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

Base Information

• Chemical Name: 4,4-Dimethyl-1,3-dioxolan-2-one
• CAS No.: 4437-69-8
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 2932999099
• European Community (EC) Number: 224-652-2
• DSSTox Substance ID: DTXSID3063465
• Nikkaji Number: J205.819G
• Wikidata: Q81990758
• Mol file: 4437-69-8.mol

Synonyms:4,4-Dimethyl-1,3-dioxolan-2-one;4437-69-8;1,3-Dioxolan-2-one, 4,4-dimethyl-;EINECS 224-652-2;t-butylene carbonate;SCHEMBL231128;DTXSID3063465;AKOS030254787;EN300-1678923

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

Chemical Property:

• Vapor Pressure: 0.157mmHg at 25°C
• Boiling Point: 214.3°Cat760mmHg
• Flash Point: 114°C
• PSA: 35.53000
• Density: 1.098g/cm³
• LogP: 0.93180
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 117

Purity/Quality:

99%, ^*data from raw suppliers

4,4-Dimethyl-1,3-dioxolan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(=O)O1)C
• Uses: 4,4-Dimethyl-1,3-dioxolan-2-one (cas# 4437-69-8) is a compound useful in organic synthesis.

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

There total 11 articles about 4,4-Dimethyl-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: 100.0%

2-methyl-1,2-epoxypropane (558-30-5) + carbon dioxide (124-38-9,18923-20-1) → 4,4-dimethyl-1,3-dioxolan-2-one (4437-69-8)

Guidance literature:

With tetrabutylammomium bromide; at 60 ℃; for 72h; under 7500.75 Torr; Time; Autoclave;

DOI:10.1021/jo302317w

Reference yield: 72.0%

2-Methyl-1,2-propanediol (558-43-0) + carbon monoxide (201230-82-2) → 4,4-dimethyl-1,3-dioxolan-2-one (4437-69-8)

Guidance literature:

With N-chloro-succinimide; (neocuproine)Pd(OAc)2; sodium acetate; In acetonitrile; at 55 ℃; for 24h; under 760.051 Torr; Molecular sieve;

DOI:10.1002/adsc.201100240

Reference yield: 67.0%

3-chloro-2-methylpropan-2-ol (558-42-9) + carbon dioxide (124-38-9,18923-20-1) → 4,4-dimethyl-1,3-dioxolan-2-one (4437-69-8)

Guidance literature:

carbon dioxide; With potassium carbonate; In N,N-dimethyl-formamide; at 30 ℃; for 4h; under 7600.51 Torr;

3-chloro-2-methylpropan-2-ol; In N,N-dimethyl-formamide; at 30 ℃; for 20h; Pressure;

DOI:10.1039/c6ra13008a

upstream raw materials:

2-methyl-1,2-epoxypropane

methylammonium carbonate

isocyanate de chlorosulfonyle

carbon dioxide

Downstream raw materials:

2-Hydroxy-2-methylpropyl piperazine-1-carboxylate

methanol

2-Methyl-1,2-propanediol

Refernces

• 1、 Dong, Tongfeng,Li, Bo,Wu, Guang-Peng,Yang, Guan-Wen,Zhang, Yao-Yao,Zheng, Yu-Jia. "Crosslinked Resin-Supported Bifunctional Organocatalyst for Conversion of CO2 into Cyclic Carbonates". . . Retrieved 2020.
• 2、 Li, Min-Yu,Wang, Fei,Zhang, Jian. "Zeolitic Tetrazolate-Imidazolate Frameworks with SOD Topology for Room Temperature Fixation of CO2 to Cyclic Carbonates". . p. 2866 - 2870. Retrieved 2020.
• 3、 He, Liang,Nath, Jayanta Kumar,Lin, Qipu. "Robust multivariate metal-porphyrin frameworks for efficient ambient fixation of CO2 to cyclic carbonates". . p. 412 - 415. Retrieved 2019.
• 4、 Ma, Ran,Sun, Haojie,Cui, Yuanzhi. "Aluminium based binary catalytic system for the solvent free conversion of CO2 to carbonates with high activity and selectivity". . p. 11145 - 11149. Retrieved 2018.
• 5、 Qi, Yaqiong,Cheng, Weiguo,Xu, Fei,Chen, Shengli,Zhang, Suojiang. "Amino acids/superbases as eco-friendly catalyst system for the synthesis of cyclic carbonates under metal-free and halide-free conditions". . p. 876 - 886. Retrieved 2018.
• 6、 Chen, Fei,Tao, Sheng,Liu, Ning,Guo, Cheng,Dai, Bin. "Hemilabile N-heterocyclic carbene and nitrogen ligands on Fe (II) catalyst for utilization of CO2 into cyclic carbonate". . . Retrieved 2021.
• 7、 Capacchione, Carmine,D'Aniello, Sara,Della Monica, Francesco,Lamparelli, David Hermann,Paradiso, Veronica,Rieger, Bernhard. "Dinuclear [OSSO]-Fe complexes for the reaction of CO2with epoxides". . p. 4702 - 4707. Retrieved 2021.
• 8、 Xu, Fei,Cheng, Weiguo,Yao, Xiaoqian,Sun, Jian,Sun, Wei,Zhang, Suojiang. "Thiourea-Based Bifunctional Ionic Liquids as Highly Efficient Catalysts for the Cycloaddition of CO2 to Epoxides". . p. 1654 - 1664. Retrieved 2017.
• 9、 Ma, Ran,He, Liang-Nian,Zhou, Yue-Biao. "An efficient and recyclable tetraoxo-coordinated zinc catalyst for the cycloaddition of epoxides with carbon dioxide at atmospheric pressure". . p. 226 - 231. Retrieved 2016.
• 10、 Han, Qingxin,Wang, Li,Shi, Zhaohua,Xu, Cong,Dong, Zhe,Mou, Zuolin,Liu, Weisheng. "Self-Assembly of Luminescent Lanthanide Mesocates as Efficient Catalysts for Transforming Carbon Dioxide into Cyclic Carbonates". . p. 1364 - 1373. Retrieved 2017.