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Vanillin ethyl ether

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Identification
Molecular formula
C9H10O3
CAS number
121-32-4
IUPAC name
3-ethoxy-4-hydroxy-benzaldehyde
State
State

At room temperature, this compound is typically solid.

Melting point (Celsius)
36.00
Melting point (Kelvin)
309.15
Boiling point (Celsius)
299.00
Boiling point (Kelvin)
572.15
General information
Molecular weight
166.18g/mol
Molar mass
166.1750g/mol
Density
1.1874g/cm3
Appearence

Vanillin ethyl ether appears as a white to light yellow crystalline solid. It has a pleasant, sweet odor reminiscent of vanilla.

Comment on solubility

Solubility of 3-ethoxy-4-hydroxy-benzaldehyde

3-ethoxy-4-hydroxy-benzaldehyde, a compound featuring both an ethoxy group and a hydroxyl group, showcases unique solubility characteristics. Its solubility is influenced by the presence of polar functional groups and the aromatic nature of the benzaldehyde unit. Here are some key points regarding its solubility:

  • Polar and Nonpolar Interactions: The ethoxy group contributes to its polar nature, while the benzaldehyde moiety provides hydrophobic characteristics.
  • Solvents: It is likely to be soluble in polar solvents such as alcohols (e.g., ethanol and methanol) and may exhibit limited solubility in nonpolar solvents like hexane.
  • Hydrogen Bonding: The hydroxyl (-OH) group can engage in hydrogen bonding with water molecules, enhancing solubility in aqueous environments.
  • Temperature Dependency: As with many organic compounds, solubility may increase with temperature due to enhanced molecular motion, promoting interactions with solvent molecules.

In conclusion, while 3-ethoxy-4-hydroxy-benzaldehyde displays moderate solubility characteristics, its effective solubility will depend significantly on the solvent used and the prevailing conditions, such as temperature. This compound exemplifies the complex interplay between structural features and solubility behavior.

Interesting facts

Interesting Facts about 3-Ethoxy-4-hydroxy-benzaldehyde

3-Ethoxy-4-hydroxy-benzaldehyde, also known in some contexts as a key intermediate in organic synthesis, exhibits a fascinating blend of functionality due to the combinations of various chemical groups present in its structure. This compound can be particularly noteworthy in the realm of medicinal chemistry and organic synthesis.

Key Functionalities

  • Ethoxy Group: The presence of the ethoxy group enhances the solubility of the compound in organic solvents and can influence its reactivity.
  • Hydroxy Group: This hydroxyl functional group confers strong hydrogen bonding capabilities, allowing for interesting interaction with other molecules.
  • Aldehyde Group: The aldehyde functionality can participate in nucleophilic addition reactions, making it a valuable precursor in creating more complex organic materials.

Applications and Significance

This compound is not only significant in academic research but also has a place in various applications:

  • Organic Synthesis: Utilized as a building block for synthesizing other complex organic compounds.
  • Pharmaceuticals: Potential applications in drug design due to its bioactive properties.
  • Natural Products: It mimics the structures of certain naturally occurring compounds, contributing to natural product synthesis.

Quote from a Renowned Chemist

As a prominent chemist once said, “The beauty of organic chemistry lies in the diversity of molecular structures and the creativity required to synthesize them.” 3-Ethoxy-4-hydroxy-benzaldehyde exemplifies this sentiment perfectly.

In summary, 3-ethoxy-4-hydroxy-benzaldehyde represents an intriguing compound with numerous possibilities in both scientific pursuit and practical application, showcasing the versatility and depth of organic chemistry.

