with water.

Anwendungen

2,5-Dimethoxytetrahydrofuran is a tetrahydrofuran derivative that finds application in proteomics research and in organic synthesis. It is also used as an intermediate for atropine sulfate, which is an anticholinergic drug. Further, it acts as a precursor of butanediol. In addition to this, it is used as a photographic hardener and as disinfectant in formulations.

Bemerkungen

Incompatible with strong oxidizing agents and strong acids.

Literaturverweise

Cyclic acetal and in situ source of succindialdehyde.

Reacts with primary amines in boiling acetic acid to give N-substituted pyrroles: Acta Chem. Scand., 6, 667, 867 (1952); J. Heterocycl. Chem., 27, 1805 (1990); Org. Synth. Coll., 5, 716 (1973). Conversion to 1,4-dichloro-1,4-dimethoxybutane with TMS chloride allows cyclization with Amberlyst® A-21 resin, avoiding acidic conditions: J. Org. Chem., 48, 3059 (1983). Chiral 1-substituted pyrrole derivatives have been prepared using amino acids: Tetrahedron: Asymmetry, 7, 1069 (1996):

N-substituted pyrroles have also been formed with sulfonamides and primary amides. P2O5 has been reported to give superior results in this type of reaction: Synth. Commun., 25, 1857 (1995).

Singh, D. K.; Nath, M. Ambient temperature synthesis of beta,beta'-fused nickel(II) pyrrolo[1,2-a]pyrazinoporphyrins via a DBSA-catalyzed Pictet-Spengler approach. Org. Biomol. Chem. 2015, 13 (6), 1836-1845.

Boyd, S.; Davies, R. D. M.; Degorce, S. L.; Groombridge, S.; Scott, J. S.; Stokes, S. Synthesis of novel, functionalised tricycles utilising the interrupted Pummerer reaction. Tetrahedron Lett. 2016, 57 (1), 152-154.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H330-H302-H315-H319-H335-H226

Fatal if inhaled. Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. Flammable liquid and vapour.

Sicherheitshinweise: P210-P260-P284-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Rinse mouth. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
104261
Gefahrenklasse
3
Verpackungsgruppe
III
Harmonized Tariff Code
2932.19
TSCA
Yes

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