26153-38-8

Basic information

• Product Name: 3,5-Dihydroxybenzaldehyde
• Synonyms: 3,5-DIHYDROXYBENZALDEHYDE;ALPHA-RESORCYLIC ALDEHYDE;3,5-DIHYDOXYBENZAL DEHYDE;3,5-Dihydroxybenzaldehyde,98%;3,5-2-hydroxybenzaldehyde;5-Formylresorcinol, 5-Formylbenzene-1,3-diol;3,5-Dihydroxybenzaldehyde 98%
• CAS NO: 26153-38-8
• Molecular Formula: C₇H₆O₃
• Molecular Weight: 138.12
• EINECS: 247-479-4
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Aldehydes;C7;Carbonyl Compounds;benzaldehyde series
• Mol File: 26153-38-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 153-158 °C(lit.)
• Boiling Point: 324.291 °C at 760 mmHg
• Flash Point: 164.138 °C
• Appearance: White to tan to gray/Crystalline Powder
• Density: 1.409 g/cm³
• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Soluble in ethanol and diethyl ether.
• PKA: 8.73±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 1930147
• CAS DataBase Reference: 3,5-Dihydroxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dihydroxybenzaldehyde(26153-38-8)
• EPA Substance Registry System: 3,5-Dihydroxybenzaldehyde(26153-38-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-37/39-26
• WGK Germany: 3
• HazardClass: IRRITANT, AIR SENSITIVE
• Hazardous Substances Data: 26153-38-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 26153-38-8 differently. You can refer to the following data:
1. 3,5-Dihydroxybenzaldehyde, is a benzaldehyde derivative, that can be used as a building block in the synthesis of more complex structures. It is used in the synthesis of Terbutaline, which is an important bronchodilator.
2. 3,5-Dihydroxybenzaldehyde is suitable for use in the synthesis of 3,5-dihydroxyphenylglycine (3,5-DHPG). It may be used in the synthesis of:fulgide73,5-bis(undeca-4,6-diynyloxy)benzaldehyde3,5-didodecyloxybenzaldehyde1′-methyl-1′,5′-dihydro-2′-(3,5-bis(undeca-4,6-diynyloxy)phenyl)-1H-pyrrolo[3′,4′:1,9](C60-Ih)[5,6]fullerene (F2D)

Description

3,5-Dihydroxybenzaldehyde is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activities.

Chemical Properties

White to tan to grey crystalline powder

General Description

Condensation of isopropyl ethers of p-hydroxyphenyl acetic acid and 3,5-dihydroxybenzaldehyde has been reported.

InChI:InChI=1/C7H6O3/c8-4-5-1-6(9)3-7(10)2-5/h1-4,9-10H

Upstream product

• 39192-49-9 3,5-diacetoxybenzoyl chloride 
• 29654-55-5 5-(hydroxymethyl)benzene-1,3-diol 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 501-36-0 (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol 
• 35354-29-1 3,5-diacetoxybenzoic acid 
• 861532-85-6 3,5-bis-methoxycarbonyloxy-benzoyl chloride 
• 65877-43-2 4'-methoxy-stilbene-3,5,3'-triol 
• 10028-15-6 ozone 
• 64-19-7 acetic acid 
• 856077-23-1 3,5-bis-methoxycarbonyloxy-benzaldehyde 
• 102-61-4 3,5-dihydroxystilbene 

Downstream Products

• 74186-01-9 2,3,5‐trihydroxybenzaldehyde 
• 129835-67-2 3-benzyloxy-5-hydroxybenzaldehyde 
• 160436-10-2 5,7,3′,5′-tetrahydroxyflavanone 
• 262851-81-0 3,5-bis(4',6'-dimethoxy-1',3',5'-triazin-2'-yloxy)benzaldehyde 
• 94169-64-9 3,5-diisopropyloxyphenylcarboxaldehyde 
• 763108-87-8 3,5-di(10-toluenesulfonyloxydecanoxy)benzaldehyde 
• 429686-85-1 1,3-Bis-[3-(2-benzyloxy-1-benzyloxymethyl-ethoxy)-2-(2-benzyloxy-1-benzyloxymethyl-ethoxymethyl)-propoxy]-5-ethynyl-benzene 

