105-91-9

Basic information

• Product Name: 2,6-Octadien-1-ol,3,7-dimethyl-, 1-propanoate, (2Z)-
• Synonyms: 2,6-Octadien-1-ol,3,7-dimethyl-, propanoate, (2Z)- (9CI); 2,6-Octadien-1-ol, 3,7-dimethyl-,propanoate, (Z)-; 2,6-Octadien-1-ol, 3,7-dimethyl-, propionate, (Z)- (8CI);2,6-Octadien-1-ol, 3,7-dimethyl-, propionate, cis- (7CI);(Z)-3,7-Dimethyl-2,6-octadien-1-ol propanoate; Nerol propionate; Nerylpropanoate; Neryl propionate
• CAS NO: 105-91-9
• Molecular Formula: C₁₃H₂₂O₂
• Molecular Weight: 210.3126
• EINECS: 203-345-7
• Mol File: 105-91-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 282.4 °C at 760 mmHg
• Flash Point: 97.7 °C
• Appearance: colorless liquid
• Density: 0.9 g/cm³
• Vapor Pressure: 0.00336mmHg at 25°C
• Refractive Index: 1.459
• CAS DataBase Reference: 2,6-Octadien-1-ol,3,7-dimethyl-, 1-propanoate, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Octadien-1-ol,3,7-dimethyl-, 1-propanoate, (2Z)-(105-91-9)
• EPA Substance Registry System: 2,6-Octadien-1-ol,3,7-dimethyl-, 1-propanoate, (2Z)-(105-91-9)

Safety Data

• Hazardous Substances Data: 105-91-9(Hazardous Substances Data)

Usage

Description

Neryl propionate has an ether-like, sweet and intense fruity odor reminiscent of jasmine and rose. It has a “jam-like” aroma of fruit preserves with a sweet taste suggestive of plum. May be prepared by esterification of nerol with propionic acid.

Chemical Properties

Neryl propionate has an ether-like, sweet and intense fruity odor reminiscent of jasmine and rose. The aroma has also been described as “jam-like.” It has a sweet taste suggestive of plum

Occurrence

Reported found in hop oil, bitter orange, lemon, kumquat, and bergamot peel oils, tea mushroom, cardamom and chervil

Preparation

By esterification of nerol with propionic acid

Taste threshold values

Taste characteristics at 15 ppm: green, fruity, floral, waxy, seedy and berry.

InChI:InChI=1/C13H22O2/c1-5-13(14)15-10-9-12(4)8-6-7-11(2)3/h7,9H,5-6,8,10H2,1-4H3/b12-9-

Upstream product

• 106-25-2 Nerol 
• 79-03-8 propionyl chloride 
• 87081-71-8 (Z)-7-hydroxy-3,7-dimethyl-2-octen-1-yl propanoate 
• 57745-83-2 (Z)-1,7-dihydroxy-3,7-dimethyl-2-octene 
• 87081-70-7 (Z)-6,7-epoxy-3,7-dimethyl-2-octadien-1-yl propionate 
• 123-35-3 7-methyl-3-methene-1,6-octadiene 
• 802294-64-0 propionic acid 
• 74-85-1 ethene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 470-82-6 1,8-Cineole 
• 586-62-9 Terpinolene 
• 99-86-5 1-methyl-4-isopropyl-1,3-cyclohexadiene 
• 99-85-4 crithmene 
• 80-27-3 α,α-4-trimethyl-3-cyclohexene-1-methanol 
• 586-63-0 isoterpinolene 
• 138-86-3 limonene. 

Relevant articles and documents

Palladium-Catalyzed Direct Dicarbonylation of Amines with Ethylene to Imides

The selective and effective conversion of low-cost and simple bulk chemicals into high value-added products through catalytic strategy has a wide range of practical significance. Here, a palladium-catalyzed method for the direct and efficient dicarbonylation of amines with basic industrial feedstock ethylene to imide has been developed. Moderate to excellent yields of the desired imides can be produced from readily available amines in a straightforward manner.

Terpene Cyclizations inside a Supramolecular Catalyst: Leaving-Group-Controlled Product Selectivity and Mechanistic Studies

The tail-to-head terpene cyclization is arguably one of the most complex reactions found in nature. The hydrogen-bond-based resorcinarene capsule represents the first man-made enzyme-like catalyst that is capable of catalyzing this reaction. Based on noncovalent interactions between the capsule and the substrate, the product selectivity can be tuned by using different leaving groups. A detailed mechanistic investigation was performed to elucidate the reaction mechanism. For the cyclization of geranyl acetate, it was found that the cleavage of the leaving group is the rate-determining step. Furthermore, the studies revealed that trace amounts of acid are required as cocatalyst. A series of control experiments demonstrate that a synergistic interplay between the supramolecular capsule and the acid traces is required for catalytic activity.

PROCESSES FOR SYNTHESIZING ESTERS BY 1,4-ADDITION OF ALKANOIC ACIDS TO MYRCENE OR ISOPRENE

Processes are disclosed for synthesizing esters useful in flavorings and fragrances from ?-pinene, myrcene and/or isoprene. The esters can be used in the manufacture of citral, precursors to citral and other products or precursors such as vitamins, nutritional supplements, flavorings, fragrances and other products. The process includes a 1,4-addition of an alkanoic acid to the conjugated diene of myrcene (which can be generated from ?-pinene) or the conjugated diene of isoprene to produce esters thereof.