ChemicalBook--->CAS DataBase List--->95418-58-9

95418-58-9

95418-58-9 Structure

95418-58-9 Structure
IdentificationMore
[Name]

4-tert-Butoxystyrene
[CAS]

95418-58-9
[Synonyms]

4-TERT-BUTOXYSTYRENE
P-T-BUTOXYSTYRENE
p-tert-butoxystyrene
4-T-BUTOXYSTYRENE
butoxy styrene
4-tert-butoxystyene
(1-Butoxyethenyl)benzene
(1-Butoxyvinyl)benzene
Butyl 1-phenylethenyl ether
1-Vinyl-4-(tert-butyloxy)benzene
4-(tert-Butyloxy)styrene
4-tert-Butyloxystyrene
p-(tert-Butyloxy)styrene
tert-Butyl(4-vinylphenyl) ether
T-BUTYL=P-VINYLPHENYL=ETHER
[EINECS(EC#)]

619-127-3
[Molecular Formula]

C12H16O
[MDL Number]

MFCD00145183
[Molecular Weight]

176.25
[MOL File]

95418-58-9.mol
Chemical PropertiesBack Directory
[Melting point ]

−38 °C(lit.)
[Boiling point ]

72-73 °C0.1 mm Hg(lit.)
[density ]

0.936 g/mL at 25 °C(lit.)
[vapor pressure ]

17.999Pa at 20℃
[refractive index ]

n20/D 1.524(lit.)
[Fp ]

207 °F
[storage temp. ]

2-8°C
[InChI]

InChI=1S/C12H16O/c1-5-10-6-8-11(9-7-10)13-12(2,3)4/h5-9H,1H2,2-4H3
[InChIKey]

GRFNSWBVXHLTCI-UHFFFAOYSA-N
[SMILES]

C1(OC(C)(C)C)=CC=C(C=C)C=C1
[LogP]

3.83 at 22℃ and pH7
[CAS DataBase Reference]

95418-58-9(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[REACH Registrations]

Active
[HS Code ]

2902900000
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

4-Bromostyrene-->tert-Butyl peroxybenzoate-->Butylated hydroxytoluene (BHT)-->Magnesium benzoate-->Sodium sulfate
Hazard InformationBack Directory
[Description]

4-tert-butoxystyrene is a pendant functionalized styrene that structurally, It is similar to PMOS, both carrying an alkoxyl p-substituent, whose electron-donating and resonance effects allow them to be'polymerized by cationic, anionic, and radical mechanisms. It is used to treatment of its polymers with an acid leads to poly(4-vinylphenol), which finds a wide variety of applications to photoresists, epoxy-curing agents, adhesives, etc.).
[Chemical Properties]

Colorless to Almost colorless clear liquid.
[Uses]

4-tert-Butoxystyrene is used in organic synthesis. It is used to synthesize 4'-tert-butoxy-biphenyl-4-carboxylic acid methyl ester.
[Application]

4-tert-Butoxystyrene is an organic synthetic reagent used as a polymer monomer in the preparation of poly(4-tert-butoxystyrene) (PtBSt) and other living polymers. Poly(4-tert-Butoxystyrene) is a new hexane-soluble polymer surfactant that can be used to form micelles.
[Synthesis]

Preparation of 4-tert-Butoxystyrene (3-tert-Butoxystyrene). To a 2000-mL three-necked round-bottom flask equipped with a dropping funnel, thermometer, reflux condenser, paddle stirrer and nitrogen inlet were placed 19.4 g (0.80 mol) of magnesium turnings and enough freshly dried and distilled tetrahydrofuran (THF) to cover the turnings. There were then added dropwise with stirring a solution of 143.3g (0.78 mol) of freshly distilled 4-bromostyrene (bp 46-47°C (0.03 mm)) in 500mL of THF. After 20mL of the 4-bromostyrene had been added, an exothermic reaction set in and was maintained between 25 and 35°C by adjusting the rate of addition of the bromo compound and with the aid of an ice bath. After the addition had been completed, the reaction mixture was heated to 60°C for 0.5h. Using a NaC1-ice bath, the mixture was cooled to 0°C and a solution of 100.88g (0.52 mol) of tert-butyl peroxybenzoate in 200 mL of THF was added via the dropping funnel at such a rate that the reaction temperature was maintained between 0 and 5°C. After completion of the addition, the reaction mixture was stirred at 25°C for 2 h. The organic layer was separated from the solid magnesium benzoate by decantation and the volume of the solution reduced on a rotary evaporator. The yellow oil that remained was washed with 1000 mL of 3% aqueous HCl solution and the organic layer separated. The aqueous layer was washed with two 200-mL portions of ether, and the ether and organic layers were combined and together washed with two 75-mL portions of a 10% NaOH solution followed by washing with water until the aqueous washings were neutral. After the solution was dried over Na2S04 and the ether was removed via a rotary evaporator, the remaining pale yellow oil was purified by fractional distillation in the presence of a few milligrams of ionol (2,6-ditert-butyl-4-methylphenol) as an inhibitor. There were obtained 46 g (50% yield, bp 45°C (0.02 mm)) of 4-tert-Butoxystyrene having the following elemental analysis.
[References]

Living cationic sequential block copolymerization of isobutylene with 4-tert-butoxystyrene: synthesis and characterization of poly(p-hydroxystyrene-b-isobutylene-b-p-hydroxystyrene) triblock copolymers.
Bouchékif, H.; Som, A.; Sipos, L.; Faust, R.; Journal of Macromolecular Science, Part A: Pure and Applied Chemistry (2007), 44(4), 359-366.
Spectrum DetailBack Directory
[Spectrum Detail]

4-tert-Butoxystyrene(95418-58-9)MS
4-tert-Butoxystyrene(95418-58-9)1HNMR
4-tert-Butoxystyrene(95418-58-9)13CNMR
4-tert-Butoxystyrene(95418-58-9)IR1
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