Bomeol, acetate

Bomeol acetate Sd EO 9.33% ° Butyl-propenyl-disulfide, secondary Sd EO... 

Amomum cardamomum L. A. globosum Lour. A. tsao-ko Roxb. A. villosum L. A. xanthloides Wall. Bai Dou Ku Cao Guo Shan Ren (Siam cardamon, Chinese cardamon) (seed) d-Borneol, bomeol acetate, d-camphor, linalool, nerolidol, terpene.50 Treat pyrosis, vomiting, dyspepsia, pulmonary diseases. Antitoxic, antiemetic, carminative, stomachic. 

N.A. Pinus albicaulis Engelm. P. contorta Dougl. ex. Loud. P. mugo Turra var. pumilio P. palustris Mill. P. strobus L. Bishomophinolenic acid, resins, mallol, bomeol acetate, tannins, vitamin A, vitamin C, galactose, alpha-pinenes, beta-pinenes, anthocyanin.8102 Relieve fever, bronchial and nasal congestion, improve blood flow. Anthocyanin from bark has antioxidant activity, inhibits the enzymes that cause inflammation. 

Camphor was originally obtained from the camphor tree Lauras eamphora in which it appeared in the optically active dextro-rotary form. Since about 1920 the racemic ( ) mixture derived from oil of turpentine has been more generally used. By fractional distillation of oil of turpentine the product pinene is obtained. By treating this with hydrochloric acid, pinene hydrochloride (also known as bomyl chloride) may be produced. This is then boiled with acetic acid to hydrolyse the material to the racemic bomeol, which on oxidation yields camphor. Camphor is a white crystalline solid (m.p. 175°C) with the structure shown in Figure 22.3. 

Santene forms a nitrosochloride, prepared in the usual manner, melting at 109° to 110°, and a nitrosite melting at 125°. It also forms a hydrochloride melting at 80° to 81°. By hydration with sulphuric and acetic acids it yields an alcohol C HjjOH, which is termed santenol (isosantenol, nor-bomeol). This body melts at 97° to 98° and boils at 195° to 196°. 

Hedyotis corymbosa (L.) Lamarck. Shui Xian Cao (seed) Bomeol, bornyl acetate, 1-camphor, linalool, nerolidol.49 Stomachic, mouthwash to relieve toothache, as a poultice to heal wounds, small sores. 

Thymus vulgaris L. China Tymol, terpinen-4-ol, pinenes, camphene, myrcene, alpha-phellandrene, limonene, 1,8-cinole, p-cymene, linalool, linalyl acetate, bomyl acetate, alpha-terpinyl acetate, alpha-terpineol, bomeol, citral, geraniol, carvacrol.50 Anthelmintic, antispasmodic, carminative, diaphoretic, sedative. Treat bronchitis, cancer, diarrhea, gastritis, rheumatism, skin ailments. 

Bomeol (16-19%), bomyl acetate ( ) (5-6%), camphor, cineol, pinene, camphene Oil of turpentine, oil of camphor, mineral oils... 

Composition ISO lists 65-78% linalool, a-pinene (3-7%), y-terpinene (2-7%), camphor (4-6%), limonene (2-5%), geranyl acetate (1-3.5%), geraniol (0.5-3%), a-terpi-neol (0.5-1.5%) and myrcene (0.5-1.5%) [75] as the main components of coriander fruit oil. Further constituents can be linalyl acetate, bomeol, citronellol, nerol, ter-pinene-4-ol, additionally monoterpene hydrocarbons and aliphatic aldehydes [76, 77], The latter are the main components of the weed (cilantro) oil and their amount is higher in unripe coriander fruits. E-2-tridecanal is held responsible for the bug-like odour of these unripe fruits ( bug dill ) [78], Lamparsky and Klimes have performed an exhaustive analysis which also led to the detection of interesting heterocyclic trace constituents [79],... 

Composition Up to 80% monoterpene hydrocarbons, mainly a-pinene, myrcene, sabinene, limonene and P-pinene. As oxygenated compounds terpinene-4-ol (up to 10%) [125], bomeol, bomyl acetate, terpinyl acetate and a number of other compounds have been detected [126, 127, 128[. The composition of the oil strongly depends on the berry s degree of ripeness. The commercially available oils do, in the majority, not constitute pure berry oils, as needles and little twigs are included while harvesting and not removed before distillation. For latest reviews see Lawrence /7297 and Adams, who published a comprehensive work on the genus in 2004 [130[. 

