2-Chloro-1,1,1-triethoxyethane

Base Information

• Chemical Name: 2-Chloro-1,1,1-triethoxyethane
• CAS No.: 51076-95-0
• Molecular Formula: C8H17ClO3
• Molecular Weight: 196.674
• Hs Code.: 29091990
• European Community (EC) Number: 628-654-8
• NSC Number: 203073
• UNII: 9Q6PFQ2AAL
• DSSTox Substance ID: DTXSID50308321
• Nikkaji Number: J382.967G
• Wikidata: Q72460029
• Mol file: 51076-95-0.mol

Synonyms:2-Chloro-1,1,1-triethoxyethane;51076-95-0;Triethyl Orthochloroacetate;2-chloro-1,1,1-triethoxy-ethane;Ethane, 2-chloro-1,1,1-triethoxy-;2-chloro-1,1,1-triethoxy ethane;NSC-203073;EC 628-654-8;NSC203073;Orthochloroacetic Acid Triethyl Ester;Ethyl orthochloroacetate;9Q6PFQ2AAL;Triethyl 2-chloroorthoacetate;C(CCl)(OCC)(OCC)OCC;SCHEMBL485856;DTXSID50308321;1-Chloro-2,2,2-triethoxyethane;2-chloro-1, 1,1-triethoxy-ethane;MFCD00142889;2-chloranyl-1,1,1-triethoxy-ethane;AKOS005070911;NSC 203073;2-Chloro-1,1,1-triethoxyethane, 97%;AMY202100092;Orthoacetic acid, chloro-, triethyl ester;C1288;CS-0204247;FT-0680531;T70982;6X-0700;A828429;A936618;J-508589;Triethyl 2-chloroorthoacetate, purum, >=98.0% (GC)

Chemical Property of 2-Chloro-1,1,1-triethoxyethane

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.278mmHg at 25°C
• Melting Point: 60-68 °C
• Refractive Index: n20/D 1.422
• Boiling Point: 210.473 °C at 760 mmHg
• Flash Point: 64.07 °C
• PSA: 27.69000
• Density: 1.029 g/cm³
• LogP: 1.98850
• Storage Temp.: Freezer
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 196.0866221
• Heavy Atom Count: 12
• Complexity: 91.5

Purity/Quality:

98+% ^*data from raw suppliers

2-Chloro-1,1,1-triethoxyethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F,Xi
• Hazard Codes: F,Xn,Xi
• Statements: 11-22-36/37/38
• Safety Statements: 16-26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(CCl)(OCC)OCC

Technology Process of 2-Chloro-1,1,1-triethoxyethane

There total 8 articles about 2-Chloro-1,1,1-triethoxyethane 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: 93.0%

Triethyl orthoacetate (78-39-7) → 2-chloro-1,1,1-triethoxyethane (51076-95-0)

Guidance literature:

With N-chloro-succinimide; In tetrachloromethane; at 60 ℃; Irradiation;

Reference yield: 90.0%

→ 2-chloro-1,1,1-triethoxyethane (51076-95-0)

Guidance literature:

With boron trifluoride; In Hexadecane; at 110 ℃; for 6h; Autoclave;

Reference yield: 58.0%

ethanol (64-17-5) + ethyl chloroacetimidate hydrochloride (36743-66-5) → 2-chloro-1,1,1-triethoxyethane (51076-95-0)

Guidance literature:

for 26h;

DOI:10.1021/jm00112a023

upstream raw materials:

1-chloro-2,2-difluoroethane

sodium ethanolate

ethanol

ethyl chloroacetimidate hydrochloride

Downstream raw materials:

ethyl 2-chloro-N-cyanoacetoimidate

(Chloroacetylthiono)acetic acid ethyl ester

2,5-Dichloro-3,4-dimethylene-hexanedioic acid diethyl ester

2-(chloromethyl)[1,3]thiazolo[5,4-b]pyridine

Refernces

An efficient synthesis of 2,6-disubstituted benzobisoxazoles: New building blocks for organic semiconductors

10.1021/ol802011y

The study presents an efficient synthesis method for 2,6-disubstituted benzobisoxazoles, which are promising building blocks for organic semiconductors. The key chemicals involved are diaminobenzene diols, specifically 2,5-diaminohydroquinone (DAHQ) and 4,6-diaminoresorcinol (DAR), which react with various orthoesters to form the desired benzobisoxazoles. Orthoesters, such as triethyl orthoformate, triethyl orthoacetate, trimethylsilyl ethyl orthopropiolate, triethyl orthobromoacetate, and triethyl orthochloroacetate, serve as both reactants and solvents in the reactions. The study explores different catalysts, including traditional acids like H2SO4 and rare earth metal triflates like Y(OTf)3 and La(OTf)3, to optimize the reaction conditions. The optimized conditions involve using DMSO as a cosolvent, a catalytic amount of metal triflate, and pyridine to enhance yields and reduce reaction temperatures. The synthesized benzobisoxazoles can be further transformed into monomers for the synthesis of conjugated polymers, as demonstrated by the synthesis of a soluble PBO derivative through the Arbuzov reaction and subsequent polymerization.