All Photos(1)
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:
Molecular Weight:
201.46
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.)
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
Related Categories
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:
AHMDS can also be used as a reagent in hydrosilylation and hydroboration reaction. It may be also used as an electrolyte additive.
- 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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
109.0 °F
Flash Point(C)
42.78 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
Certificates of Analysis (COA)
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N, N-Bis (trimethylsilyl) prop-2-en-1-amine
Ross TM and Malachowski WP
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Tomohiro Iimura et al.
Dalton transactions (Cambridge, England : 2003), 46(27), 8868-8874 (2017-05-16)
A platinum(0) complex bearing a cyclic (alkyl)(amino)silylene and a 1,3-divinyl-1,1,3,3-tetramethyldisiloxane (DVTMS) was synthesized and isolated in the form of colorless crystals. The single-crystal X-ray diffraction analysis of this complex in combination with theoretical calculations indicated that the Pt→Si π-back-donation in
Single-molecule spectroscopy and dynamics at room temperature
XX Sunney
Accounts of Chemical Research, 29(12), 598-606 (1996)
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