CAS 54781-19-0 2-(Trimethylsiloxy)-1,3-cyclohexadiene (HCID 4095656)

Names & identifiers

Preferred name: 2-(Trimethylsiloxy)-1,3-cyclohexadiene
IUPAC: cyclohexa-1,5-dien-1-yloxy(trimethyl)silane
English name: 2-(TRIMETHYLSILOXY)-1,3-CYCLOHEXADIENE
Molecular formula: C9H16OSi
Molecular weight: 168.31

Names & synonyms

2-(Trimethylsiloxy)-1,3-cyclohexadieneRefChem:462630627-751-254781-19-02-(Trimethylsilyloxy)-1,3-cyclohexadienecyclohexa-1,5-dien-1-yloxy(trimethyl)silane(cyclohexa-1,5-dien-1-yloxy)trimethylsilaneMFCD002742022-[(trimethylsilyl)oxy]-1,3-cyclohexadiene2-trimethylsiloxy-1,3-cyclohexadieneSilane, (1,5-cyclohexadien-1-yloxy)trimethyl-1-(Trimethylsilyloxy)-3,4-dihydrobenzene

Show more names

SKL2922-(Trimethylsilyloxy)cyclohexa-1,3-diene1,5-Cyclohexadienyl(trimethylsilyl) ether2-(Trimethylsiloxy)-1,3-cyclohexadiene 95%2-(trimethylsiliconoxy)-1，3-cyclohexyldiene(1,5-Cyclohexadien-1-yloxy)(trimethyl)silane

2-trimethylsilyloxy-1,3-cyclohexadieneQ63395632cyclohexaC9H16OSiSCHEMBL449127DTXSID30399257WPIRVUXAMPRMAY-UHFFFAOYSA-NAKOS015839977

Database identifiers

CAS: 54781-19-0
PubChem CID: 4095656
DTXSID: DTXSID30399257
EC Number: 627-751-2
Nikkaji: J46.587I

Properties

Computed structural properties

Topological polar surface area: 9.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 186

Physicochemical properties

Melting point: 242 · 242-246 °C
Boiling point: 65 °C7 · 65 °C7 mm Hg(lit.)
Density: 0.899 g/mL · 0.899 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.462(lit.)
Flash point: 117 °F · 117 °F
storage temp.: 2 · 2-8°C
form: clear liquid
color: Colorless to Almost colorless
BRN: 2079140 · 2079140
InChI: 1S/C9H16OSi/c1-11(2,3)10-9-7-5-4-6-8-9/h5,7-8H,4,6H2,1-3H3
InChIKey: WPIRVUXAMPRMAY-UHFFFAOYSA-N
SMILES: C[Si](C)(C)OC1=CCCC=C1
CAS DataBase Reference: 54781 · 54781-19-0
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02
Signal word: Warning
Hazard statements: 319 · H319-H226
Precautionary statements: 501 · P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P303+P361+P353-P403+P235
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Risk Statements: 10 · 10
Safety Statements: 16 · 16
RIDADR: 1993 · UN 1993 3/PG 3
WGK Germany: 3 · 3
F: 10 · 10-21
HS Code: 2931.9 · 2931.90.9010
HazardClass: 3 · 3
PackingGroup: III
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 · Flam. Liq. 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.；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 CategoriesFlam. Liq. 3 (100%)

Safety data

F: 10-21
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 1993 3/PG 3
hs_code: 2931.90.9010
risk_code: 10
Signal word: Warning
Symbol(GHS): GHS02
safety_code: 16
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
Hazard statements: H319-H226
Hazard Classifications: Flam. Liq. 3
Precautionary statements: P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P303+P361+P353-P403+P235

Chemistry & industry

Applications · 2 items

Uses2-(Trimethylsiloxy)-1,3-cyclohexadiene may be used as a diene in the synthesis of isoquinuclidinone 2-aza[2.2.2]octa-3,5-dione by reacting with p-toluenesulfonyl cyanide.

General Description2-(Trimethylsiloxy)-1,3-cyclohexadiene ((cyclohexa-1,5-dien-1-yloxy)trimethylsilane) is silyl enol ether of cyclohexenone. The Diels–Alder reactions with dienophiles α-acetoxyacrylonitrile, acrylonitrile and α-chloroacrylonitrile has been studied.