Relevant articles and documents

Synthesis of 3, 5 - dihydroxy benzaldehyde method (by machine translation)

The invention discloses a method for synthesizing 3, 5 - dihydroxy benzaldehyde of the method, the synthetic route is: first 3, 5 - dihydroxy benzoic acid sodium borohydride, dimethyl sulfate, boric acid under the action of the three methyl ester intermediate B obtained, then intermediate B in chromium trioxide and sulfuric acid to obtain compound under the action of the C, i.e. 3, 5 - dihydroxy benzaldehyde; reaction is: The invention of mild synthetic conditions, the reaction yield is high, and the process of the method is simple, the raw material is cheap, simple and convenient operation, is extremely suitable for industrial production, has a very wide range of industrial application and market value. (by machine translation)

Medicinal composition containing resveratrol and being capable of inhibiting drug-resisting staphylococcus aureus

The invention belongs to the field of pharmacy, and relates to compound 3, 4',5-trihydroxy-diphenyl (resveratrol) and applications of the compound 3, 4',5-trihydroxy-diphenyl (resveratrol) in preparing sensitivity enhancing medicines of methicillin-resistant staphylococcus aureus capable of resisting fluoroquinolones. The compound 3, 4',5- trihydroxy-diphenyl (resveratrol) is wide in distribution,at present, resveratrol has been found in plants of at least 21 families, 31 categories and 72 kinds, wherein the contents in grape, polygonum cuspidatum and peanut are relatively high, and no obvious toxic and side effects exist. The antibacterial test shows that the compound has the pharmacological activity of improving the sensitivity of the multidrug-resisting staphylococcus aureus for norfloxacin, especially aiming at the methicillin-resistant staphylococcus aureus SA1199B containing fluoroquinolones-resisting gene NorA, the MIC value of norfloxacin can be reduced by 16 times after the compound and norfloxacin are mixed for use, and further, the composition can be used for preparing antibiotic synergistic medicines.

Radical-induced oxidation of trans-resveratrol

trans-Resveratrol (RVT) (3,5,4′-trihydroxystilbene), a polyphenolic constituent of red wine, is thought to be beneficial in reducing the incidence of cardiovascular diseases, partly via its antioxidant properties. However, the mechanism of action by which trans-resveratrol displays its antioxidant effect has not been totally unravelled. This study aimed at establishing a comprehensive scheme of the reaction mechanisms of the direct scavenging of HO and O2- radicals generated by water gamma radiolysis. Aerated aqueous solutions of trans-RVT (from 10 to 100 μmol L-1) were irradiated with increasing radiation doses (from 25 to 400 Gy) and further analyzed by UV-visible absorption spectrophotometry for detection of trans-RVT oxidation products. Separation and quantification of RVT and its four oxidation products previously identified by mass spectrometry, i.e., piceatannol (PCT), 3,5-dihydroxybenzoic acid (3,5-DHBA), 3,5-dihydroxybenzaldehyde (3,5-DHB) and para-hydroxybenzaldehyde (PHB), were performed by HPLC/UV-visible spectrophotometry. Determination of the radiolytic yields of trans-RVT consumption and oxidation product formation has allowed us to establish balance between trans-RVT disappearance and the sum of oxidation products formation. Under our conditions, O2- radicals seemed to poorly initiate oxidation of trans-RVT, whereas the latter, whatever its initial concentration, quantitatively reacted with HO radicals, via a dismutation mechanism. Two reaction pathways involving HO-induced trans-RVT primary radicals have been proposed to explain the formation of the oxidation end-products of trans-RVT.