Category: 50767-78-7

Pheromones. XXVI. Synthesis of sex attractants 7E-,9Z-dodecadienyl acetate, 9E,11-dodecadienyl acetate and 9Z,11E-tetradecadienyl acetate was written by Bestmann, Hans Juergen;Suss, J.;Vostrowsky, O.. And the article was included in Tetrahedron Letters in 1979.Product Details of 50767-78-7 The following contents are mentioned in the article:

Title compds R(CH:CH)₂(CH₂)_nOAc [R = Et, n = 6 (I), 8; R = H, n = 8] were prepared by stereoselective Wittig reactions. E.g., I was prepared from cycloheptanone enol Me ether by ozonolysis, followed by Wittig reaction with Ph₃P:CHCHO to give E-OCHCH:CH(CH₂)₅CO₂Me. Carbonyl olefination with Ph₃P⁺Pr Br^–/NaN(SiMe₃)₂ gave 7E,9Z-Et(CH:CH)₂(CH₂)₅CO₂Me, which on reduction and acetylation gave I. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Product Details of 50767-78-7).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Product Details of 50767-78-7

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A highly stereoselective synthesis of (E)-1-substituted-1,3-dienes was written by Bloch, R.;Abecassis, J.. And the article was included in Tetrahedron Letters in 1982.Product Details of 50767-78-7 The following contents are mentioned in the article:

Alkylation of sulfone I (R = H) with RCH₂I [R = H, Bu, (CH₂)₇OR¹ (R¹ = tetrahydropyranyl)] gave I [R = Me, (CH₂)₄Me, (CH₂)₈OR¹] (II). Thermolysis of II in the vapor phase at 600-650° gave the corresponding (E)-RCH:CHCH:CH₂ (III) stereospecifically and in 85, 90, and 80-85% yield, resp., by retro-Diels-Alder reaction and in situ SO₂ extrusion. III [R = (CH₂)₈OAc] is a component of the sex pheromone of the red bollworm moth. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Product Details of 50767-78-7).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Product Details of 50767-78-7

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Field trapping of three Epinotia species with (Z,Z)-7,9-dodecadienyl acetate (Lepidoptera: Tortricidae) was written by Reed, D. W.;Chisholm, M. D.. And the article was included in Journal of Chemical Ecology in 1985.Safety of (E)-Dodeca-9,11-dien-1-yl acetate The following contents are mentioned in the article:

A field survey of the geometrical isomers of 7,9-dodecadienyl alc., acetate, and aldehyde has resulted in attractants and inhibitors for 3 species of tortricid moths. Epinotia silvertoniensis And an undescribed Epinotia species were all attracted to (Z,Z)-7,9-dodecadienyl acetate. Another Epinotia species was attracted to (Z,Z)-7,9-dodecadienyl acetate and (Z,Z)-7,9-dodecadien-1-ol. Electroantennogram data and inhibition patterns for one of the Epinotia species were also reported. In addition, E. criddleana was attracted to lures containing (E)-9-dodecenyl acetate. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Safety of (E)-Dodeca-9,11-dien-1-yl acetate).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Safety of (E)-Dodeca-9,11-dien-1-yl acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Efficient syntheses of insect sex pheromones emitted by the boll weevil and the red bollworm moth was written by Wollenberg, Robert H.;Peries, Rohan. And the article was included in Tetrahedron Letters in 1979.Quality Control of (E)-Dodeca-9,11-dien-1-yl acetate The following contents are mentioned in the article:

Dimedone on sequential hydrazidation, treatment with aqueous K₂CO₃, hydrogenation, reaction with Z-LiCH:CHOEt (I), and rearrangement gave 44% of a 1:1 mixture of male boll weevil pheromones E– and Z-cyclohexylidene monoterpenoids II. CH₂:CHCH:CH(CH₂)₈OAc, a potent sex pheromone of the virgin female red bollworm moth, was prepared (36%) from CH₂:CH(CH₂)₈OH by sequential tetrahydropyranylation, OsO₄/NaIO₄ oxidation, reaction with I, rearrangement, Wittig methylenation, deprotection, and acetylation. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Quality Control of (E)-Dodeca-9,11-dien-1-yl acetate).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Quality Control of (E)-Dodeca-9,11-dien-1-yl acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Simple, stereospecific syntheses of some insect pheromones using the iron tricarbonyl protecting group was written by Knox, Graham R.;Thom, Ian G.. And the article was included in Journal of the Chemical Society, Chemical Communications in 1981.Related Products of 50767-78-7 The following contents are mentioned in the article:

(Diene)Fe(CO)₃ complexes have been used as starting materials for the stereospecific preparation of moth pheromones having (E)- and (E,E)-1,3-diene skeletons. E.g., acetylation of (CH₂:CH)₂Fe(CO)₃ with ClCO(CH₂)₆CO₂Et (AlCl₃) followed sequentially by reduction (LiAlH₄, AlCl₃), acetylation (Ac₂O, NaOAc), and cleavage of the Fe(CO)₃ group (Me₃NO) gave (E)-H₂C:CHCH:CH(CH₂)₈OAc (I) with a stereochem. purity >99%. I is the pheromone of the red bollworm moth. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Related Products of 50767-78-7).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Related Products of 50767-78-7

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

General method for the synthesis of 1,3-dienes. Simple syntheses of β- and trans-α-farnescene from farnesol was written by Tanaka, Shin;Yasuda, Arata;Yamamoto, Hisashi;Nozaki, Hitosi. And the article was included in Journal of the American Chemical Society in 1975.COA of Formula: C14H24O2 The following contents are mentioned in the article:

