4-Ethyl-1,3-dioxolan-2-one

Base Information

• Chemical Name: 4-Ethyl-1,3-dioxolan-2-one
• CAS No.: 4437-85-8
• Deprecated CAS: 126828-12-4,127128-77-2,127128-77-2
• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.117
• Hs Code.: 29209010
• European Community (EC) Number: 403-780-4,689-389-1
• UNII: I64G2S50OV
• DSSTox Substance ID: DTXSID9040342
• Nikkaji Number: J261.909A
• Wikipedia: 1,2-Butylene_carbonate
• Wikidata: Q2683333
• Mol file: 4437-85-8.mol

Synonyms:1,2-butylene carbonate

Chemical Property of 4-Ethyl-1,3-dioxolan-2-one

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: -45 °C
• Refractive Index: 1.426-1.428
• Boiling Point: 238.7 °C at 760 mmHg
• Flash Point: 128.4 °C
• PSA: 35.53000
• Density: 1.107 g/cm³
• LogP: 0.93180
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 99.8

Purity/Quality:

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

1,2-Butylene Carbonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1COC(=O)O1
• Uses: 1,2-Butylene Carbonate is used in planarizing process and composition.

Technology Process of 4-Ethyl-1,3-dioxolan-2-one

There total 3 articles about 4-Ethyl-1,3-dioxolan-2-one 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: 97.0%

carbon dioxide (124-38-9,18923-20-1) + 2-methyl-but-3-yn-2-ol (115-19-5) + 1,2-dihydroxybutane (584-03-2) → 1,2-butylene carbonate (4437-85-8,90970-72-2,90971-04-3,127128-77-2) + 3-Hydroxy-3-methyl-2-butanone (115-22-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; In acetonitrile; at 80 ℃; for 24h; under 7500.75 Torr; chemoselective reaction; Autoclave; Sealed tube;

DOI:10.1055/s-0037-1611058

Reference yield:

1-bromo-butane (109-65-9) + carbon dioxide (124-38-9,18923-20-1) + 1,2-dihydroxybutane (584-03-2) → 1,2-butylene carbonate (4437-85-8,90970-72-2,90971-04-3,127128-77-2) + Dibutyl carbonate (542-52-9)

Guidance literature:

carbon dioxide; 1,2-dihydroxybutane; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dichloro-ethane; at 25 ℃;

1-bromo-butane; In 1,2-dichloro-ethane; at 25 ℃; for 24h; Time;

DOI:10.1080/00397911.2015.1116583

Reference yield:

4-vinyl-1,3-dioxolan-2-one (4427-96-7) + carbon monoxide (201230-82-2) → 1,2-butylene carbonate (4437-85-8,90970-72-2,90971-04-3,127128-77-2) + 4-(2-formylethyl)-1,3-dioxolan-2-one

Guidance literature:

With PtCl(SnCl₃)((2S,4S)-2,4-bis(diphenylphosphino)pentane); 1,3-bis-(diphenylphosphino)propane; hydrogen; at 100 ℃; for 2h; enantioselective reaction; Schlenk technique;

DOI:10.1002/jhet.2726

upstream raw materials:

1-bromo-butane

carbon dioxide

1,2-dihydroxybutane

4-vinyl-1,3-dioxolan-2-one

Downstream raw materials:

methanol

1,2-dihydroxybutane

ethyloxirane

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Zhou, Hui,Zhang, Hui,Mu, Sen,Zhang, Wen-Zhen,Ren, Wei-Min,Lu, Xiao-Bing. "Highly regio- And stereoselective synthesis of cyclic carbonates from biomass-derived polyols: Via organocatalytic cascade reaction". supporting information. p. 6335 - 6341. Retrieved 2019/12/03.
• 2、 Kitamura, Tsugio,Inoue, Yusuke,Maeda, Taisei,Oyamada, Juzo. "Convenient synthesis of ethylene carbonates from carbon dioxide and 1,2-diols at atmospheric pressure of carbon dioxide". . p. 39 - 45. Retrieved 2016/01/09.