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1504-74-1

Basic Information
CAS No.: 1504-74-1
Name: 2'-Methoxycinnamaldehyde
Article Data: 17
Molecular Structure:
Molecular Structure of 1504-74-1 (2'-Methoxycinnamaldehyde)
Formula: C10H10O2
Molecular Weight: 162.188
Synonyms: Cinnamaldehyde,o-methoxy- (6CI,7CI,8CI);3-(2-Methoxyphenyl)-2-propenal;3-(2-Methoxyphenyl)acrylaldehyde;NSC 114599;o-Methoxycinnamaldehyde;o-Methoxycinnamic aldehyde;
EINECS: 216-131-3
Density: 1.068 g/cm3
Melting Point: 44-48 °C(lit.)
Boiling Point: 334.8 °C at 760 mmHg
Flash Point: 134.4 °C
Solubility: Soluble in alcohol, ether, benzene, insoluble in water
Appearance: Colorless crystal
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 26.30000
LogP: 1.90730
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  • 2-Methoxycimnamaldehyde 1504-74-1

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    2-Methoxycimnamaldehyde 1504-74-1

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  • 2'-Methoxycinnamaldehyde

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    1504-74-1

    2'-Methoxycinnamaldehyde

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  • 2-Methoxycinnamaldehyde

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    2-Methoxycinnamaldehyde

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The o-Methoxy cinnamaldehyde with CAS registry number of 1504-74-1 is also known as 3-(2-Methoxyphenyl)acrylaldehyde. The IUPAC name is 3-(2-Methoxyphenyl)prop-2-enal. Its EINECS registry number is 216-131-3. In addition, the formula is C10H10O2 and the molecular weight is 162.19. This chemical is a colorless crystal and should be sealed in cool and dry place. What's more, it is used as organic synthesis intermediate, and is also used for the production of spices, medicine.

Physical properties about o-Methoxy cinnamaldehyde are: (1)ACD/LogP: 2.13; (2)ACD/LogD (pH 5.5): 2.13; (3)ACD/LogD (pH 7.4): 2.13; (4)ACD/BCF (pH 5.5): 24.42; (5)ACD/BCF (pH 7.4): 24.42; (6)ACD/KOC (pH 5.5): 342.75; (7)ACD/KOC (pH 7.4): 342.75; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.559; (11)Molar Refractivity: 49 cm3; (12)Molar Volume: 151.7 cm3; (13)Surface Tension: 37.6 dyne/cm; (14)Density: 1.068 g/cm3; (15)Flash Point: 134.4 °C; (16)Enthalpy of Vaporization: 57.78 kJ/mol; (17)Boiling Point: 334.8 °C at 760 mmHg; (18)Vapour Pressure: 0.000125 mmHg at 25 °C.

Preparation of o-Methoxy cinnamaldehyde: it is prepared by methylation reaction of salicylaldehyde with dimethyl sulfate. Firstly, 30% sodium hydroxide solution is added to salicylaldehyde solution under stirring. The mixture is heated to boiling. Secondly, dimethyl sulfate is slowly added for 3 hours and the mixture is refluxed for another 2 or 3 hours. Then oil layer is cooled, washed with 5% sodium hydroxide solution and washed with water to pH 8. At last, product is obtained by drying and vacuum distillation. The yield is about 60%.

Uses of o-Methoxy cinnamaldehyde: it is used to produce 1-(3,3-diethoxy-propenyl)-2-methoxy-benzene by reaction with ethanol. The reaction occurs with catalyst I2 for 1 hour. The yield is about 98%.

o-Methoxy cinnamaldehyde is used to produce 1-(3,3-diethoxy-propenyl)-2-methoxy-benzene by reaction with ethanol.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: COC1=CC=CC=C1C=CC=O
2. InChI: InChI=1S/C10H10O2/c1-12-10-7-3-2-5-9(10)6-4-8-11/h2-8H,1H3
3. InChIKey: KKVZAVRSVHUSPL-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 2gm/kg (2000mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #92-360829,
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 845, 1975.
rat LD50 oral > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 845, 1975.