Isobornyl esters

ISOBORNYL THIOCYANOACETATE TERPINYL THIOCYANOACETATE THANISOL THANITE THIOCY.ANATOACETIC ACID ISOBORNYL ESTER... 

The bornyl and isobornyl ester eliminations (Table 6) give unexpected, or at least, unusual products. The normal ester elimination product, bornylene, is most important only in the endo- i.e., bornyl) system, viz. 

CAS 7534-94-3 EINECS/ELINCS 231-403-1 Synonyms Methactylic acid isobornyl ester Empirical C HjiOj... 

Methacrylic acid, ethyl ester. See Ethyl methacrylate Methacrylic acid isobornyl ester. See Isobornyl methacrylate Methacrylic acid, isobutyl ester. See Isobutyl methacrylate Methacrylic acid, isodecyl ester. See Isodecyl methacrylate Methacrylic acid lauryl ester. See Lauryl methacrylate Methacrylic acid, methyl ester. See Methyl methacrylate Methacrylic acid methyl ester polymers. See Polymethyl methacrylate Methacrylic acid, monoester with 1,2-propanediol. See Flydroxypropyl methacrylate... 

Regulatory FDA 21CFR 172.515 FEMA GRAS Manuf./Distrib. Bedoukian Research http //www. bedoukian. com Isobornyl methacrylate CAS 7534-94-3 EINECS/ELINCS 231-403-1 Synonyms Methacrylic acid isobornyl ester Empirical C14H22O2... 

Methacrylic acid isobornyl ester. See Isobornyl methacrylate... 

The chemical structures of the majority of FMs that have been studied in wastewater treatment are given in Figs. 1-3. Figure 1 shows a variety of FM structures that include alcohols, aldehydes, and ketones, including benzyl acetate (phenylmethyl ester acetic acid), methyl salicylate (2-hydroxy-methyl ester benzoic acid), methyl dihydrojasmonate (3-oxo-2-pentyl-methyl ester cyclopentaneacetic acid), terpineol (4-trimethyl-3-cyclohexene-1-methanol), benzyl salicylate (2-hydroxy-phenylmethyl ester benzoic acid), isobornyl acetate... 

Another potentially important fermentation is that producing butyric acid. The process is used industrially on only a small scale at present and details have not been disclosed. Many derivatives of butyric acid are used industrially the benzyl, methyl, octyl and terpenyl esters are used in the perfumery and essence trade and amyl butyrate, bornyl and isobornyl butyrates have been described as plasticizers for cellulose esters. Moreover vinyl butyrate is a possible ingredient of polymerizable materials. The mixed acetic and butyric acid esters of polysaccharides are also coming into favor. Cellulose acetate butyrate is marketed as an ingredient of lacquer and is less inflammable than the pure acetate. Dextran (see below) acetate butyrate may have similar uses. 

Formation of hydroxamic acids has been reported during the photolysis of steroidal C-17 fl-nitrite esters,227 of ether dl-bornyl ether, and of dl-isobornyl nitrite.144... 

Cyclopentene is readily available as a byproduct in the ethylene production. Norbornene 2-ethylhexyl carboxylate is obtained by the Diels-Alder reaction of 2-ethylhexyl acrylate with cyclopenta-diene (5). Norbornene isobornyl carboxylate, norbornene phen-oxyethyl carboxylate, and other related monomers are synthesized according to the same route. Polymers obtained from these esters exhibit excellent properties in terms of controlling the crosslinking density, the associated product modulus, and the glass transition temperature (Tg), thus allowing tailoring the properties of elastomers, plastics and composites. Other suitable monomers are summarized in Table 1.1 and sketched in Figure 1.2. 

The same products, but in different ratios, occur in the gas phase eliminations of HCl from bornyl and isobornyl chlorides and from the pyrolysis reaction of bornyl and isobornyl benzoates and methyl xanthates . The isobornyl reaction is appreciably faster than that of the bornyl ester ((iso-B/B) = 6.8 at 345 °C), but proceeds at a slightly slower rate than that of cyclohexyl acetate, (CH/iso-B) = 2.1 at 600 °K. By analogy with the nonclassical carbonium ion interpretation of the solvolysis rates of bornyl and isobornyl chlorides, the participation of nonclassical carbonium ion intimate ion-pairs, e.g. 

