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Properties of substance:

3,4,5-trimethoxybenzaldehyde



skc-file

Group of substances:

organic

Empirical formula (Hill's system for organic substances):

C10H12O4

Structural formula as text:

(CH3O)3C6H2CHO

Molar/atomic mass: 196.19988

Melting point (°C):

74

CAS ¹: 86-81-7

Solubility (g/100 g of solvent):

chloroform: soluble [Ref.]

Synthesis 1:

Reference: Synthetic Communications. - 2001. - Vol. 31, No. 5 pp. 659

3,4,5-Trimethoxybenzoic acid hydrazide (30 g, 0.132 mol), K3Fe(CN)6 (113.4 g, 0.333 mol), and 25% ammonia solution (14.2 g, 0.833 mol) were taken in a mixture of distilled water (300 ml) and DCM (750 ml) stirred at room temperature for 4 h. The two layers were separated and the aqueous layer extracted with DCM (2x250 ml). The extracts were combined to the organic layer and concentrated to give 3,4,5-trimethoxybenzaldehyde. It was purified by silica gel column chromatography using EtOAc-Pet. ether (1:3) as eluent to give a colourless solid in 85% yield (22.2 g). Rf = 0.74 (EtOAc-Pet. ether, 1:1) m.p: 74–75 C (lit. 77–78 C). IR: 1686. 1H-NMR: δ 3.98 (s, 9H), 7.20 (s, 2H), 9.90 (s, 1H). MS (m/e): 196(M+).

Vapour pressure (Torr):

10 (164°C)

References:

  1. CRC Handbook of Chemistry and Physics. - 90ed. - CRC Press, 2010. - pp. 3-504
  2. Catalog handbook of fine chemicals Aldrich, 1992-1993. - pp. 1238
  3. Dictionary of organic compounds. - Vol. 2, Eccaine - Myrtillin chloride. - London, 1946. - pp. 102
  4. Dictionary of organic compounds. - Vol.2: D.A.-Hystasarin. - New York, 1953. - pp. 582

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru