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trans-Cinnamaldehyde

pharmaceutical raw materials
trans-Cinnamaldehyde structure

trans-Cinnamaldehyde 

structure
  • CAS No:

    14371-10-9

  • Formula:

    C9H8O

  • Chemical Name:

    trans-Cinnamaldehyde

  • Synonyms:

    2-Propenal,3-phenyl-,(2E)-;Cinnamaldehyde,(E)-;2-Propenal,3-phenyl-,(E)-;(2E)-3-Phenyl-2-propenal;trans-Cinnamaldehyde;(E)-Cinnamaldehyde;trans-Cinnamic aldehyde;trans-3-Phenyl-2-propenal;trans-Cinnamylaldehyde;(E)-3-Phenylprop-2-enal;(E)-3-Phenylpropenal;E-Cinnamyl aldehyde;trans-3-Phenylpropenal;trans-Benzenepropenal;(E)-3-Phenylacrolein;(E)-3-Phenylprop-2-enone;(E)-3-Phenylprop-2-en-1-al;(E)-3-Phenylpropenal

  • Categories:

    Pharmaceutical Intermediates  >  Genitourinary Agents

Description

trans-Cinnamaldehyde can be used to prepare highly polyfunctionalized furan ring by reaction of alkyl isocyanides with dialkyl acetylenedicarboxylate[1]. trans-Cinnamaldehyde can be used to synthesize trans-cinnamaldehyde -β-cyclodextrin complex, an antimicrobial edible coating that increases the shelf life of fresh-cut fruits[2].


trans-Cinnamaldehyde is an aromatic aldehyde that is derived from Cinnamomi cortex, the dried bark of the Cinnamomum cassia tree. trans-Cinnamaldehyde is a known cause of allergic contact dermatitis (ACD) in humans and is a major component of cinnamon oil. trans-Cinnamaldehyde also exhibits cytotoxic effects on human leukemia cells.

trans-Cinnamaldehyde Basic Attributes

132.16

132.16

1071571

203-213-9

Characteristics

17.1

1.9

Clear yellow Liquid

1.0436 g/cm3 @ Temp: 20 °C

-7.5 °C

120-121 °C @ Press: 12 Torr

160 °F

1.577

H2O: 1.1 g/L (20 ºC)

0-6°C

1 mmHg at 169°F; 40 mmHg at 306°F

4.6 (vs air)

Safety Information

3

36/37/38-43-21

26-36/37-37/39-24

GD6476000

Xi,Xn

P261-P280-P305 + P351 + P338

H315-H317-H319-H335

P261; P280; P305 + P351 + P338

Toxicity

Name Type of Test Exposure Route Species Observed Dose/Duration Toxic Effects Reference
MUTATION DATA Micronucleus test Oral 1100 mg/kg -- Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 322,1,1994
MUTATION DATA Micronucleus test Oral 850 mg/kg -- Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 322,1,1994
MUTATION DATA Morphological transformation 10 nmol/L -- Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 10,177,1985

trans-Cinnamaldehyde Use and Manufacturing

Methods of Manufacturing

This product is obtained by adding natural oils such as cinnamon oil and cinnamon oil with sodium bisulfite, and then rectifying. The synthesis method is made by cross-aldol condensation reaction of benzaldehyde and acetaldehyde under the action of dilute alkali. Add 133kg of benzaldehyde, 400kg of water into the reaction pot, add 10kg of 40-50% sodium hydroxide and 66.6kg of acetaldehyde at 20°C. Then add 40-50kg of benzene, stir and react for 5h. Separate the layers, neutralize the benzene layer, distill under reduced pressure, and collect the 130°C (2.67kPa) fraction to obtain 55-60kg of cinnamaldehyde. 80kg of benzaldehyde (8.0/1.33kg) is recovered.

Uses

Spices used as solvents, food flavoring agents and chemicals

Material

Downstream Products

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