Industrialization and ‘Massification’

By 1879 it was listed that Yardley exported over a score of different varieties of scented soaps to the United States, whilst the British company Crown Fragrances was exporting 49 different fragrances to 47 different countries. Perfumers focused on mass production tech­niques for aroma chemicals, glass bottles and alcohol to service an ever-growing market demand. Products were branded to encourage consumer loyalty, and the first tentative steps to marketing their olfactory wonders were being made by the giants of their time. Perfumers of France, England and Spain widened their horizons to a global marketplace. At the end of the nineteenth century, science, industrialization, market demand and individuals of the moment had conspired to catalyse growth in the use of scent and the pleasure gained from it. Perfume was finally reaching the masses. This set the scene for the twentieth century, the age of fashion, which spurred a truly explosive growth in the use of fragrance in many forms. In the background of this flurry of activity on the perfume front, major strides had been taken in the synthesis of aroma chemicals which greatly influenced and aided the formulation chemists and perfumers in their choice and cost of materials. Table 2.2 summarizes some of the key

Year

Event

Attributed to

1701

Observations that some flowers provided no essential oils on steam distillation

Nicholas Lemery

1759

Reaction of oil of amber with fuming nitric acid gave a musky odour

Berlin Academy

1800

Investigations into ambra (or ambergris) component chemistry

1833

Empirical formulae reported for anethole, borneol and camphor

Dumas

1834

Isolation of cinnamic aldehyde

Dumas, Peligot

Preparation of nitrobenzene

Mitscherlich

1837

Isolation of benzaldehyde

Liebig, Wohler

1843

Methyl salicylate determined as main component of wintergreen oil

Cahours

1853

Preparation of benzyl alcohol

Cannizzaro

Synthesis of aliphatic aldehydes

Piria

1856

Synthesis of cinnamic aldehyde

Chiozza

1859

Preparation of aldehydes from pyrolysis of calcium formate mixtures

Bertagnini

1859-1860

Large-scale preparation of salicylic acid

Kolbe

1863

Preparation of benzaldehyde

Cahours

1865

Determination of structure of benzene

Kekule

1866

Structure of cinnamic acid determined

Erlenmeyer

1868

Synthesis of coumarin

Perkin

1869

Discovery of heliotropin

Filtig and Mielk

1871

Structure of heliotropin determined

Barth

1874

Synthesis of vanillin from guaiacol

Reimer and Tiemann

1876

Discovery of phenylacetic aldehyde

Radziszewski

1875-1877

Synthesis of cinnamic acid

Perkin

1877

Production of anisaldehyde from p — hydroxybenzaldehyde

Tiemann, Herzfeld

1878

Structure of terpin hydrate determined

Tilden

1880

Quinolines discovered

Skraup

1884

Identification of D-limonene and dipentene

Wallach®

1888

Discovery of nitro musks

Baur

1889

Discovery of citronellal

Dodge

1890

Synthesis of heliotropin from safrole

Eykmann

1893

Synthesis of ionone

Tiemann, Kruger

1894

Structure of a-pinene determined

Wagner

1885

Structure of terpineol determined

Wallach,

Tiemann,

Semler

Continued

Table 2.2 Continued

Year

Event

Attributed to

1891

Discovery of rhodinol

Eckhart

1898

Discovery of musk ketone

Baur, Thurgau

1903

Discovery of methyl heptin carbonate and homologues

Moureau, Delange

Fundamental work on aromaticity

Von Baeyer3

1904

Synthesis of methylnonylacetic aldehyde

Darzens

Isolation of muscone

Walbaum

Glycidic method of synthesizing aldehydes

Darzens

1905

Synthesis of cinnamic alcohol

Leser, Barbier

1905-1908

Hydroxycitronellal prepared and marketed

Knoll and Co.

1908

Discovery of y-undecalactone

Jukov,

Schestakow

1913

Discovery of farnesol

Kerschbaum

1919

Discovery of cyclamen aldehyde

Blanc

Synthesis of linalool

Ruzicka, Fomasir

1923

Discovery of a-amyl cinnamaldehyde

Lesech,

Descollonges

Discovery of Nerolidol

Ruzicka

1926

Identification of muscone structure

Ruzicka3 and

Structural determination work on ambra, civet

Kerschbaum

Synthesis of Exaltone®

Ruzicka

1927

Isolation of Ambrettolide®

Kerschbaum

Synthesis of Civetone

Ruzicka

Synthesis of Exaltolide®

Kerschbaum

1933

Isolation of Jasmone

Ruzicka

1934

Synthesis of muscone

Weber, Ziegler

1935

Structural determination of jasmone

Treff, Werner3

1946

Perfection of Wallach’s isoprene rule for terpinoids

Robinson3

1947

Structural determination of irone

Ruzicka,3 Naves

1950

Synthesis of Ambrox®

Stoll

1953

New synthesis of linalool

Caroll, Kimel

1960

Synthesis of m-Hexene-3-ol

Hakanata

1962

Synthesis of Methyl dihydrojasmonate

Firmenich

1970

Synthesis of Damascenones alpha and beta

Demole

1971

Synthesis of Damascones alpha and beta

Ohloff

a Five Nobel prize winners in the first half of the twentieth century were involved with aspects of aroma chemistry.

Decade

Background

Development and Exploitation

Fragrance used in

Emergent fashion designers

1900s

Fin de Siecle, emancipation

Coumarin, heliotropin, ambreine

L ‘Origan

Worth

1910s

Peace and war

Undecalactone

Mitsouko

Poiret, Caron

1920s

Prohibition, exhibition

Aldehydes CIO, Cl 1, C12

Chanel №5

Chanel, Patou

1930s

Recession, depression

Phenyl ethyl acetate, civettone

Tabu

Schiaparelli, Dana

1940s

War and peace

Hydroxycitronellal, musk ketone

L’Air du Temps

Dior, Balenciaga, Balmain

1950s

Rock and roll

Amyl salicylate, cedryl acetate, nitromusks

Youth Dew

Rochas, Nina Ricci

1960s

Flower power

PTBCHA,3 c/s-hex-3-salicylate

Fidji

Laroche, Quant

1970s

Global village

Methyl dihydrojasminate

Chanel №19

Cacharel, Paco Rabanne

1980s

King consumer

Ethylene brassylate, helional

Obsession

Montana, Jean Paul Galtier

1990s

Fin de Siecle, millennium

Dihydromyrcenol, synthetic musks, Ambrox® (Firmenich)

Cool Water

Thierry Mugler, Hugo Boss, Joop

ap-/-Butylcyclohexyl acetate.

compounds of interest to the industry, their discovery dates and the chemists involved.

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