ChemicalBook > CAS DataBase List > 4-tert-Butoxystyrene

4-tert-Butoxystyrene

Product Name
4-tert-Butoxystyrene
CAS No.
95418-58-9
Chemical Name
4-tert-Butoxystyrene
Synonyms
P-T-BUTOXYSTYRENE;4-T-BUTOXYSTYRENE;p-tert-butoxystyrene;1-ethenyl;butoxy styrene;4-tert-butoxystyene;4-TERT-BUTOXYSTYRENE;(1-Butoxyvinyl)benzene;4-tert-Butyloxystyrene;4-Vinyltert-butylether
CBNumber
CB6229094
Molecular Formula
C12H16O
Formula Weight
176.25
MOL File
95418-58-9.mol
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4-tert-Butoxystyrene Property

Melting point:
−38 °C(lit.)
Boiling point:
256.8±9.0 °C Press: 760 Torr
Density 
0.936 g/mL at 25 °C(lit.)
vapor pressure 
17.999Pa at 20℃
refractive index 
n20/D 1.524(lit.)
Flash point:
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2902900000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
455644
Product name
4-tert-Butoxystyrene
Purity
99%, contains 200 ppm 4-tert-butylcatechol as inhibitor
Packaging
50ml
Price
$33.82
Updated
2025/07/31
TCI Chemical
Product number
B1443
Product name
4-tert-Butoxystyrene (stabilized with TBC)
Purity
min. 98.0 %
Packaging
100ML
Price
$96
Updated
2025/07/31
TCI Chemical
Product number
B1443
Product name
4-tert-Butoxystyrene (stabilized with TBC)
Purity
min. 98.0 %
Packaging
500ML
Price
$285
Updated
2025/07/31
SynQuest Laboratories
Product number
2907-1-04
Product name
1-(tert-Butoxy)-4-ethenylbenzene
Packaging
10g
Price
$30
Updated
2021/12/16
SynQuest Laboratories
Product number
2907-1-04
Product name
1-(tert-Butoxy)-4-ethenylbenzene
Packaging
25g
Price
$59
Updated
2021/12/16
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4-tert-Butoxystyrene Chemical Properties,Usage,Production

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.

4-tert-Butoxystyrene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-tert-Butoxystyrene manufacturers

CHINATECH(TIANJIN) CHEMICAL CO.,LTD.
Product
4-tert-Butoxystyrene 95418-58-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.8%GC
Supply Ability
2tons
Release date
2025-10-27
RongNa Biotechnology Co.,Ltd
Product
4-tert-Butoxystyrene 95418-58-9
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
1000kg
Release date
2025-08-20
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
p-tert-butyloxystyrene 95418-58-9
Price
US $3.90-5.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-13

95418-58-9, 4-tert-ButoxystyreneRelated Search:


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  • 4-tert-Butoxystyrene (stabilized with TBC)
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  • Monomers
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