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Salicylaldehyde information


Salicylic aldehyde
Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
Names
Preferred IUPAC name
2-Hydroxybenzaldehyde[1]
Other names
Salicylaldehyde
Salicylic aldehyde
o-Hydroxybenzaldehyde
Identifiers
CAS Number
  • 90-02-8 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
471388
ChEBI
  • CHEBI:16008 checkY
ChEMBL
  • ChEMBL108925 checkY
ChemSpider
  • 13863618 checkY
ECHA InfoCard 100.001.783 Edit this at Wikidata
EC Number
  • 201-961-0
Gmelin Reference
3273
KEGG
  • C06202
PubChem CID
  • 6998
UNII
  • 17K64GZH20 checkY
CompTox Dashboard (EPA)
  • DTXSID1021792 Edit this at Wikidata
InChI
  • InChI=1S/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9H checkY
    Key: SMQUZDBALVYZAC-UHFFFAOYSA-N checkY
  • InChI=1/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9H
    Key: SMQUZDBALVYZAC-UHFFFAOYAD
SMILES
  • O=Cc1ccccc1O
Properties
Chemical formula
C7H6O2
Molar mass 122.123 g·mol−1
Density 1.146 g/cm3
Melting point −7 °C (19 °F; 266 K)
Boiling point 196 to 197 °C (385 to 387 °F; 469 to 470 K)
Magnetic susceptibility (χ)
-64.4·10−6 cm3/mol
Hazards[2]
GHS labelling:
Pictograms
GHS07: Exclamation markGHS09: Environmental hazard
Signal word
Warning
Hazard statements
H302, H315, H317, H319, H335, H411
Precautionary statements
P280, P305+P351+P338
Safety data sheet (SDS) [2]
Related compounds
Related compounds
Salicylic acid
Benzaldehyde
Salicylaldoxime
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Salicylic aldehyde (2-hydroxybenzaldehyde) is an organic compound with the formula C6H4OH(CHO).[3][4] Along with 3-hydroxybenzaldehyde and 4-hydroxybenzaldehyde, it is one of the three isomers of hydroxybenzaldehyde. This colorless oily liquid has a bitter almond odor at higher concentration. Salicylaldehyde is a precursor to coumarin and a variety of chelating agents.

  1. ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 652. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ a b Sigma-Aldrich Co., Salicylaldehyde. Retrieved on 2018-05-24.
  3. ^ Merck Index, 11th Edition, 8295
  4. ^ Maliverney, Christian; Mulhauser, Michel (2000). "Hydroxybenzaldehydes". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.0825041813011209.a01. ISBN 978-0-471-48494-3.

and 24 Related for: Salicylaldehyde information

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Salicylaldehyde

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odor at higher concentration. Salicylaldehyde is a precursor to coumarin and a variety of chelating agents. Salicylaldehyde is produced by condensation...

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Salicin

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precursor to salicylaldehyde. Salicin hydrolyses into β-d-glucose and salicyl alcohol (saligenin). Salicyl alcohol can be oxidized into salicylaldehyde and salicylate...

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Salicylaldehyde dehydrogenase

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In enzymology, a salicylaldehyde dehydrogenase (EC 1.2.1.65) is an enzyme that catalyzes the chemical reaction salicylaldehyde + NAD+ + H2O ⇌ {\displaystyle...

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Salen ligand

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Salen refers to a tetradentate C2-symmetric ligand synthesized from salicylaldehyde (sal) and ethylenediamine (en). It may also refer to a class of compounds...

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Salicylaldoxime

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compound described by the formula C6H4CH=NOH-2-OH. It is the oxime of salicylaldehyde. This crystalline, colorless solid is a chelator and sometimes used...

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Benzofuran

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methods in the laboratory. Notable examples include: O-alkylation of salicylaldehyde with chloroacetic acid followed by dehydration (cyclication) of the...

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Castoreum

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4-methylcatechol, 4-methoxyacetophenone, 5-methoxysalicylic acid, salicylaldehyde, and 3-hydroxybenzoic acid. There are also oxygen-containing monoterpenes...

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Gattermann reaction

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reaction (also known as the Gattermann formylation and the Gattermann salicylaldehyde synthesis) is a chemical reaction in which aromatic compounds are formylated...

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Chloroacetic acid

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Illustrative of its usefulness in organic chemistry is the O-alkylation of salicylaldehyde with chloroacetic acid, followed by decarboxylation of the resulting...

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Catechol

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C6H5OH + H2O2 → C6H4(OH)2 + H2O It can be produced by reaction of salicylaldehyde with base and hydrogen peroxide (Dakin oxidation), as well as the hydrolysis...

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Grignard reagent

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derivative is susceptible to formylation by paraformaldehyde to give salicylaldehyde. Like organolithium compounds, Grignard reagents are useful for forming...

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Helicin

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Helicin is the O-glucoside of salicylaldehyde. Zenk, M.H. (1967). "Pathways of salicyl alcohol and salicin formation in Salix purpurea L.". Phytochemistry...

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C7H6O2

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u) may refer to: Benzoic acid 1,3-Benzodioxole Hydroxybenzaldehyde Salicylaldehyde (2-hydroxybenzaldehyde) 3-Hydroxybenzaldehyde 4-Hydroxybenzaldehyde...

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Imine

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Particularly popular examples are found with Schiff base ligands derived from salicylaldehyde, the salen ligands. Metal-catalyzed reactions of imines proceed through...

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Crystal violet lactone

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Reversible photochromism of a crystal violet lactone salicylaldehyde hydrazone Zn(II) complex dissolved in dichloromethane...

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Buckwheat

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the buckwheat plant. It has almost no levels of inorganic arsenic. Salicylaldehyde (2-hydroxybenzaldehyde) was identified as a characteristic component...

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Hydroxybenzaldehyde

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Hydroxybenzaldehydes are phenolic aldehydes. The term may refer to: Salicylaldehyde (2-hydroxybenzaldehyde) 3-Hydroxybenzaldehyde 4-Hydroxybenzaldehyde...

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Perkin reaction

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versions exist, including decarboxylation without acetic group transfer. Salicylaldehyde converted to coumarin using acetic anhydride with acetate as base....

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Musk beetle

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legs articulation. The secretion was formerly supposed to contain salicylaldehyde or a salicylic ether, but there is now evidence that it consists instead...

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Casiraghi formylation

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organic synthesis, the Casiraghi formylation is the formation of a salicylaldehyde from a phenol and paraformaldehyde. The reaction requires a strong...

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Coumarin

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prepared by a number of name reactions, with the Perkin reaction between salicylaldehyde and acetic anhydride being a popular example. The Pechmann condensation...

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Copper in biology

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breast cancer, and kidney cancer. The copper complex of a synthetic salicylaldehyde pyrazole hydrazone (SPH) derivative induced human umbilical endothelial...

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Acridine

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vapours of orthoaminodiphenylmethane over heated litharge, by heating salicylaldehyde with aniline and zinc chloride or by distilling acridone (9-position...

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List of biomolecules

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RNA - Ribonucleic acid RNA polymerase RuBisCO Ribosomal RNA Safrole Salicylaldehyde Salicylic acid Salvinorin-A – C23H28O8 Saponin Secretin Selenocysteine...

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