4-Hydroxy-3-methoxy-benzaldehyde

Methoxy-4-hydroxy-benzaldehyd 4-Hydroxy-3-methoxy-l- melhyl-benz.ol 85% d.Th. 

H.56) (H.56) Benzaldehyde, 4-hydroxy-3-methoxy-, 4-hydroxy-3-methoxybenzaldehyde, 4-formyl-2-methoxyphenol, vanillin, p-vanillin 1121-33-5] FEMA 3107... 

Benzaldehyde, 3,4-dihydroxy- (protocatechualdehyde), Benzaldehyde, 4-hydroxy-Benzaldehyde, 4-hydroxy-3-methoxy- (vanillin), Benzaldehyde, 3,5-dimethoxy-4-hydroxy- (syringaldehyde)... 

Benzaldehyde. 4-hydroxy-3-methoxy-. labeled with C vanillin- C 1105 1105 ... 

Benzaldehyde, 4-methoxy-, lithiation of amine adducts, 56, 261 Benzamidoxime, o-hydroxy-, reaction with acetaldehyde, 56, 71... 

The second-order rate constants for the reaction of OH radical with meta- and para-isomers of hydroxy-, methoxy-, chloro- and nitro-benzaldehydes are in the range (2.8 to 12) x 10 dm mol s . The higher rate in methoxybenzaldehyde is attributed to the activation of the ring by the electron-donating -OCH3 group. 

Dipping solution I Dissolve 1 g vanillin (4-hydroxy-3-methoxy-benzaldehyde) in 50 ml 2-propanol. 

The aldol reaction of 2,2-dimethyl-3-pentanone, which is mediated by chiral lithium amide bases, is another route for the formation of nonracemic aldols. Indeed, (lS,2S)-l-hydroxy-2,4,4-trimethyl-l-phenyl-3-pentanone (21) is obtained in 68% ee, if the chiral lithiated amide (/ )-A-isopropyl-n-lithio-2-methoxy-l-phenylethanamine is used in order to chelate the (Z)-lithium cnolate, and which thus promotes the addition to benzaldehyde in an enantioselective manner. No anti-adduct is formed25. 

Mit Natrium-bis-[2-methoxy-athoxy]-dihydrido-aluminat konnen in sieden-dem Xylol Hydroxy-benzaldehyde und -acetophenone innerhalb weniger Stunden zu Al-kyl-phenolen reduziert werden (Vorschrift S. 171) z.B.2 ... 

No stereoselectivity was observed in the formation of a 1 1 diastereomeric mixture of 2-hydroxy-2-phenylethyl p-tolyl sulfoxide 145 from treatment of (R)-methyl p-tolyl sulfoxide 144 with lithium diethylamide . However, a considerable stereoselectivity was observed in the reaction of this carbanion with unsymmetrical, especially aromatic, ketones The carbanion derived from (R)-144 was found to add to N-benzylideneaniline stereoselectivity, affording only one diastereomer, i.e. (Rs,SJ-( + )-iV-phenyl-2-amino-2-phenyl p-tolyl sulfoxide, which upon treatment with Raney Ni afforded the corresponding optically pure amine . The reaction of the lithio-derivative of (-t-)-(S)-p-tolyl p-tolylthiomethyl sulfoxide 146 with benzaldehyde gave a mixture of 3 out of 4 possible isomers, i.e. (IS, 2S, 3R)-, (IS, 2R, 3R)- and (IS, 2S, 3S)-147 in a ratio of 55 30 15. Methylation of the diastereomeric mixture, reduction of the sulfinyl group and further hydrolysis gave (—)-(R)-2-methoxy-2-phenylacetaldehyde 148 in 70% e.e. This addition is considered to proceed through a six-membered cyclic transition state, formed by chelation with lithium, as shown below . ... 

