Basic information
- CAS
7688-51-9- Standard SMILES
C=CCN([Si](C)(C)C)[Si](C)(C)C- InChIKey
CVNCFZIIZGNVFD-UHFFFAOYSA-N- Molecular formula
- C9H23NSi2
- Average molar mass
- 201.46 g/mol
- Monoisotopic mass
- 201.13690281
Names & identifiers
- Preferred name
- N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine
- IUPAC
- N,N-bis(trimethylsilyl)prop-2-en-1-amine
- English name
- N-Allyl-n N-bis(trimethylsilyl)amine
- Molecular formula
- C9H23NSi2
- Molecular weight
- 201.46
Names & synonyms
Show more names
Database identifiers
- CAS
7688-51-9- PubChem CID
- 82125
- DTXSID
DTXSID50227684- UNII
- AHL726ZXM9
- EC Number
- 231-699-2
- Nikkaji
- J125.864H
Properties
Computed structural properties
- Topological polar surface area
- 3.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 139
Physicochemical properties
- Boiling point
- 72 °C/15 · 72 °C/15 mmHg (lit.)
- Density
- 0.816 g/mL · 0.816 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.440(lit.)
- Flash point
- 109 °F · 109 °F
- form
- liquid
- Specific Gravity
- 0.817 · 0.817
- Hydrolytic Sensitivity
- 8 · 8: reacts rapidly with moisture, water, protic solvents
- InChI
- 1S/C9H23NSi2/c1-8-9-10(11(2,3)4)12(5,6)7/h8H,1,9H2,2-7H3
- InChIKey
- CVNCFZIIZGNVFD-UHFFFAOYSA-N
- SMILES
- C[Si](C)(C)N(CC=C)[Si](C)(C)C
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Warning
- Hazard statements
- 226 · H226-H315-H319-H335
- Precautionary statements
- 210 · P210-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 10 · 10-36/37/38
- Safety Statements
- 16 · 16-26-36/37
- RIDADR
- 1993 · UN 1993 3/PG 3
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 2 Flam · Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids];H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Silanamine, 1,1,1-trimethyl-N-2-propenyl-N-(trimethylsilyl)-
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Regulatory information
Regulatory Information
Chemical: Silanamine, 1,1,1-trimethyl-N-2-propenyl-N-(trimethylsilyl)-
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1993 3/PG 3
- risk_code
- 10-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- Xi
- safety_code
- 16-26-36/37
- Storage Class
- 3 - Flammable liquids
- target organs
- Respiratory system
- Hazard statements
- H226-H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
- Precautionary statements
- P210-P302+P352-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
UsesN-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.
Upstream & downstream products
Downstream products
Suppliers51 total
Related reactions
Compound notes
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