141-12-8

Usage

Uses

Used in Perfumery:
Neryl acetate is used as a fragrance ingredient for its sweet, floral, and rose-like scent. It is particularly suitable for blossom compositions, such as orange blossom and jasmine.
Used in Flavor Industry:
Neryl acetate is used as a flavoring agent for its unique combination of sweet, floral, and fruity notes, with a hint of honey and raspberry undertones.
Used in Essential Oils:
Neryl acetate is found in the essential oils of lemon, neroli, and petitgrain bigarade, as well as in sweet and bitter orange, lemon, grapefruit, lime, black currants, grapes, celery, ginger, Mentha oils, nutmeg, thyme, hop oil, white wine, cocoa, tea, passion fruit, sweet marjoram, cardamom, lovage leaf, myrtle leaf and berry, buchu oil, lemon balm, clary sage, eucalyptus oil, and mastic gum leaf oil.
Used in Aromatherapy:
Due to its pleasant and uplifting scent, neryl acetate can be used in aromatherapy for creating a relaxing and soothing atmosphere.

Preparation

By esterification of nerol with acetic acid; also prepared from myrcene by hydrobromination and esterification.

Biochem/physiol Actions

Taste at 5 ppm

InChI:InChI=1/C12H20O2/c1-10(2)6-4-7-11(3)8-5-9-12(13)14/h6,8H,4-5,7,9H2,1-3H3,(H,13,14)/p-1

Upstream product

• 115-95-7 linalool acetate 
• 38872-51-4 3-chloro-4-acetoxy-2-methyl-1-butene 
• 35189-96-9 3-methyl-2-butenylmagnesium chloride 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 108-24-7 acetic anhydride 
• 106-25-2 Nerol 
• 75-36-5 acetyl chloride 
• 75-05-8 acetonitrile 
• 72237-31-1 O-(cis-3,7-dimethylocta-2,6-dien-1-yl)trimethylsilane 
• 141-78-6 ethyl acetate 
• 108-05-4 vinyl acetate 
• 79194-58-4 3,5-dichloro-2-methyl-pentan-2-ol 
• 7712-60-9 5-chloro-2-methyl-pent-2-ene 
• 123-35-3 7-methyl-3-methene-1,6-octadiene 

Downstream Products

• 70473-49-3 Acetic acid (Z)-7-hydroxy-3,7-dimethyl-6-phenylsulfanyl-oct-2-enyl ester 
• 70238-32-3 Acetic acid (Z)-3,7-dimethyl-6-phenylsulfanyl-octa-2,7-dienyl ester 
• 108287-02-1 2-r-Acetoxymethyl-1,3,3-trimethyl-4-c(3-methyl-2-buten-1-yl)-1-t-cyclohexanol 
• 108287-07-6 5-Acetoxymethyl-2,6,10-trimethyl-6-hydroxy-2,9-undecadiene 
• 108287-02-1 2-r-Acetoxymethyl-1,3,3-trimethyl-4-t(3-methyl-2-buten-1-yl)-1-c-cyclohexanol 
• 108287-02-1 2-r-Acetoxymethyl-1,3,3-trimethyl-4-c(3-methyl-2-buten-1-yl)-1-c-cyclohexanol 
• 21488-83-5 (2Z)-1-Phenyl-3,7-dimethyl-2,6-octadiene 
• 72863-23-1 3,7-dimethyl-3-(p-tolylsulfonyl)-1,6-octadiene 
• 68690-44-8 neryl p-tolyl sulfone 
• 53254-60-7 3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene 
• 83110-46-7 3,7-dimethyl-1-(p-tolylsulfonyl)-2,6-octadiene 
• 21488-83-5 (2E)-1-phenyl-3,7-dimethyl-2,6-octadiene 
• 132560-69-1 3,7-Dimethyl-3-phenyl-1,6-octadiene 
• 40521-63-9 (3,7-dimethyloct-6-enyl)benzene 

Related news

OsO 4 -Catalyzed oxidative cyclization of geranyl and NERYL ACETATE (cas 141-12-8) to cis-2,5-bis(hydroxymethyl)tetrahydrofurans10/01/2019

OsO 4 catalyzes the oxidative cyclization of the 1,5-dienes geranyl acetate (1) and neryl acetate (2) to the cis-2,5-bis(hydroxymethyl)tetrahydrofurans 3 and 4 respectively, in the presence of NaIO 4 as cooxidant in DMF. The reaction is stereospecific and proceeds with the sequen...detailed

Relevant academic research and scientific papers

Epoxy-Tethered Diels-Alder Reaction toward the Tricyclic Core of Kalihinols

A chiral-template-driven intramolecular Diels-Alder reaction has been used to build the tricyclic core of kalihinols, a group of antimalarial marine natural products. The key starting materials are commercially available nerol and sulcatone.

Synthetic studies on the DEF-rings of FR182877 and hexacyclinic acid

A synthesis of model DEF-rings of the polyketide anti tumor natural products FR182877 and hexacyclinic acid has been achieved. The key steps in the synthesis are an intramolecular Pd(0) catalyzed allylic substitution reaction, which was used to generate a 9-membered carbocycle, and a novel transannular iodocyclization reaction which furnished the DF-rings of both natural products.

