4-Hydroxybenzaldehyde
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- Molecular Formula: C7H6O2
- Molecular Weight: 122.123
- Appearance/Colour: yellow to light brown crystalline powder
- Vapor Pressure: 0.0171mmHg at 25°C
- Melting Point: 112-116°C(lit.)
- Refractive Index: 1.618
- Boiling Point: 246.6 °C at 760 mmHg
- Flash Point: 101.3 °C
- PSA: 37.30000
- Density: 1.226 g/cm3
- LogP: 1.20470
4-Hydroxybenzaldehyde(Cas 123-08-0) Usage
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Chemical Description |
4-hydroxybenzaldehyde is an organic compound with a hydroxyl group and an aldehyde group. |
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Chemical Composition and Structure |
4-Hydroxybenzaldehyde (4-HBA) is an organic compound belonging to the class of hydroxybenzaldehydes. It is characterized by a benzene ring with a hydroxyl group (-OH) and an aldehyde group (-CHO) attached at the para position. |
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Sources |
4-Hydroxybenzaldehyde is found naturally in plants such as Gastrodia elata (Tianma) and Vanilla planifolia (vanilla orchid). It can also be synthesized chemically. |
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Mechanism of Action |
4-Hydroxybenzaldehyde has been studied for its various biological activities, including its ability to inhibit GABA transaminase, modulate bacterial metabolism, and act as a flavoring agent. Its mechanism of action involves interactions with specific molecular targets, such as enzymes and receptors. |
InChI:InChI=1/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H
123-08-0 Relevant articles
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Brady,Jakobovits
, p. 767,769, 777 (1950)
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Selective synthesis of p-hydroxybenzaldehyde by liquid-phase catalytic oxidation of p-cresol
Rode, Chandrashekhar V.,Sonar, Mahesh V.,Nadgeri, Jayprakash M.,Chaudhari, Raghunath V.
, p. 873 - 878 (2004)
Liquid-phase oxidation of p-cresol over ...
Practical process for the air oxidation of cresols: Part B. evaluation of the laboratory-scale oxidation process
Barton, Benita,Logie, Catherine G.,Schoonees, Barbara M.,Zeelie, Bernard
, p. 70 - 79 (2005)
Mechanistic proposals and predictions ma...
Synthesis of Copolymers of N-Vinylpyrrolidone with Crotonic Acid Modified with 4-Oxybenzaldehyde
Solovskii,Borisenko,Tarabukina,Amirova
, p. 514 - 519 (2018)
Radical copolymerization of N-vinylpyrro...
A novel practical cleavage of tert-butyl esters and carbonates using fluorinated alcohols
Choy, Jason,Jaime-Figueroa, Saul,Lara-Jaime, Teresa
, p. 2244 - 2246 (2010)
Thermolytic cleavage of t-butyl esters a...
Increased para Selectivity in the Reimer-Tiemann Reaction by Use of Polyethylene Glycol as Complexing Agent
Neumann, Ronny,Sasson, Yoel
, p. 569 - 570 (1986)
The para selectivity of the Reimer-Tiema...
Novel and efficient oxidation of benzyl ethers to benzaldehydes by DMSO/49% aq. HBr
Naik, Ramesh,Pasha
, p. 1723 - 1726 (2007)
Dimethylsulfoxide (DMSO) oxidizes benzyl...
Total synthesis of the proposed structures of gladiosides I and II
Hussain, Nazar,Delar, Emmanilo,Piochon, Marianne,Groleau, Marie-Christine,Tebbji, Faiza,Sellam, Adnane,Déziel, Eric,Gauthier, Charles
, (2021)
Burkholderia gladioli is a Gram-negative...
Aqueous selective photocatalytic oxidation of salicyl alcohol by TiO2 catalysts: Influence of some physico-chemical features
Yurdakal, Sedat,Bellardita, Marianna,Pibiri, Ivana,Palmisano, Leonardo,Loddo, Vittorio
, p. 16 - 24 (2021)
Partial photocatalytic oxidation of sali...