Synonyms
3-Ethoxy-4-hydroxybenzaldehyde
ETHYL VANILLIN
Ethylvanillin
121-32-4
Ethylprotal
Bourbonal
Vanillal
Ethavan
Ethovan
Vanirom
Vanilal
Benzaldehyde, 3-ethoxy-4-hydroxy-
4-Hydroxy-3-ethoxybenzaldehyde
Quantrovanil
Ethyl protal
Rhodiarome
Vanirome
Protocatechuic aldehyde ethyl ether
Vanillin, ethyl-
2-Ethoxy-4-formylphenol
3-Ethoxyprotocatechualdehyde
FEMA No. 2464
Arovanillon
Ethylprotocatechuic aldehyde
Vanbeenol
Ethyl vanillin (NF)
Ethyl vanillin [NF]
MFCD00006944
CCRIS 1346
HSDB 945
ethyl-vanillin
Ethylprotocatechualdehyde-3-ethyl ether
Vanillin,ethyl
3-ETHOXY-4-HYDROXY-BENZALDEHYDE
UNII-YC9ST449YJ
NSC 1803
NSC-1803
EINECS 204-464-7
Ethyl protocatechuic aldehyde
YC9ST449YJ
NSC-67240
BRN 1073761
3-ethoxy-4-hydroxy benzaldehyde
DTXSID5021968
CHEBI:48408
AI3-00786
Protocatechuic aldehyde 3-ethyl ether
J2.006K
ETHYL VANILLIN [II]
ETHYL VANILLIN [MI]
ETHYL VANILLIN [FCC]
ETHYL VANILLIN [FHFI]
ETHYL VANILLIN [HSDB]
VANILLIN,ETHYL [VANDF]
DTXCID901968
ETHYL VANILLIN [MART.]
ETHYL VANILLIN [USP-RS]
ETHYL VANILLIN [WHO-DD]
EC 204-464-7
NCGC00091583-02
WLN: VHR DQ CO2
ETHYL VANILLIN (II)
ETHYL VANILLIN (MART.)
ETHYL VANILLIN (USP-RS)
Quantrovanil, Vanillal
CAS-121-32-4
Aethylvanillin
Vanillin, ethyl
2Ethoxy4formylphenol
BOUBONAL
Bourbonal ethyl protal
Ethyl vanillin, USAN?
FEMA Number 2464
Ethylvanillin (Standard)
Ethyl protocatechualdehyde
3Ethoxyprotocatechualdehyde
3Ethoxy4hydroxybenzaldehyde
4Hydroxy3ethoxybenzaldehyde
SCHEMBL30247
3ethoxy-4-hydroxybenzaldehyde
Benzaldehyde, 3ethoxy4hydroxy
MLS002454403
BIDD:ER0329
ETHYL VANILLIN [INCI]
3-ethoxyl-4-hydroxybenzaldhyde
5-ethoxy-4-hydroxybenzaldehyde
CHEMBL508676
Ethyl vanillin (Rhodiarome(R))
FEMA 2464
HY-B0940R
MSK3355
NSC1803
GLXC-10438
HMS2267D23
Ethyl vanillin, analytical standard
HY-B0940
NSC67240
Ethylprotocatechualdehyde3ethyl ether
Tox21_113535
Tox21_202125
Tox21_302903
BBL023011
s4568
STK353630
3-(Ethoxy-d5)-4-hydroxybenzaldehyde
Ethyl vanillin, >=98%, FCC, FG
AKOS000119395
CCG-213720
CS-4409
FE34406
PS-4030
NCGC00091583-01
NCGC00091583-03
NCGC00091583-04
NCGC00256500-01
NCGC00259674-01
AC-10881
Ethyl proto-catechualdehyde-3-ethyl ether
NCI60_001511
SMR001252229
SY011364
DB-061895
E0050
NS00008588
EN300-18278
D01086
D70878
AB00949623_05
Q416958
SR-01000865052
SR-01000865052-2
3-Ethoxy-4-hydroxybenzaldehyde, ReagentPlus(R), 99%
BRD-K82104468-001-05-0
Z57772443
F2190-0622
3-Ethoxy-4-hydroxybenzaldehyde, Vetec(TM) reagent grade, 99%
Ethyl vanillin, United States Pharmacopeia (USP) Reference Standard
Ethyl vanillin, Pharmaceutical Secondary Standard; Certified Reference Material