2-(Trimethylsilylmethyl)allyl acetate
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Basic information
- CAS
72047-94-0- Standard SMILES
C=C(COC(C)=O)C[Si](C)(C)C- InChIKey
IKQWABMHZKGCLX-UHFFFAOYSA-N- Molecular formula
- C9H18O2Si
- Average molar mass
- 186.32 g/mol
- Monoisotopic mass
- 186.10760635
Names & identifiers
- Preferred name
- 2-(Trimethylsilylmethyl)allyl acetate
- IUPAC
- 2-(trimethylsilylmethyl)prop-2-enyl acetate
- English name
- 2-(Trimethylsilylmethyl)allyl acetate
- Molecular formula
- C9H18O2Si
- Molecular weight
- 186.32
Names & synonyms
72047-94-02-(Trimethylsilylmethyl)allyl acetateDTXSID80403196RefChem:254973DTXCID00354050627-534-22-((Trimethylsilyl)methyl)allyl acetate2-(trimethylsilylmethyl)prop-2-enyl Acetate2-[(Acetoxymethyl)allyl]trimethylsilaneMFCD000751702-Acetoxymethyl-3-(trimethylsilyl)propene2-(Acetoxymethyl)-3-(trimethylsilyl)propene
Show more names
DK875SKL104DKSI084DKFELEX02312-(Acetoxymethyl)allyltrimethyliane2-(ACETOXYMETHYL)ALLYTRIMETHYLSILANE(2-(Ethoxymethyl)allyl)trimethylsilane[2-(ACETOXYMETHYL)ALLYL]TRIMETHYLSILANE
2-[(trimethylsilyl)methyl]prop-2-en-1-yl acetate2-[(Trimethylsilyl)methyl]allyl Acetate2-(TRIMETHYLSILYLMETHYL)ALLYLACETATE2-[(trimethylsilyl)methyl]-2-propen-1-yl acetatetridecaborondiphosphide2-((trimethylsilyl)methyl)-2-propen-1-yl acetate2-((trimethylsilyl)methyl)prop-2-en-1-yl acetate2-(acetoxymethyl)-3-(trimethylsilyl)-1-propene
Database identifiers
- CAS
72047-94-0- PubChem CID
- 4428347
- DTXSID
DTXSID80403196- EC Number
- 627-534-2
- Nikkaji
- J582.191F
Properties
Computed structural propertiesFilling in
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 5
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 179
Physicochemical properties
- Boiling point
- 95 °C7 · 95 °C7 mm Hg(lit.)
- Density
- 0.877 g/mL · 0.877 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.440(lit.)
- Flash point
- 160 °F · 160 °F
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- Solubility most organic solvents.
- form
- Liquid
- color
- Clear colorless
- Water Solubility
- reacts
- BRN
- 1933657 · 1933657
- InChI
- InChI=1S/C9H18O2Si/c1-8(6-11-9(2)10)7-12(3,4)5/h1,6-7H2,2-5H3
- InChIKey
- IKQWABMHZKGCLX-UHFFFAOYSA-N
- SMILES
- C(OC(=O)C)C(C[Si](C)(C)C)=C
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, 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.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- hs_code
- 29319090
- risk_code
- 36/37/38-14
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36/37/39-37/39
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses2-[(Acetoxymethyl)allyl]trimethylsilane was used in the cyclopentane synthesis via Pd(0)-catalyzed reactions with 2π acceptors.
Usesprecursor for palladium trimethylenemethane cycloaddition reactions.
Preparation methods
Preparationcommercially available but expensive. Several preparations of (1) or the precursor alcohol (2) have been reported. The simplest involves the direct silylation of methallyl alcohol (eq 1).
Upstream & downstream products
Downstream products
Related reactions
29 records
Compound notes
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