Iron-Catalyzed Synthesis of the Hexahydrocyclopenta[c]furan Core and Concise Total Synthesis of Polyflavanostilbene B
Wang, Xujie,Liu, Fu,Yun, Juping,Feng, Ziming,Jiang, Jianshuang,Yang, Yanan,Zhang, Peicheng
, p. 10127 - 10131 (2018)
The first synthesis of polyflavanostilbe...
Oxidation of p-cresol to p-hydroxybenzaldehyde with molecular oxygen in the presence of CuMn-oxide heterogeneous catalyst
Wang, Feng,Yang, Guanyu,Zhang, Wei,Wu, Wenhai,Xu, Jie
, p. 633 - 638 (2004)
A high-yield synthesis of p-hydroxybenza...
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging
Fási, Laura,Di Meo, Florent,Kuo, Ching-Ying,Stojkovic Buric, Sonja,Martins, Ana,Kúsz, Norbert,Béni, Zoltán,Dékány, Miklós,Balogh, Gy?rgy Tibor,Pesic, Milica,Wang, Hui-Chun,Trouillas, Patrick,Hunyadi, Attila
, p. 1657 - 1668 (2019)
Cancer cells generally possess higher le...
Highly active nanostructured Co3O4 catalyst with tunable selectivity for liquid phase air oxidation of p-cresol
Kshirsagar, Vikas S.,Vijayanand, Subramanian,Potdar, Hari S.,Joy, Pattayil A.,Patil, Kashinath R.,Rode, Chandrashekhar V.
, p. 310 - 311 (2008)
This is a first report of highly efficie...
Enzymatic oxidative coupling of hydroxyphenylglycine derivatives
Guo, Zhi-Wei,Machiya, Koji,Ma, You-An,Sih, Charles J.
, p. 5679 - 5682 (1998)
In contrast to N-protected tyrosine deri...
Reduced Graphene Oxide Composite with Oxidizable Manganese/Cobalt Mixed Oxide for p-Cresol Oxidation by Using Molecular Oxygen
Jha, Ajay,Patil, Sagar H.,Solanki, Bhanu P.,Ribeiro, Ana P. C.,Castro, Carlos A. N.,Patil, Kashinath R.,Coronas, Alberto,Rode, Chandrashekhar V.
, p. 1164 - 1169 (2015)
A composite of graphene oxide (GO) with ...
Specific Catalysis by α-Cyclodextrin on the Dichlorocarbene Attack at Phenolate
Komiyama, Makoto,Hirai, Hidefumi
, p. 2053 - 2056 (1981)
A selsctive attack of dichlorocarbene at...
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Amakasu,T.,Sato,K.
, p. 1428 - 1432 (1967)
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FORMATION OF p-HYDROXYBENZOIC ACID FROM p-COUMARIC ACID BY CELL FREE EXTRACT OF LITHOSPERMUM ERYTHRORHIZON CELL CULTURES
Yazaki, Kazufumi,Heide, Lutz,Tabata, Mamoru
, p. 2233 - 2236 (1991)
The enzymatic formation of p-hydroxybenz...
Novel synthesis of Ag decorated TiO2 anchored on zeolites derived from coal fly ash for the photodegradation of bisphenol-A
Hlekelele, Lerato,Franklyn, Paul J.,Dziike, Farai,Durbach, Shane H.
, p. 1902 - 1912 (2018)
The disposal of millions of tons of coal...
Halicloic acids A and B isolated from the marine sponge Haliclona sp. collected in the Philippines inhibit indoleamine 2,3-dioxygenase
Williams, David E.,Steino, Anne,De Voogd, Nicole J.,Mauk, A. Grant,Andersen, Raymond J.
, p. 1451 - 1458 (2012)
Two new merohexaprenoids, halicloic acid...
