Methyl phenylacetate

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methyl phenylacetate
Skeletal formula of methyl phenylacetate Methyl phenylacetate.svg
Skeletal formula of methyl phenylacetate
Ball-and-stick model Methyl-phenylacetate-3D-balls.png
Ball-and-stick model
Names
Preferred IUPAC name
Methyl phenylacetate
Other names
Methyl 2-phenylacetate
Methyl benzene acetate
Identifiers
3D model (JSmol)
878795
ChemSpider
ECHA InfoCard 100.002.674 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 202-940-9
MeSH C024906
PubChem CID
UNII
  • InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3 X mark.svgN
    Key: CRZQGDNQQAALAY-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
    Key: CRZQGDNQQAALAY-UHFFFAOYAC
  • COC(=O)CC1=CC=CC=C1
Properties
C9H10O2
Molar mass 150.1745 g mol−1
AppearanceColorless liquid
Density 1.055±0.060 g/cm3
Melting point 50 °C (122 °F; 323 K)
Boiling point 218 °C (424 °F; 491 K)
2070 mg/L
Vapor pressure 17.3 Pa
−92.73×10−6 cm3/mol
1.505±0.020 at 20 °C
Hazards
NFPA 704 (fire diamond)
NFPA 704.svgHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
2
0
Flash point 90.6 °C (195.1 °F; 363.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Methyl phenylacetate is an organic compound that is the methyl ester of phenylacetic acid, with the structural formula C6H5CH2CO2CH3. It is a colorless liquid that is only slightly soluble in water, but soluble in most organic solvents.

Methyl phenylacetate has a strong odor similar to honey. This compound also occurs in brandy, capsicum, coffee, honey, pepper, and some wine. It is used in the flavor industry and in perfumes to impart honey scents. [1]

Methyl phenyldiazoacetate, precursor to cyclopropanation agents, is prepared by treating methyl phenylacetate with p-acetamidobenzenesulfonyl azide in the presence of base. [2]

Related Research Articles

Methylation, in the chemical sciences, is the addition of a methyl group on a substrate, or the substitution of an atom by a methyl group. Methylation is a form of alkylation, with a methyl group replacing a hydrogen atom. These terms are commonly used in chemistry, biochemistry, soil science, and biology.

<span class="mw-page-title-main">Dipeptide</span> Shortest peptide molecule, containing two amino acids joined by a single peptide bond

A dipeptide is an organic compound derived from two amino acids. The constituent amino acids can be the same or different. When different, two isomers of the dipeptide are possible, depending on the sequence. Several dipeptides are physiologically important, and some are both physiologically and commercially significant. A well known dipeptide is aspartame, an artificial sweetener.

<span class="mw-page-title-main">Hydrochloride</span> Any salt of an organic base and hydrochloric acid

In chemistry, a hydrochloride is an acid salt resulting, or regarded as resulting, from the reaction of hydrochloric acid with an organic base. An alternative name is chlorhydrate, which comes from French. An archaic alternative name is muriate, derived from hydrochloric acid's ancient name: muriatic acid.

<span class="mw-page-title-main">Cinnamic acid</span> Chemical compound

Cinnamic acid is an organic compound with the formula C6H5-CH=CH-COOH. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. It exists as both a cis and a trans isomer, although the latter is more common.

<span class="mw-page-title-main">Geraniol</span> Monoterpenoid and alcohol that is the primary component of citronella oil

Geraniol is a monoterpenoid and an alcohol. It is the primary component of citronella oil and is a primary component of rose oil and palmarosa oil. It is a colorless oil, although commercial samples can appear yellow. It has low solubility in water, but it is soluble in common organic solvents. The functional group derived from geraniol is called geranyl.

In organic chemistry, the diazo group is an organic moiety consisting of two linked nitrogen atoms at the terminal position. Overall charge-neutral organic compounds containing the diazo group bound to a carbon atom are called diazo compounds or diazoalkanes and are described by the general structural formula R2C=N+=N. The simplest example of a diazo compound is diazomethane, CH2N2. Diazo compounds should not be confused with azo compounds or with diazonium compounds.

<span class="mw-page-title-main">Methyl acetate</span> Chemical compound

Methyl acetate, also known as MeOAc, acetic acid methyl ester or methyl ethanoate, is a carboxylate ester with the formula CH3COOCH3. It is a flammable liquid with a characteristically pleasant smell reminiscent of some glues and nail polish removers. Methyl acetate is occasionally used as a solvent, being weakly polar and lipophilic, but its close relative ethyl acetate is a more common solvent being less toxic and less soluble in water. Methyl acetate has a solubility of 25% in water at room temperature. At elevated temperature its solubility in water is much higher. Methyl acetate is not stable in the presence of strong aqueous bases or aqueous acids. Methyl acetate is not regulated as a volatile organic compound in the USA.

