1,2-Bis(Dimethylaminodimethylsilyl)Ethane

• CAS: 91166-50-6
• Catalog Number: ACM91166506
• Category: Other Organosilicon
• Molecular Weight: 232.52 g/mol
• Molecular Formula: C10H28N2Si2
• Synonyms: 1,2-Bis[(dimethylamino)dimethylsilyl]ethane, 1,1-Ethylenebis(N,N,1,1-tetramethylsilanamine), 91166-50-6, 2,5-Bis(dimethylamino)-2,5-dimethyl-2,5-disilahexane, 1,4-Bis(dimethylamino)-1,1,4,4-tetramethyl-1,4-disilabutane, AC1N4ZJ6, 324639_ALDRICH, CTK8E3105, AKOS015895013, B1773, FT-0642190, I05-3359, 1,1 inverted exclamation marka-Ethylenebis(N,N,1,1-tetramethylsilanamine), N-[2-[dimethylamino(dimethyl)silyl]ethyl-dimethylsilyl]-N-methylmethanamine
• IUPAC Name: N-[2-[dimethylamino(dimethyl)silyl]ethyl-dimethylsilyl]-N-methylmethanamine
• Canonical SMILES: CN(C)[Si](C)(C)CC[Si](C)(C)N(C)C
• InChI Key: MRAAXSSHMOFDJR-UHFFFAOYSA-N
• Boiling Point: 101-103ºC13 mm Hg(lit.)
• Flash Point: 57 °F
• Density: 0.824 g/mL at 25ºC(lit.)
• Appearance: Transparent liquid
• Application: 12-Bis(Dimethylaminodimethylsilyl)Ethane serves as a valuable reagent for safeguarding primary amines particularly those with lower pKa values such as substituted anilines by converting them into tetramethyldisilylazacyclopentane or Stabase adducts It is especially effective for protecting primary aromatic amines with pKa values between 10 and 11 This process involves heating equimolar amounts of 12-Bis(Dimethylaminodimethylsilyl)Ethane and anilines with a catalytic amount of zinc iodide under a nitrogen atmosphere at 140°C for five hours The resulting compounds can often be purified via vacuum distillation Reversion of the Stabase adducts back to their corresponding primary amines is easily accomplished in ether with methanol and a minimal amount of p-toluenesulfonic acid monohydrate The Stabase adduct stands out as an attractive protective group due to its straightforward synthesis stability in basic conditions and easy removal
• Exact Mass: 232.17900
• Hazard Statements: F: Flammable;C: Corrosive
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Packaging: 10 g; 100 g
• Packing Group: II
• Safety Description: 16-26-36/37/39-45
• WGK Germany: 3

Custom Q&A

What is the molecular formula of 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The molecular formula is C10H28N2Si2.

What are the synonyms for 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The synonyms are 91166-50-6, Bis(dimethylaminodimethylsilyl)ethane, 1,1'-(Ethane-1,2-diyl)bis(N,N,1,1-tetramethylsilanamine), and N-[2-[dimethylamino(dimethyl)silyl]ethyl-dimethylsilyl]-N-methylmethanamine.

What is the molecular weight of 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The molecular weight is 232.51 g/mol.

When was 1,2-Bis(dimethylaminodimethylsilyl)ethane created and modified in PubChem?

It was created on September 13, 2005, and last modified on November 25, 2023.

What is the IUPAC name of 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The IUPAC name is N-[2-[dimethylamino(dimethyl)silyl]ethyl-dimethylsilyl]-N-methylmethanamine.

What is the InChI of 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The InChI is InChI=1S/C10H28N2Si2/c1-11(2)13(5,6)9-10-14(7,8)12(3)4/h9-10H2,1-8H3.

What is the InChIKey of 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The InChIKey is MRAAXSSHMOFDJR-UHFFFAOYSA-N.

What is the canonical SMILES of 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The canonical SMILES is CN(C)[Si](C)(C)CC[Si](C)(C)N(C)C.

What is the CAS number of 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The CAS number is 91166-50-6.

What is the European Community (EC) number of 1,2-Bis(dimethylaminodimethylsilyl)ethane?

The European Community (EC) number is 627-524-8.