Ethane, 1,1-diethoxy-

Base Information

• Chemical Name: Ethane, 1,1-diethoxy-
• CAS No.: 105-57-7
• Molecular Formula: C6H14O2
• Molecular Weight: 118.176
• Hs Code.: 29110000
• European Community (EC) Number: 203-310-6
• ICSC Number: 1070
• NSC Number: 7624
• UN Number: 1088
• UNII: 5G14F9E2HB
• DSSTox Substance ID: DTXSID6030607
• Nikkaji Number: J5.044J
• Wikipedia: 1,1-Diethoxyethane
• Wikidata: Q410938
• NCI Thesaurus Code: C83515
• Metabolomics Workbench ID: 45013
• ChEMBL ID: CHEMBL1338583
• Mol file: 105-57-7.mol

Synonyms:Acetaldehyde,diethyl acetal (8CI);1,1-Diethoxyethane;Acetaldehyde ethyl acetal;Diethyl acetal;Ethanal diethyl acetal;Ethylidene diethyl ether;NSC 7624;

Chemical Property of Ethane, 1,1-diethoxy-

Chemical Property:

• Appearance/Colour: clear, colorless liquid
• Vapor Pressure: 37.1mmHg at 25°C
• Melting Point: -100 °C
• Refractive Index: n20/D 1.379-1.383(lit.)
• Boiling Point: 103.6 °C at 760 mmHg
• Flash Point: -6°F
• PSA: 18.46000
• Density: 0.84 g/cm³
• LogP: 1.40540
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• Solubility.: 46g/l
• Water Solubility.: 46 g/L (25℃)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 118.099379685
• Heavy Atom Count: 8
• Complexity: 39.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Acetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F:Flammable;;
• Statements: R11:; R36/38:
• Safety Statements: S16:; S33:; S9:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Acetals
• Canonical SMILES: CCOC(C)OCC
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. Exposure could cause lowering of consciousness.
• Description: Acetal (full name: Acetaldehyde diethyl acetal/1,1-Diethoxyethane) is a major flavoring component of distilled beverages, especially malt whisky and sherry. Acetaldehyde diethyl acetal is used as a flavoring agent to provide fruit, nut, rum, and whiskey flavors. It can react with diketene to form ethyl 5-ethoxy-3-oxohexanoate in the presence of titanium chloride. It can also be used to synthesize mixed acetal glycosides via transacetalation. Acetal is a clear, colourless, and extremely flammable liquid with an agreeable odour. The vapour is susceptible to cause flash fire. Acetal is sensitive to light and, on storage, may form peroxides. In fact, it has been reported to be susceptible to autoxidation and should, therefore, be classified as peroxidisable. Acetal is incompatible with strong oxidising agents and acids.
• Uses: Acetaldehyde diethyl acetal is used as a flavoring agent to provide fruit, nut, rum, and whiskey flavors. Solvent; in synthetic perfumes such as jasmine; in organic syntheses.

Technology Process of Ethane, 1,1-diethoxy-

There total 154 articles about Ethane, 1,1-diethoxy- 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: 70.0%

oct-1-ene (111-66-0,25068-25-1) → diethyl acetal (105-57-7,30846-29-8) + 3-octanone (106-68-3) + octan-4-one (589-63-9) + acetaldehyde (75-07-0,9002-91-9) + ethyl acetate (141-78-6) + hexyl-methyl-ketone (111-13-7)

Guidance literature:

With ethanol; oxygen; lithium chloride; copper dichloride; palladium dichloride; at 60 ℃; for 24h; Product distribution; various catalysts (Pd(II)(NH₃)x/Cu(II)/Li(I)/Cl^(1-) and Pd(II) (or Pd⁽⁰⁾)/Zeolites/Cu(II)/Li(I)/Cl^(1-) systems);

DOI:10.1002/(SICI)1099-0690(199809)1998:9<1901::AID-EJOC1901>3.0.CO;2-R

Reference yield: 68.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) + ethanol (64-17-5) → diethyl acetal (105-57-7,30846-29-8) + 5-(ethoxymethyl)furfural (1917-65-3) + 4-oxopentanoic acid ethyl ester (539-88-8)

Guidance literature:

With mesoporous silica Al-MCM-41 ⁽⁵⁰⁾ catalyst; at 140 ℃; for 5h;

DOI:10.1016/j.cattod.2011.05.008

Reference yield:

ethanol (64-17-5) → diethyl acetal (105-57-7,30846-29-8) + hydrogen (1333-74-0) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

With platinum(II)-nitrate; In water; at 25 ℃; for 24h; Reagent/catalyst; Catalytic behavior; Irradiation; Inert atmosphere;

DOI:10.1016/j.ica.2015.01.033

upstream raw materials:

pyridine

1-chloroethyl ethyl ether

vinyl acetate

ethanol

Downstream raw materials:

acetaldehyde

ethyl acetate

1,1,3-triethoxy-butane

1,1,3,5-tetraethoxy-hexane

Refernces

• 1、 Misono et al.. "". . p. 1243. Retrieved 1970.
• 2、 De Sousa, David P.,Miller, Christopher J.,Chang, Yingyue,Waite, T. David,McKenzie, Christine J.. "Electrochemically Generated cis-Carboxylato-Coordinated Iron(IV) Oxo Acid-Base Congeners as Promiscuous Oxidants of Water Pollutants". . p. 14936 - 14947. Retrieved 2017.
• 3、 Zhang, Hongxia,Zhang, Wenqin,Zhao, Min,Yang, Pengju,Zhu, Zhenping. "A site-holding effect of TiO2 surface hydroxyl in the photocatalytic direct synthesis of 1,1-diethoxyethane from ethanol". . p. 1518 - 1521. Retrieved 2017.
• 4、 Zhang, Hongxia,Zhu, Zhenping,Wu, Yupeng,Zhao, Tianjian,Li, Li. "TiO2-photocatalytic acceptorless dehydrogenation coupling of primary alkyl alcohols into acetals". . p. 4076 - 4080. Retrieved 2014.
• 5、 Kawaguchi, Daisuke,Ogihara, Hitoshi,Kurokawa, Hideki. "Upgrading of Ethanol to 1,1-Diethoxyethane by Proton-Exchange Membrane Electrolysis". . p. 4431 - 4438. Retrieved 2021.
• 6、 Liu, Kaituo,Litke, Anton,Su, Yaqiong,Van Campenhout, Bart G.,Pidko, Evgeny A.,Hensen, Emiel J. M.. "Photocatalytic decarboxylation of lactic acid by Pt/TiO2". . p. 11634 - 11637. Retrieved 2016.
• 7、 Ghaziaskar, Hassan S.,Xu, Chunbao Charles. "One-step continuous process for the production of 1-butanol and 1-hexanol by catalytic conversion of bio-ethanol at its sub-/supercritical state". . p. 4271 - 4280. Retrieved 2013.
• 8、 Bae, Jong Wook,Lee, Jae Sung,Lee, Kyung Hee,Jang, Eun Joo. "Liquid-phase hydrodechlorination of CCl4 with co-production of diethylcarbonate and acetal". . p. 1020 - 1021. Retrieved 2002.
• 9、 de Leeuw. "". . p. 284. Retrieved 1911.
• 10、 Bell,Norris. "-". . p. 118. Retrieved 1941.