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Chemical Structure| 100-83-4 Chemical Structure| 100-83-4
Chemical Structure| 100-83-4

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CAS No.: 100-83-4

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3-Hydroxybenzaldehyde is a precursor to phenolic compounds, produced by the dehydrogenation of 3-hydroxybenzyl-alcohol by enzymes such as aldehyde dehydrogenase (ALDH), and it serves as a substrate for aldehyde dehydrogenases (ALDH) in rats and humans. It has vascular protective effects.

Synonyms: M-Hydroxybenzaldehyde; 3-HBA

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Product Details of 3-Hydroxybenzaldehyde

CAS No. :100-83-4
Formula : C7H6O2
M.W : 122.12
SMILES Code : O=CC1=CC=CC(O)=C1
Synonyms :
M-Hydroxybenzaldehyde; 3-HBA
MDL No. :MFCD00003368

Safety of 3-Hydroxybenzaldehyde

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 3-Hydroxybenzaldehyde

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 100-83-4 ]
  • Downstream synthetic route of [ 100-83-4 ]

[ 100-83-4 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 100-83-4 ]
  • [ 20035-32-9 ]
YieldReaction ConditionsOperation in experiment
35.5 g With bromine In dichloromethane; water at 0℃; Inert atmosphere Reaction step: 35.4 g of 3-hydroxybenzaldehyde and 212 ml of dichloromethane were added to a clean reaction vessel, and the mixture was replaced with vacuum nitrogen three times, stirred and cooled to below 0 ° C, 35.4 g of liquid bromine was added dropwise, and 250 ml of water was added after completion of the reaction. Adjust the pH to neutral with liquid alkali, filter by cooling, add 354ml of wet product toluene to dissolve, separate the water layer, warm the organic phase to reflux, filter by temperature, and dry to obtain 4-bromo-3-hydroxy-benzaldehyde 35.5. g.
References: [1] Synthetic Communications, 2010, vol. 40, # 5, p. 647 - 653.
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 4, p. 1285 - 1302.
[3] Patent: CN109053443, 2018, A, . Location in patent: Paragraph 0025; 0034; 0051-0054; 0059; 0074-0077; 0097-0100.
  • 2
  • [ 100-83-4 ]
  • [ 2973-80-0 ]
  • [ 3111-51-1 ]
  • [ 20035-32-9 ]
References: [1] Tetrahedron, 2010, vol. 66, # 34, p. 6928 - 6935.
  • 3
  • [ 100-83-4 ]
  • [ 2973-80-0 ]
  • [ 20035-32-9 ]
References: [1] Chemistry - A European Journal, 2007, vol. 13, # 30, p. 8543 - 8563.
  • 4
  • [ 100-83-4 ]
  • [ 1206800-24-9 ]
References: [1] Organic Process Research and Development, 2014, vol. 18, # 4, p. 501 - 510.
 

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Technical Information

? Acidity of Phenols ? Alkyl Halide Occurrence ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Chan-Lam Coupling Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Chaykovsky Reaction ? Corey-Fuchs Reaction ? Electrophilic Substitution of the Phenol Aromatic Ring ? Etherification Reaction of Phenolic Hydroxyl Group ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? Grignard Reaction ? Halogenation of Phenols ? Hantzsch Dihydropyridine Synthesis ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Julia-Kocienski Olefination ? Knoevenagel Condensation ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Mukaiyama Aldol Reaction ? Nozaki-Hiyama-Kishi Reaction ? Oxidation of Phenols ? Passerini Reaction ? Paternò-Büchi Reaction ? Pechmann Coumarin Synthesis ? Petasis Reaction ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reformatsky Reaction ? Reimer-Tiemann Reaction ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Stetter Reaction ? Stobbe Condensation ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

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