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59414-23-2

59414-23-2 Structure

59414-23-2 Structure
IdentificationMore
[Name]

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
[CAS]

59414-23-2
[Synonyms]

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
1-METHOXY-3-(TRIMETHYLSILOXY)BUTADIENE
1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE
DANISHEFSKY'S DIENE
TRANS-1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
TRANS-1-METHOXY-3-(TRIMETHYLSILYLOXY)-1,3-BUTADIENE
([(2E)-3-Methoxy-1-methylene-2-propenyl]oxy)(trimethyl)silane
[(3-methoxy-1-methylene-2-propenyl)oxy]trimethyl-silan
Silane, [(3-methoxy-1-methylene-2-propenyl)oxy]trimethyl-
methyl 3-trimethylsilyloxybuta-1,3-dien-1-yl ether
1-Methoxy-3-(trimethylsilyloxy)-1,3-butadiene, GC 90%
(3Z)-4-METHOXYBUTA-1,3-DIEN-2-YL]OXY-TRIMETHYL-SILANE
(3-Methoxy-1-methyleneallyloxy)trimethylsilane
3-(Trimethylsilyloxy)-1-methoxy-1,3-butadiene
4-Methoxy-1,3-butadiene-2-yloxytrimethylsilane
4-Methoxy-2-(trimethylsiloxy)-1,3-butadiene
4-Methoxy-2-(trimethylsilyloxy)-1,3-butadiene
Trimethyl[(1-methylene-3-methoxy-2-propenyl)oxy]silane
[EINECS(EC#)]

261-753-0
[Molecular Formula]

C8H16O2Si
[MDL Number]

MFCD00008498
[Molecular Weight]

172.3
[MOL File]

59414-23-2.mol
Chemical PropertiesBack Directory
[Appearance]

CLEAR LIGHT YELLOW TO BROWN LIQUID
[Boiling point ]

68-69 °C14 mm Hg(lit.)
[density ]

0.885 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.454(lit.)
[Fp ]

113 °F
[storage temp. ]

2-8°C
[solubility ]

insol H2O; sol most organic solvents
[form ]

Liquid
[color ]

Clear light yellow to brown
[Merck ]

6001
[CAS DataBase Reference]

59414-23-2(CAS DataBase Reference)
[EPA Substance Registry System]

Silane, [(3-methoxy-1-methylene-2-propenyl)oxy]trimethyl- (59414-23-2)
Safety DataBack Directory
[Risk Statements ]

R10:Flammable.
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
[RIDADR ]

UN 1993 3/PG 3
[WGK Germany ]

3
[F ]

10-21
[TSCA ]

TSCA listed
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

29310099
Hazard InformationBack Directory
[Chemical Properties]

CLEAR LIGHT YELLOW TO BROWN LIQUID
[Uses]

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene is used as a highly reactive diene for Diels-Alder reactions and hetero-Diels-Alder reactions.
[Preparation]

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene was originally prepared from 4-Methoxy-3-buten-2-one with Chlorotrimethylsilane-Triethylamine-Zinc Chloride in benzene as shown below (68% yield, eq 1). At the present time, the most efficient method is to use TMSCl-Lithium Bromide-Et3N in THF (91%). 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE synthesis route
[storage]

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene can be kept in a stoppered container without appreciable decomposition, but it is extremely moisture sensitive.
Spectrum DetailBack Directory
[Spectrum Detail]

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE(59414-23-2)1HNMR
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE(59414-23-2)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1-Methoxy-3-(trimethylsilyloxy)-1,3-butadiene, 90%(59414-23-2)
[TCI AMERICA]

1-Methoxy-3-(trimethylsilyloxy)-1,3-butadiene,>95.0%(GC)(59414-23-2)
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