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1,3-Dimethoxybenzene

Catalog No. A13380 Name Alfa Aesar
CAS Number 151-10-0 Website
M. F. C8H10O2 Telephone
M. W. 138.1638 Fax
Purity 98% Email
Storage Chembase ID: 77656

SYNONYMS

Title
1,3-二甲氧基苯
IUPAC name
1,3-dimethoxybenzene
IUPAC Traditional name
M-dimethoxybenzene
Synonyms
Resorcinol dimethyl ether

DATABASE IDS

Beilstein Number 878582
EC Number 205-783-4
MDL Number MFCD00008384
CAS Number 151-10-0

PROPERTIES

Purity 98%
Boiling Point 217-218°C
Density 1.065
Flash Point 87°C(188°F)
Melting Point -52°C
Refractive Index 1.5250
GHS Pictograms GHS07
GHS Hazard statements H312-H227
European Hazard Symbols X
GHS Precautionary statements P261-P280H
Risk Statements 21
RTECS CZ6474000
Safety Statements 23-36/37
TSCA Listed

DETAILS

REFERENCES

  • 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).