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

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

Codice CAS
696-59-3
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
100g 37,50
500g 126,00
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2,5-Dimethoxytetrahydrofuran, cis + trans, 98%

MDL
MFCD00005359
EINECS
211-797-1

Proprietà chimiche

Formula
C6H12O3
Peso formula
132.16
Punto di fusione
-45°
Punto di ebollizione
145-147°
Punto di infiammabilità
35°(95°F)
Densità
1.020
Indice di rifrazione
1.4180
Sensibilità
Air & Light Sensitive
Solubilità
Miscible with methanol, diethyl ether and tetrahydrofuran. Immiscible with water.

Applicazioni

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.

Note

Incompatible with strong oxidizing agents and strong acids.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H226-H315-H319-H335

Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Dichiarazioni precauzionali: P260-P201-P280a-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves and eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
104261
Classe di rischio
3
Gruppo di imballaggio
III
Codice tariffe armonizzato
2932.19
TSCA
Yes

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