tert-Butyl 2,2,2-trichloroacetimidate

Base Information

• Chemical Name: tert-Butyl 2,2,2-trichloroacetimidate
• CAS No.: 98946-18-0
• Molecular Formula: C6H10Cl3NO
• Molecular Weight: 218.511
• Hs Code.: 29252900
• European Community (EC) Number: 629-631-5
• DSSTox Substance ID: DTXSID40370451
• Nikkaji Number: J254.933F
• Wikidata: Q72504362
• Mol file: 98946-18-0.mol

Synonyms:tert-Butyl 2,2,2-trichloroacetimidate;98946-18-0;tert-Butyl trichloroacetimidate;tert-Butyl-2,2,2-trichloroacetimidate;tert-butyl 2,2,2-trichloroethanimidate;tert-Butyl2,2,2-trichloroacetimidate;2,2,2-Trichloroacetimidic Acid tert-Butyl Ester;t-Butyl trichloroacetimidate;t-butyl 2,2,2-trichloroacetimidate;Ethanimidic acid, 2,2,2-trichloro-, 1,1-dimethylethyl ester;tert-Butyl 2,2,2-trichloroacetimidate purum;MFCD00077410;t-butyltrichloroacetimidate;t-Butyl trichioroacetimidate;t-butyl-trichloroacetimidate;tert-butyltrichloroacetimidate;SCHEMBL104438;DTXSID40370451;CQXDYHPBXDZWBA-UHFFFAOYSA-N;BCP13849;t-butyl-2,2,2-trichloroacetimidate;t-butyl-2,2,2-trichloroacetirnidate;t-butyl-2,2,2-trichloroacetoimidate;AKOS005145502;CS-W009089;GS-3508;tert-butyl 2,2,2-trichloroacetoimidate;tert.-butyl 2,2,2-trichloroacetimidate;tert-butyl 2,2,2-trichloroethanimidoate;Trichloroacetimidic acid tert-butyl ester;tert-butyl 2,2,2-trichloroethaneimidoate;AM20120401;B1496;FT-0609027;2,2,2-trichloroacetoimidate tert-butyl ester;tert-Butyl 2,2,2-trichloroacetimidate, 96%;A24534;EN300-100400;O12107;2,2,2-trichloro-acetimidic acid tert-butyl ester;2-Methyl-2-propanyl 2,2,2-trichloroethanimidate;J-524416;tert-Butyl 2,2,2-trichloroacetimidate, purum, >=97.0% (GC);9-(Fluorenylmethylcarbonyl) amide;2,2,2-Trichloroacetimidic acid tert-butyl ester

Chemical Property of tert-Butyl 2,2,2-trichloroacetimidate

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 1.058mmHg at 25°C
• Melting Point: 21 °C(lit.)
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 183.3 °C at 760 mmHg
• PKA: 2.49±0.70(Predicted)
• Flash Point: 55 °C
• PSA: 33.08000
• Density: 1.222 g/cm³
• LogP: 3.24870
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in organic solvents, cyclo hexane.
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 216.982797
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl 2,2,2-trichloroacetimidate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 10-22-36/37/38
• Safety Statements: 26-37/39-16-36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=N)C(Cl)(Cl)Cl
• Uses: tert-Butyl 2,2,2-trichloroacetimidate is used to produce di-tert-butyl peroxide at temperature of -5°C. It may be used in the synthesis of N-α-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-serine, caged building block. It may be used in the conversion of alcohols and carboxylic acids to their respective ethers and esters.

Technology Process of tert-Butyl 2,2,2-trichloroacetimidate

There total 4 articles about tert-Butyl 2,2,2-trichloroacetimidate 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%

potassium tert-butylate (865-47-4) + trichloroacetonitrile (545-06-2) → tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0)

Guidance literature:

In diethyl ether; tert-butyl alcohol; 0 deg C to 20 deg C 1 h, then reflux 1 h;

DOI:10.1016/S0040-4039(00)87913-7

Reference yield: 69.0%

potassium tert-butylate (865-47-4) + trichloroacetonitrile (545-06-2) + tert-butyl alcohol (75-65-0) → tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0)

Guidance literature:

In diethyl ether; at 0 - 20 ℃; for 2h; Heating / reflux;

Reference yield:

trichloroacetonitrile (545-06-2) + tert-butyl alcohol (75-65-0) → tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0)

Guidance literature:

With sodium t-butanolate;

upstream raw materials:

trichloroacetonitrile

tert-butyl alcohol

potassium tert-butylate

Downstream raw materials:

di-tert-butyl peroxide

tert-butyl 3,4-dimethoxyphenylacetate

ester tertiobutylique de l'acide phenyl-2 propionique

1-O-benzyl-3-O-tert-butylglycerol

Refernces

• 1、 -. "COMPOUNDS CONTAINING POLYSUBSTITUTED BENZO[D][1,3]OXATHIOLE, BENZO[D][1,3]OXATHIOLE 3-OXIDE OR BENZO[D][1,3]OXATHIOLE 3,3-DIOXIDE AND METHODS/USES THEREOF AS AGONISTS OF G PROTEIN-COUPLED RECEPTOR 119". Paragraph 0587-0588. . Retrieved 2019/07/04.
• 2、 -. "PROCESS FOR THE PREPARATION OF AN HIV INTEGRASE INHIBITOR". Page/Page column 70. . Retrieved 2012/10/18.