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Transcript of Citral
Potential Negative Effect! Synthesis of Citral Breakdown of Citral CONCLUSION Toxicity level
: high – combustible Citral • Eye, skin, digestive tract irritation Measures to minimize adverse effects: Minimal concentration in perfumery industry
In manufacturing, larger molecules produced – ability to hydrolyze in water 2 Second Possible Way ! Molecular Mass 152.24 g/mol
Melting Point < -10oC
·Boiling Point 229oC
·Density 0.9 g/mol Solubility Physical Appearance: pale yellow liquid with a lemon-like scent In 1891 Semmler suggested that citral was most probably represented by formula (I) Uses in the Bahamas Citral (from lemongrass) - Herbal Tea APPEARS IN TWO FORMS
E and Z Citral is hydrophobic References First Possible Way! 1. The aldehyde was first separated from the oil of Backhousia
In 1890, Semmler made observed that geraniol gave, on gentle oxidation, an aldehyde, C10H16O, which on further oxidation yielded an acid, C10H16O2.
In 1890, Dodge separated an aldehyde from lemon grass oil and he showed that it reacted abnormally with sodium bisulphite solution – he called the aldehyde citral. .org Citral has two important uses. • Citral is an aliphatic aldehyde
that isolated from volatile oils Citral has many
research ongoing for
anti-cancer property Shantaya Andrews
Nicholette Turnquest Used throughout the perfumery and fragrance industry Such as: Antibacterial, antifungal, antiviral, sporicide, antialgal React with peptides and proteins in the body Results in volatile death of microbe e.g. bacteria, viruses, fungi Aldehydes undergo chemical reactions in the body Ancient medicinal practices:
anti-inflammatory, diuretic, CNS stimulating activity This aldehyde is synthesized and used for antimicrobial preoperties Questions? Steps that could be taken to reduce the effects... WHAT ABOUT
ITS USES ? F Barbier-Bouveault-Tiemann’s synthesis
The formal name of
with a molecular formula of
C10H16O Citral can be either of,
or a mixture of
a pair of terpenoids. These two compounds are
double bond isomers.
The E-isomer is called
geranial or citral-A,
The Z-isomer is called
neral or citral-B PHYSICAL
PROPERTIES Insoluble in water
soluble in alcohol, ether and most common organic
solvents. citriodora by J. Bertraham. The citral from lemon grass oil: homogeneous but gave two semi-carbazones. It was later discovered by Barbier and Bouveault: The two isomeric aldehydes were
designated citral a and citral b. Citral b is obtained nearly free from
citral a by the oxidation of nerol. Citral a is most readily
separated form citral b by
the sodium bisulphate method
suggested by Tiemann bio CHEM Later Tiemann and Semmler proved this incorrect and suggested formula (II). This formula would account for the existence of two citrals, citral a and citral b, since these could be the cis-tran-isomerides Major Lemon Grass Component Pain Reliever Used in beauty Bars Air Freshener ano, S. (2007). Terpenoids. Chemistry of NAtural Products , 12-16.
Hilal AYKAC¸, S. Y. (2007). Hydrogenation of Citral over Ni and Ni-Sn Catalysts. Izmir Institute of Technology, Chemical Engineering Department, 627-631.
Krishnaswamy, N. (1996). Learning Organic Chemistry Through NAtural Products . Resonance , 62. A BEAUTIFUL ORGANIC CHEMISTRY
JOURNEY INTRODUCTION Breakdown of Citral A conjugated Diene Chemical Properties