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151-10-0 - 1,3-Dimethoxybenzene, 98% - Resorcinol dimethyl ether - A13380 - Alfa Aesar

A13380 1,3-Dimethoxybenzene, 98%

Codice CAS
151-10-0
Sinonimi
Resorcinol dimethyl ether

Dimensioni Prezzo ($) Quantità Disponibilità
100g 20,50
500g 74,20
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1,3-Dimethoxybenzene, 98%

MDL
MFCD00008384
EINECS
205-783-4

Proprietà chimiche

Formula
C8H10O2
Peso formula
138.17
Punto di fusione
-52°
Punto di ebollizione
217-218°
Punto di infiammabilità
87°(188°F)
Densità
1.065
Indice di rifrazione
1.5250
Solubilità
Miscible with toluene.

Applicazioni

1,3-Dimethoxybenzene is used for the preparation of oxathiane spiroketal donors. It is also used for the formation of pi- and O-ylidic complexes with dichlorocarbene. Further, it acts as a flavoring agent.

Note

Incompatible with strong oxidizing agents.

Letteratura

Is readily metallated at the 2-position by n-BuLi, giving a lithio-derivative which is doubly-stabilized by oxygen coordination. For reviews, see: Org. React., 8, 258 (1954); 26, 1 (1979). The 2-lithio-derivative undergoes silylation, and the resulting silyl derivative reacts with electrophiles to give various 2-substituted products. For examples, see: Tetrahedron, 49, 10843 (1993):

Although direct dilithiation with n-BuLi/TMEDA was unsuccessful, a sequence involving monolithiation, silylation and further lithiation at the 4-position gave the 2,4-disilyl derivative in 47% yield: J. Org. Chem., 49, 4657 (1984). For a review of the use of organosilicon intermediates in unusual electrophilic substitutions, see: Synlett, 171 (1993).

Wang, Q.; Qi, Z.; Xie, F.; Li, X. Lewis Acid-Catalyzed Electrophilic Trifluoromethylthiolation of (Hetero)Arenes. Adv. Synth. Catal. 2015, 357 (2-3), 355-360.

Tran, P. H.; Hansen, P. E.; Nguyen, H. T.; Le, T. N. Erbium trifluoromethanesulfonate catalyzed Friedel-Crafts acylation using aromatic carboxylic acids as acylating agents under monomode-microwave irradiation. Tetrahedron Lett. 2015, 56 (4), 612-618.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227

Combustible liquid.

Dichiarazioni precauzionali: P260-P201-P280h-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/clothing. 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
878582
Codice tariffe armonizzato
2909.30
TSCA
Yes
RTECS
CZ6474000

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