Borneol acetate

Borneol acetate Amomum cardamomum, A. globosum, A. tsao-ko, A. villosum, A. xanthloides m ,... 

Borneol acetate) Thymus vulgaris (Lamiaceae), Abies alba, ... 

D-Bornyl acetate (= Borneol acetate) (monoterpene) Cardenolides (triterpene glycosides aglycones) see Table 4.1 for cardenolide Na+, K+-ATPase inhibitors Citral (= mixture of a-Citral (Geranial) (3-Citral (Neral) = trans-St av-3,7-Dimethyl-2,6-octadienal) (monoterpene) Citronellal (= 3,7-Dimethyloct-6-enal) (monoterpene) a-Farnesene (sesquiterpene)... 

Borneol acetate 10.4t, 10.5t Bornyl acetate 10.4t, 10.5t Boswellic acid 13.4Ht Bougainmlka RIP-I 9.1A Bouvardin 9.2a Bowringia lectin 12.2A Bradykinin 5.7B Bran 14.2o Brassica DEF PI 13.5J... 

Synonyms Bicycio (2.2.1) heptan-2-ol, 1,7,7-trimethyl-, acetate, endo- Borneol acetate levo-Bomyl acetate Bornyl acetic ether ... 

CAS 5655-61-8 EINECS/ELINCS 227-101-4 Synonyms Bicycio [2.2.1] heptan-2-ol, 1,7,7-trimethyl-, acetate, (1S-endo)- Borneol, acetate, (1S,2R,4S)-(-)- (-)-Bornyl acetate L-Born-2-yl acetate L-a-Bornyl acetate endo-(1S)-1,7,7-Trimethylbicyclo [2.2.1] hept-2-yl acetate Empirical C12H20O2... 

According to Walbaum, the oil contains about 50 per cent, of linalol,. but bis results were obtained by a direct acetylation. If the method of Boulez be used, which is necessary in the case of linalol, from 65 to 70 per cent, of linalol is indicated. JDextro-a--pvaene, i-a-pinene, y3-pinene, dipentene, cymene, terpinene, geraniol, borneol, acetic esters, and decy) aldehyde are also present in the oil, with, possibly, phellandrene and terpinolene. 

The oil was found to conlain about 6 per cent, of piuene, 60 per cent-Of euoalyptol, 9 per cent, of borneol, 19 per ceul. of linalyl acetate, with a little camphor, meth. i salicylate, and sesqnitci-pene alcohol. 

Bornyl Acetate.—The acetic acid ester is the most important of the series. It is a constituent of pine-needle and rosemary oils, and has a most fragrant and refreshing odour. It is prepared artificially by the action of acetic anhydride on borneol, in the presence of sodium acetate, or by the condensation of borneol with glacial acetic acid in the presence of a small amount of a mineral acid. It is absolutely necessary in the reproduction of any pine odour. It is a crystalline body, crystallising from peDroleum ether in rhombic hemihedric crystals melting at 29°. The optical activity depends on that of the borneol from which it has been prepared. It has the following characters —... 

Bornyl Propionate.—The propionic acid ester of borneol closely resembles the acetic ester, but as is, of course, usual in homologous series, its odour is slightly different. It has the formula... 

Figure 10.24 Total ion current chromatograms obtained after headspace SPME for (a) the archaeological incense and (b) B. carteri olibanum. Peak labels correspond to compound identification given in Table 10.3. Peaks labelled by letters correspond to the following compounds a, pinocamphone b, borneol c, calamenene d, cadalene. Among other finger prints, the occurrence of dimer 2 (111), cembrene A (120) and isoincensole acetate (128) confirm that this sampleis olibanum and attributes its botanical source to B. carteri or B. sacra. Reproduced from S. Hamm, J. Bleton, J. Connan, A. Tchapla, Phytochemistry, 66, 1499 1514. Copyright 2005 Elsevier Limited...

Buchbauer G, Jager W, Jirovetz L, Meyer F, Dietrich H. (1992). [Effects of valerian root oil, borneol, isoborneol, bornyl acetate and isobornyl acetate on the motility of laboratory animals (mice) after inhalation]. Pharmazie. 1992 Aug. 47(8) 620-2. 

Kreis R Juchelka D, Motz C, Mosandl A, Chiral compounds in essential oils, DC Stereodifferentiation of borneol, iso-borneol and bornyl acetate, Dtsch Apoth Ztg, 131 198 1987, 1991. 

