tert-Butoxy bis(dimethylamino)methane (HCID 79885)

Namen und Bezeichner

Bevorzugter Name: tert-Butoxy bis(dimethylamino)methane
IUPAC: N,N,N',N'-tetramethyl-1-[(2-methylpropan-2-yl)oxy]methanediamine
Lokaler Name: 1-tert-Butoxy-N,N,N',N'-tetramethylmethylendiamin
Englischer Name: tert-Butoxy bis(dimethylamino)methane
Summenformel: C9H22N2O
Molmasse: 174.28

Namen und Synonyme

5815-08-7tert-Butoxy bis(dimethylamino)methaneTert-Butoxybis(Dimethylamino)MethaneBredereck's reagentBREDERECK REAGENTJEJ0U558F7EINECS 227-383-9bis(dimethylamino)-tert-butyloxymethaneUNII-JEJ0U558F7BREDERECK'S REAGENT [MI]DTXSID00206888tert-butoxy-N,N,N',N'-tetramethylmethanediamine

Weitere Namen anzeigen

T-BUTOXYBIS(DIMETHYLAMINO)METHANE5815/8/7BUTOXYBIS(DIMETHYLAMINO)METHANEtert-Butoxy bis(dimethylamino)methane technicalBredereck'sreagenBREDERECKS REAGENT

1-tert-Butoxy-N,N,N',N'-tetramethylmethylenediamine1-(1,1-DIMETHYLETHOXY)-N,N,N',N'-TETRAMETHYLMETHANEDIAMINERefChem:188169DTXCID301293791-tert-butoxy-n,n,n',n'-tetramethylmethanediamine[(tert-butoxy)(dimethylamino)methyl]dimethylamineMFCD00042858N,N,N',N'-tetramethyl-1-[(2-methylpropan-2-yl)oxy]methanediamine

Datenbank-Bezeichner

CAS: 5815-08-7
PubChem CID: 79885
DTXSID: DTXSID00206888
UNII: JEJ0U558F7
EC Number: 227-383-9
Nikkaji: J218.073A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,4
Polarare Oberfläche (TPSA): 15,7 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 4
Schwere Atome: 12
Formalladung: 0
Komplexität: 119

Physikochemische Eigenschaften

Siedepunkt: 50 · 50-55 °C/15 mmHg (lit.)
Dichte: 0.844 g/mL · 0.844 g/mL at 25 °C (lit.)
Brechungsindex: 20 · n20/D 1.422(lit.)
Flammpunkt: 106 °F · 106 °F
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
Löslichkeit: Chloroform (Sparingly), DMSO (Sparingly), Methanol (Slightly)
pka: 5.46 · 5.46±0.38(Predicted)
Aggregatzustand: Liquid
Farbe: Clear pale yellow
Wichte: 0.844 · 0.844
BRN: 1901973 · 1901973
Stabilität: Hygroscopic
InChI: InChI=1S/C9H22N2O/c1-9(2,3)12-8(10(4)5)11(6)7/h8H,1-7H3
InChIKey: HXRAMSFGUAOAJR-UHFFFAOYSA-N
SMILES: C(OC(C)(C)C)(N(C)C)N(C)C
CAS Datenbank: 5815 · 5815-08-7(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

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

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, 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 65 reports by companies from 5 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

Regulatory InformationMethanediamine, 1-(1,1-dimethylethoxy)-N,N,N',N'-tetramethyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Regulatorische Informationen

Regulatory InformationMethanediamine, 1-(1,1-dimethylethoxy)-N,N,N',N'-tetramethyl-: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

F: 10
wgk: 3
ridadr: UN 1993 3/PG 3
hs_code: 29221990
risk_code: 10-36/37/38
hazard_code: Xi,F
safety_code: 26
hazard_class: 3
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungBredereck's reagent, chemically known as tert-Butoxy bis(dimethylamino)methane, is a versatile reagent. It can be used for a-methylation, a-methylenation, and a-amidation of multiple carbonyl systems or compounds with active CH groups. The advantage is the in situ generation of strongly basic alkanes (t-BuO-) and the generation of the corresponding iminium ions by thermal decomposition. After the Mannich reaction of the carbonyl substrate with the in situ generated iminium ion, the dimethylamine is eliminated from the adduct B- in the final step to give the condensation product, which can be converted into various types of compounds.

VerwendenReactant for:• ;Preparation of pyrroloquinazolines as photochemotherapeutic agents1• ;Enanatioslective formal synthesis of the Cinchona alkaloid quinine via stereoselective intermolecular radical addition2• ;Synthesis of camptothecin via intramolecular isomuenchnone cycloaddition reaction3• ;Aminomethylenation reactions4