3-Formylbut-2-enyl acetate

Base Information

• Chemical Name: 3-Formylbut-2-enyl acetate
• CAS No.: 14918-80-0
• Molecular Formula: C7H10O3
• Molecular Weight: 142.155
• Hs Code.: 2915390090
• European Community (EC) Number: 247-825-4,238-989-8
• DSSTox Substance ID: DTXSID201031492
• Nikkaji Number: J227.231H,J248.979A
• Wikidata: Q76324381
• Mol file: 14918-80-0.mol

Synonyms:3-Formylbut-2-enyl acetate;(E)-3-Formylbut-2-enyl acetate;26586-02-7;14918-80-0;EINECS 247-825-4;EC 247-825-4;2-Butenal, 4-(acetyloxy)-2-methyl-;Crotonaldehyde, 4-hydroxy-2-methyl-, acetate;SCHEMBL3137231;4-acetoxy-2-methylcrotonaldehyde;4-Acetyloxy-2-methyl-2-butenal;LPDDKAJRWGPGSI-ZZXKWVIFSA-N;DTXSID201031492;(E)-2-Methyl-4-acetoxy-2-butenal;(E)-3-Methyl-4-oxobut-2-en-1-ylacetate;(E)-3-Methyl-4-oxobut-2-en-1-yl acetate;2-Butenal, 4-(acetyloxy)-2-methyl-, (2E)-;W-110398

Chemical Property of 3-Formylbut-2-enyl acetate

Chemical Property:

• Vapor Pressure: 0.0586mmHg at 25°C
• Melting Point: 50-55 °C
• Refractive Index: 1.438
• Boiling Point: 232.6 °C at 760 mmHg
• Flash Point: 96.5 °C
• PSA: 43.37000
• Density: 1.027 g/cm³
• LogP: 0.69470
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC(=O)C)C=O
• Isomeric SMILES: C/C(=C\COC(=O)C)/C=O
• Uses: 3-Formylcrotyl Acetate can be used as a vitamin A intermediate.

Technology Process of 3-Formylbut-2-enyl acetate

There total 17 articles about 3-Formylbut-2-enyl acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(E/Z)-4-Acetoxy-2-methyl-2-butenal-dimethylacetal (74549-14-7) → 3-methyl-4-oxobut-2-enyl acetate (14918-80-0)

Guidance literature:

With phosphoric acid; In water; at 20 ℃; for 5h; Reagent/catalyst;

Reference yield: 98.8%

4-acetoxy-1-chloro-2-methyl-2-butene (38872-49-0) → 3-methyl-4-oxobut-2-enyl acetate (14918-80-0)

Guidance literature:

With sulfuric acid; In water; at 10 ℃; for 3h; Temperature;

Reference yield: 98.0%

4-chloro-2-methyl-2-buteneal (3330-25-4) + potassium acetate (127-08-2) → 3-methyl-4-oxobut-2-enyl acetate (14918-80-0)

Guidance literature:

In N,N-dimethyl-formamide; at 60 ℃; for 6h; Temperature; Solvent;

upstream raw materials:

4-acetoxy-1-chloro-2-methyl-2-butene

1-acetoxybuta-1,3-diene

carbon monoxide

E,Z-4-bromo-3-methyl-1-acetoxy-2-butene

Downstream raw materials:

Retinol acetate

C₁₀H₁₈O₃

2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohex-1-enyl)heptadeca-2,4,6,8,10,12,14,16-octaenal

4-hydroxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,7-dien-5-ynyl acetate

Refernces

• 1、 -. "Preparation method of 4-acetoxy-2-methyl-2-butenal". Paragraph 0016; 0042; 0049-0052; 0059-0062; 0069-0072; .... . Retrieved 2021/09/04.
• 2、 -. "Preparation method of 4-acetoxy-2-methyl-2-butenal". Paragraph 0075-0091. . Retrieved 2021/08/11.