| Identification | More | [Name]
alpha-Methylcinnamic acid | [CAS]
1199-77-5 | [Synonyms]
2-Methyl-3-phenylacrylic acid
ALPHA-METHYLCINNAMIC ACID
A-METHYLCINNAMIC ACID
RARECHEM AL BM 0531
(2E)-2-Methyl-3-phenyl-2-propenoic acid
2-Propenoic acid, 2-methyl-3-phenyl-
alpha-Methylcinnamic
Cinnamic acid, alpha-methyl-
α-Methylcinnamicacid
à-methylcinnamic acid
2-METHYL-3-PHENYLPROPENOICACID
ɑ-Methylcinnamic acid, 99%
2-Methyl-3-phenyl-2-propenoic acid | [EINECS(EC#)]
214-847-0 | [Molecular Formula]
C10H10O2 | [MDL Number]
MFCD00002652 | [Molecular Weight]
162.19 | [MOL File]
1199-77-5.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO YELLOWISH CRYSTALS OR CRYSTALLINE POWDER | [Melting point ]
79-81 °C(lit.)
| [Boiling point ]
288 °C | [density ]
1.0281 (rough estimate) | [refractive index ]
1.6000 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Crystals or Crystalline Powder | [pka]
4.82±0.10(Predicted) | [color ]
White to yellow | [BRN ]
2042544 | [InChI]
InChI=1S/C10H10O2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-7H,1H3,(H,11,12) | [InChIKey]
XNCRUNXWPDJHGV-BQYQJAHWSA-N | [SMILES]
C(O)(=O)C(C)=CC1=CC=CC=C1 | [LogP]
2.600 | [CAS DataBase Reference]
1199-77-5(CAS DataBase Reference) | [NIST Chemistry Reference]
«ALPHA»-methylcinnamic acid(1199-77-5) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29163900 |
| Hazard Information | Back Directory | [Chemical Properties]
WHITE TO YELLOWISH CRYSTALS OR CRYSTALLINE POWDER | [Uses]
Alpha-methylcinnamic acid | [Synthesis Reference(s)]
Journal of the American Chemical Society, 94, p. 2520, 1972 DOI: 10.1021/ja00762a060
Synthetic Communications, 19, p. 71, 1989 DOI: 10.1080/00397918908050954 | [Synthesis]
General procedure: Propionic anhydride (300 mmol, 1.6 eq.) was slowly added to a reaction vial containing potassium carbonate (224 mmol, 1.2 eq.) at 0 °C. After stirring for 5 min, benzaldehyde (186 mmol, 1.0 eq.) was added dropwise to the mixture. The reaction mixture was heated to reflux and maintained for 12 hours. Upon completion of the reaction, the mixture was cooled to room temperature using an ice bath, followed by addition of water (appropriate amount) and solid Na2CO3 (30 g) to the reaction mixture. The resulting yellow precipitate was collected by filtration and the filtrate was acidified to pH 6.0 with concentrated HCl to precipitate a solid product of 2-methyl-3-phenylpropenoic acid. | [References]
[1] Medicinal Chemistry Research, 2004, vol. 13, # 8-9, p. 660 - 676
[2] European Journal of Medicinal Chemistry, 2013, vol. 62, p. 632 - 648
[3] American Chemical Journal, 1906, vol. 36, p. 533
[4] Journal of the Chemical Society, 1877, vol. 31, p. 409
[5] Journal of the Chemical Society, 1878, vol. 33, p. 215 |
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