(2E)-3-(4-Methoxyphenyl)acrylaldehyde

Basic Information

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CAS Number

24680-50-0

Molecular Formula

C10H10O2

Molecular Weight

162.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Aldehydes

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

57.0 to 61.0 deg-C

Boiling Point

176°C/14mmHg

Water Solubility

Insoluble in water.

Flash Point

160°C/3mm

Refractive Index

1.6000 (estimate)

SMILES

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COC1=CC=C(C=C1)C=CC=O

InChI

InChI=1S/C10H10O2/c1-12-10-6-4-9(5-7-10)3-2-8-11/h2-8H,1H3/b3-2+

InChIKey

AXCXHFKZHDEKTP-NSCUHMNNSA-N

LogP

1.9073

Topological Polar Surface Area

26.3 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

155

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

Air Sensitive

Synonyms & References

English

para-Methoxy cinnamic aldehyde
MFCD00017343
NS00012819
24680-50-0
(2E)-3-(4-Methoxyphenyl)-2-propenal #
Methoxycinnamaldehyde, p-
CHEBI:196005
AKOS015851928
InChI=1/C10H10O2/c1-12-10-6-4-9(5-7-10)3-2-8-11/h2-8H,1H3/b3-2
54098389BL
trans-p-Methoxycinnamaldehyde, >=98%, stabilized
NSC26454
(2E)-3-(4-methoxyphenyl)acrylaldehyde
p-methoxy-cinnamaldehyde
PK04_096267
ghl.PD_Mitscher_leg0.403
p-Methoxycinnamaldehyde
p-Methoxycinnamic aldehyde
trans-4-Methoxycinnamaldehyde
CHEMBL452173
(2E)-3-(4-methoxyphenyl)prop-2-enal
Cinnamaldehyde, p-methoxy- (8CI)
D82618
Para-methoxy cinnamaldehyde
(E)-3-(4-Methoxyphenyl)acrylaldehyde
NSC134287
NSC-134287
3-(4-methoxyphenyl)acrylaldehyde
(E)-3-(4-methoxyphenyl)-2-propenal
NSC 26454
UNII-54098389BL

MDL Number

MFCD00017343

FAQ

What are the physical and chemical properties of (2E)-3-(4-Methoxyphenyl)acrylaldehyde (CAS: 24680-50-0)?

(2E)-3-(4-Methoxyphenyl)acrylaldehyde is a colorless liquid with a molecular weight of approximately 168.18 g/mol. It has a low boiling point and is slightly soluble in water. This compound is reactive towards nucleophiles and can undergo addition and condensation reactions. It is typically stored in a cool, dark place to preserve its stability.

How is (2E)-3-(4-Methoxyphenyl)acrylaldehyde (CAS: 24680-50-0) typically synthesized?

(2E)-3-(4-Methoxyphenyl)acrylaldehyde can be synthesized via the Wittig reaction starting from 4-methoxyphenyl phosphonium chloride and propionaldehyde. The reaction typically proceeds with high selectivity and yields of up to 85%. Other methods include direct condensation of 4-methoxybenzaldehyde with acryloyl chloride.

What industries use (2E)-3-(4-Methoxyphenyl)acrylaldehyde (CAS: 24680-50-0)?

(2E)-3-(4-Methoxyphenyl)acrylaldehyde has applications in the pharmaceutical industry for the synthesis of intermediates, in the polymer industry as a monomer, and in the sensor industry for the development of selective gas sensors. It is also used in the semiconductor industry for specific applications in photolithography and as a precursor in organic synthesis.

What precautions should be taken when handling (2E)-3-(4-Methoxyphenyl)acrylaldehyde (CAS: 24680-50-0)?

When handling (2E)-3-(4-Methoxyphenyl)acrylaldehyde, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and laboratory clothing. The compound should be handled in a fume hood to minimize inhalation risks. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.