Vanillin
C8H8O3, 152.149 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.
Identifiers
- Molecular formula
- C₈H₈O₃
- Molecular weight
- 152.149 g/mol
- Exact mass
- 152.047344 g/mol
- COc1cc(C=O)ccc1O
- InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3
- MWOOGOJBHIARFG-UHFFFAOYSA-N
Measured properties
Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.
- Boiling Point
- 545 °F at 760 mmHg (NTP, 1992)
- 285 °C
- 285.00 to 286.00 °C. @ 760.00 mm Hg
- 285 °C
- 285 °C
- Melting Point
- 178 to 181 °F (NTP, 1992)
- 81-83 °C
- 81.5 °C
- 81-83 °C
- Flash Point
- 153 °C (307 °F) - closed cup
- 153 °C c.c.
- Solubility
- Slightly soluble (NTP, 1992)
- In water, 1.102X10+4 mg/L at 25 °C
- In water >2%; in ethanol is 1:2 vanillin:ethanol. Freely soluble in chloroform, ether, in solutions of fixed alkali hydroxides; solutions in glycerin and hot water.
- Soluble in 125 parts water, 20 parts glycerin, 2 parts 95% alcohol, chloroform, ether.
- Very soluble in ethanol, diethyl ether, acetone; soluble in benzene, ligroin
- 11 mg/mL at 25 °C
- Solubility in water, g/100ml at 25 °C: 1.0
- slightly soluble in water; soluble in organic solvents, oils
- freely soluble (in ethanol)
- Density
- 1.056 at 68 °F (NTP, 1992) - Denser than water; will sink
- 1.056
- 1.06 g/cm³
- Vapor Pressure
- 1 mmHg at 225 °F (NTP, 1992)
- 0.000118 [mmHg]
- 1.18X10-4 mm Hg at 25 °C
- Vapor pressure, Pa at 25 °C: (negligible)
- LogP
- log Kow = 1.37
- 1.21
- 1.21
- 1.03
Calculated properties
Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.
- logP
- 1.2133
- Topological polar surface area
- 46.53 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Rotatable bonds
- 2
- Molar refractivity
- 40.0463 cm³/mol
- Fraction sp³ carbons
- 0.125
- QED drug-likeness
- 0.6477
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 11
- Total atoms, hydrogen included
- 19
- Rings
- 1
- Aromatic rings
- 1
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Aldehyde
Phenol
Ether
Aromatic ring
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
Other names for it
The sources also call it 4-Hydroxy-3-methoxybenzaldehyde, Vanillic aldehyde, Vanillaldehyde, p-Vanillin, Vanilline, Lioxin, 3-Methoxy-4-hydroxybenzaldehyde, 4-Hydroxy-3-methoxy-benzaldehyde, Benzaldehyde, 4-hydroxy-3-methoxy-, 4-Hydroxy-m-anisaldehyde, 2-Methoxy-4-formylphenol, Zimco.
Structurally related
Where these values came from
chemistry engine
What this page does not claim
The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.
Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.