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Kratzl,Billek
, p. 845,854 (1954)
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Selective oxidation of aromatic hydrocarbons by potassium and phosphorous-modified iron oxide-silica nanocomposite
Masoudian, Shahla,Monfared, Hassan Hosseini
, p. 37 - 43 (2012)
Supported iron catalysts are active for ...
Photochromism of the synthetic 4′,7-dihydroxyflavylium chloride
Figueiredo, Paulo,Lima, Jo?o C.,Santos, Helena,Wigand, Marie-Claude,Brouillard, Raymond,Ma?anita, António L.,Pina, Fernando
, p. 1249 - 1254 (1994)
The synthetic compound 4′,7-dihydroxyfla...
Metal incorporated Horseradish Peroxidase (HRP) catalyzed oxidation of resveratrol: Selective dimerization or decomposition
Li, Chang,Xu, Xiaofei,Lu, Jing,Wang, Lin,Pan, Yuanjiang
, p. 22976 - 22980 (2013)
Horseradish Peroxidase (HRP) is a commer...
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Hodgson,Jenkinson
, p. 469,470 (1929)
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BIOSYNTHESIS OF TUBERIN AND XANTHOCILLIN FROM TYROSINE
Herbert, Richard B.,Mann, Jonathan
, p. 4263 - 4266 (1984)
(2S)-Tyrosine (5) is incorporated stereo...
A highly stable zeotype mesoporous zirconium metal-organic framework with ultralarge pores
Feng, Dawei,Wang, Kecheng,Liu, Tian-Fu,Park, Jihye,Wei, Zhangwen,Bosch, Mathieu,Zhou, Hong-Cai,Su, Jie,Zou, Xiaodong,Yakovenko, Andrey
, p. 149 - 154 (2015)
Through topological rationalization, a z...
Copper and manganese: Two concordant partners in the catalytic oxidation of p-cresol to p-hydroxybenzaldehyde
Wang, Feng,Yang, Guan-Yu,Zhang, Wei,Wu, Wen-Hai,Xu, Jie
, p. 1172 - 1173 (2003)
Copper and manganese were found to be tw...
PHOTOCATALYTIC OXIDATION OF p-CRESOL IN AQUEOUS TITANUM DIOXIDE SUSPENSION
Brezova, Vlasta,Brandsteterova, Eva,Ceppan, Michal,Pies, Juraj
, p. 1285 - 1293 (1993)
The reaction products of the photocataly...
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Tsuji,Ohno
, p. 3969 (1965)
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Mechanism of the redox reaction of the aequorea green fluorescent protein (GFP)
Kojima, Satoshi,Hirano, Takashi,Niwa, Haruki,Ohashi, Mamoru,Inouye, Satoshi,Tsuji, Frederick I.
, p. 2875 - 2878 (1997)
A model compound, 4-(4-hydroxypheny])met...
Synthesis and antioxidant properties of a new lipophilic ascorbic acid analogue
Cotelle, Philippe,Cotelle, Nicole,Teissier, Elisabeth,Vezin, Herve
, p. 1087 - 1093 (2003)
4-(4-Hydroxyphenyl)-5-(4-hydroxyphenylme...
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Omura,Matsuura
, p. 1516 (1969)
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Template-guided selection of RNA ligands using imine-based dynamic combinatorial chemistry
Umuhire Juru, Aline,Cai, Zhengguo,Jan, Adina,Hargrove, Amanda E.
, p. 3555 - 3558 (2020)
This study establishes the applicability...
Acid-promoted reaction of the stilbene antioxidant resveratrol with nitrite ions: Mild phenolic oxidation at the 4′-hydroxystiryl sector triggering nitration, dimerization, and aldehyde-forming routes
Panzella, Lucia,De Lucia, Maria,Amalfitano, Carmine,Pezzella, Alessandro,Evidente, Antonio,Napolitano, Alessandra,D'Ischia, Marco
, p. 4246 - 4254 (2006)
In 0.1 M phosphate buffer, pH 3.0, and a...
