1,1-Diethoxy-3-methyl-2-butene

Base Information

• Chemical Name: 1,1-Diethoxy-3-methyl-2-butene
• CAS No.: 1740-74-5
• Molecular Formula: C9H18 O2
• Molecular Weight: 158.241
• Hs Code.: 2911000000
• European Community (EC) Number: 625-498-2
• DSSTox Substance ID: DTXSID00410564
• Nikkaji Number: J605.097B
• Mol file: 1740-74-5.mol

Synonyms:1,1-Diethoxy-3-methyl-2-butene;1740-74-5;1,1-diethoxy-3-methylbut-2-ene;2-Butene, 1,1-diethoxy-3-methyl-;Prenal diethyl aceta;1 1-DIETHOXY-3-METHYL-2-BUTENE 97;3,3-Dimethylacrolein diethyl acetal;3-Methyl-2-butenal diethyl acetal;SCHEMBL295250;DTXSID00410564;SFUKGEREDDIOED-UHFFFAOYSA-N;3-methyl-2-butenal diethyl acetal;AKOS015913082;beta-methyl-crotonaldehyde diethylacetal;1,1-Diethoxy-3-methyl-2-butene, 97%;FT-0744596;J-010967

Chemical Property of 1,1-Diethoxy-3-methyl-2-butene

Chemical Property:

• Vapor Pressure: 0.953mmHg at 25°C
• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 53-58 °C20 mm Hg(lit.)
• Flash Point: 140 °F
• PSA: 18.46000
• Density: 0.837 g/mL at 25 °C(lit.)
• LogP: 2.35170
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 158.130679813
• Heavy Atom Count: 11
• Complexity: 109

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,1-Diethoxy-3-methyl-2-butene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(C=C(C)C)OCC
• Uses: 1,1-Diethoxy-3-methyl-2-butene may be used in the synthesis of:6,6,10-trimethyl-4-propyl-10,11-dihydro-2H,6H,12H-dipyrano[2,3-f:2′,3′-h]chromene-2,12-dioneangular pyranocoumarins6-cyano-2,2-dimethyl-2-H-1-benzopyran

Technology Process of 1,1-Diethoxy-3-methyl-2-butene

There total 14 articles about 1,1-Diethoxy-3-methyl-2-butene 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: 89.0%

3,3-dimethyl acrylaldehyde (107-86-8) + orthoformic acid triethyl ester (122-51-0) → 1,1-diethoxy-3-methyl-2-butene (1740-74-5)

Guidance literature:

With Mo₁₁O₄₀PV*4H⁽¹⁺⁾; In ethanol; at 20 ℃; for 1h; Reagent/catalyst; Green chemistry;

DOI:10.1016/j.molcata.2014.11.027

Reference yield: 79.0%

ethyl trimethylsilyl ether (1825-62-3) + 3,3-dimethyl acrylaldehyde (107-86-8) → 1,1-diethoxy-3-methyl-2-butene (1740-74-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/jo00116a025

Reference yield: 70.3%

→ 1,1-diethoxy-3-methyl-2-butene (1740-74-5)

Guidance literature:

upstream raw materials:

ethanol

1-ethoxy-3-methyl-buta-1,3-diene

2-bromo-1,1-diethoxy-3-methyl-butane

potassium tert-butylate

Downstream raw materials:

1,2-O-Isopropylidene-3-O-(p-phenylbenzyl)-4,5-O-<(1'R)-3'-methyl-2'-buten-1'-yl>-β-D-fructopyranose

3,3-dimethyl acrylaldehyde

6-methoxy-2,2-dimethyl-2H-chromene

desmethoxyencecalin

Refernces

• 1、 Romanelli, Gustavo,Sathicq, ángel,Vázquez, Patricia,Villa, Aída,Alarcón, Edwin,Grajales, Edwing,Cubillos, Jairo. "Green synthesis of 6-cyano-2,2-dimethyl-2-H-1-benzopyran and its subsequent enantioselective epoxidation". . p. 11 - 16. Retrieved 2015.
• 2、 Wu, Chuanhai,Tu, Yan-bei,Li, Ziyuan,Li, Yan-fang. "Highly selective carbamate-based butyrylcholinesterase inhibitors derived from a naturally occurring pyranoisoflavone". . . Retrieved 2019/05/04.