578932

N-Allyl-N,N-bis(trimethylsilyl)amine

97%

• Synonym(s): (Prop-2-en-1-yl)bis(trimethylsilyl)amine, 1,1,1-Trimethyl-N-2-propen-1-yl-N-(trimethylsilyl)silanamine, 3-Bis(trimethylsilyl)amino-1-propene, Bis(trimethylsilyl)allylamine, N,N-Bis(trimethylsilyl)-2-propen-1-amine, N,N-Bis(trimethylsilyl)allylamine, N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silanamine
• Linear Formula: CH₂=CHCH₂NH[Si(CH₃)₃]₂
• CAS Number: 7688-51-9
• Molecular Weight: 201.46
• EC Number: 231-699-2
• MDL number: MFCD00545193
• UNSPSC Code: 12352103
• PubChem Substance ID: 24880960
• NACRES: NA.22

Properties

• Assay: 97%
• form: liquid
• refractive index: n20/D 1.440 (lit.)
• bp: 72 °C/15 mmHg (lit.)
• density: 0.816 g/mL at 25 °C (lit.)
• functional group: amine
• SMILES string: C[Si](C)(C)N(CC=C)[Si](C)(C)C
• InChI: 1S/C9H23NSi2/c1-8-9-10(11(2,3)4)12(5,6)7/h8H,1,9H2,2-7H3
• InChI key: CVNCFZIIZGNVFD-UHFFFAOYSA-N

Description

Application

N-Allyl-N,N-bis(trimethylsilyl)amine or N,N-bis(trimethylsilyl)prop-2-en-1-amine (AHMDS) can be used as a nucleophilic reagent to prepare:

• Complex bicyclic scaffolds by reacting with aryl aldehydes via imine formation followed by efficient multicomponent reactions.
• Dithiasuccinoyl (Dts) heterocycle by reacting with bisthiocarbamoyl chloride.
• Allyl selenide by reacting with aryl selenium salt in the presence of a ruthenium catalyst; Allyl selenide is utilized as a key intermediate in organic synthesis.

AHMDS can also be used as a reagent in hydrosilylation and hydroboration reaction. It may be also used as an electrolyte additive.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Warning
• Hazard Statements: H226,H315,H319,H335
• Precautionary Statements: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 109.0 °F - closed cup
• Flash Point(C): 42.78 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves