2497-18-9

Basic information

• Product Name: TRANS-2-HEXENYL ACETATE
• Synonyms: FEMA 2564;(E)-1-ACETOXY-2-HEXENE;ACETIC ACID TRANS-2-HEXEN-1-YL ESTER;ACETIC ACID TRANS-2-HEXENYL ESTER;(2E)-HEXENYL ACETATE;TRANS-2-HEXEN-1-OL ACETATE;TRANS-2-HEXEN-1-YL ACETATE;TRANS-2-HEXENOL ACETATE
• CAS NO: 2497-18-9
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.2
• EINECS: 219-680-7
• Product Categories: Alphabetical Listings;Flavors and Fragrances;G-H;C8 to C9;Carbonyl Compounds;Esters
• Mol File: 2497-18-9.mol
• Article Data: 26

Chemical Properties

• Melting Point: -65.52°C (estimate)
• Boiling Point: 165-166 °C(lit.)
• Flash Point: 137 °F
• Appearance: clear colorless to slightly yellow liquid
• Density: 0.898 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.87mmHg at 25°C
• Refractive Index: n20/D 1.427(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Stability: Stable. Combustible. Incompatible with strong bases, strong oxidizing agents.
• BRN: 1721851
• CAS DataBase Reference: TRANS-2-HEXENYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-2-HEXENYL ACETATE(2497-18-9)
• EPA Substance Registry System: TRANS-2-HEXENYL ACETATE(2497-18-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: UN 3272 3/PG 3
• WGK Germany: 2
• RTECS: MP8425000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2497-18-9(Hazardous Substances Data)

Usage

Description

trans-2-Hexen-l-yl acetate has a pleasant, fruity odor and corresponding taste. This substance may be synthesized by heating at the boil l-bromohexen-2 -ol with sodium acetate and acetic acid.

Chemical Properties

Different sources of media describe the Chemical Properties of 2497-18-9 differently. You can refer to the following data:
1. 2-Hexen-1-yl acetate has a pleasant, fruity odor and corresponding taste.
2. clear colorless to slightly yellow liquid
3. (E)-2-Hexenyl Acetate occurs in many fruits and in some essential oils, for example, peppermint. It is a fresh, fruity, slightly green-smelling liquid and is used in fruit flavors.

Occurrence

Reported found in Fragaria vesca and other fruits; only the trans-form is known. Also reported in apple, apple juice, apricot, bilberry, guava, peach, blackberry, strawberry fruit and jam, tomato, corn mint oil, spearmint oil, white and red wine, tea, plum, plumcot, mushroom, starfruit, mango, banana and passion fruit.

Preparation

By heating at the boil, 1-bromohexen-2-ol with sodium acetate and acetic acid.

Taste threshold values

Taste characteristics at 10 ppm: sweet, green, fresh and fruity with a waxy apple background.

InChI:InChI=1/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h5-6H,3-4,7H2,1-2H3/b6-5-

Upstream product

• 34686-76-5 1-bromo-2-hexene 
• 127-09-3 sodium acetate 
• 101366-45-4 1,5-diacetoxy-3-propyl-2-oxapentane 
• 2305-21-7 2-hexen-1-ol 
• 928-95-0 (E)-2-Hexen-1-ol 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 4798-44-1 1-hexene-3-ol 
• 108-05-4 vinyl acetate 
• 19689-92-0 cyclohexanone O-acetyl oxime 
• 928-94-9 (Z)-2-hexen-1-ol 
• 64-19-7 acetic acid 
• 14850-23-8 trans-4-Octene 
• 1576-98-3 trans-1,4-diacetoxy-2-butene 

Downstream Products

• 90036-65-0 trans-Hex-2-enyl phenyl selenide 
• 90633-60-6 1-[((E)-Hex-2-ene)-1-sulfonyl]-4-methyl-benzene 
• 89268-72-4 (R)-1-(hex-1-en-3-ylsulfonyl)-4-methylbenzene 
• 109756-11-8 ethyl 3-propylpent-4-enoate 
• 138234-61-4 ethyl 4-octenoate 
• 131543-46-9 Glyoxal 
• 4417-81-6 ethylglyoxal 
• 5371-49-3 acetoxyacetaldehyde 
• 75-07-0 acetaldehyde 
• 123-38-6 propionaldehyde 
• 123-72-8 butyraldehyde 

Relevant articles and documents

On the role of triflic acid in the metal triflate-catalysed acylation of alcohols

The acylation of alcohols by anhydrides, catalysed by a wide range of metal triflates, is a powerful and mild method for the preparation of a variety of esters. Mechanistic insights demonstrate that triflic acid is generated under these reaction conditions and that, at least, two competing catalytic cycles are operating at the same time: a rapid one involving triflic acid and a slower one involving the metal triflate.

OLEFIN METATHESIS CATALYSTS

This invention relates generally to metathesis catalysts and the use of such catalysts in the metathesis of olefins and olefin compounds, more particularly, in the use of such catalysts in Z and E selective olefin metathesis reactions. The invention has utility in the fields of organometallics and organic synthesis.

High Trans Kinetic Selectivity in Ruthenium-Based Olefin Cross-Metathesis through Stereoretention

The first kinetically controlled, highly trans-selective (>98%) olefin cross-metathesis reaction is demonstrated using Ru-based catalysts. Reactions with either trans or cis olefins afford products with highly trans or cis stereochemistry, respectively. This E-selective olefin cross-metathesis is shown to occur between two trans olefins and between a trans olefin and a terminal olefin. Additionally, new stereoretentive catalysts have been synthesized for improved reactivity. (Chemical Equation Presented).