The Enzyme-catalysed Electrochemical Conversion of p-Cresol into p-Hydroxybenzaldehyde
Hill, H. Allen O.,Oliver, B. Nigel,Page, David J.,Hopper, David J.
, p. 1469 - 1471 (1985)
The electrochemical oxidation of p-creso...
Absolute structures of C-glucosides of resveratrol oligomers from Shorea uliginosa
Ito, Tetsuro,Abe, Naohito,Oyama, Masayoshi,Iinuma, Munekazu
, p. 2516 - 2520 (2009)
Two C-glucosides of resveratrol dimers (...
Assignment of resonance Raman spectrum of photoactive yellow protein in its long-lived blue-shifted intermediate
Unno, Masashi,Kumauchi, Masato,Sasaki, Jun,Tokunaga, Fumio,Yamauchi, Seigo
, p. 2837 - 2845 (2003)
Photoactive yellow protein (PYP) is a ba...
A highly photosensitive covalent organic framework with pyrene skeleton as metal-free catalyst for arylboronic acid hydroxylation
Chen, Ying,Huo, Jianqiang,Zhang, Yubao
, (2022/03/16)
Covalent organic frameworks (COFs) have ...
Biocatalytic Cross-Coupling of Aryl Halides with a Genetically Engineered Photosensitizer Artificial Dehalogenase
Fu, Yu,Huang, Jian,Wu, Yuzhou,Liu, Xiaohong,Zhong, Fangrui,Wang, Jiangyun
supporting information, p. 617 - 622 (2021/02/03)
Devising artificial photoenzymes for abi...
Photocatalytic Reductive C-O Bond Cleavage of Alkyl Aryl Ethers by Using Carbazole Catalysts with Cesium Carbonate
Yabuta, Tatsushi,Hayashi, Masahiko,Matsubara, Ryosuke
, p. 2545 - 2555 (2021/02/01)
Methods to activate the relatively stabl...
SBA-15 Supported Silver Catalyst for the Efficient Aerobic Oxidation of Toluene Under Solvent-Free Conditions
Chen, Lei,Chen, Yanjiao,Dai, Xuan,Guo, Jiaming,Peng, Xinhua
, (2021/12/09)
The efficient SBA-15 supported silver ca...
123-08-0 Process route
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22068-49-1
4-(1,3-dithiolan-2-yl)phenol
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100-02-7,78813-13-5,89830-32-0
4-nitro-phenol
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3011-34-5
4-hydroxy-3-nitrobenzaldehyde
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123-08-0,65581-83-1
4-hydroxy-benzaldehyde
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4-[1,3]dithiolan-2-yl-2-nitro-phenol
| Conditions | Yield |
|---|---|
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With
bismuth(III) nitrate; water;
In
benzene;
at 20 ℃;
for 8h;
Product distribution;
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3943-97-3,19367-38-5,61240-27-5
methyl p-hydroxycinnamate
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100-02-7,78813-13-5,89830-32-0
4-nitro-phenol
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90729-87-6
3‐nitro‐p‐coumaric acid methyl ester
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C10 H11 ClO4
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123-08-0,65581-83-1
4-hydroxy-benzaldehyde
| Conditions | Yield |
|---|---|
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With
hydrogenchloride; water; dihydrogen peroxide; sodium hydroxide; sodium nitrite;
In
aq. buffer;
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123-08-0 Upstream products
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50-00-0
formaldehyd
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139-02-6
sodium phenoxide
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64-18-6
formic acid
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27914-73-4
4-acetoxybenzoyl chloride
123-08-0 Downstream products
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27559-50-8
(E)-3-(4-hydroxyphenyl)-N-phenylacrylamide
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500859-97-2
4-hydroxy-3-(piperidin-1-ylmethyl)benzaldehyde
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486-30-6
2-(4-hydroxyphenyl)-2-(piperidin-1-yl)acetonitrile
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3421-18-9
2,5-dimorpholinocyclohexa-2,5-diene-1,4-dione
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