酢酸イソペンチル
WordNet
- a salt or ester of acetic acid (同)ethanoate
PrepTutorEJDIC
- 酢酸(さくさん)塩;アセテート(酢酸人造絹糸)
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/12/01 19:08:56」(JST)
[Wiki en表示]
Isoamyl acetate |
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IUPAC name
3-methylbut-1-yl ethanoate
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Other names
isopentyl acetate
banana oil
isopentyl ethanoate
pear essence
3-methylbutyl acetate
3-methylbutyl ethanoate
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Identifiers |
CAS number |
123-92-2 Y |
ChemSpider |
29016 Y |
UNII |
Z135787824 Y |
KEGG |
C12296 Y |
ChEBI |
CHEBI:31725 Y |
ChEMBL |
CHEMBL42013 Y |
Jmol-3D images |
Image 1 |
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InChI=1S/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3 Y
Key: MLFHJEHSLIIPHL-UHFFFAOYSA-N Y
InChI=1/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3
Key: MLFHJEHSLIIPHL-UHFFFAOYAI
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Properties |
Molecular formula |
C7H14O2 |
Molar mass |
130.19 g/mol |
Appearance |
colorless liquid |
Odor |
banana-like [1] |
Density |
0.876 g/cm3 |
Melting point |
−78 °C (−108 °F; 195 K) |
Boiling point |
142 °C (288 °F; 415 K) |
Hazards |
NFPA 704 |
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Flash point |
25 °C (77 °F; 298 K) |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Y (verify) (what is: Y/N?) |
Infobox references |
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Isoamyl acetate, also known as isopentyl acetate, is an organic compound that is the ester formed from isoamyl alcohol and acetic acid. It is a colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents. Isoamyl acetate has a strong odor (similar to Juicy Fruit, a foam banana sweet or a pear drop) which is also described as similar to both banana and pear. Banana oil is a term that is applied either to pure isoamyl acetate or to flavorings that are mixtures of isoamyl acetate, amyl acetate, and other flavors.[2]
Contents
- 1 Production
- 2 Applications
- 3 Occurrence in nature
- 4 References
Production
Isoamyl acetate is prepared by the acid catalyzed reaction (Fischer esterification) between isoamyl alcohol and glacial acetic acid as shown in the reaction equation below. Typically, sulfuric acid is used as the catalyst. Alternately, an acidic ion exchange resin can be used as the catalyst.
Applications
Isoamyl acetate is used to confer banana flavor in foods. Pear oil commonly refers to a solution of isoamyl acetate in ethanol that is used as an artificial flavor.
It is also used as a solvent for some varnishes and nitrocellulose lacquers, as well as being a honey bee pheromone and can be used to attract large groups of honeybees to a small area. As a solvent and carrier for materials such as nitrocellulose, it was extensively used in the aircraft industry for stiffening and wind-proofing fabric flying surfaces, where it and its derivatives were generally known as 'dope'. Now that most aircraft are all-metal, such use is now limited to model aircraft, where it is still popularly used for strengthening tissue coverings and balsa wood.
Because of its intense, pleasant odor and its low toxicity, isoamyl acetate is used to test the effectiveness of respirators or gas masks.
Occurrence in nature
Banana oil is made naturally by the banana plant;[3] it is also produced synthetically.[4]
Isoamyl acetate is released by a honey bee's sting apparatus where it serves as a pheromone beacon to attract other bees and provoke them to sting.[5]
References
- ^ CDC - NIOSH Pocket Guide to Chemical Hazards
- ^ Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg “Flavors and Fragrances” in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. doi:10.1002/14356007.a11_141.
- ^ McGee, Harold. On Food and Cooking. 2003, Scribner, New York.
- ^ Isoamyl Acetate, Occupational Safety and Health Administration
- ^ Boch R; Shearer DA; Stone BC (September 8, 1962). "Identification of isoamyl acetate as an active component in the sting pheromone of the honey bee.". Nature (England: Nature Publishing Group) 195 (4845): 1018–20. doi:10.1038/1951018b0. PMID 13870346.
UpToDate Contents
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English Journal
- Synthesis of Hybrid Hollow Sub-microspheres Assisted by Pre-added Colloidal SiO2.
- Huang T1, Wang C, Zhang X, Wang C, Li A, Qiu D.
- Chemistry, an Asian journal.Chem Asian J.2015 Mar;10(3):759-63. doi: 10.1002/asia.201403348. Epub 2015 Jan 13.
- A novel method was developed to synthesize organic-inorganic hybrid hollow sub-microspheres (HHSs) through the addition of colloidal SiO2 . The hydrolysis rate of 3-(methacryloyloxy)propyltrimethoxysilane (MPS) was accelerated by SiO2 particles; meanwhile, the condensation rate of the hydrolytic spe
- PMID 25586012
- Effects of natural and synthetic alarm pheromone and individual pheromone components on foraging behavior of the giant Asian honey bee, Apis dorsata.
- Li J1, Wang Z1, Tan K2, Qu Y1, Nieh JC3.
- The Journal of experimental biology.J Exp Biol.2014 Oct 1;217(Pt 19):3512-8. doi: 10.1242/jeb.110171. Epub 2014 Aug 7.
- Social pollinators such as honey bees face attacks from predators not only at the nest, but also during foraging. Pollinating honey bees can therefore release alarm pheromones that deter conspecifics from visiting dangerous inflorescences. However, the effect of alarm pheromone and its chemical comp
- PMID 25104758
- Characterization of aroma compounds of Chinese famous liquors by gas chromatography-mass spectrometry and flash GC electronic-nose.
- Xiao Z1, Yu D1, Niu Y2, Chen F3, Song S1, Zhu J1, Zhu G1.
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.J Chromatogr B Analyt Technol Biomed Life Sci.2014 Jan 15;945-946:92-100. doi: 10.1016/j.jchromb.2013.11.032. Epub 2013 Nov 25.
- Aroma composition of five Chinese premium famous liquors with different origins and liquor flavor types was characterized by gas chromatography-mass spectrometry (GC-MS) and flash gas chromatographic electronic nose system. Eighty-six aroma compounds were identified, including 5 acids, 34 esters, 10
- PMID 24333641
Japanese Journal
- Reactivities of Stable Rotamers. XXXV. Diazotization of 2-(1,4-Dimethyl-9-triptycyl)-2-methyl-Propylamine Rotamers
- Bulletin of the Chemical Society of Japan 68(5), 1485-1496, 1995-05-15
- NAID 10008890051
- Reactiveties of Stable Rotamers. Part 27. Diazotization of 2-methyl-2-(1,2,3,4-tetrachloro-9-triptycyl)propylamine rotamers. A consequence of participation of 1-chloro substituent during the formation of alkyl cation in the sc-isomer.
- 抽出浮選/吸光光度法による血清中の亜鉛の定量(<特集>超微量分析のための前処理と予備濃縮)
Related Links
- Isopentyl Acetate (isopentyl_acetate)'s profile on Myspace, the place where people come to connect, discover, and share.
- Isopentyl Acetate - Download as PDF File (.pdf), Word Doc (.doc / .docx), Text file (.txt) or read online. Organic Lab Report Lab #12 Isopentyl Acetate ... Lab #12 Isopentyl Acetate Abstract A 36.4% yield of isopentyl acetate was ...
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