Tert-butyl 2,2,2-trichloroethanimidate (HCID 2734700)

Namen und Bezeichner

Bevorzugter Name: Tert-butyl 2,2,2-trichloroethanimidate
IUPAC: tert-butyl 2,2,2-trichloroethanimidate
Englischer Name: tert-Butyl 2,2,2-trichloroacetimidate
Summenformel: C6H10Cl3NO
Molmasse: 218.51

Namen und Synonyme

tert-butyl 2,2,2-trichloroethanimidateRefChem:892146629-631-5tert-Butyl 2,2,2-trichloroacetimidate98946-18-0tert-Butyl trichloroacetimidatetert-Butyl-2,2,2-trichloroacetimidateC6H10Cl3NOMFCD000774102,2,2-Trichloroacetimidic Acid tert-Butyl Estert-Butyl trichloroacetimidatet-butyl 2,2,2-trichloroacetimidate

Weitere Namen anzeigen

TBTAFMOC-NH2Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]aminetert-butyl 2,2,2-trichloroethanecarboximidate9-(FLUORENYLMETHYLCARBONYL) AMIDETert butyl trichloroacetimide ester

1-(tert-butoxy)-2,2,2-trichloroethaniminetert-Butyl2,2,2-trichloroacetimidate2,2,2-Trichloroethanimidic acid tert-butyl ester; O-tert-Butyl trichloroacetimidate; tert-Butyl 2,2,2-trichloroacetimidate; tert-Butyl trichloroacetimidateEthanimidic acid, 2,2,2-trichloro-, 1,1-dimethylethyl estert-butyltrichloroacetimidateA24534t-Butyl trichioroacetimidatet-butyl-trichloroacetimidate

Datenbank-Bezeichner

CAS: 98946-18-0
PubChem CID: 2734700
DTXSID: DTXSID40370451
EC Number: 629-631-5
Nikkaji: J254.933F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3
Polarare Oberfläche (TPSA): 33,1 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 2
Schwere Atome: 11
Formalladung: 0
Komplexität: 156

Physikochemische Eigenschaften

Schmelzpunkt: 21 °C · 21 °C(lit.)
Siedepunkt: 65 °C11 · 65 °C11 mm Hg(lit.)
Dichte: 1.222 · 1.222
Brechungsindex: 20 · n20/D 1.456(lit.)
Flammpunkt: 131 °F · 131 °F
storage temp.: 2 · 2-8°C
Löslichkeit: Soluble in organic solvents, cyclo hexane.
Aggregatzustand: Liquid or Low Melting Crystalline Mass
pka: 2.49 · 2.49±0.70(Predicted)
Wichte: 1.222 · 1.222
Farbe: Clear colorless to pale yellow
BRN: 1770049 · 1770049
Stabilität: Hygroscopic
InChI: 1S/C6H10Cl3NO/c1-5(2,3)11-4(10)6(7,8)9/h10H,1-3H3
InChIKey: CQXDYHPBXDZWBA-UHFFFAOYSA-N
SMILES: CC(C)(C)OC(=N)C(Cl)(Cl)Cl
CAS Datenbank: 98946 · 98946-18-0(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H226 (98%): Flammable liquid and vapor [Warning Flammable liquids]；H302 (88%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (98%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesFlam. Liq. 3 (98%)；Acute Tox. 4 (88%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (98%)

Sicherheitsdaten

F: 10-21
wgk: 3
tsca: No
ridadr: UN 1993 3/PG 3
hs_code: 29252900
risk_code: 10-22-36/37/38
hazard_code: Xn,Xi
hazard_note: Irritant/Moisture Sensitive
safety_code: 26-37/39-16-36/37-24/25
hazard_class: 3.2
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwendentert-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.

Darstellung · 1 Eintrag

synthetischePotassium t-Butoxide (1.68 g, 15 mmol) was dissolved in t-butanol (30 mL) and this solution was added over 15 min to a stirred solution of Trichloroacetonitrile (21.6 g, 15 mL, 15 mmol) in dry diethyl ether (30 mL) cooled to 0 °C under nitrogen. The yellow mixture was allowed to warm to 20 °C over 1 h, and then heated to reflux for 1 h. After the reaction mixture had been cooled to rt, volatiles were removed on the rotary evaporator and the residual oil was dissolved in pentane (30 mL). The solution was filtered and the pentane was removed on the rotary evaporator. The residue was then distilled to yield 23 g (70%), bp 65-69 °C/12 mmHg, which solidified on storage.