Study on Synthesis of 6-Bromo-2, 3-Dihydroxybenzaldehyde
Advances in Chemical Engineering and Advanced Materials IV: Study on Synthesis of 6-Bromo-2, 3-Dihydroxybenzaldehyde
Progress in Selective Alkylation of 2,4-dihydroxybenzaldehyde
4-Methoxysalicylaldehyde can be synthesised via selective monomethylation of 2,4-dihydroxybenzaldehyde in toluene in the presence of NaHCO 3 in higher yield using cheaper reagents with little production of dimethylation product compared to previous methods.
In general, hydroxy- and alkoxy- derivatives of benzaldehyde and benzyl alcohol are oxidized to the corresponding benzoic acid derivatives and, to a lesser extent, reduced to the corresponding benzyl alcohol derivatives. The resulting hydroxy- and alkoxy-benzoic acid derivatives form sulfate, glucuronic acid, or glycine conjugates, depending mainly on ring substitution. Hydroxy- and methoxy-substituted benzoic acid derivatives such as vanillic acid tend to form sulfate or glucuronic acid conjugates, while methylenedioxy-substituted benzoic acid derivatives such as piperonylic acid form glycine conjugates. Benzoic acid hydroxy- and alkoxy-derivatives undergo decarboxylation and -demethylation to a minor extent. Protocatechuic acid is a key intermediate formed by -demethylation of benzoic acid (Wong & Sourkes, 1966; Strand & Scheline, 1975). Benzyl alcohol derivatives may also be reduced in gut microflora to toluene derivatives, especially if a free -hydroxyl group is present (Strand & Scheline, 1975; see Figure 1).
Capot Chemical CAS# 95-01-2, 2,4-Dihydroxybenzaldehyde
About 6% of a dose of 52 mg of 2,4-dihydroxybenzaldehyde (No. 908) given by intraperitoneal injection to female albino rats was excreted in the urine as the corresponding hippurate within 24 h (Teuchy et al., 1971).
Studies on 3-halogeno-4-hydroxy-benzoic acid esters, 4-alkylresorcinol,4-arylresorcinol, 5-alkyl-2,4-dihydroxybenzaldehyde, 5-alkyl-3-chloro-2,4-dihydroxybenzaldehyde, 4-aryl-6-chlororesorcinol and phenylaminothioformic acid esters as a preservative for sake].
2,4-Dihydroxybenzaldehyde | 95-01-2
Both negative and positive results were obtained in assays in isolated mammalian cells with some of the hydroxy- and alkoxy-substituted benzyl derivatives. Mixed results were reported with -methoxybenzaldehyde and vanillin in assays for sister chromatid exchange in several Chinese hamster cell lines and in human lymphocytes (Jansson et al, 1986; Jansson & Zech, 1987; Sasaki et al, 1987; Jansson et al, 1988). Negative results were obtained in this assay with ethyl vanillin (No. 893), salicylaldehyde (No. 897), and methyl salicylate (No. 899) (Kawachi et al, 1980a,b; Sasaki et al, 1987; Jansson et al., 1988). Similarly, mixed results were obtained in assays for chromosomal aberration in Chinese hamster and human cell lines with -methoxybenzaldehyde (No. 878), vanillin (No. 889), ethyl vanillin (No. 893), piperonal (No. 896), and methyl salicylate (No. 899) (Kawachi et al, 1980a,b; Kasamaki et al, 1982; Ishidate et al., 1984; Kasamaki & Urasawa, 1985; Jansson & Zech, 1987; Tamai et al, 1992). The results in the assays for sister chromatid exchange and chromosomal aberrations were generally obtained independently of the presence or absence of metabolic activation. Mixed, but mostly positive, results were obtained with veratraldehyde (No. 877), -methoxy-benzaldehyde (No. 878), and ethyl vanillin (No. 893) in the assay for forward mutation in L5178Y mouse lymphoma cells, both with and without metabolic activation (Garberg et al, 1988; Wangenheim & Bolcsfoldi, 1988; Heck et al, 1989). Vanillin (No. 889) and piperonal (No. 896) were inactive in this assay (Heck et al, 1989). Vanillin weakly induced micronuclei in human Hep-G2 cells, with only a moderate response at the highest concentration tested (Sanyal et al, 1997). No unscheduled DNA synthesis was observed in rat hepatocytes exposed to veratraldehyde (No. 877), vanillin (No. 889), or ethyl vanillin (No. 893) (Heck et al, 1989). Piperonal (No. 896) caused unscheduled DNA synthesis in one test, but the finding could not be confirmed in subsequent tests (Heck et al, 1989), and the result was considered to be questionable.
It is used chiefly in the synthesis of other organic compounds, ranging from pharmaceuticals to plastic additives and benzaldehyde is an important intermediate for the processing of perfume and flavouring compounds and in the preparation of certain aniline dyes.
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HYDROXY- AND ALKOXY-SUBSTITUTED BENZYL DERIVATIVES …
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