553-84-4 Usage
Description
Perilla ketone, derived from the plant Perilla frutescens, is a potent compound known for its toxicity, particularly as a pulmonary edemagenic agent for laboratory animals and livestock. Despite its toxic properties, it finds a place in the culinary world, particularly in oriental foods, where it adds a unique flavor and aroma.
Uses
Used in Culinary Industry:
Perilla ketone is used as a flavoring agent in oriental foods for its distinct taste and aroma, enhancing the overall dining experience. Despite its toxicity, it is utilized in controlled amounts to ensure safety while maintaining the desired flavor profile.
Synthesis Reference(s)
Journal of the American Chemical Society, 106, p. 4833, 1984 DOI: 10.1021/ja00329a032Tetrahedron Letters, 33, p. 5245, 1992 DOI: 10.1016/S0040-4039(00)79145-3
Safety Profile
Poison by intravenous and intraperitoneal routes. A potent pulmonary edemagenic agent (experimental). May also be hazardous to humans. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes
Check Digit Verification of cas no
The CAS Registry Mumber 553-84-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 3 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 553-84:
(5*5)+(4*5)+(3*3)+(2*8)+(1*4)=74
74 % 10 = 4
So 553-84-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H14O2/c1-8(2)3-4-10(11)9-5-6-12-7-9/h5-8H,3-4H2,1-2H3
553-84-4Relevant articles and documents
Benzotriazole-Mediated Conversions of Aromatic and Heteroaromatic Aldehydes to Functionalized Ketones
Katritzky, Alan R.,Lang, Hengyuan,Wang, Zuoquan,Zhang, Zhongxing,Song, Huimin
, p. 7619 - 7624 (2007/10/03)
Aromatic and heteroaromatic aldehydes reacted with benzotriazole and triethyl orthoformate in THF to give the corresponding α-(benzotriazol-1-yl)aryl ethyl ethers 7 in good yield.The novel acyl anion precursors 7 underwent smooth lithiation at the methine group followed by trapping with alkyl halides, aldehydes, ketones, and imines to yield the expected substituted intermediates of type 9, which were hydrolyzed under mild conditions without isolation.Benzaldehyde, methyl-, chloro-, and methoxy-substituted benzaldehydes, 1-naphthalenecarboxaldehyde, 2- and 3-furaldehydes, 2- and 3-thiophenecarboxaldehydes, and 2-pyridinecarboxaldehyde were all transformed in this manner into a variety of aryl and heteroaryl ketones with alkyl (10), α-hydroxyalkyl (12 and 13), α-aminoalkyl (14) and acyl (15) substituents.
A mild, efficient approach to 3-acylfurans: A short synthesis of perilla ketone
Bailey
, p. 242 - 243 (2007/10/02)
Several 3-acylfurans 3 were prepared in excellent yield using a one-pot procedure involving the palladium-catalyzed cross-coupling of commercially available acid chlorides with tributyl(3-furyl)-stannane 2 at room temperature.