bis([2-(dimethylamino)ethyl]dimethylamine); bis(chlorocopperol)

• ChemBase ID: 139565
• Molecular Formular: C12H34Cl2Cu2N4O2
• Molecular Mass: 464.42196
• Monoisotopic Mass: 462.06507671
• SMILES: CN(C)CCN(C)C.CN(C)CCN(C)C.O[Cu]Cl.O[Cu]Cl
• Canonical SMILES: CN(CCN(C)C)C.CN(CCN(C)C)C.O[Cu]Cl.O[Cu]Cl
• InChI: InChI=1S/2C6H16N2.2ClH.2Cu.2H2O/c2*1-7(2)5-6-8(3)4;;;;;;/h2*5-6H2,1-4H3;2*1H;;;2*1H2/q;;;;2*+2;;/p-4
• InChIKey: XSGFQMSXIWLPOB-UHFFFAOYSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: bis([2-(dimethylamino)ethyl]dimethylamine); bis(chlorocopperol)
• IUPAC Traditional name: bis(chlorocopperol); bis(temed)
• Synonyms: Chlorohydroxo(N,N,N′,N′-tetrametylethylenediamine)copper(II); Copper(II) chloride hydroxide (N,N,N′,N′-tetrametylethylenediamine) Complex Dimer; Cu-TMEDA catalyst; Di-μ-hydroxo-bis(N,N,N′,N′-tetramethylethylenediamine)copper(II) chloride; Di-μ-hydroxo-bis[(N,N,N′.N′-tetramethylethylenediamine)copper(II)] chloride; Cu-TMEDA catalyst; Cu-TMEDA 催化剂; 氯化铜(II)氢氧化物 (N,N,N′,N′-四甲基亚乙基二胺)络合物二聚体; 氯羟基(N,N,N′,N′-四甲基亚乙基二胺)铜(II); 氯化二羟基-双四甲基亚乙基二胺铜; Cu-TMEDA 催化剂

Database IDs

• CAS Number: 30698-64-7
• MDL Number: MFCD01321163
• PubChem SID: 24889684; 24881335; 162233813
• PubChem CID: 11190467

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.377547
• LogD (pH = 7.4): -1.7988784
• Log P: 0.208814
• Molar Refractivity: 38.0072 cm^3
• Polarizability: 14.858968 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 131-132 °C(lit.); 138-148 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (RT)
• Grade: purum
• Empirical Formula (Hill Notation): C12H34Cl2Cu2N4O2

DETAILS

Sigma Aldrich - 593192

Packaging
5, 25 g in glass bottle
Application
Catalyst for:
• Asymmetric conjugate addition reactions1
• 1,3-dipolar cycloaddition of pyrazolidinone-based dipoles to terminal alkynes (precatalyst)2
• Oxidative N-arylation of imidazoles3
• Oxidative coupling copolymerization4
• Tandem phosphorous-carbon bond formation-oxyfunctionalization reactions5
• Benzylation and allylation of amides6

Sigma Aldrich - 92677

Other Notes
Efficient catalyst for aerobic oxidative coupling reactions1,2; Catalyst for C-N and C-O bond cross-coupling reactions with vinylboronic acids3,4