26586-02-7

Basic information

• Product Name: (E)-3-formylbut-2-enyl acetate
• Synonyms: (E)-3-formylbut-2-enyl acetate;(E)-2-Methyl-4-acetoxy-2-butenal;(E)-4-(Acetyloxy)-2-methyl-2-butenal;(E)-4-Acetoxy-2-methyl-2-butenal;Acetic acid (E)-3-methyl-4-oxo-2-butenyl ester;Einecs 247-825-4
• CAS NO: 26586-02-7
• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.1525
• EINECS: 247-825-4
• Mol File: 26586-02-7.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 232.6°Cat760mmHg
• Flash Point: 96.6°C
• Appearance: /
• Density: 1.027g/cm³
• Vapor Pressure: 0.0586mmHg at 25°C
• Refractive Index: 1.438
• CAS DataBase Reference: (E)-3-formylbut-2-enyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-formylbut-2-enyl acetate(26586-02-7)
• EPA Substance Registry System: (E)-3-formylbut-2-enyl acetate(26586-02-7)

Safety Data

• Hazardous Substances Data: 26586-02-7(Hazardous Substances Data)

Usage

General Description

(E)-3-formylbut-2-enyl acetate, also known as (E)-3-acetyl-4-hexen-2-one, is a chemical compound with a fruity, sweet, and floral odor. It is commonly used in the fragrance industry as a flavoring agent and as a component in perfumes and cosmetic products. (E)-3-formylbut-2-enyl acetate is also found in various fruits and has been identified as a key aroma compound in pineapple and tomato. It is synthesized through the reaction of acetic anhydride with (E)-3-hexenal, and it can be used in the production of natural and artificial fruit flavors. Additionally, it has potential applications in the food industry as a natural flavoring agent and in the pharmaceutical industry for its aromatic properties. Overall, (E)-3-formylbut-2-enyl acetate is a versatile chemical compound with a wide range of uses in the fragrance, food, and pharmaceutical industries.

InChI:InChI=1/C7H10O3/c1-6(5-8)3-4-10-7(2)9/h3,5H,4H2,1-2H3/b6-3+

Upstream product

• 59054-99-8 (E)-1,4-diacetoxy-2-methyl-2-butene 
• 5371-49-3 acetoxyacetaldehyde 
• 24720-64-7 2-(triphenylphosphoranylidene)propionaldehyde 
• 38872-51-4 3-chloro-4-acetoxy-2-methyl-1-butene 
• 24529-80-4 (E)-1-O-acetyl-4-chloro-3-methyl-2-buten-1-ol 
• 107-06-2 1,2-dichloro-ethane 
• 100-97-0 hexamethylenetetramine 
• 58425-37-9 trans-γ-acetoxytiglic aldehyde dimethyl acetal 
• 7757-82-6 sodium sulfate 
• 123-38-6 propionaldehyde 
• 302-72-7 rac-Ala-OH 
• 32659-14-6 4-bromo-3-methyl-2-buten-1-ol acetate 
• 7732-18-5 water 
• 29773-17-9 4-acetoxy-2-methylen-butanal 

Downstream Products

• 103476-47-7 (2E,4Z,6E,8E)-2,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraenal 
• 53121-26-9 all-trans-13-demethyl-14-methylretinal 
• 103476-48-8 (11Z,137)-13-Desmethyl-14-methylretinal 
• 1207372-47-1 (4R,2E)-4-hydroxy-4-[(1S,3S,6R)-6-isopropyl-3-methyl-2-oxocyclohexyl]-3-methylbut-2-enyl acetate 
• 1207372-65-3 (4S,2E)-4-hydroxy-3-methyl-4-[(1S,6S)-3-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]but-2-enyl acetate 
• 1207372-44-8 (4R,2E)-4-hydroxy-3-methyl-4-[(1S,6S)-3-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]but-2-enyl acetate 
• 1207372-66-4 (4S,2E)-4-hydroxy-4-[(1S,6R)-6-isopropyl-3-methyl-2-oxocyclohex-3-enyl]-3-methylbut-2-enyl acetate 
• 1207372-45-9 (4R,2E)-4-hydroxy-4-[(1S,6R)-6-isopropyl-3-methyl-2-oxocyclohex-3-enyl]-3-methylbut-2-enyl acetate 
• 1207372-46-0 (4R,2E)-4-hydroxy-3-methyl-4-[(1S,3S,6S)-3-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohexyl]but-2-enyl acetate 
• 52152-31-5 11-cis-9-Demethylretinal 
• 24336-19-4 all-trans-9-desmethyltretinal 
• 52152-32-6 9-cis-9-demethylretinal 
• 388075-83-0 (2E,6E,8E)-4-bromo-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatrienyl acetate 
• 127-47-9 Retinol acetate 

Relevant articles and documents

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Preparation method of 2-methyl-4-acetoxy-2-butenal with thermal stability

The invention discloses a preparation method of 2-methyl-4-acetoxy-2-butenal with thermal stability, which comprises the following steps: (1) carrying out gas-solid-liquid three-phase hydroisomerization reaction on 2-methylene-4-acetoxybutyraldehyde and a solvent under the action of a catalyst to generate 2-methyl-4-acetoxy-2-butenal; (2) after the reaction reaches a specified conversion rate, terminating the reaction, conducting cooling and filtering out the catalyst; and (3) rectifying and separating the solvent, hydrogenation by-products and unreacted raw materials in the system to obtain the product 2-methyl-4-acetoxy-2-butenal. In the step (1), active hydrogen in the used solvent is controlled to be less than or equal to 100mgKOH/kg in terms of hydroxyl value content. The 2-methyl-4-acetoxy-2-butenal provided by the invention is good in thermal stability, low in loss rate in a rectification separation process and low in cis-isomer content, and can better meet downstream requirements.

Synthesis of fluorescently tagged isoprenoid bisphosphonates that inhibit protein geranylgeranylation

Geminal bisphosphonates can be used for a variety of purposes in human disease including reduction of bone resorption in osteoporosis, treatment of fractures associated with malignancies of the prostate, breast, and lung, and direct anticancer activity ag

Synthesis of (2E)-4-hydroxy-3-methylbut-2-enyl diphosphate, a key intermediate in the biosynthesis of isoprenoids

The synthesis of (2E)-4-hydroxy-3-methylbut-2-enyl diphosphate (HMBPP) was described by regioselective hydroxylation and diphosphorylation of dimethylallyl alcohol. The synthesis started from commercially available 3-methylbut-2-en-1-ol. The 1-alcohol function of starting material was converted to the acetate by treatment with pyridine acetic anhydride. Selective allylic hydroxylation was achieved using selenium dioxide and tert-butyl hydro-peroxide.