| Identification | More | [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 Properties | Back Directory | [Appearance]
White to almost white crystalline powder | [Melting point ]
133 °C (lit.) | [Boiling point ]
300 °C(lit.)
| [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 | [Odor Type]
balsamic | [Water Solubility ]
0.4 g/L (20 ºC) | [λmax]
273nm(MeOH)(lit.) | [Merck ]
14,2299 | [BRN ]
1905952 | [Stability:]
Light Sensitive | [InChIKey]
WBYWAXJHAXSJNI-VOTSOKGWSA-N | [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 Data | Back Directory | [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 | [HS Code ]
29163900 | [Toxicity]
LD50 orally in Rabbit: 2500 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Hazard Information | Back 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 | [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.] |
|
|