ChemicalBook--->CAS DataBase List--->140-10-3

140-10-3

140-10-3 Structure

140-10-3 Structure
IdentificationMore
[Name]

trans-Cinnamic acid
[CAS]

140-10-3
[Synonyms]

2-PROPENOIC ACID, 3-PHENYL-, (2E)-
3-PHENYL-2-PROPENOIC ACID
3-PHENYLACRYLIC ACID
3-PHENYLPROPENOIC ACID
3-STYRYLACRYLIC ACID
AKOS 233-01
AKOS B004228
BETA-PHENYLACRYLIC ACID
CINNAMIC ACID
CINNAMIC ACID, TRANS-
FEMA 2288
phenylacrylic acid
RARECHEM BK HC T302
TRANS-3-BENZENEPROPENOIC ACID
TRANS-3-PHENYLACRYLIC ACID
TRANS-3-PHENYLPROPENOIC ACID
TRANS-CINNAMIC ACID
TRANS-CINNAMYLIC ACID
(e)-2-propenoicaci
(E)-3-Phenyl-2-propenoic acid
[EINECS(EC#)]

205-398-1
[Molecular Formula]

C9H8O2
[MDL Number]

MFCD00004369
[Molecular Weight]

148.16
[MOL File]

140-10-3.mol
Chemical PropertiesBack Directory
[Appearance]

White to almost white crystalline powder
[Melting point ]

133 °C (lit.)
[Boiling point ]

300 °C(lit.)
[bulk density]

500kg/m3
[density ]

1.248
[vapor pressure ]

1.3 hPa (128 °C)
[refractive index ]

1.5049 (estimate)
[Fp ]

>230 °F
[storage temp. ]

Store at RT.
[solubility ]

0.4g/l
[form ]

Crystalline Powder
[pka]

4.44(at 25℃)
[color ]

White to almost white
[Specific Gravity]

0.91
[Odor]

Faint odour
[PH]

3-4 (0.4g/l, H2O, 20℃)
[PH Range]

3 - 4
[biological source]

synthetic
[Odor Type]

balsamic
[Water Solubility ]

0.4 g/L (20 ºC)
[λmax]

273nm(MeOH)(lit.)
[Merck ]

14,2299
[BRN ]

1905952
[Henry's Law Constant]

2.8×1011 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
[Stability:]

Light Sensitive
[Major Application]

flavors and fragrances
[Cosmetics Ingredients Functions]

PERFUMING
SKIN CONDITIONING
[InChI]

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

WBYWAXJHAXSJNI-VOTSOKGWSA-N
[SMILES]

OC(=O)\C=C\c1ccccc1
[LogP]

2.130
[CAS DataBase Reference]

140-10-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Cinnamic acid(140-10-3)
[EPA Substance Registry System]

140-10-3(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P305+P351+P338-P261-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

1
[RTECS ]

GD7850000
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29163900
[Storage Class]

13 - Non Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
[Toxicity]

LD50 orally in Rabbit: 2500 mg/kg LD50 dermal Rabbit > 5000 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic anhydride
[Preparation Products]

Cinnamyl alcohol-->Phenylacetaldehyde-->cyclamen aldehyde-->alpha-Amylcinnamaldehyde-->Docetaxel-->Cinnamic acid-->Ethyl cinnamate-->3-Chlorobenzo[b]thiophene-2-carboxamide-->3-Chloro-benzo[b]thiophene-2-carboxylic acid hydrazide-->Methyl 3-chlorobenzo[b]thiophene-2-carboxylate-->Lacidipine-->Cinnamyl cinnamate-->3-Chlorobenzo[b]thiophene-2-carboxylic acid-->3-Chlorobenzo[b]thiophene-2-carbonyl chloride-->Benzyl cinnamate-->ALLYL CINNAMATE-->4-Hydroxy-3-methoxystyrene-->Dihydrocoumarin-->Methyl cinnamate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-Phenyl-2-propenoic acid(140-10-3).msds
Hazard InformationBack Directory
[Chemical Properties]

White to almost white crystalline powder
[Uses]

trans-Cinnamic acid is used in flavors, synthetic indigo and pharmaceuticals. It is involved in the production of methyl, ethyl and benzyl esters, which is used in the perfume industry. It serves as a precursor to the sweetener aspartame through enzyme-catalyzed amination to phenylalanine. It is a self-inhibitor produced by fungal spores to prevent germination. In addition, it is used to establish phenolic compounds by liquid chromatography, ultraviolet and mass spectrometry. It is utilized as a potential agent, thereby preventing lung tumor cells from metastasizing. Further, it induces intracellular release of calcium ions from the vacuole to the cytoplasm in order to trigger phytotoxicity in cucumber.
[Definition]

ChEBI: Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. It has a role as a plant metabolite. It is a member of styrenes and a member of cinnamic acids. It is a conjugate acid of a cinnamate.
[General Description]

trans-Cinnamic acid is an α,β-unsaturated aromatic acid that can be used as a flavoring agent. It is mainly used to prepare ester derivatives that are used in perfume industry. trans-Cinnamic acid is the key volatile components of cinnamon essential oil.
[Flammability and Explosibility]

Notclassified
[Biological Activity]

Many studies have demonstrated that trans-Cinnamic acid (CA) has a wide range of pharmacological activities for various diseases, including metabolic and inflammatory diseases. CA has been shown to decrease lipid synthesis and increase fatty acid oxidation, thereby reducing the lipid accumulation in HepG2 cells and the liver of db/db mice[1].
[Biochem/physiol Actions]

trans-cinnamic acid has inhibitory effect on phorbol-12-myristate-13-acetate-induced invasion of human lung adenocarcinoma A549 cells. It is a potential agent which can prevent lung tumor cells from metastasizing. It induces intracellular release of Ca2+ from the vacuole to the cytoplasm which triggers phytotoxicity in cucumber.
[Purification Methods]

Crystallise the acid from *benzene, CCl4, hot water, water/EtOH (3:1), or 20% aqueous EtOH. Dry it at 60o in vacuo. It is steam volatile. [Beilstein 9 IV 2002.]
[References]

[1] Jia, K., Shi, P., Zhang, L., Yan, X., Xu, J., & Liao, K. (2025). Trans-cinnamic acid alleviates high-fat diet-induced renal injury via JNK/ERK/P38 MAPK pathway. Journal of Nutritional Biochemistry, 135, Article 109769. https://doi.org/10.1016/j.jnutbio.2024.109769
Spectrum DetailBack Directory
[Spectrum Detail]

trans-Cinnamic acid(140-10-3)MS
trans-Cinnamic acid(140-10-3)1HNMR
trans-Cinnamic acid(140-10-3)13CNMR
trans-Cinnamic acid(140-10-3)IR1
trans-Cinnamic acid(140-10-3)IR2
trans-Cinnamic acid(140-10-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

trans-Cinnamic acid, 98+%(140-10-3)
[Alfa Aesar]

trans-Cinnamic acid, 99+%(140-10-3)
[Sigma Aldrich]

140-10-3(sigmaaldrich)
[TCI AMERICA]

trans-Cinnamic Acid,>98.0%(GC)(T)(140-10-3)
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