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

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

Numéro de CAS
696-59-3
Synonymes

Conditionnement Prix ($) Quantité Disponibilité
100g 37,50
500g 126,00
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2,5-Dimethoxytetrahydrofuran, cis + trans, 98%

MDL
MFCD00005359
EINECS
211-797-1

Propriétés chimiques

Formule
C6H12O3
Poids moleculaire
132.16
Point de fusion
-45°
Point d'ébullition
145-147°
Point d'éclair
35°(95°F)
Densité
1.020
Indice de réfraction
1.4180
Sensibilité
Air & Light Sensitive
Solubilité
Miscible with methanol, diethyl ether and tetrahydrofuran. Immiscible with water.

Applications

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.

Notes

Incompatible with strong oxidizing agents and strong acids.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H226-H315-H319-H335

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

Mentions de prudence: 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.

Autres références

Beilstein
104261
Classe de danger
3
Groupe d'emballage
III
Code tarifaire harmonisé
2932.19
TSCA
Yes

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Catalyseurs

Analytique et matériel de laboratoire