21834-92-4 Usage
Description
5-Methyl-2-phenyl-2-hexenal has a cocoa aroma. It is often used
in chocolate and cocoα-type flavors. May be prepared from phenyl
acetaldehyde and isopropyl acetaldehyde by aldolic condensation.
Chemical Properties
5-Methyl-2-phenyl-2-hexenal has a cocoa aroma. It is used in chocolate and cocoa-type flavors
Occurrence
Reported found in the neutral volatile fraction of roasted peanuts, in peppermint oil, pork liver, cocoa, tea,
roasted filberts, sesame seed, malt, wort and cocoa liquor
Uses
5-?Methyl-?2-?phenyl-?2-?hexenal is a major volatile compound found in fermented flour paste.
Preparation
From phenyl acetaldehyde and isopropyl acetaldehyde by aldolic condensation
Check Digit Verification of cas no
The CAS Registry Mumber 21834-92-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,8,3 and 4 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 21834-92:
(7*2)+(6*1)+(5*8)+(4*3)+(3*4)+(2*9)+(1*2)=104
104 % 10 = 4
So 21834-92-4 is a valid CAS Registry Number.
InChI:InChI=1/C13H16O/c1-11(2)8-9-13(10-14)12-6-4-3-5-7-12/h3-7,9-11H,8H2,1-2H3/b13-9+
21834-92-4Relevant articles and documents
van Praag et al.
, p. 1005,1007 (1968)
A practical total synthesis of plaunotol via highly Z-selective Wittig olefination of α-acetal ketones
Tago, Keiko,Arai, Masami,Kogen, Hiroshi
, p. 2073 - 2078 (2007/10/03)
Plaunotol (1), a known antiulcer drug, is the most important component of the Thai folk medicinal plant, Plau-noi, which has remarkable antipeptic ulcer activity. Recently, it was found that plaunotol (1) has antibacterial activity against Helicobacter priori, a causative agent in gastric ulcers and gastric adenocarcinoma, for example. In our investigation of the practical synthesis of 1, we have developed an efficient method for stereoselective synthesis of trisubstituted olefins via a Z-selective Wittig reaction. The olefination of readily available aliphatic α-acetal ketones with triphenylphosphonium salts in the presence of a potassium base and 18-crown-6 ether proceeded with excellent Z-selectivity. The Z-selective olefination provides a useful method for the construction of a range of trisubstituted olefin moieties; the practical and stereoselective total synthesis of plaunotol (1) was achieved via this Wittig reaction.
