Bornyl alcohol

Borneol (Also called Bornyl Alcohol, Baras Camphor, Borneo-Camphor, 2-Camphanol, d--Camphyl Alcohol, 2-Hydroxy-Camphane or Sumatras Camphor), C10H,7OH mw 154.24,... 

Diels-Alder reactions with aldehydes.2 This catalyst is superior to zinc chloride3 for promoting [4 + 2]cycloaddition of aldehydes with l-alkoxy-3-trimethylsilyloxy-1,3-butadienes to form 2,3-dihydro-4//-pyrane-4-ones. The catalyst prepared from bornyl alcohol is somewhat more effective than similar catalysts from simple alcohols, and may be of value for asymmetric induction. 

SYNS BAROS CAMPHOR BHIMSALM CAMPHOR BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, endo-(9CI) 2-BORNANOL, endo- BORNEO CAMPHOR D trans-BORNEOL BORNEOL (DOT) BORNYL ALCOHOL CAMPHANE, 2-HYDROXY- 2-CAMPHANOL CAMPHOL DRYOBALANOPS CAMPHOR 2-HYDROXYCAiMPHANE MALAYAN CAMPHOR SUMATRA CAMPHOR endo-1,7,7-TRIMETHYL-BICYCLO(2.2.1)HEPTAN-2-OL... 

SYNS 1-2-BORNANOL (-)-BORNEOL (1S,2R,4S)-(-)-l-BORNEOL 1-BORNYL ALCOHOL 1-2-CAMPHANOL UNDEROL... 

Bornanol, endo- Borneo camphor Borneol DL-Borneol trans-Borneol Bornyl alcohol 2-endo-Bornyl alcohol Camphane, 2-hydroxy- 2-Camphanol Camphol CCRIS 7300 Dryobalanops camphor EINECS 208-080-0 FEMA No. 2157 HSDB 946 2-Hydroxybornane 2-Hydroxycamphane 2-Hydroxy-1,7,7-trimethylnor-bornane, endo- Malayan camphor Sumatra camphor 1,7,7-Trlmethyl-bicyclo(2.2.1)heptan-2-ol, endo- UN1312. A terpene from Dryobalanops camphora used in perfumery, in celluloid manufacture, and in medicine as an anSseptic. Crystals mp = 208" bp = 212" insoluble in H2O, soluble in organic solvents LD50 (rat orl) = 500 mg/kg. 

Bornyl alcohol. See DL-Borneol 1-Bornyl alcohol. SeeL-Borneol Bornyl butanoate. See Bornyl butyrate Bornyl butyrate... 

Me ester -. C33H34O8. MW, 474. Plates from EtOH M.p. 86°. FeClg— red col. in EtOH. Asahina, Kusaka, Ber, 1937, 70, 1817. Borneol (Bornyl alcohol, Borneo camphor)... 

Veratrole (1,2-dimethoxy benzene) Guaiacol (methoxy phenol) Borneol (bornyl alcohol) Isoborneol Ethylene dicloride ... 

It is best prepared, however, by converting the alcohol, borneol, into bomyl chloride. The bornyl chloride is carefully dried and then gently warmed with an equal weight of aniline. The mixture is then heated to the boiling-point of aniline when the reaction, which is suddenly violent, 18 quickly completed. The reaction mass is neutralised by hydrochloric acid and distilled over in a current of steam. Gamphene is rapidly condensed and solidifies to a crystalline mass. 

It is soluble in 3 volumes of 70 per cent, alcohol. The commercial product is usually a mixture of dextro-rotatory and laevo-rotatory bornyl acetate. It should contain not less than 98 per cent, of ester, and... 

Dextro-dihydroverbenol melts at 58° C. and boils at 218° C. it yields an acetic ester, the odour of which recalls that of bornyl acetate. Dextro-dihydroverbenone is produced by the oxidation of the above alcohol by means of chromic acid, or by the reduction of verbenone by means of hydrogen in presence of colloidal palladium. It boils at 222° C. (Djj 0-9685 [a]o + 52-1 9° 1-47535 molecular refraction 44 45) and gives... 

The suspension is dissolved by the addition of 20 ml of 1 N caustic soda. The alkaline solution is extracted with ether, acidified with dilute hydrochloric acid and filtered. The precipitate is washed with water and recrystallized from alcohol/water to yield 1-(p-toluene-sulfonyl)-3-(2-endo-hydroxy-3-endo-bornyl)-urea having a melting point of 193° to 195°C. 

Esters mainly derived from cyclic terpene alcohols, especially the acetates, are common fragrance and flavor components. Menthanyl, menthenyl, bicyclic bornyl acetates and a few acetates of sesquiterpene alcohols are extensively used in perfume and aroma compositions. 

Acetic Amyl alcohol Acetaldehyde Bornyl acetate Acetone ci s-Limonene 8-Cadinene... 

The solvolysis rate of [416] is 10 -10 times faster than that of the 7-nor-bornyl analogue. This rate enhancement cannot be attributed to an overall relief of strain since the alcohol [418 R = H] is the major product of the reaction instead it is ascribed to a/i/f-cyclopropane participation. 

For a series of cinnamic acid esters formed from chiral alcohols, reduction in DMF gave the CHD with from 0% de for the (—)-menthyl ester up to >95% de for the (—)-endo-hoxny ester [66] (Table 4). The menthyl and the bornyl cinnamates have virtually... 

Bornyl Formate 75-85-4 Amyl Alcohol (tert-) 7664-41-7 Ammonia... 

Simpler, open-chain, chiral alkenes have also been employed in [3 + 2]-cycloaddition reactions in order to obtain face selectivity of the addition. The introduction of chiral alcohols such as ( —)-(l/ ,27 ,5S)-menthol into acrylic esters provides a simple entry into this field however, the conformational variability of such molecules allows for only relatively low stereoselectivities.The same is true for the (— )-(l /J,2i ,4i )-bornyl and (— )-(l 7 ,27 ,55)-8-phenylmenthyl derivatives. ... 

Figure 6. Conversion of 6,7-dihydrogeranyl pyrophosphate, via 6,7-dihydrolinalyl pyrophosphate, to dihydro olefins and alcohols by (+)-bornyl pyrophosphate and (+)-pinene cyclases.

---