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Safety Information

C80857

Sigma-Aldrich

trans-Cinnamic acid

≥99%

Synonym(s):

trans-3-Phenylacrylic acid, Cinnamic acid

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About This Item

Linear Formula:
C6H5CH=CHCOOH
CAS Number:
140-10-3
Molecular Weight:
148.16
Beilstein:
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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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

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

320.0 °F - closed cup

Flash Point(C)

160 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

C80857-VAR:
C80857-250G:
C80857-5G:
C80857-BULK:

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Certificates of Analysis (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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