Extracts of the male oil palm bunch moths, Tirathaba mundella Walker (Lepidoptera Pyralidae), were shown to contain four compounds namely, 5S, 65)-2,2,6-trimethyl-6-vinyl-tetrahydro-pyran-3-ol, 4-hydroxy-3-methoxy benzaldehyde (vanillin), 6,10,l4-trimethyl-2-pentadecanone, and the corresponding alcohol 6,10,l4-trimethyl-2-pentadecanol, which elicited responses from the females. However, when synthetic compounds were used in lures, the ketone and alcohol by themselves did not attract females, suggesting that they might not be an essential part of the blend. This can only be confirmed once their absolute configuration has been determined and the proper stereoisomers tested in the... 

CHEMICAL NAME = 4-hydroxy-3-methoxy-benzaldehyde CAS NUMBER = 121-33-5 MOLECULAR FORMULA = C8H803 MOLAR MASS =152.1 g/mol COMPOSITION = C(63.1%) 0(31.6%) H(5.3%)... 

Reaction of 4-aryl-7-iodoperhydropyrido]2,l-c][l,4]oxazin-6-ones (07USA2007/0117839, 08WOP2008/013213) and 7-iodo-6-oxo-4-(3,4,5-tri-fluorophenyl)perhydropyrido[2,l-a]pyrazine-2-carboxylate (07USA2007/ 0117839) with P(OEt)3 at 120 °C for 2 h afforded 7-phosphonic acid diethyl esters. 3-Hydroxy-6-arylperhydropyrido[2,l-c][l,4]oxazin-4-ones first were reacted with triphenylphosphonium bromide in refluxing MeCN, then with 3-methoxy-4-(4-methyl-lH-imidazol-l-yl)benzaldehyde at ambient temperature in the presence of NEt3 to provide (Z)-3- l-[3-methoxy-4-(4-methyl-lH-imidazol-l-yl)phenyl]methylidene] derivatives (07USA2007/ 0117798, 08USA2008 /0207900). 

Working across the preceding pages from left to right, we may derive from the four aldehydes at least one of the chemical names for each of the remaining products. (These are only shown when commonly used.) Anisaldehyde, for example, is sometimes referred to as para-methoxy benzaldehyde, and vanillin can be referred to aspara-hydroxy-/raeta-methoxy benzaldehyde, or 4-hydroxy-3-methoxybenzaldehyde. (Not surprisingly the common name is the one preferred.)... 

The amino group of hydrazides react with aldehydes and ketones. For example, 2-hydrazinocarbonylpyrazine refluxed with acetone-ethanol gave 2-isopropylidene-hydrazinocarbonylpyrazine (51) [which was reduced in methanol over palladium-charcoal to 2-(2 -isopropylhydrazinocarbonyI)pyrazine] (1366,1428,1429). Other references to similar reactions include the following reactions 2-hydrazinocarbonylpyrazine with p-acetamidobenzaldehyde (138) 4-hydroxy-, 4-hydroxy-3-methoxy-and 2-carboxy-3,4-dimethoxybenzaldehydes (1319) furfural (1201) and pyruvic acid (1201) 2-amino-3-hydrazinocarbonylpyrazine with acetone and benzaldehyde (1214) and 2-hydrazinocarbonyl-5,6-dimethyl-3-methylaminopyrazine with acetone (428). 

It is a liquid, m.p. — 4°, b.p. 245°, with a pleasant odor of white thorne flowers and is used in perfumes. It is interesting that while hydroxy benzaldehyde itself yields only one form of oxime the anis aldehyde yields the two stereo-isomeric forms. This is attributed to the influence of the free hydroxyl group in preventing the formation of isomers. In the anis aldehyde the hydroxyl group is converted into methoxy and the isomers are obtained. 

Carboxy-functionalized fluorescein dyes are important as conjugated fluorescent markers of biologically active compounds. M.H. Lyttle et al. have used the Dakin oxidation on 4-methoxy-3-hydroxy-2-chloro-benzaldehyde to obtain the desired resorcinol derivative that served as an intermediate in their improved synthesis. ... 

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