Green Synthesis of Camphor - Foothill College

Camphene is volatile, highly soluble in ether and benzene, less soluble in alcohol, and insoluble in water. It occurs in small quantities in turpentines and in essential pine oils, from which it may be isolated by distillation and freezing out. It is also found in lavender and fennel oils as well as in other essential oils. Camphene is produced industrially by the catalytic isomerization of pinene. Widely used in industry, it is an intermediate product in the synthesis of camphor. Chlorination of camphene yields very effective insecticides.

A Green Synthesis of Camphor - Fluttrbox

synthesis of camphor from borneol lab - Bing - Free PDF Links

Camphor synthesis of camphor by retro-synthesis - Answers

An alternative proposal for the biosynthesis of the bornane series of bicyclic monoterpenes forms the basis of a new synthesis of camphor from p-menth-8-en-2-one (dihydrocarvone).

Synthesis of Camphor by the Oxidation of Borneol

a conclusion confirmed by its synthesis (see below). The Bredt formula is also supported by the synthesis of r-camphoric acid by G. Komppa ( 1901, 34, p. 2 47 2; 1903, 36, P. 433 2). In this synthesis ethyl oxalate is, condensed with ($-dimethyl glutaric ester, and the resulting diketoapocamphoric ester (I) is then methylated to diketocamphoric ester (2). The keto groups in (2) are converted in CH 2 groups as follows :- Sodium amalgam converts this ester into dioxycamphoric ester (3), which with hydriodic acid and phosphorus yields r-dihydrocamphoric acid. At 125° C. this compound combines with hydrobromic acid to form fi-bromcamphoric acid, which on reduction with zinc and acetic acid yields r-camphoric acid (4): ROzC CH C(CH3) 2 ' CH C02R, R02C CH C(CH3)2' C(CHa)' C02R CO CO CO CO (I) (2) H02C CH' C(CH3)2' C(CH2) ' C02H ? R02C CH' C(CHa)2' C (CH3) C02R CH2 CHz HC(OH) CH(OH) (4) (3) This series of reactions leads to a complete synthesis of camphor, since A. Haller ( 1896, 122, p. 446) has shown that camphoric anhydride (I) on reduction yields campholid (2), which by the action of potassium cyanide and subsequent hydrolysis of the nitrite formed is converted into homocamphoric acid (3), the calcium salt of which yields camphor (4) on distillation CsH1 4 "0->CSH1a? CO 2 / O-*CsH1a? COlH OzH?C81114(1 ? (x) (3) (4) Thus camphor and its oxidation products are to be represented as CH2-CH C12 (a) CH2' CH CO 2 H C02H C02H I C (CH3) 2 Pr) I I C(CH2)2 I C(CH3)2 CH2'C(CH3) CO (p), CH 2. C(CH3) C02H, CH2. C(CH3) C02H Camphor, Camphoric acid, Camphoronic acid.

Part One: Mirrors Part Two: Synthesis of Camphor
Synthetically, camphor has been obtained by the dry distillation of the lead1) or calcium-) salts of homocamphoric (Haller's hydroxycamphocarboxylic acid). However, this synthesis was only a partial one, since the homocamphoric acid was obtained from a derivative of camphor. The complete synthesis of camphor was later successfully accomplished by Komppa3) who likewise succeeded in effecting the synthesis of camphoric acid.
Calculate the atom economy and reaction efficiency of the synthesis of camphor from borneol


Since 2002, Wissinger has been adding green experiments to the organic lab. One of these experiments involves the green synthesis of camphor, which is a versatile chemical compound found in nature. This novel experiment, developed in collaboration with Professor Andrew Harned and his graduate student Patrick Lang, not only satisfies 9 of the 12 principles of green chemistry, but also illustrates how the generated camphor product is used in an active research program. The development and successfully incorporation of this experiment was published in the Journal of Chemical Education in May 2011. Another example of an experiment recently added to the organic laboratory curriculum involves the use of liquid CO2 for the extraction of the essential oil of cloves.

Biosynthesis of camphor from geranyl pyrophosphate

Synthesis of camphor allene…………………………………………….…..…6

One green chemistry experiment involves the green synthesis of camphor, which is a versatile chemical compound found in nature. The camphor being produced by the students is being used for research purposes. Shown is camphor isolated by sublimation.

Part One: Mirrors Part Two: Synthesis of Camphor - KU ScholarWorks

Chapter 66: Natural Products: Synthesis of Camphor from Camphene

The pine oil (turpentine) contains two monoterpenes viz. terpineol and α-pinene. Camphor was extracted from camphor tree, It is used to protect cloths from moths. At present, α-pinene is a raw material for the commercial synthesis of camphor. Some of the other examples such as myrcene, limonene, citronellal, are also monoterpenes.