tert-butyl 2,2,2-trichloroethanecarboximidate

• ChemBase ID: 9997
• Molecular Formular: C6H10Cl3NO
• Molecular Mass: 218.5087
• Monoisotopic Mass: 216.98279699
• SMILES: ClC(C(=N)OC(C)(C)C)(Cl)Cl
• Canonical SMILES: N=C(C(Cl)(Cl)Cl)OC(C)(C)C
• InChI: InChI=1S/C6H10Cl3NO/c1-5(2,3)11-4(10)6(7,8)9/h10H,1-3H3
• InChIKey: CQXDYHPBXDZWBA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2,2,2-trichloroethanecarboximidate
• IUPAC Traditional name: tert-butyl 2,2,2-trichloroethanecarboximidate
• Synonyms: tert-Butyl 2,2,2-trichloroacetimidate; TBTA; tert-Butyl 2,2,2-trichloroacetimidate; tert-butyl 2,2,2-trichloroethanecarboximidate; tert-Butyl 2,2,2-trichloroethanimidate; tert-Butyl 2,2,2-trichloroacetimidate 98%; tert-Butyl trichloroacetimidate; 2,2,2-Trichloroacetimidic acid tert-butyl ester; 叔丁基 2,2,2-三氯乙酰亚胺酯; 叔丁基三氯乙酰亚胺酯

Database IDs

• CAS Number: 98946-18-0
• EC Number: 000-000-0
• MDL Number: MFCD00077410
• Beilstein Number: 1770049
• PubChem SID: 160973304; 24862454; 24889441
• PubChem CID: 2734700

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.7043836
• LogD (pH = 7.4): 2.7084394
• Log P: 2.7084913
• Molar Refractivity: 59.4739 cm^3
• Polarizability: 18.903008 Å^3
• Polar Surface Area: 33.08 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 20-22°C; 20-22°C; 21 °C(lit.)
• Boiling Point: 64-66°C/12mm; 64-66°C/15mm; 64-66°C/15mm; 65 °C/11 mmHg(lit.)
• Flash Point: 131 °F; 55 °C; 55°C; 55°C(131°F)
• Density: 1.221 g/mL at 25 °C(lit.); 1.222
• Refractive Index: 1.4570; n20/D 1.456(lit.); n20/D 1.457
• Hydrophobicity(logP): 3.003

Safety Information

• Storage Warning: Flammable/Harmful/Irritant/Lachrymatory/Light Sensitive/Moisture Sensitive/Store under Argon/Store at -20oC; Moisture Sensitive; MOISTURE SENSITIVE, FLAMMABLE
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22-36/37/38; 10-36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H315-H319-H335; H226-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 95%; 96%; 97%; 98%
• Grade: purum
• Linear Formula: CCl3C(=NH)OC(CH3)3

DETAILS

Apollo Scientific Ltd - OR9573

Packaged in Nalgene bottles

Sigma Aldrich - 364789

Packaging
5, 25 g in glass bottle
Application
Used in the conversion of alcohols and carboxylic acids to their respective ethers and esters.1,2

Sigma Aldrich - 91077

Other Notes
Reagent used for the smooth and selective preparation of tert-butyl esters and ethers from acids and alcohols, respectively1

REFERENCES

• Reagent for preparation of t-butyl ethers and esters under mild conditions: J. Chem. Soc., Perkin 1, 2247 (1985); Tetrahedron Lett., 29, 2483 (1988). See also Appendix 6.