| Identification | More | [Name]
5-PHENYLPENTA-2,4-DIENOIC ACID | [CAS]
1552-94-9 | [Synonyms]
4-PHENYL-1,3-BUTADIENE-1-CARBOXYLIC ACID
5-PHENYL-2,4-PENTADIENOIC ACID
5-PHENYLPENTA-2,4-DIENOIC ACID
AKOS B004062
BETA-STYRYLACRYLIC ACID
B-STYRYLACRYLIC ACID
CINNAMYLIDENE ACETIC ACID
5-phenyl-4-pentadienoicacid
(2E,4E)-5-phenylpenta-2,4-dienoic acid
5-PHENYLPENTA-2,4-DIENOIC ACID, 98+%
5-Phenyl-2,4-pentadienoic acid, 98+% | [EINECS(EC#)]
216-298-2 | [Molecular Formula]
C11H10O2 | [MDL Number]
MFCD00014018 | [Molecular Weight]
174.2 | [MOL File]
1552-94-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
165-166°C | [Boiling point ]
356.1±21.0 °C(Predicted) | [density ]
1.148 | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Soluble in DMSO | [form ]
powder | [pka]
4.56±0.10(Predicted) | [color ]
Pale yellow | [Water Solubility ]
Insoluble in water. | [BRN ]
2042414 | [InChI]
InChI=1S/C11H10O2/c12-11(13)9-5-4-8-10-6-2-1-3-7-10/h1-9H,(H,12,13) | [InChIKey]
FEIQOMCWGDNMHM-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C=CC=CC1=CC=CC=C1 | [CAS DataBase Reference]
1552-94-9(CAS DataBase Reference) | [EPA Substance Registry System]
2,4-Pentadienoic acid, 5-phenyl- (1552-94-9) |
| Safety Data | Back Directory | [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 . | [TSCA ]
Yes | [HS Code ]
2916199590 |
| Hazard Information | Back Directory | [Uses]
5-Phenyl-2,4-pentadienoic acid is used as Synthetic building block, anti-malarial agent. | [Definition]
ChEBI: 5-phenylpenta-2,4-dienoic acid is a member of styrenes. | [Synthesis]
GENERAL METHODS: Synthesis of 5-phenylpent-2,4-dienoic acid (Scheme 1) followed the Knoevenagel condensation reaction. Cinnamaldehyde (0.01 mol) was dissolved with malonic acid (0.01 mol) in 1.12 mL of a solvent mixture of pyridine and piperidine (0.01 mol). The reaction mixture was heated to reflux until carbon dioxide gas stopped escaping. Upon completion of the reaction, the reaction solution was poured into a mixture containing 2N HCl and ice, and the precipitate precipitated was collected by filtration and recrystallized from pure water or a 3:1 water/ethanol solvent mixture. If no precipitate is produced, the aqueous phase is extracted with 3 x 100 mL of chloroform or dichloromethane, the organic phases are combined, dried with anhydrous magnesium sulfate, concentrated to dryness under reduced pressure, and the resulting residue is purified by recrystallization from aqueous ethanol. | [References]
[1] Molecules, 2014, vol. 19, # 7, p. 9655 - 9674
[2] Chemistry - A European Journal, 2017, vol. 23, # 3, p. 554 - 557
[3] Organic Letters, 2017, vol. 19, # 23, p. 6412 - 6415 |
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