Synthesis of a model DEF-ring core of hexacyclinic acid

The first synthesis of a DEF-ring system of hexacyclinic acid is reported. The key steps being an intramolecular Pd(0) π-allyl substitution reaction, followed by a transannular iodocyclisation with acetyl hypoiodite.

Iridoid Sex Pheromone Biosynthesis in Aphids Mimics Iridoid-Producing Plants

Biosynthesis of (1R,4aS,7S,7aR)-nepetalactol (1) and (4aS,7S,7aR)-nepetalactone (2) in plants involves iridoid synthase (ISY), an atypical reductive cyclase that catalyses the reduction of 8-oxogeranial into the reactive enol of (S)-8-oxocitronellal, and cyclization of this enol intermediate, either non-enzymatically or by a nepetalactol-related short chain dehydrogenase enzyme (NEPS) that yields the nepetalactols. In this study, we investigated the biosynthesis in vivo of 1 and 2 in the pea aphid, Acyrthosiphon pisum, using a library of isotopically-labelled monoterpenoids as molecular probes. Topical application of deuterium-labelled probes synthesized from geraniol and nerol resulted in production of 2H4?lactol 1 and 2H4?lactone 2. However, deuterium incorporation was not evident using labelled probes synthesized from (S)-citronellol. These results suggest that iridoid biosynthesis in animals, specifically aphids, may follow a broadly similar route to that characterised for plants.

Method for synthesizing acetate perfume

The invention provides a method for synthesizing acetate by alcohol esterification, which comprises the following steps: by using enol acetate as an esterification reagent, esterifying a primary alcohol, secondary alcohol or tertiary alcohol substrate at high selectivity and high yield under the action of an acidic catalyst to obtain the corresponding acetate products. The method has the main advantages that the synthesis method is novel, enol acetate is used as an esterification reagent, reaction byproducts are micromolecular acetaldehyde or acetone and the like, and the micromolecular compounds do not show acidity and are low in boiling point, so that rearrangement side reaction of an alcohol substrate cannot be caused; and the small molecule byproduct can be conveniently removed from the reaction solution, so that the esterification reaction is promoted to be completely carried out, the reaction stability is good, and the yield is high.

Total Synthesis of Isohericenone J via a Stille Coupling Reaction

The first total synthesis of isohericenone J is reported. Key features of this synthetic strategy are a Friedel-Crafts reaction to construct the isobenzofuranone unit and a Pd-catalyzed Stille coupling reaction for the formation of the C5-C1′ bond, generating the natural product, as well as one of its isomers, in 6.0% overall yield in eight steps. This strategy provides a foundation for the synthesis of challenging isobenzofuranone and isoindolinone-type derivatives.

New neryl esters from Helichrysum italicum (Roth) G. Don (Asteraceae) essential oil

Helichrysum italicum (immortelle) is a dwarf aromatic shrub native to the Mediterranean region. The typical subspecies (italicum) produces an essential oil rich in neryl acetate and characteristic β-diketones, italidiones, highly valued in the perfume industry. As esters are an important group of aroma-active volatiles, herein the composition of the ester fraction of this immortelle chemotype essential oil was studied in detail. Chromatographic separation of Corsican immortelle essential oil enabled the discovery of numerous potentially olfactory-interesting esters of nerol and/or angelic acid, undetectable by direct GC-MS analyses of the unfractioned oil. Four esters of nerol and medium-chain branched fatty acids represent new natural products, while several other esters have a rather restricted occurrence in the Plant Kingdom.

Preparing method and application of aminopyridine derivative

The invention provides an aminopyridine derivative and a preparing method and application thereof. The structural formula of the aminopyridine derivative is shown in the description, wherein R represents substitute groups and is selected from one or more of alkyl groups of C1-C20, phenyl groups, naphthyls, methoxy groups, benzyloxy groups, fluorine, chlorine, bromine, trifluoromethyl, methoxycarbonyl groups. The preparing method comprises the steps of conducting benzylation on 4-aminopyridine and benzylic halides under action of an alkaline reagent. The aminopyridine derivative is used for catalyzing esterification reaction, and is especially suitable for catalyzing acetic acid esterification reaction with alcohol as the substrate; the reaction speed is high, the yield is high, and the reaction effect and the reaction speed are almost equal to those of 4-dimethylamino pyridine. The aminopyridine derivative has large molecular weight and a high boiling point and accordingly can be separated from primary products and auxiliary products through distillation or rectification and can be reused cyclically ten times or more, the cost of the catalyst is greatly reduced, and the aminopyridine derivative has good industrial application prospects.

Manganese-mediated acetylation of alcohols, phenols, thiols, and amines utilizing acetic anhydride

Manganese(II) chloride-catalyzed acetylation of alcohols, phenols thiols and amines with acetic anhydride is reported. This method is environment-friendly and economically viable as it involves inexpensive, relatively benign catalyst, mild reaction condition, and simple workup. Acetylation is performed under the solvent-free condition at ambient temperature and acetylated products obtained in good to excellent yields. Primary, secondary heterocyclic amines, and phenols with various functional groups are smoothly acetylated in good yields. This method exhibits exquisite chemoselectivity, the amino group is preferentially acetylated in the presence of a hydroxyl/thiol group.

PREPARATION OF ACETATE COMPOUNDS VIA A KETENE COMPOUND

The present invention relates to a method for preparing acetate compounds using ketene.