MA0004

[|JMOL view]

Compound Name: **3,5-dimethoxy-4-hydroxycinnamic acid** Common Names: sinapinic acid, sinapic acid IUPAC Name: (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylic acid

CAS RN: 530-59-6 SMILES: COc1cc(cc(OC)c1O)/C=C/C(O)=O InChI=1/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+ InChIKey: PCMORTLOPMLEFB-ONEGZZNKBS

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Molecular Formula: C11H12O5 Molecular Weight (average): 224.20998 Molecular Weight (monisotopic): 224.0685 Da Melting point: 203-205°C (dec) LogP (ACD v5.0 logD calculated): 1.29 +/- 0.37 pKa (ACD v5.0 pKa calculated): 3.98 +/- 0.50 (-COOH), 10.24 +/- 0.36 (-OH) pKa (literature) [3]: 4.47 Proton affinity [1]: 209.2 +/- 0.38 kcal/mol (875.3 +/- 1.6 kJ/mol) Sodium affinity [2]: 159 +/- 2 kJ/mol Vapor pressure (ACD calculated): 3.12E-07 mmHg at 25°C Radical Scavenging Ability [4]: 33.2 ((+/-0.58)

//Spectral Information// [|IR Spectrum] ATR 1 cm-1 resolution [|UV Spectrum] 1 nm resolution in methanol [|UV spectrum] 1 nm resolution in acetonitrile [|SS-UV Spectrum] 1 nm resolution solid state diffuse reflectance measurement [|355nm MALDI spectrum] 355nm Positive ion spectrum acquired on a Bruker Ultraflex TOF-TOF [|355nm MALDI spectrum] 355nm Negative ion spectrum acquired on a Bruker Ultraflex TOF-TOF

//Sample Info:// Aldrich 98%, PN: D13480-0 (lot #: 01015AU)

//Notes//

//References// [1] Mirza, S.P.; Raju, N.P.; Vairamani, M., //Estimation of the Proton Affinity Values of Fifteen MALDI Matrices under Electrospray Ionization Conditions using the Kinetic Method//, J. Amer. Soc. Mass Spectrom., 2004, 15, 431-5, DOI: [] [2] Zhang, J., Knochenmuss, R., Stevenson, E., Zenobi, R., //The gas-phase sodium basicities of common matrix-assisted laser desorption/ionization matrices//, International Journal of Mass Spectrometry, 2002, 213, 237–250, DOI: [|http://dx.doi.org/S1387-3806(01)00542-5] [3] B. Smyk and R. Drabent, //Spectroscopic investigation of the equilibria of the ionic forms of sinapic acid,// Analyst, 114, 1989, 723-726, DOI: [] [4] S.S. Pekkarinen, H. Sto¨ckmann, K. Schwarz, I.M. Heinonen, A.I. Hopia //Antioxidant Activity and Partitioning of Phenolic Acids in Bulk and Emulsified Methyl Linoleate//, J. Agric. Food Chem. 1999, 47, 3036-3043 DOI: []