Tert-butyl 4,4,4-trichlorobutanoate

Base Information

• Chemical Name: Tert-butyl 4,4,4-trichlorobutanoate
• CAS No.: 119060-48-9
• Molecular Formula: C₈H₁₃Cl₃O₂
• Molecular Weight: 247.549
• DSSTox Substance ID: DTXSID40370890
• Nikkaji Number: J1.088.457H
• Wikidata: Q82158060
• Mol file: 119060-48-9.mol

Synonyms:tert-butyl 4,4,4-trichlorobutanoate;119060-48-9;Butanoic acid, 4,4,4-trichloro-, 1,1-dimethylethyl ester;DTXSID40370890;FT-0738601;4,4,4-Trichlorobutyric acid tert-butyl ester

Chemical Property of Tert-butyl 4,4,4-trichlorobutanoate

Chemical Property:

• Vapor Pressure: 0.0149mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.47
• Boiling Point: 257°Cat760mmHg
• Flash Point: 93.3°C
• PSA: 26.30000
• Density: 1.248g/cm³
• LogP: 3.47850
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 245.998113
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

98%Min ^*data from raw suppliers

TERT-BUTYL 4,4,4-TRICHLOROBUTANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC(Cl)(Cl)Cl

Technology Process of Tert-butyl 4,4,4-trichlorobutanoate

There total 3 articles about Tert-butyl 4,4,4-trichlorobutanoate 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: 57.0%

chloroform (67-66-3,8013-54-5) + tert-Butyl acrylate (1663-39-4,25232-27-3) → tert-Butyl 4,4,4-trichlorobutyrate (119060-48-9) + tert-Butyl 2,2-dichlorocyclopropanecarboxylate (119060-47-8)

Guidance literature:

With sodium hydroxide; tetramethylammonium bromide; at 45 - 50 ℃; for 8h;

DOI:10.1055/s-1988-27635

Reference yield: 53.0%

chloroform (67-66-3,8013-54-5) + tert-Butyl acrylate (1663-39-4,25232-27-3) → tert-Butyl 4,4,4-trichlorobutyrate (119060-48-9)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In n-heptane; at 40 ℃; for 3.5h; other solvents;

DOI:10.1016/S0040-4020(99)00209-4

Reference yield: 9.0%

chloroform (67-66-3,8013-54-5) + tert-Butyl acrylate (1663-39-4,25232-27-3) → tert-Butyl 4,4,4-trichlorobutyrate (119060-48-9) + tert-Butyl 2,2-dichlorocyclopropanecarboxylate (119060-47-8) + tert-Butyl 4,4,5,5-tetrachlorospiropentanecarboxylate (119060-44-5)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; Product distribution; different solvents, other reagent;

DOI:10.1016/S0040-4020(99)00209-4

upstream raw materials:

chloroform

tert-Butyl acrylate

Refernces

• 1、 Dehmlow, Eckehard V.,Wilkenloh, Juergen. "Catalyst Effects on Reactions of α,β-Unsaturated Ketones and Esters with Haloforms under Phase-Transfer Catalysis". . p. 582 - 588. Retrieved 2007/10/02.