CAS 91166-50-6 1,2-Bis(Dimethylaminodimethylsilyl)Ethane

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1,2-Bis(Dimethylaminodimethylsilyl)Ethane

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Catalog Number

ACM91166506

CAS Number

91166-50-6

Product Name

1,2-Bis(Dimethylaminodimethylsilyl)Ethane

Structure

Category

Salt

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

Molecular Weight

232.52 g/mol

Molecular Formula

C10H28N2Si2

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

Purity

95%+

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;

Packaging

10 g; 100 g;

Safety Description

16-26-36/37/39-45

WGK Germany

MSDS

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COA