Cinnamic acid
General
Systematic name	(E)-3-phenyl-2-propenoic acid
Other names	Cinnamic Acid, trans-Cinnamic Acid
Molecular formula	C6H5CHCHCOOH
Molar mass	148.17 g/mol
Appearance	monoclinic crystals
CAS number	[140-10-3]
Properties
Solubility in water	0.4 g/L
Solubility in	Ethanol, Acetone, THF
Density	1.2475 g/cm3
Melting point	133 °C
Boiling point	300 °C
Acidity (pKa)	pKa = 4.44
Hazards
MSDS
EU classification	Irritant (Xi)
R-phrases	R36
S-phrases	S25
Flash point	>110 °C
LD50 oral, rat	2500 mg/kg
LD50 dermal, rabbit	>5000 mg/kg
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Cinnamic acid has the formula C₆H₅CHCHCOOH and is an odorless white crystalline acid, which is slightly soluble in water. It has a melting point of 133°C and a boiling point of 300°C. Image File history File links This is a lossless scalable vector image. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... Cis-2-butene Trans-2-butene In chemistry, geometric isomerism or cis-trans isomerism is a form of stereoisomerism and describes the orientation of functional groups at the ends of a bond around which no rotation is possible. ... This article or section does not cite any references or sources. ... Molar mass is the mass of one mole of a chemical element or chemical compound. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... It has been suggested that this article or section be merged with Solution. ... This article describes water from a scientific and technical perspective. ... It has been suggested that this article or section be merged with Solution. ... Grain alcohol redirects here. ... The chemical compound acetone (also known as propanone, dimethyl ketone, 2-propanone, propan-2-one and β-ketopropane) is the simplest representative of the ketones. ... Tetrahydrofuran, also known as THF, hydrofuran, oxolane, oxacyclopentane, or furanidine, is a heterocyclic organic compound. ... In physics, density is mass m per unit volume V. For the common case of a homogeneous substance, it is expressed as: where, in SI units: ρ (rho) is the density of the substance, measured in kg·m-3 m is the mass of the substance, measured in kg V is... The melting point of a crystalline solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... Acidity is a controversial novelette written for the popular South Asian website Chowk. ... An example MSDS in a US format provides guidance for handling a hazardous substance and information on its composition and properties. ... Council Directive 67/548/EEC of 27 June 1967 on the approximation of laws, regulations and administrative provisions relating to the classification, packaging and labelling of dangerous substances (as amended) is the main European Union law concerning chemical safety. ... R-phrases are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous substances and preparations. ... S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. ... The flash point of a flammable liquid is the lowest temperature at which it can form an ignitable mixture with air. ... In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals) and 25 degrees Celsius (298. ... Acidity redirects here. ... It has been suggested that this article or section be merged with Solution. ... The melting point of a crystalline solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ...

It is obtained from oil of cinnamon, or from balsams such as storax. It is also found in shea butter and is the best indication of its environmental history and post-extraction conditions. It can also be made synthetically. Binomial name J.Presl Cassia (Chinese cinnamon) is also commonly called (and sometimes sold as) cinnamon. ... Balsam (pronounced balm) is a term used for various pleasantly scented plant products. ... Storax is the resinous exudate of the Sweetgum, occasionally used in incense or as an aromatic fixative in perfumery. ... Shea nut butter is a slightly greenish or ivory-colored natural fat extracted from fruit of the Shea tree by crushing and boiling. ...

Cinnamic acid is used in flavours, synthetic indigo, and certain pharmaceuticals, though its primary use is in the manufacturing of the methyl, ethyl, and benzyl esters for the perfume industry. Cinnamic acid has a "honey, floral odor" (Merck Index); it and its more volatile ethyl ester (ethyl cinnamate) are flavour components in the essential oil of cinnamon, in which related cinnamaldehyde is the major constituent. Cinnamic acid is also part of the biosynthetic shikimate and phenylpropanoid pathways. Its biosynthesis is performed by action of the enzyme phenylalanine ammonia lysase (PAL) on phenylalanine. Pharmacology (in Greek: pharmacon is drug, and logos is science) is the study of how chemical substances interfere with living systems. ... A carboxylic acid ester. ... Ethyl cinnamate is the ester of cinnamic acid and ethanol. ... Binomial name J.Presl Cassia (Chinese cinnamon) is also commonly called (and sometimes sold as) cinnamon. ... Cinnamic aldehyde or cinnamaldehyde (more precisely trans-cinnamaldehyde, the only naturally-occurring form) is the chemical compound that gives cinnamon its spice. ... Shikimic acid, more commonly known as its anionic form shikimate, is an important biochemical intermediate in plants and microorganisms. ... Phenylpropanoids are a class of plant-derived organic compounds that are biosynthesized from the amino acid phenylalanine. ... Biosynthesis is a phenomenon where chemical compounds are produced from simpler reagents. ... Ribbon diagram of the enzyme TIM, surrounded by the space-filling model of the protein. ... Phe redirects here. ...

Cinnamic acid is soluble in diethyl ether, insoluble in hexane. This article is about the chemical compound. ... the 3rd ingredient in big mac ...

References

• Flavornet.org
• CRC Handbook
• Chemfinder
• Katzer, G. Gernot Katzer's Spice Pages, accessed August 17, 2006.
• Budavari, Susan (Ed.) The Merck Index, 13 Ed. Merck & Co., Inc, Whitehouse Station, NJ, USA, 2001.