Composition Up to 55% 1,8-cineole, camphor, bomeol and its acetate, a-terpineol, terpinene-4-ol, linalool, verbenone, 3-octanone and terpene hydrocarbons. For detailed analyses see e.g. [254, 255, 256[. Even if different chemotypes of rosemary exist, only two qualities are of commercial interest (ISO and European Pharmacopoeia give almost identical specifications) ... 

Additional remark Also the essential oil of wild thyme, T. serpyllum [284-023-3 84776-98-7], again a polymorphous species bearing several chemotypes, is of commercial interest. A carvacrol-rich oil type may contain for example carvacrol (20-40%), thymol (1-5%), p-cymene (10-20%), y-terpinene (5-15%), bomeol, bomyl acetate, 1,8-cineol, citral, geraniol, linalool and others [284[. 

Derivation Interaction of bomeol and acetic anhydride in the presence of formic acid. 

Ester has a fruity note. When the initial alkyl group in alcohol or acid or both is relatively large in molecular size or with its own characteristic note, the resulting ester maintains this note in addition to the fruity note. Examples include citronellyl acetate, having a fresh rosy-fruity odor, which inherits the rosy note from citronellol and bomyl acetate, having a sweet herbaceous-piney odor with a balsamic undertone, which maintains the odor of bomeol. 

The direct hydration of a-pinene and camphene to bomeol and/or isobomeol is of great interest since presently a two step procedure is used in industrial practice acetolysis of camphene and subsequent hydrolysis of bomyl acetate [8]. 

Camphene, a- Rosemary plant, P-Pinene, Cineole, and spruce needles Camphor, Bomeol, Bomyl Acetate, Humulene Cinnamaldehyde, Cinnamon Coumarin, C15H24 Isomers Limonene, a- Orange peel P-Pinene, C15H24 Limonene, Menthol, Chewing gum Isomenthone, Carvone, Menthone, C15H24 45 0.90 300... 

Bomyl acetate [5655-61-8] is a characteristic component of most conifer oils. It has a camphoraceous, pine-needle-like odor. Both (+)-bomyl acetate [20347-65-3] and (-)-bomyl acetate form colorless crystals the racemate [36386-52-4] is a colorless liquid. Bornyl acetate is prepared by esterification of bomeol with acetic anhydride or via the process described under bomeol (see p. 61). 

Cardamom Seed. Grains of paradise. Dried ripe seeds of Elettaria cardamomum Maton, Zingiheraceac. Habit Malabar, cultivated in India. Coyjon. Guatemala. Constit Resin 2-8% essential oil. 1 -2% fixed oil. The essen tial oil contains eucalyptol (cineol) sabinene. d,a terpineol and acetate bomeol. limonene. terpinene, 1 -terpinen -4-ol and its formate and acetate. The fixed oil consists of the... 

Oxidation of Alcohols to Aldehydes and Ketones. Hyper-valent iodine compounds have powerful oxidizing capabilities. However, IBX possesses different properties than many similar oxidants, such as the related analogs iodoxybenzene and m-iodoxybenzoic acid. Until recently, the major application of IBX was its use in DMSO for the oxidation of primary alcohols to aldehydes at room temperature, without the danger of over-oxidation to carboxylic acids. The related iodo-oxy reagents oxidize benzyl alcohols to benzaldehydes at elevated temperatures in benzene (80 °C, 5-10 h) or in acetic acid (rt, 24 h), while IBX oxidizes the same compounds in 15 min (or less) at room temperature. IBX is equally effective for the oxidation of secondary alcohols to ketones under analogous conditions. Even sterically hindered alcohols are readily oxidized. Bomeol undergoes smooth oxida-... 

Shake with NaHC03 and distil it in vacuo (exo-bomeol has m 124-126"). Alternatively, mix the ester with formic acetic anhydride overnight and fractionate. [Beilstein 6 III 219 ]... 

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