<span class="mw-page-title-main">2-Butanol</span> Secondary alcohol

Butan-2-ol, or sec-butanol, is an organic compound with formula CH3CH(OH)CH2CH3. Its structural isomers are 1-butanol, isobutanol, and tert-butanol. 2-Butanol is chiral and thus can be obtained as either of two stereoisomers designated as (R)-(−)-butan-2-ol and (S)-(+)-butan-2-ol. It is normally encountered as a 1:1 mixture of the two stereoisomers — a racemic mixture.

<span class="mw-page-title-main">Ammonium iodide</span> Chemical compound

Ammonium iodide is the inorganic compound with the formula NH4I. A white solid. It is an ionic compound, although impure samples appear yellow. This salt consists of ammonium cation and an iodide anion. It can be prepared by the action of hydroiodic acid on ammonia. It is easily soluble in water, from which it crystallizes in cubes. It is also soluble in ethanol. Ammonium iodide in aqueous solutions are observed as acidic and display elevated vapor pressures at high temperatures

<span class="mw-page-title-main">Phenylacetic acid</span> Chemical compound

Phenylacetic acid, also known by various synonyms, is an organic compound containing a phenyl functional group and a carboxylic acid functional group. It is a white solid with a strong honey-like odor. Endogenously, it is a catabolite of phenylalanine. As a commercial chemical, because it can be used in the illicit production of phenylacetone, it is subject to controls in countries including the United States and China.

Enanthic acid, also called heptanoic acid, is an organic compound composed of a seven-carbon chain terminating in a carboxylic acid functional group. It is a colorless oily liquid with an unpleasant, rancid odor. It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble in ethanol and ether. Salts and esters of enanthic acid are called enanthates or heptanoates.

2-Undecanone, also known as methyl nonyl ketone and IBI-246, is the organic compound with the formula CH3C(O)C9H19. It a colorless oil. It is usually produced synthetically, but it can also be extracted from various plant sources, including from essential oil of rue. It is found naturally in bananas, cloves, ginger, guava, strawberries, wild-grown tomatoes, and the perennial leaf vegetable Houttuynia cordata.

<span class="mw-page-title-main">1,2-Dimethoxybenzene</span> Chemical compound

1,2-Dimethoxybenzene, commonly known as veratrole, is an organic compound with the formula C6H4(OCH3)2. It is one of three isomers of dimethoxybenzene. It is a colorless liquid, with a pleasant odor and slight solubility in water. It is the dimethyl ether derived from pyrocatechol.

<span class="mw-page-title-main">Methyl vinyl ketone</span> Chemical compound

Methyl vinyl ketone (MVK, IUPAC name: butenone) is the organic compound with the formula CH3C(O)CH=CH2. It is a reactive compound classified as an enone, in fact the simplest example thereof. It is a colorless, flammable, highly toxic liquid with a pungent odor. It is soluble in water and polar organic solvents. It is a useful intermediate in the synthesis of other compounds.

Organosodium chemistry is the chemistry of organometallic compounds containing a carbon to sodium chemical bond. The application of organosodium compounds in chemistry is limited in part due to competition from organolithium compounds, which are commercially available and exhibit more convenient reactivity.

<span class="mw-page-title-main">4-Methyl-2-pentanol</span> Chemical compound

4-Methyl-2-pentanol or methyl isobutyl carbinol (MIBC) is an organic chemical compound used primarily as a frother in mineral flotation and in the production of lubricant oil additives such as Zinc dithiophosphate. It is also used as a solvent, in organic synthesis, and in the manufacture of brake fluid and as a precursor to some plasticizers. It is an acetone derivative in liquid state, with limited solubility in water but generally miscible with most organic solvents.

<span class="mw-page-title-main">2-Methoxynaphthalene</span> Chemical compound

2-Methoxynaphthalene, also called β-naphthol methyl ether or yara yara, is a stabilizer found in gunpowder, particularly smokeless gunpowders. It is soluble in alcohol, and insoluble in water and dipropylene glycol.

<span class="mw-page-title-main">Methyl phenyldiazoacetate</span> Chemical compound

Methyl phenyldiazoacetate is the organic compound with the formula C6H5C(N2)CO2Me. It is a diazo derivative of methyl phenylacetate. Colloquially referred to as "phenyldiazoacetate", it is generated and used in situ after isolation as a yellow oil.

<span class="mw-page-title-main">Isopropyl salicylate</span> Chemical compound

Isopropyl salicylate is the ester formed by the condensation of salicylic acid and isopropyl alcohol. It is a transparent liquid that is sparingly soluble in water. However, it is soluble in ethyl alcohol and ether.

References

  1. "Methyl Phenyl Acetate". The Good Scents Company. February 22, 2007. Retrieved January 22, 2008.
  2. Davies, Huw M. L.; Hu, Wen‐hao; Xing, Dong (2015-04-01). "Methyl Phenyldiazoacetate". e-EROS . John Wiley & Sons Ltd: 1–10. doi:10.1002/047084289X.rn00444.pub2. ISBN   9780470842898.