Bornyl acetate [5655-61-8] is a characteristic component of most conifer oils. It has a camphoraceous, pine-needle-like odor. Both (+)-bornyl acetate [20347-65-3] and (-)-bornyl acetate form colorless crystals the racemate [36386-52-4 ] is a colorless liquid. Bomyl acetate is prepared by esterification of borneol with acetic anhydride or via the process described under borneol (see p. 59). 

The bornane-, camphane- and fenchane-type monoterpenes possess the [2.1.1] bicyclic skeleton formed by different cyclisation of the terpinyl cation. Important members include borneol 47, isobornyl acetate 48, camphene 49, camphor 50, fenchone 51 (Structure 4.12). 

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. 

Thymus vulgaris L. She Xiang Cao (Thyme) (aerial part) Tymol, terpinen-4-ol, pinenes, camphene, myrcene, alpha-phellandrene, limonene, 1,8-cineol, p-cymene, linalool, linalyl acetate, bomyl acetate, alpha-terpinyl acetate, alpha-terpineol, borneol, citral, geraniol, carvacrol.50 510 Anthelmintic, antispasmodic, carminative, diaphoretic, sedative. Treat bronchitis, cancer, diarrhea, gastritis, rheumatism, skin ailments. 

N.A. Alpha-thujone, fenchone, beta-thujone, sabinen, beyerene, bornyl acetate, camphor, borneol, sesquiterpenes, lignans, flavonoids.185-186 This herb is toxic. Against amoebas, parasites, bacteria, fungi, and viruses. 

Borneol Acetaldehyde Ethyl acetate Acetone 1,4-Cineole a-Bergamotene... 

Many essential oils contain esters (mostly acetates) of alcohols of the formulae C10HlsO (borneol, geraniol, terpineol, linalool), C H O (menthol, citronellol), C1SH240 (santalol). When boiled with alcoholic potash, these esters are hydrolysed (saponified) and yield the free alcohol and the potassium salt corresponding with the acid of the ester. Thus, the volatile oils containing esters have saponification numbers, which may be determined in a manner analogous to that used for fatty matters. 

Free Alcohols alone.—In this case the content in free alcohols (borneol, geraniol, terpineol, linalool, menthol, citronellol, santalol, thujyl alcohol) is determined by transforming the alcohols into the corresponding acetates by boiling with acetic anhydride and then determining the saponification number of the acetylated product acetyl saponification number). 

The most straightforward method involves the conversion of pinene [l] into pinene hydrochloride [2], bornylchloride [3] and hence into borneol [6] (or iso-borneol) from which camphor [7] is obtained by oxidation. Also bornylchloride [3] is converted to isobro-nylacetate [5] upon heating with sodium acetate and glacial acetic acid. Alternatively, c-amphene [U] is oxidatively hydrated to camphor [7]-... 

Tho reaction is allowed to moderate after each iddition of 4 or 5 gms. of the formate, and tho flask is shaken occasionally. Abont half an hour is taken to add all the formate, and the mixture is then allowed to stand for two hours, by the end of which time most of the sodium will have dissolved and the mixture will be semi-fluid and brown. After standing another four hours to allow the sodium salt to separate, the whole is poured into 200 c.c. of iced water. The yellow aqueous layer is extracted twico with ether to remove any camphor or borneol in it, and finally air is blown through it to remove all ether. The aqueous solution is then treated with ice-cold acetic acid (30 per cent.) until the deposition of oil ceases, and after an honr, when the oil has solidified, it is filtered and dried. Yield, abont 20 gms. imp., 70°—76° ... 

P-caryophyllene, camphene, borneol, a-terpineol, borny acetate, myrcene, terpinen-4-ol. 

Fig. 5-3. Examples of mono- and sesquiterpenes and their derivatives in softwood. 1, a-Pinene 2, /3-pinene 3, 3-carene 4, camphene 5, borneol (R = H), bornyl acetate (R = COCH3) 6, limonene 7, a-terpineol 8, dipentene 9, a-muurolene 10, 8-cadinene 11, a-cadinol 12, a-cedrene 13, longifolene 14, juniperol.

Acetaldehyde Diethyl Acetal 2-Acetyl Thiazole Allyl Phenoxy Acetate Allyl Propionate Borneol... 

Acetyl Thiazole, 94 Allyl Phenoxy Acetate, 95 Allyl Propionate, 95 Aspartame-Acesulfame Salt, 96 Borneol, 96... 

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