1,3-Dimethoxybenzene

• Catalog No.: A13380
• CAS Number: 151-10-0
• M. F.: C8H10O2
• M. W.: 138.1638
• Purity: 98%

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 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: 是

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).