Vanillin

Catalog	ACM121335
CAS	121-33-5
Structure
Description	vanillin is a phenolic aldehyde, which is an organic compound with the molecular formula C8H8O3. Its functional groups include aldehyde, hydroxyl, and ether. It is the primary component of the extract of the vanilla bean. Synthetic vanillin is now used more often than natural vanilla extract as a flavoring agent in foods, beverages, and pharmaceuticals.vanillin and ethylvanillin are used by the food industry; ethylvanillin is more expensive, but has a stronger note. It differs from vanillin by having an ethoxy group (–O–CH2CH3) instead of a methoxy group (–O–CH3).Natural “vanilla extract” is a mixture of several hundred different compounds in addition to vanillin. Artificial vanilla flavoring is often a solution of pure vanillin, usually of synthetic origin. Because of the scarcity and expense of natural vanilla extract, synthetic preparation of its predominant component has long been of interest. The first commercial synthesis of vanillin began with the more readily available natural compound eugenol. Today, artificial vanillin is made either from guaiacol or lignin.Lignin-based artificial vanilla flavoring is alleged to have a richer flavor profile than oil-based flavoring; the difference is due to the presence of acetovanillone, a minor component in the lignin-derived product that is not found in vanillin synthesized from guaiacol.
Synonyms	4-Formyl-2-methoxyphenol
IUPAC Name	4-Hydroxy-3-methoxybenzaldehyde
Molecular Weight	152.15
Molecular Formula	C8H8O3
Canonical SMILES	COC1=C(C=CC(=C1)C=O)O
InChI	InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3
InChI Key	MWOOGOJBHIARFG-UHFFFAOYSA-N
Boiling Point	170 °C/15 mmHg(lit.)
Melting Point	81-83 °C(lit.)
Flash Point	147 °C
Purity	98%
Density	1.06 g/cm³
Solubility	Slightly soluble in water, soluble in organic solvents, oils
Appearance	Crystalline powder
Storage	2-8 °C
Exact Mass	152.047344113
Monoisotopic Mass	152.047344113
Odor	Pleasant aromatic vanilla odor
Physical State	Crystalline powder
Refractive Index	1.4850
Storage Conditions	2-8 °C
Topological Polar Surface Area	46.5 Ų