No examples of gas-phase rearrangements of esters have so far been reported. However, Bunton and co-workers (1961) have examined bornyl and isobornyl methylxanthates and benzoates in the liquid phase... 

Hydroxy-4-phenyl-(3-lactams.4 The lithium enolatc of (silyloxy)acctatcs (2) couple with the N-(trimethylsilyl)iminc 3 to give 3-hydroxy-4-aryl-/3-lactams (4). The stereoselectivity depends in part on the size of the silyloxy group but mainly on the ester group. Use of either (+)- or (- )-tran.v-2-phenyI-1 -cyclohcxyl (1) as the chiral auxiliary results entirely in a cis-f)-lactam (4) in 80% yield and 96-98% ec. Use of 1 -)-menthyl or of Oppolzcr s D-isobornyl auxiliary (12,103-104) results in lower yields and cnantioselcctivity. The cyclocondcnsation with the ester 2 from (—)-l results in i3R,4S)-4 in 96% cc. On dcsilylation and acid hydrolysis, this lactam provides (2R,3S)-... 

With chiral molecules, there is no need for external chiral inductors to induce a diastereoselection. For most esters made from conjugated acids and chiral alcohols, the diastereoisomeric excess (de) of the photodeconjugation process, carried out in apolar solvents containing catalytic quantities of alcohols (and/or amines), remains low. This results from the low steric interactions developed by the alkoxy group during the protonation step of the dienol, as already indicated [32]. However, if protonation of photo-dienols from one enantioface is sterically hindered, as can be observed for isobornyl derivatives 8c and 8d, values of de up to 95% can be attained [50] (Table 4 and Scheme 6). 

An attempt to obtain a double induction from chiral esters by means of chiral 8-aminoalcohols was unsuccessful [50,51] and the observed selectiv-ities for isobornyl derivatives and ( + )- or (—)-ephedrine were at best the same as in the absence of chiral additives. When unsaturated esters 8a or 8b, derived from chiral alcohols having almost no directing effect on the... 

Bicycio (2.2.1) hetpane, 2-methoxy-1,7,7-trimethl-, exo-. See Isobornyl methyl ether Bicyclohexyliden-2-one. See 2-Cyclohexylidenecyclohexanone [1,r-Blcyclohexyl]-2-one. See Cyclohexylcyclohexanone Bicycio [2.2.2]-5-octene-2-carboxylic acid, 1(or 4)-methyl-4(or l)-(l-methylethyl) methyl ester CAS 68966-86-9 Classification Polycyclic ester Uses Fragrance in cosmetics, household prods. 

Acrylates/hydroxyesters acrylates copolymer Acrylates/PVP copolymer t-Butylacrylate/ethylacrylate/methacrylic acid copolymer Isobutylene/MA copolymer Methacrylic acid copolymer Octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer Polymethacrylamidopropyl trimonium chloride Polyquaternium-29 PVM/MA copolymer, ethyl ester PVP PVP/d i methylam i noethyl methacrylate copolymer Sodium p-styrenesulfonate VA/butyl maleate/isobornyl acrylate copolymer Vinyl acetate/crotonic acid copolymer Vinyl... 

Addition of acids, such as acetic, propionic, isobutyric, and isovaleric, produces useful isobomyl esters, the most important of which is isobomyl acetate [125-12-2] (117) (131). Isobornyl acetate possesses a fruity and woody odor and its perfumery use runs into thousands of tonnes per annum. The isobomyl esters of acrylic and methacryUc acids are also useful in preparing acrylic polymers. Similarly, addition of alcohols and glycols to camphene catalyzed by strong acids such as Amberlyst 15 ion-exchange resin produces useful camphane ethers (118) (132). 

Poly(vinyl acetate-< -butyl maleate-r -Isobornyl acrylate) 136392-6X-2 2-Butenedioic acid (Z)-, dibutyl ester, polymer with ethenyl acetate and exo-l,7,7-trimethyl-bicyclo(2.2.1 )hept-2-yl 2-propenoate R (C, iHi( U2 C 12H20O4 C4H602),... 

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