Methoxybenzaldehydes

Methoxybenzaldehydes
Surname	2-methoxybenzaldehyde	3-methoxybenzaldehyde	4-methoxybenzaldehyde
other names	o -methoxybenzaldehyde	m -methoxybenzaldehyde	p -methoxybenzaldehyde anisaldehyde
Structural formula
CAS number	135-02-4	591-31-1	123-11-5
PubChem	8658	11569	31244
Molecular formula	C 8 H 8 O 2
Molar mass	136.15 g mol −1
Physical state	firmly	liquid
Brief description		yellowish liquid with a pleasant odor	yellowish liquid with a characteristic odor
density	1.127 g cm −3	1.12 g cm −3	1.12 g cm −3
Melting point	34-40 ° C	3-4 ° C	0-2 ° C
boiling point	238 ° C	230-233 ° C	247-249 ° C
solubility	Practically insoluble in water, soluble in ethanol and ether
GHS labeling	no GHS pictograms	no GHS pictograms	no GHS pictograms
H and P phrases	no H-phrases	no H-phrases	no H-phrases
	no P-phrases	no P-phrases	no P-phrases

In chemistry, methoxybenzaldehydes form a group of substances that are derived from both benzaldehyde and anisole . The structure consists of a benzene ring with attached aldehyde  (-CHO) and methoxy groups  (-OCH ₃ ) as substituents . Their different arrangement results in three constitutional isomers with the empirical formula C ₈ H ₈ O ₂ . First and foremost, they can be viewed as methoxy-substituted benzaldehydes. 4-Methoxybenzaldehyde is mainly known by its common name anisaldehyde . In the English-language literature, the term anisaldehyde ( anisaldehyde ) is also used for the 2- and 3-methoxybenzaldehydes.

Individual evidence

1. ↑ ^{a b c d e} Entry on 3-methoxybenzaldehyde in the GESTIS substance database of the IFA , accessed on April 3, 2019(JavaScript required) .
2. ↑ ^{a b c d e f} Entry on 4-methoxybenzaldehyde in the GESTIS substance database of the IFA , accessed on April 3, 2019(JavaScript required) .
3. ↑ ^{a b c d} data sheet 2-Methoxybenzaldehyde from Sigma-Aldrich , accessed on April 3, 2019 ( PDF ).
4. ↑ CRC Handbook of Tables for Organic Compound Identification , Third Edition, 1984, ISBN 0-8493-0303-6 .
5. ↑ Entry on o-anisaldehyde at ChemBlink , accessed on December 28, 2019.

Web links

Commons : Methoxybenzaldehyde  - Collection of images, videos and audio files

• Freepatentsonline: Process for preparing a methoxybenzaldehyde from the corresponding phenolic benzaldehyde

See also

• Methoxybenzyl alcohols
• Methoxybenzoic acids
• Methoxyacetophenone C ₉ H ₁₀ O ₂ (3 isomers e.g. 4-methoxyacetophenone )

Derivatives

• Hydroxymethoxybenzaldehyde C ₈ H ₈ O ₃ (10 isomers, e.g. vanillin = 4-hydroxy-3-methoxybenzaldehyde, isovanillin = 3-hydroxy-4-methoxybenzaldehyde and ortho-vanillin = 2-hydroxy-3-methoxybenzaldehyde)
• Fluoromethoxybenzaldehydes C ₈ H ₇ FO ₂ (10 isomers, with di- and trifluorides as well as the corresponding chloro- and bromomethoxybenzaldehydes exist)