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4-Hydroxybenzaldehyde

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Identification
Molecular formula
C7H6O2
CAS number
123-08-0
IUPAC name
4-hydroxybenzaldehyde
State
State

At room temperature, 4-Hydroxybenzaldehyde is a solid.

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.00
Boiling point (Celsius)
191.00
Boiling point (Kelvin)
464.00
General information
Molecular weight
122.12g/mol
Molar mass
122.1240g/mol
Density
1.2261g/cm3
Appearence

4-Hydroxybenzaldehyde appears as a white to pale yellow crystalline solid. It has a characteristic almond-like odor.

Comment on solubility

Solubility of 4-Hydroxybenzaldehyde (C7H6O2)

The solubility of 4-hydroxybenzaldehyde, also known as para-hydroxybenzaldehyde, is an interesting topic due to its unique chemical structure.

Key Points about Solubility:

  • Solvent Compatibility: 4-hydroxybenzaldehyde is sparingly soluble in water, which is characteristic of many organic compounds with hydrophobic properties.
  • Organic Solvents: It demonstrates considerably better solubility in organic solvents like ethanol, methanol, and ether. This is due to the ability of these solvents to provide a non-polar environment that complements the molecule's structure.
  • Temperature Influence: The solubility of 4-hydroxybenzaldehyde varies with temperature, as is common with most substances; typically, higher temperatures lead to increased solubility.
  • Hydrogen Bonding: The hydroxy (-OH) group in the molecule can engage in hydrogen bonding, which aids in its solubility in polar organic solvents.

Overall, while 4-hydroxybenzaldehyde shows limited solubility in water, its ability to dissolve in various organic solvents underscores its versatility in chemical applications.

Interesting facts

Interesting Facts about 4-Hydroxybenzaldehyde

4-Hydroxybenzaldehyde, also known as p-hydroxybenzaldehyde or p-hydroxybenzeneformaldehyde, is a fascinating aromatic compound that plays a vital role in both synthetic organic chemistry and the production of natural compounds.

Chemical Structure and Properties

This compound contains a benzene ring substituted with both a hydroxyl group (-OH) and an aldehyde group (-CHO), which imparts unique reactivity characteristics. Here are some key points about its structure:

  • The hydroxyl group contributes to its ability to engage in hydrogen bonding, enhancing solubility in polar solvents.
  • The aldehyde group is reactive, making it susceptible to nucleophilic addition reactions.
  • The positioning of these functional groups defines 4-hydroxybenzaldehyde’s properties and how it interacts with other molecules.

Applications

4-Hydroxybenzaldehyde has diverse applications in various fields, including:

  • Pharmaceuticals: It serves as a precursor in the synthesis of various medicinal compounds.
  • Dyes and Pigments: The compound is utilized in creating dyes, due to its chromophoric properties.
  • Flavor and Fragrance: It contributes to the formulation of flavorings, imparting a sweet, almond-like aroma.

Cultural and Historical Relevance

Interestingly, the significance of 4-hydroxybenzaldehyde extends beyond its chemical applications:

  • Historic Uses: Historically, it has been recognized for its presence in natural extracts such as the essential oils of certain plants.
  • Research and Studies: Ongoing research highlights its potential in developing new materials and studying reaction mechanisms.

In the realm of science, 4-hydroxybenzaldehyde exemplifies the intersection of organic chemistry and real-world applications, showcasing how even simple compounds can have far-reaching impacts on industry and research. Its versatility and importance in synthesizing more complex molecules highlight the intricate connections within chemical sciences.

Synonyms
4-hydroxybenzaldehyde
p-Hydroxybenzaldehyde
123-08-0
4-Formylphenol
Benzaldehyde, 4-hydroxy-
p-Formylphenol
p-Oxybenzaldehyde
Parahydroxybenzaldehyde
4-HYDROXY-BENZALDEHYDE
4-Hydroxy benzaldehyde
Benzaldehyde, p-hydroxy-
USAF M-6
4-formyl phenol
MFCD00006939
Para-Hydroxybenzaldehyde
4-Hydroxybenzenecarbonal
Hydroxybenzaldehyde
NSC 2127
EINECS 204-599-1
4hydroxybenzaldehyde
BRN 0471352
CCRIS 8911
p-Hydroxy-benzaldehyde
UNII-O1738X3Y38
CHEBI:17597
AI3-15366
NSC-2127
CHEMBL14193
DTXSID8059552
FEMA NO. 3984
P-HYDROXYBENZALDEHYDE [MI]
4-08-00-00251 (Beilstein Handbook Reference)
4-HYDROXYBENZALDEHYDE [FHFI]
O1738X3Y38
formylphenol
pFormylphenol
pOxybenzaldehyde
4Formylphenol
PARA-HYDROXY BENZALDEHYDE
4-formyl-phenol
p-hydroxibezaldehyde
p-hydroxybenzaldehye
4-Hydroxybenzaldehyde; Bisoprolol Fumarate Imp. S (EP); Bisoprolol Imp. S (EP); Bisoprolol Fumarate Impurity S; Bisoprolol Impurity S
4-hydoxybenzaldehyde
4-hydroxybenzaldehyd
4-hydroxybezaldehyde
4-Hydroxybenzaldehye
4-hydroxibenzaldehyde
4-hydroxylbenzaldehyde
p-hydroxy benzaldehyde
Benzaldehyde, phydroxy
4--hydroxybenzaldehyde
p-hydroxyl benzaldehyde
Benzaldehyde, 4hydroxy
4-hydroxyl benzaldehyde
4-hydroxy- benzaldehyde
PYRILAMINE_met038
WLN: VHR DQ
bmse000259
bmse000582
bmse010005
SCHEMBL37193
4-Hydroxybenzaldehyde, 98%
BIDD:ER0339
p-Hydroxybenzaldehyde, Pract.
4-Hydroxybenzaldehyde, >=97%
DTXCID7033787
p-Hydroxybenzaldehyde (Standard)
CHEBI:24673
GTPL13597
HY-Y0313R
HYDROXYBENZALDEHYDE [INCI]
NSC2127
1k03
DTXSID001018157
BCP26952
CS-D1179
HY-Y0313
STR00705
4-Hydroxybenzaldehyde, >=97%, FG
BDBM50177411
BR1235
s6008
STK188428
AKOS000119184
AC-2984
DB03560
FH02556
PS-3635
NCGC00188243-01
NCGC00188243-02
4-Hydroxybenzaldehyde, analytical standard
BP-30158
SY003489
4-Hydroxybenzaldehyde, >=95.0% (HPLC)
DB-003763
H0198
NS00014566
EN300-18030
C00633
AB-131/40191192
BISOPROLOL FUMARATE IMPURITY S [EP IMPURITY]
Q1953888
4-Hydroxybenzaldehyde, Vetec(TM) reagent grade, 95%
Z57127520
F2190-0635
p-Hydroxybenzaldehyde;4-Formylphenol;p-Formylphenol;Bisoprolol Fumarate EP Impurity S
204-599-1