31502-14-4

Basic information

• Product Name: trans-2-Nonen-1-ol
• Synonyms: (E)-2-Nonen-1-ol;(E)-2-nonenol;FEMA 3379;TRANS-2-NONENOL;TRANS-2-NONEN-1-OL;(E)-non-2-en-1-ol;TRANS-2-NONEN-1-OL 96+% FCC;2-Nonen-1-ol, (2E)-
• CAS NO: 31502-14-4
• Molecular Formula: C₉H₁₈O
• Molecular Weight: 142.24
• EINECS: 250-662-1
• Product Categories: Alphabetical Listings;Flavors and Fragrances;M-N
• Mol File: 31502-14-4.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 105 °C12 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: /
• Density: 0.84 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0368mmHg at 25°C
• Refractive Index: n20/D 1.448(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 14.49±0.10(Predicted)
• CAS DataBase Reference: trans-2-Nonen-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: trans-2-Nonen-1-ol(31502-14-4)
• EPA Substance Registry System: trans-2-Nonen-1-ol(31502-14-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 31502-14-4(Hazardous Substances Data)

Usage

Description

trans-2-Nonen-1-ol, also known as an unsaturated nonaromatic alcohol, is a white liquid with a fatty, violet odor. It is synthesized by hydrolysis of the corresponding acetate, which is prepared from l-bromo-2-nonene and acetic anhydride in acetic acid solution. trans-2-Nonen-1-ol is characterized by its green, fatty, melon-like aroma with a hint of chicken fat and lard nuance when present at a concentration of 10 ppm. It has been reported as a volatile component in various plants and food items, such as Cucurbitaceae (cucumber, squash, pumpkin), chicken fat, cognac, kelp, prickly pear, malt, nectarine, and asparagus. trans-2-Nonen-1-ol has a low detection threshold of 130 ppb, making it a potent contributor to the overall aroma of these substances.

Uses

1. Used in the Food Industry:
trans-2-Nonen-1-ol is used as a flavoring agent for its distinct green, fatty, melon-like aroma with a hint of chicken fat and lard nuance. It is particularly useful in enhancing the taste and aroma of various food products, contributing to a more complex and appealing flavor profile.
2. Used as a Fragrance Ingredient:
Due to its unique aroma, trans-2-Nonen-1-ol can be used as a fragrance ingredient in the perfumery industry. Its green, melon-like scent with a touch of fatty and animalic nuances can be incorporated into various fragrance formulations to create a more natural and complex scent.
3. Used in the Flavor and Fragrance Industry:
trans-2-Nonen-1-ol is used as a key component in the creation of both artificial flavors and fragrances. Its ability to mimic natural aromas found in various plants and food items makes it a valuable addition to the flavorist's and perfumer's toolbox.
4. Used in the Chemical Synthesis Industry:
As an unsaturated nonaromatic alcohol, trans-2-Nonen-1-ol can be utilized as a starting material or intermediate in the synthesis of various chemical compounds, particularly those with applications in the pharmaceutical, agrochemical, and specialty chemical industries.

Preparation

By hydrolysis of the corresponding acetate; the acetate is prepared from 1-bromo-2-nonene and acetic anhydride in acetic acid solution

InChI:InChI=1/C9H18O/c1-2-3-4-5-6-7-8-9-10/h7-8,10H,2-6,9H2,1H3/b8-7-

Upstream product

• 18829-56-6 (E)-2-Nonenal 
• 124-11-8 non-1-ene 
• 5921-73-3 2-nonyn-1-ol 
• 38112-59-3 ethyl (2E)-non-2-enoate 
• 14952-06-8 methyl (2E)-2-nonenoate 
• 159680-75-8 (E)-1,1-difluoro-2-ethylidenehept-1-yl methanesulfonate 
• 111-71-7 heptanal 
• 111-25-1 1-bromo-hexane 
• 158504-99-5 2-(1-heptynyl)oxirane 
• 90125-52-3 (+/-)-(2R,3R)-2,3-epoxy-1-nonanol 
• 85719-61-5 Diisopropoxy-methyl-((E)-non-2-enyl)-silane 
• 124931-13-1 (E)-Non-2-enoic acid methoxy-methyl-amide 
• 88088-17-9 (1-Vinyl-heptylselanyl)-benzene 
• 44767-62-6 n-hexylmagnesium chloride 

Downstream Products

• 2463-53-8 non-2-enal 
• 40856-16-4 (E)-non-2-enenitrile 
• 317835-30-6 1-Nitro-2-[((E)-non-2-enyl)selanyl]-benzene 
• 857286-62-5 C₂₉H₃₈OSi₂ 
• 852520-79-7 1-{5-[3-(4-methoxybenzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methoxymethoxy-undec-1-yn-4-ol 
• 852520-80-0 tert-butyl-[4-{5-[3-(4-methoxybenzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-(1-methoxymethoxyheptyl)-but-3-ynyloxy]-dimethylsilane 
• 23433-07-0 (+/-)-1,3-nonanediol 
• 42789-13-9 1,2-Nonanediol 
• 163748-80-9 (2R,3S)-3-Hexyl-oxirane-2-carbaldehyde 
• 1417176-63-6 C₁₉H₃₂OSi 
• 143-08-8 nonyl alcohol 
• 1332862-30-2 1-(((E)-n-non-2-en-1-yloxy)methyl)-4-methoxybenzene 

Relevant articles and documents

Ligand-controlled cobalt-catalyzed remote hydroboration and alkene isomerization of allylic siloxanes

The Co-catalyzed remote hydroboration and alkene isomerization of allylic siloxanes were realized by a ligand-controlled strategy. The remote hydroboration with dcype provided borylethers, while xantphos favored the formation of silyl enol ethers.

Asymmetric Cα-Alkylation of Proline via Chirality Transfers of Conformationally Restricted Proline Derivative: Application to the Total Synthesis of (-)-Amathaspiramide F

An efficient strategy for the asymmetric synthesis of Cα-tetrasubstituted proline derivatives from proline has been established. A nitrogen-fused bicyclic system was devised to control the stereodynamics of proline. Through N-quaternizations with allylic electrophiles followed by [2,3]-rearrangements, the bicyclic proline system delivered enantioenriched Cα-tetrasubstituted prolines. This strategy was applied to the concise total synthesis of (-)-amathaspiramide F.

Catalytic enantioselective allyl-allyl cross-coupling with a borylated allylboronate

Catalytic enantioselective allyl-allyl cross-coupling of a borylated allylboronate reagent gives versatile borylated chiral 1,5-hexadienes. These compounds may be manipulated in a number of useful ways to give functionalized chiral building blocks for asymmetric synthesis.