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MilliporeSigma

C80857

trans-Cinnamic acid

≥99%

Synonym(s):

trans-3-Phenylacrylic acid, Cinnamic acid

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250 G

$136.00

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About This Item

Linear Formula:
C6H5CH=CHCOOH
CAS Number:
Molecular Weight:
148.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-398-1
Beilstein/REAXYS Number:
1905952
MDL number:
Assay:
≥99%
Form:
crystals

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InChI key

WBYWAXJHAXSJNI-VOTSOKGWSA-N

InChI

1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+

SMILES string

OC(=O)\C=C\c1ccccc1

assay

≥99%

form

crystals

bp

300 °C (lit.)

mp

132-135 °C (lit.)

Quality Level

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This Item
W228818133760W228826
assay

≥99%

assay

≥99%

assay

97%

assay

≥99%

Quality Level

100

Quality Level

400

Quality Level

200

Quality Level

400

mp

132-135 °C (lit.)

mp

132-135 °C (lit.)

mp

132-135 °C (lit.)

mp

132-135 °C (lit.)

bp

300 °C (lit.)

bp

300 °C (lit.)

bp

300 °C (lit.)

bp

300 °C (lit.)

form

crystals

form

-

form

solid

form

-

Application

trans-Cinnamic acid can be used in the synthesis of:
  • A trans-cinnamic acid hydrazide derivative with potent anti-mycobacterial activity.[1]
  • Cinnamate glycerides via homogeneous esterification reaction.[2]
  • Styrene via biocatalytic decarboxylation by plant cell cultures.[3]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

320.0 °F - closed cup

flash_point_c

160 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Homogeneous catalytic esterification of glycerol with cinnamic and methoxycinnamic acids to cinnamate glycerides in solventless medium: Kinetic modeling.
Molinero L, et al.
Chemical Engineering Journal, 247(2), 174-182 (2014)
Synthesis and antimycobacterial evaluation of new trans-cinnamic acid hydrazide derivatives.
Carvalho SA, et al.
Bioorganic & Medicinal Chemistry, 18(2), 538-541 (2008)
M Takemoto et al.
Chemical & pharmaceutical bulletin, 49(5), 639-641 (2001-06-01)
A novel method for producing styrenes from trans-cinnamic acids was developed. When trans-cinnamic acid was incubated with plant cell cultures at room temperature, styrene was obtained. 4-Hydroxy-3-methoxystyrene (2a), 3-nitrostyrene (2f) and furan (2g) were synthesized quantitatively.
Stanislava Gorjanović et al.
Journal of agricultural and food chemistry, 60(38), 9573-9580 (2012-09-07)
Hydrogen peroxide scavenging (HPS) activity of unfermented (green, yellow, and white), partially fermented (oolong), and completely fermented (black) tea ( Camellia sinensis ), maté ( Ilex paraguariensis ), and various herbal infusions, as well as individual compounds (flavan-3-ols, flavonols, cinnamic
Marie S Prevost et al.
Journal of medicinal chemistry, 56(11), 4619-4630 (2013-05-21)
Pentameric ligand gated ion channels (pLGICs) mediate signal transduction. The binding of an extracellular ligand is coupled to the transmembrane channel opening. So far, all known agonists bind at the interface between subunits in a topologically conserved "orthosteric site" whose

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      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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