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Salicylaldehyde

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Identification
Molecular formula
C7H6O2
CAS number
90-02-8
IUPAC name
2-hydroxybenzaldehyde
State
State

At room temperature, salicylaldehyde is a liquid.

Melting point (Celsius)
-7.00
Melting point (Kelvin)
266.15
Boiling point (Celsius)
196.00
Boiling point (Kelvin)
469.15
General information
Molecular weight
122.12g/mol
Molar mass
122.1240g/mol
Density
1.1730g/cm3
Appearence

Salicylaldehyde is a colorless to pale yellow oily liquid with a characteristic almond-like odor.

Comment on solubility

Solubility of 2-Hydroxybenzaldehyde

2-Hydroxybenzaldehyde, also known as salicylaldehyde, exhibits notable solubility characteristics that are interesting to consider. This compound, with the chemical formula C7H6O2, is primarily soluble in organic solvents and water, allowing for diverse applications in the field of chemistry.

Solubility Insights:

  • Water Solubility: 2-Hydroxybenzaldehyde has a moderate solubility in water, approximately 2.5 g/L at 25 °C. The presence of the hydroxyl group (-OH) contributes to its ability to hydrogen bond with water molecules, enhancing its solubility.
  • Organic Solvents: This compound is quite soluble in common organic solvents such as ethanol, ether, and chloroform. The hydrophobic aromatic ring provides suitable interactions with organic solvents, facilitating its dissolution.
  • Temperature Variations: It is important to note that solubility can vary with temperature. As the temperature increases, solubility in water and organic solvents may also increase, which is a common trend for many organic compounds.

In summary, 2-hydroxybenzaldehyde is primarily soluble in organic solvents and moderately soluble in water due to its functional groups that promote interactions with both polar and non-polar environments. This dual solubility profile makes it a valuable compound in various chemical applications.

Interesting facts

Exploring 2-Hydroxybenzaldehyde

2-Hydroxybenzaldehyde, also known as salicylaldehyde, is a fascinating compound that plays a crucial role in various chemical processes and applications. With its molecular structure containing both an aldehyde and a hydroxyl group, it combines the properties of both functional groups, making it a valuable compound in organic chemistry.

Key Facts about 2-Hydroxybenzaldehyde

  • Natural Occurrence: 2-Hydroxybenzaldehyde is found in plants and is notably present in the bark of willow trees, making it relatable to those interested in natural compounds.
  • Fragrance: The compound has a sweet, pleasant aroma reminiscent of the scent of almonds or cherries, which has led to its use in the fragrance industry as a flavoring agent.
  • Chemical Reactions: This compound serves as a versatile intermediate in synthesis, often participating in reactions such as the formation of salicylic acid, a precursor for aspirin.
  • Applications in Medicine: Beyond its use in fragrances, 2-hydroxybenzaldehyde has significance in medicinal chemistry and biochemistry, where it can be involved in the synthesis of various pharmaceuticals.
  • Research Importance: Chemists often study and utilize 2-hydroxybenzaldehyde to understand reaction pathways, solvent interactions, and its behavior in various chemical environments.

In a broader context, the study of compounds like 2-hydroxybenzaldehyde enhances our understanding of chemical reactivity and functional group interactions, having implications in multiple fields including agricultural, medicinal, and industrial chemistry. As one delves into the world of organic synthesis, 2-hydroxybenzaldehyde stands as a key example of how simple structural components collaborate to create complex outcomes.

Synonyms
SALICYLALDEHYDE
2-Hydroxybenzaldehyde
90-02-8
o-Hydroxybenzaldehyde
o-Formylphenol
Salicylal
2-Formylphenol
Salicylic aldehyde
Benzaldehyde, 2-hydroxy-
Salicyladehyde
Salicylaldehyd
Salizylaldehyd
Benzaldehyde, o-hydroxy-
2-HYDROXY-BENZALDEHYDE
FEMA No. 3004
MFCD00003317
NSC 49178
CCRIS 7451
HSDB 721
salicylylaldehyde
EINECS 201-961-0
UNII-17K64GZH20
BRN 0471388
DTXSID1021792
CHEBI:16008
2-hydroxy benzaldehyde
AI3-02174
17K64GZH20
NSC-49178
CHEMBL108925
DTXCID001792
EC 201-961-0
4-08-00-00176 (Beilstein Handbook Reference)
NSC-83559
NSC-83560
NSC-83561
NSC-83562
NSC-97202
NSC-112278
Benzaldehyde, hydroxy-
salicyl aldehyde
CAS-90-02-8
27761-48-4
2-Hydroxy(formyl-~13~C)benzaldehyde
2-(~2~H)Hydroxy(formyl-~2~H_5_)benzaldehyde
Salicylylal
hydroxylbenzaldehyde
hydroxy benzaldehyde
Dembrexine Hydrochloride Monohydrate Imp. D (EP); Dembrexine Imp. D (EP); 2-Hydroxybenzaldehyde; Salicylaldehyde; Dembrexine Hydrochloride Monohydrate Impurity D; Dembrexine Impurity D
hydroxyl benzaldehyde
2-hyroxy-benzaldehyde
2-oxidanylbenzaldehyde
o-hydroxy benzaldehyde
Salicylaldehyde, 8CI
2- hydroxybenzaldehyde
2'-Hydroxybenzaldehyde
Benzaldehyde, o-hydroxy
benzaldehyde, 2-hydroxy
WLN: VHR BQ
bmse000677
SALICYLALDEHYDE [MI]
SCHEMBL15395
SALICYLALDEHYDE [FCC]
SALICYLALDEHYDE [FHFI]
SALICYLALDEHYDE [HSDB]
Salicylaldehyde, >=98%, FG
FEMA 3004
Salicylaldehyde, p.a., 99.0%
BCP31374
CS-D1188
GNA45802
NSC49178
Salicylaldehyde, analytical standard
Tox21_201737
Tox21_302929
BDBM50139367
NSC187662
Salicylaldehyde, reagent grade, 98%
STL194289
AKOS000119187
2-hydroxybenzaldehyde (salicylaldehyde)
FS34067
NSC-187662
NCGC00249108-01
NCGC00256460-01
NCGC00259286-01
AS-13997
NS00013184
S0275
Salicylaldehyde, redist., >=99.0% (GC)
EN300-18033
C06202
A843413
Q414492
Z57127523
F2190-0607
2-Hydroxybenzaldehyde;o-Hydroxybenzaldehyde;o-Formylphenol
InChI=1/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9
201-961-0