CAS 13735-81-4 Benzene, [1-[(trimethylsilyl)oxy]ethenyl]- (HCID 117406)

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Basic information

CAS: 13735-81-4
Standard SMILES: C=C(O[Si](C)(C)C)c1ccccc1
InChIKey: AFFPCIMDERUIST-UHFFFAOYSA-N
Molecular formula: C11H16OSi
Average molar mass: 192.33 g/mol
Monoisotopic mass: 192.09704166

Names & identifiers

Preferred name: Benzene, [1-[(trimethylsilyl)oxy]ethenyl]-
IUPAC: trimethyl(1-phenylethenoxy)silane
English name: 1-Phenyl-1-trimethylsiloxyethylene
Molecular formula: C11H16OSi
Molecular weight: 192.33

Names & synonyms

Trimethyl((1-phenylvinyl)oxy)silaneTrimethyl[(1-phenylvinyl)oxy]silaneEINECS 237-308-11-Phenyl-1-(trimethylsiloxy)ethylenealpha-(Trimethylsiloxy)styreneBenzene, (1-((trimethylsilyl)oxy)ethenyl)-Silane, trimethyl((1-phenylethenyl)oxy)-Silane, trimethyl[(1-phenylethenyl)oxy]-DTXSID10884636Benzene, [1-[(trimethylsilyl)oxy]ethenyl]-RefChem:562065DTXCID101024066

Show more names

DK071DKFELEX0126α-(trimethylsiloxy)styreneà-(trimethylsiloxy)styreneα-(Trimethylsilyloxy)styrene1-Phenyl-1-trimethylsiloxyetheneALPHA-(TRIMETHYLSILYLOXY)STYRENE(1-phenylvinyl)oxyTrimethylsilane

237-308-113735-81-41-Phenyl-1-trimethylsiloxyethylenetrimethyl(1-phenylethenoxy)silane1-Phenyl-1-trimethylsilyloxyethyleneC11H16OSiMFCD000085821-Phenyl-1-(trimethylsilyloxy)ethylene

Database identifiers

CAS

Properties

Computed structural properties

Topological polar surface area: 9.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 175

Physicochemical properties

Melting point: 122 · 122-123 °C
Boiling point: 88 · 88-89 °C/11 mmHg (lit.)
Density: 0.938 g/mL · 0.938 g/mL at 25 °C (lit.)
vapor density: 1 · >1 (vs air)
refractive index: 20 · n20/D 1.502(lit.)
Flash point: 174 °F · 174 °F
storage temp.: 2 · 2-8°C
form: clear liquid
color: Colorless to Light orange to Yellow
Specific Gravity: 0.938 · 0.938
Water Solubility: Reacts with water.
Sensitive: Moisture Sensitive
Hydrolytic Sensitivity: 7 · 7: reacts slowly with moisture/water
BRN: 1306914 · 1306914
InChI: 1S/C11H16OSi/c1-10(12-13(2,3)4)11-8-6-5-7-9-11/h5-9H,1H2,2-4H3
InChIKey: AFFPCIMDERUIST-UHFFFAOYSA-N

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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.；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

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.5%)

Safety data

F: 10-21
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
hs_code: 2931900090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 10 - Combustible liquids

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzene, [1-[(trimethylsilyl)oxy]ethenyl]-: ACTIVE

Applications · 3 items

Uses1-Phenyl-1-trimethylsiloxyethylene has been used in the synthesis of β-amino ketones in water via Mannich-type reaction and cis-2,6-disubstituted dihydropyrans via three-component, one-pot cascade reaction. It is also used as chemical additives and intermediates.

Uses1-Phenyl-1-trimethylsiloxyethylene has been used in the synthesis of:β-amino ketones in water via Mannich-type reactioncis-2,6-disubstituted dihydropyrans via three-component, one-pot cascade reaction

General Description1-Phenyl-1-trimethylsiloxyethylene is a styrene type silyl enol ether, reacts with formaldehyde and 2,4-pentanedione to yield the corresponding dihydropyran. It also undergoes Mukaiyama aldol reaction with aldehydes in water in the presence of amphiphilic calix[6]arene derivatives as surfactants.