cis-3-Hexenyl Acetate #CAS3681-71-8
CAS Number:3681-71-8
Chemical Formula:C8H14O2
Synonyms:
Zinc05225119
Leaf Acetate or CIS-3-Hexenyl Acetate
CIS-3-Hexenyl Acetate 98%
Appearance:Colorless to Pale Yellow Liquid
MOQ (Minimum Order Quantity): 1 FCL (Full Container Load)
cis-3-Hexenyl Acetate #CAS3681-71-8
Cis-3-hexenyl acetate (also known as cis-3-hexenyl acetate) is a chemical substance with a banana aroma. Its CAS number is 3681-71-8 and its EINECS number is 222-960-1. Its molecular formula is CH3COOCH2CH=CHCH2CH2CH3, and its molecular weight is 142.20. It is mainly used as a food additive and flavoring ingredient in food, tobacco, and daily chemical products. It complies with the national standard GB 28329-2012 and its FEMA number is 3171. The substance is a colorless to pale yellow liquid with a boiling point of 105℃/130 torr and a specific gravity of 0.896-0.901. It is almost insoluble in water but soluble in ethanol. The product is packaged in galvanized iron drums or polyethylene plastic drums with a net weight of 175 kg. It is irritating when it comes into contact with eyes or skin. Immediate rinsing and medical attention are required. Protective clothing should be worn during operation.
cis-3-Hexen-1 -y 1-acetate has a powerful green, floral note reminiscent of banana. It may be prepared by acetylation of the corresponding alcohol.
Reported found in apple, bilberry, guava, strawberry, black and green tea, yellow and purple passion fruit, citrus peel oils, melon, peach, raspberry, pear, pineapple, melon, celery, tomato, corn mint oil, spearmint oil, brandies, grape wines, soybeans, olive, plum, plumcot, starfruit, mango, cauliflower, dill, lovage, corn oil, nectarines, Chinese quince and chamomile oil.
cis-3-Hexen-1-yl acetate has a powerful, green, fruity, floral note reminiscent of banana.
cis-3-Hexen-1 -y 1-acetate is a volatile organic compound widely found in various plants and released in large quantities when plants are subjected to biotic or abiotic stress. Studies have shown that leaf acetate can act as an early warning signal, stimulating plant immunity and resistance, and enhancing plant disease and pest resistance. In addition, cis-3-Hexen-1 -y 1-acetate has a "green" odor, which can impart aroma and flavor to natural foods such as vegetables and fruits, and it is widely used as an antioxidant, colorant, flavoring agent, and seasoning.
A solution of the precursor compound alkyne (20.0 mmol), THF (20 mL), tetrabutylborohydride (2.57 mg, 10.0 μmol), and Pd nanoparticles in DMF was placed in a 100 mL glass autoclave. The autoclave was equipped with a magnetic stir bar, a pressure gauge, and a gas injection tube connected to a hydrogen source. The vessel was then placed in a water bath maintained at 30 °C, and hydrogen gas was introduced into a Chemicalbook autoclave at a pressure of 8 atm. The reaction mixture was vigorously stirred (1000 rpm) for 5 minutes. After carefully releasing the hydrogen gas, the reaction mixture was analyzed by gas chromatography. The reaction solution was poured into 80 mL of water. The separated organic layer was washed with water (20 mL × 5, 10 mL × 5) to remove tetrahydrofuran. The resulting organic layer was dried over anhydrous Na₂SO₄, and the desiccant was removed by filtration to obtain acetic acid leaf alcohol ester.
If the product comes into contact with eyes, rinse immediately with plenty of water and consult a doctor.
Wear appropriate protective clothing.
Application of cis-3-Hexenyl Acetate
Leaf Acetate increased leaf-feeding herbivores’ egg predation rates by a generalist predator. As a consequence, a plant could reduce the number of herbivores by more than 90% by releasing volatiles.
It can be used as a top note to activate floral, fruity, and minty notes in edible and cosmetic fragrances.
| cis-3-Hexenyl Acetate Basic information |
| Product Name: | cis-3-Hexenyl Acetate |
| Synonyms: | Zinc05225119;Leaf Acetate or CIS-3-Hexenyl Acetate;cis-3-Hexenyl acetate,(3Z)-C-3-Hexenyl acetate, 3-Hexen-1-ol, Leaf acetate;VERDURAL;CIS-3-HEXENYL ACETATE 98+% FCC;Leaf Acetate or CIS-3-Hexenyl Acetate 98%;CIS-3-Hexenyl Acetate 98%;Leaf acetate cis-3-Hexenyl acetate |
| CAS: | 3681-71-8 |
| MF: | C8H14O2 |
| MW: | 142.2 |
| EINECS: | 222-960-1 |
| Product Categories: | |
| Mol File: | 3681-71-8.mol |
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| cis-3-Hexenyl Acetate Chemical Properties |
| Boiling point | 75-76 °C23 mm Hg(lit.) |
| density | 0.897 g/mL at 25 °C(lit.) |
| vapor pressure | 2.14hPa at 25℃ |
| refractive index | n |
| FEMA | 3171 | CIS-3-HEXEN-1-YL ACETATE |
| Fp | 135 °F |
| storage temp. | Inert atmosphere,Room Temperature |
| color | Colorless to Almost colorless |
| Odor | at 10.00 % in dipropylene glycol. fresh green sweet fruity banana apple grassy |
| Odor Type | green |
| biological source | synthetic |
| Water Solubility | 1.11g/L at 20℃ |
| JECFA Number | 134 |
| BRN | 1721854 |
| Henry's Law Constant | 3.1×10-2 mol/(m3Pa) at 25℃, Karl et al. (2003) |
| Major Application | flavors and fragrances |
| Cosmetics Ingredients Functions | FRAGRANCE PERFUMING FLAVOURING |
| InChI | 1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h4-5H,3,6-7H2,1-2H3/b5-4- |
| InChIKey | NPFVOOAXDOBMCE-PLNGDYQASA-N |
| SMILES | [H]\C(CC)=C(/[H])CCOC(C)=O |
| LogP | 2.7 at 30℃ |
| CAS DataBase Reference | 3681-71-8(CAS DataBase Reference) |
| NIST Chemistry Reference | 3-Hexen-1-ol, acetate, (Z)-(3681-71-8) |
| EPA Substance Registry System | 3-Hexen-1-ol, acetate, (3Z)- (3681-71-8) |
| Safety Information |
| Risk Statements | 36/38-10 |
| Safety Statements | 26-36-24/25 |
| RIDADR | UN 3272 3/PG 3 |
| WGK Germany | 2 |
| RTECS | MP8425050 |
| TSCA | TSCA listed |
| HazardClass | 3 |
| PackingGroup | III |
| HS Code | 29153900 |
| Storage Class | 3 - Flammable liquids |
| Hazard Classifications | Flam. Liq. 3 |
| toxicity | Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Wohl, 1974). |
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