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Merck
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Key Documents

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C80857

Sigma-Aldrich

trans-Cinnamic acid

≥99%

Sinónimos:

trans-3-Phenylacrylic acid, Cinnamic acid

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About This Item

Fórmula lineal:
C6H5CH=CHCOOH
Número de CAS:
140-10-3
Peso molecular:
148.16
Beilstein/REAXYS Number:
1905952
EC Number:
205-398-1
MDL number:
MFCD00004369
UNSPSC Code:
12352100
PubChem Substance ID:
24893022
NACRES:
NA.22

Quality Level

100

assay

≥99%

form

crystals

bp

300 °C (lit.)

mp

132-135 °C (lit.)

SMILES string

OC(=O)\C=C\c1ccccc1

InChI

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

InChI key

WBYWAXJHAXSJNI-VOTSOKGWSA-N

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Categorías relacionadas

Application

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

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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Certificados de análisis (COA)

Lot/Batch Number
SHBM9496
SHBL4407
MKCG1074
MKCC5055
MKBX9097V

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Synthesis and antimycobacterial evaluation of new trans-cinnamic acid hydrazide derivatives.
Carvalho SA, et al.
Bioorganic & Medicinal Chemistry, 18(2), 538-541 (2008)
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)
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.
Feng Yang et al.
Molecular pharmaceutics, 9(11), 3259-3265 (2012-09-27)
Owing to advantageous biochemical and pharmacological properties of human serum albumin (HSA), HSA-based drug carrier is playing an increasing role in the clinical setting. Since the IIA subdomain of HSA is a big hydrophobic cavity, we proposed that HSA delivers
Andrew M Lauer et al.
Organic letters, 14(19), 5138-5141 (2012-09-25)
A highly regioselective, Pd-catalyzed allylic fluorination of phosphorothioate esters is reported. This chemistry addresses several limitations of previously reported methods in which elimination and lack of reactivity were problematic. Preliminary mechanistic investigations reveal that these reactions are stereospecific and provide
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