2,2,2-Trichloroethyl acetate

Base Information

• Chemical Name: 2,2,2-Trichloroethyl acetate
• CAS No.: 625-24-1
• Molecular Formula: C4H5 Cl3 O2
• Molecular Weight: 191.441
• Hs Code.: 2915390090
• European Community (EC) Number: 621-714-4
• DSSTox Substance ID: DTXSID40211537
• Nikkaji Number: J74.797A
• Wikidata: Q83086491
• Mol file: 625-24-1.mol

Synonyms:2,2,2-Trichloroethyl acetate;625-24-1;Trichloroethyl acetate;ACETIC ACID, 2,2,2-TRICHLOROETHYL ESTER;BRN 1757888;2,2,2-TRICHLOROETHYLACETATE;trichioroethyl acetate;SCHEMBL732714;DTXSID40211537;AKOS025295557;Ethanol, 2,2,2-trichloro-, acetate;acetic acid 2,2,2-trichloro-ethyl ester;2,2,2-Trichloroethyl acetate, >=98.0% (GC)

Chemical Property of 2,2,2-Trichloroethyl acetate

Chemical Property:

• Vapor Pressure: 0.0427mmHg at 25°C
• Refractive Index: n20/D 1.457
• Boiling Point: 238.3°C at 760 mmHg
• Flash Point: 105.7°C
• PSA: 26.30000
• Density: 1.401 g/mL at 20 °C(lit.)
• LogP: 1.91970
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.935512
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

98%Min ^*data from raw suppliers

2,2,2-Trichloroethyl acetate ≥98.0% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1757888
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OCC(Cl)(Cl)Cl
• Uses: 2,2,2-Trichloroethyl acetate may be used in the enzyme catalyzed synthesis of enantiomerically pure prostaglandin intermediate, (1S,4R)-(-)-4-hydroxy-2-cyclopentenyl acetate.

Technology Process of 2,2,2-Trichloroethyl acetate

There total 3 articles about 2,2,2-Trichloroethyl acetate 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: 14.8%

diethyl β,β,β-trichloroethyl phosphite (82564-87-2) + acetic acid (64-19-7,77671-22-8) → 2,2,2-trichloroethyl acetate (625-24-1) + ethyl 2,2,2-trichloroethyl hydrogen phosphite + ethyl acetate (141-78-6) + phosphonic acid diethyl ester (762-04-9)

Guidance literature:

at 140 ℃; for 10h; sealed ampule;

Reference yield:

2,2,5-Trimethyl-5-(2,2,2-trichloro-ethoxy)-2,5-dihydro-[1,3,4]oxadiazole (87938-01-0) → 2,2,2-trichloroethyl acetate (625-24-1) + C7H11Cl3N2O (87938-12-3) + propan-2-one azine (627-70-3)

Guidance literature:

Further byproducts given; Heating;

DOI:10.1021/jo00176a024

Reference yield:

→ 2,2,2-trichloroethyl acetate (625-24-1) + N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester (15136-13-7,88621-07-2,127636-68-4,132769-33-6,15136-12-6)

Guidance literature:

upstream raw materials:

diethyl β,β,β-trichloroethyl phosphite

acetic acid

2,2,5-Trimethyl-5-(2,2,2-trichloro-ethoxy)-2,5-dihydro-[1,3,4]oxadiazole

Downstream raw materials:

cis-1,4-diacetoxy-2-cyclopentene

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

1,1-Dichloroethylene

Refernces

• 1、 Keus, Diane,Kaminski, Maciej,Warkentin, John. "Carbene Reactions with Cis Azo Functions. Formation of Ester Azines from Δ3-1,3,4-Oxadiazolines". . p. 343 - 347. Retrieved 2007/10/02.