The first highly stereo- and regioselective procedure for the transformation of allylic alcs. into 1,3-dienes is described. The method involves epoxidation of allylic alcs. with tert-butyl hydroperoxide-V catalyst followed by trimethylsilylation, diethylaluminum 2,2,6,6-tetramethylpiperidide (DATMP)-promoted oxirane ring opening producing 3-ene-1,2-diols stereo- and regioselectively, and deoxygenation of 1,2-diols through dibromides by PBr3-Cu2Br2-Zn. Thus, nerol, geraniol, (Z,E)-farnesol, and (E,E)-farnesol were converted into β-myrcene, trans-β-ocimene, β-and trans-α-farnesene, resp. AcO(CH2)8CH:CHCH:CH2, a sex pheromone isolated from the female red bollworm moth was also prepared by this method. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7COA of Formula: C14H24O2).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.COA of Formula: C14H24O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

9,11-Dodecadienyl alcohols, acetates, or aldehydes as synthetic chemical sex attractants for four lepidoptera: Cosmopterix gemmiferella (Clemens), Dichrorampha simulana (Clemens), Tortricidia testacea (Packard), and an Ancylis sp. was written by Chisholm, M. D.;Reed, D. W.. And the article was included in Journal of Chemical Ecology in 1985.Formula: C14H24O2 The following contents are mentioned in the article:

Four Lepidoptera were lured to field traps containing various combinations of 9,11-dodecadienes with alc., acetate, or aldehyde functional groups. All species required 2 chem. components for best attraction. C. gemmiferella Was most responsive to a combination of (9Z)-9,11-dodecadienyl acetate and (9E)-9,11-dodecadienyl acetate in a 2:1 ratio; (D. simulana to (9E)-9,11-dodecadienyl acetate and (9E)-9,11-dodecadien-1-ol in a 10:1 ratio; T. testacea to (9Z)-9,11-dodecadienal and (9E)-9,11-dodecadienal in a 10:1 ratio; and Ancylis to (9Z)-9,11-dodecadienyl acetate and (9Z)-9,11-dodecadien-1-ol a 10:1 ratio. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Formula: C14H24O2).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Formula: C14H24O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A highly stereospecific procedure for the transformation of allylic alcohols into 1,3-dienes was written by Yasuda, Arata;Tanaka, Shin;Yamamoto, Hisashi;Nozaki, Hitosi. And the article was included in Bulletin of the Chemical Society of Japan in 1979.Electric Literature of C14H24O2 The following contents are mentioned in the article:

The title synthesis involves (1) epoxidation of allylic alcs. by Me₃COOH in the presence of a V catalyst followed by trimethylsilylation, (2) specific oxirane ring opening by means of diethylaluminum 2,2,6,6-tetramethylpiperidide and subsequent desilylation producing 3-ene-1,2-diols, and (3) removal of both hydroxyl groups through bromination with a mixture of PBr₃ and CuBr followed by Zn debromination. The sequence of reactions was extended successfully to the preparations of β-myrcene from nerol, trans-β-ocimene from geraniol in a specific way, and α- and β-farnesenes from their biol. precursors. A C₁₂ sex pheromone of red bollworm moth was prepared efficiently by this method from cyclododecene. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Electric Literature of C14H24O2).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Electric Literature of C14H24O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Methoxy(phenylthio)methane as an ambi-equivalent of a methoxy- or (phenylthio)methylene 1,1-dipole was written by Sato, Tsuneo;Okura, Shuji;Otera, Junzo;Nozaki, Hitoshi. And the article was included in Tetrahedron Letters in 1987.HPLC of Formula: 50767-78-7 The following contents are mentioned in the article:

MeOCHRSPh [R = (CH₂)₈H, (CH₂)₈OSiMe₂CMe₃, CH₂CH:CMe₂, Ph], prepared by alkylation of MeOCH₂SPh, are allylated by R¹CR²:CHR³CH₂SnBu₃ (R¹-R³ = H; R¹ = R² = H, R³ = Me; R¹ = R² = Me, R³ = H; R¹ = Me, R² = R³ = H) in the presence of BF₃·OEt₂ to give almost entirely MeOCHRCR¹R²CR³:CH₂. In the presence of TiCl₄, however, the product is almost entirely PhSCHRCR¹R²CR³:CH₂. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7HPLC of Formula: 50767-78-7).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.HPLC of Formula: 50767-78-7

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Umpolung of π-allylpalladium intermediates. A chemoselective reductive elimination of diols was written by Trost, Barry M.;Tometzki, Gerald B.. And the article was included in Journal of Organic Chemistry in 1988.Application of 50767-78-7 The following contents are mentioned in the article:

Enediol dicarbonates undergo reductive elimination to form conjugated dienes by using a catalytic amount of a Pd(0) complex, wherein either the alkoxide liberated from the carbonate or triisopropyl phosphite serves as a stoichiometric reducing agent. The reaction is highly chemoselective with the following functional groups showing compatibility: aldehyde, ketone, ester, alkyl bromide, conjugated enone, olefin, acetylene, and hydroxyl. The reaction preferentially forms E-dienes. An umpolung of the electrophilic π-allylpalladium complex to a nucleophilic one is proposed to account for this unusual reductive elimination. This new type of behavior potentially expands greatly the synthetic applications of π-allylpalladium intermediates in synthesis. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Application of 50767-78-7).

(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Application of 50767-78-7

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics