Basic information
- Standard SMILES
C=CC(=C)O[Si](C)(C)C- InChIKey
JOAPBVRQZQYKMS-UHFFFAOYSA-N- Molecular formula
- C7H14OSi
- Average molar mass
- 142.27 g/mol
- Monoisotopic mass
- 142.0813916
Overview
See also: 2-(Trimethylsilyloxy)-1,3-butadien (annotation moved to).
Names & identifiers
- Preferred name
- 2-(Trimethylsiloxy)-1,3-butadiene
- IUPAC
- buta-1,3-dien-2-yloxy(trimethyl)silane
- English name
- 2-(Trimethylsiloxy)-1,3-butadiene
- Molecular formula
- C7H14OSi
- Molecular weight
- 142.27
Names & synonyms
2-(trimethylsiloxy)-1,3-butadiene2-(trimethylsilyloxy)-1,3-butadieneSilane, trimethyl[(1-methylene-2-propenyl)oxy]-DTXSID40339225Silane, trimethyl((1-methylene-2-propenyl)oxy)-RefChem:462629DTXCID8029030638053-91-7(buta-1,3-dien-2-yloxy)trimethylsilane2-Trimethylsilyloxy-1,3-butadiene2-Trimethylsiloxy-1,3-butadienebuta-1,3-dien-2-yloxy(trimethyl)silane
Show more names
DK767Trimethylsiloxybutadiene(1-Methyleneallyloxy)trime1,3-Butadiene-2-yloxytrimethylsilane(1-Methyleneallyloxy)trimethylsilane2-trimethylsiliconoxy-1,3-butyldiene2-(TRIMETHYLSILOXY)-1,3-BUTADIENE 98+%
MFCD00009852Trimethyl(1-methyleneallyloxy)silaneS187502-Trimethylsilyloxybutadiene2-trimethylsilyloxy-butadieneSCHEMBL27209SCHEMBL54898563-trimethylsiloxy-1,3-butadiene
Database identifiers
- CAS
38053-91-7- PubChem CID
- 554657
- DTXSID
DTXSID40339225- Nikkaji
- J150.100C
Properties
Computed structural properties
- Topological polar surface area
- 9.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 3
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 121
Physicochemical properties
- Melting point
- 0 °C · <0°C
- Boiling point
- 50 °C · 50 °C
- Density
- 0.807 · 0.807
- refractive index
- 1.448 · 1.4480
- Flash point
- 12 °C · 12°C
- storage temp.
- 2 °C · Store at +2°C to +8°C.
- solubility
- sol most standard organic solvents.
- form
- clear liquid
- Specific Gravity
- 0.807 · 0.807
- color
- Colorless to Light yellow to Light orange
- Hydrolytic Sensitivity
- 7 · 7: reacts slowly with moisture/water
- InChI
- 1S/C7H14OSi/c1-6-7(2)8-9(3,4)5/h6H,1-2H2,3-5H3
- InChIKey
- JOAPBVRQZQYKMS-UHFFFAOYSA-N
- SMILES
- [Si](OC(=C)C=C)(C)(C)C
- CAS DataBase Reference
- 38053 · 38053-91-7(CAS DataBase Reference)
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Danger
- Hazard statements
- 225 · H225
- Precautionary statements
- 210 · P210-P233-P240-P241-P242-P243
- Risk Statements
- 11 · 11-23/24/25
- Safety Statements
- 16 · 16-23-36/37/39-45
- RIDADR
- 1992 · 1992
- WGK Germany
- 3 highly · WGK 3 highly water endangering
- Autoignition Temperature
- 350 °C · 350 °C
- TSCA
- No
- HS Code
- 2931 · 2931 90 00
- HazardClass
- 3 · 3
- PackingGroup
- II
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 2 · Flam. Liq. 2
Safety & regulation
Hazard information
Regulatory Information2-(Trimethylsiloxy)-1,3-butadiene: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- wgk
- WGK 3 highly water endangering
- tsca
- No
- ridadr
- 1992
- hs_code
- 2931 90 00
- risk_code
- 11-23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS02
- safety_code
- 16-23-36/37/39-45
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- Hazard statements
- H225
- Hazard Classifications
- Flam. Liq. 2
- Autoignition Temperature
- 350 °C
- Precautionary statements
- P210-P233-P240-P241-P242-P243
Chemistry & industry
Applications
Uses2-Trimethylsilyloxy-1,3-butadiene is easily prepared reactive diene for Diels–Alder reactions and other cycloadditions; reactive silyl enol ether for aldol,Michael reactions, and electrophilic additions. It participates in the reactions of Diels–Alder Reactions, Heterodienophiles, [2 + 2] and Other Cycloadditions, Carbene Additions, Aldol Condensations and Electrophilic Additions.
Preparation methods
Preparation2-Trimethylsilyloxy-1,3-butadiene can be prepared easily from methyl vinyl ketone.
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
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