4-Vinylbenzocyclobutene

Product Name: 4-Vinylbenzocyclobutene
CAS No.: 99717-87-0
Chemical Name: 4-Vinylbenzocyclobutene
Synonyms: VBCB;4-VBCB;Vinylbenzocyclobutene;4-vinylbenzocyclobutene;4-Vinylbenzocyclobutene 97%;3-vinylbicyclo[4.2.0]octa-1;99717-87-0 4-Vinylbenzocyclobutene;3-vinylbicyclo[4.2.0]octa-1,3,5-triene;1-(cyclobut-1-en-1-yl)-4-ethenylbenzene;3-Ethenylbicyclo[4,2,0]octa-1,3,5-triene
CBNumber: CB0966450
Molecular Formula: C10H10
Formula Weight: 130.19
MOL File: 99717-87-0.mol

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4-Vinylbenzocyclobutene Property

Boiling point:: 225.3±30.0 °C(Predicted)
Density: 0.962 g/mL at 25 °C
refractive index: n20/D1.578
Flash point:: 76℃
storage temp.: 2-8°C
form: liquid
Appearance: Colorless to light yellow Liquid
InChI: InChI=1S/C10H10/c1-2-8-3-4-9-5-6-10(9)7-8/h2-4,7H,1,5-6H2
InChIKey: UIJKVOGFQPSFQN-UHFFFAOYSA-N
SMILES: C12C(CC1)=CC=C(C=C)C=2
CAS DataBase Reference: 99717-87-0

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Safety

Hazard Codes: Xn
Risk Statements: 22
RIDADR: NA 1993 / PGIII
WGK Germany: 1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

H302Harmful if swallowed

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 733377
Product name: 4-Vinylbenzocyclobutene
Purity: 97%
Packaging: 1g
Price: $236
Updated: 2025/07/31

TRC

Product number: V375200
Product name: 4-Vinylbenzocyclobutene
Packaging: 100mg
Price: $45
Updated: 2021/12/16

TRC

Product number: V375200
Product name: 4-Vinylbenzocyclobutene
Packaging: 500mg
Price: $150
Updated: 2021/12/16

TRC

Product number: V375200
Product name: 4-Vinylbenzocyclobutene
Packaging: 1g
Price: $230
Updated: 2021/12/16

ChemScene

Product number: CS-W006426
Product name: 3-Vinylbicyclo[4.2.0]octa-1,3,5-triene
Purity: 99.76%
Packaging: 250mg
Price: $57
Updated: 2021/12/16

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4-Vinylbenzocyclobutene Chemical Properties,Usage,Production

Chemical Properties

corloliquid

Uses

4-Vinylbenzocyclobutene is a reagent used in the process of improving the mechanical properties of carbon nanotube fibers through crosslinking.

Preparation

4-Vinylbenzocyclobutene is prepared from 4-bromobenzocyclobutene and ethylene with Pd catalyst in one step.

Synthesis

112892-88-3

99717-87-0

General procedure for the synthesis of 4-vinylbenzocyclobutene from 4-formylbenzocyclobutene: Triphenylmethylphosphonium bromide ((Ph)3PCH3Br, 24.3 g, 68.1 mmol) and 110 mL of anhydrous tetrahydrofuran (THF) were added to a 500 mL round-bottomed flask, and the solution was cooled to -78 °C. Dropwise n-butyllithium (n-BuLi, 2.5 M hexane solution, 26.4 mL, 66 mmol) was added, and then the reaction mixture was slowly warmed to room temperature. The resulting yellow-orange solution was cooled again to -78 °C and 4-formylbenzocyclobutene (7.16 g, 54.2 mmol) dissolved in 34 mL of anhydrous THF was slowly added. The mixture was warmed to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the reaction mixture was treated sequentially with saturated ammonium chloride (NH4Cl) solution and saturated sodium bicarbonate (NaHCO3) solution, and the crude product was obtained by filtration through diatomaceous earth, washed with a solvent mixture of ethyl ether/hexane (1:1), and then evaporated to dryness at room temperature. The crude product was further purified by column chromatography using 5% diethyl ether/hexane as eluent followed by Kugelrohr distillation (75 °C, 1.0 mmHg) to afford pure 4-vinylbenzocyclobutene (5.50 g, 78% yield) as a colorless liquid. The product was identified by infrared spectroscopy (IR), with the main absorption peaks located at 2925, 1627, 1473, 989, 901 and 829 cm-1 ; 1H NMR (400 MHz, CDCl3) δ 7.26 (d, 1H, J = 7.4 Hz, ArH), 7.20 (s, 1H, ArH), 7.04 (d, 1H, J = 7.4 Hz. ArH), 6.74 (dd, 1H, J = 17.5 Hz, J = 10.8 Hz, CH), 5.70 (d, 1H, J = 17.5 Hz, CH2), 5.20 (d, 1H, J = 10.8 Hz, CH2), 3.19 (s, 4H, CH2); 13C NMR (100 MHz, CDCl3) δ 146.09, 145.75, 137.94, 136.69, 125.71, 122.58, 119.90, 112.38, 29.52, and 29.35. Elemental analysis (C10H10) Calculated values: C, 92.2%; H, 7.80%. Measured values: C, 92.0%; H, 8.03%.

References

[1] Patent: WO2008/24435, 2008, A2. Location in patent: Page/Page column 95

4-Vinylbenzocyclobutene Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Vinylbenzocyclobutene Suppliers

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View Lastest Price from 4-Vinylbenzocyclobutene manufacturers

Benzolyte BCB Technology Co., Ltd

Product: 4-Vinylbenzocyclobutene 99717-87-0
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 97%
Supply Ability: 1000KG
Release date: 2025-08-13

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 3-Vinylbicyclo[4.2.0]octa-1,3,5-triene 99717-87-0
Price: US $3.00-9.00/KG
Min. Order: 0.1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2025-07-03

Henan Aochuang Chemical Co.,Ltd.

Product: 4-Vinylbenzocyclobutene 99717-87-0
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-19

99717-87-0, 4-VinylbenzocyclobuteneRelated Search:

3-SULFOLENE Benzocyclobutene 1-BUTENE 4-Bromobenzocyclobutene 4-Carboxylbenzocyclobutene 4-[2-(Triethoxysilyl)vinyl]benzocyclobutene VINYL PROPIONATE 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE Vinyl resin vinylbenzenesulphonic acid 4-Vinylbenzocyclobutene

4-vinylbenzocyclobutene

3-Ethenylbicyclo[4,2,0]octa-1,3,5-triene

1-(cyclobut-1-en-1-yl)-4-ethenylbenzene

4-Vinylbenzocyclobutene / 3-Ethenylbicyclo[4,2,0]octa-1,3,5-triene

3-vinylbicyclo[4.2.0]octa-1,3,5-triene

4-VBCB 4-Vinylbenzocyclobutene

VBCB

4-ethenylbicyclo[4.2.0]octa-1(6),2,4-triene

4-Vinylbenzocyclobutene 97%

3-vinylbicyclo[4.2.0]octa-1,3,5,7-tetraene

4-VBCB

3-vinylbicyclo[4.2.0]octa-1

Bicyclo[4.2.0]octa-1,3,5-triene, 3-ethenyl-

4-Vinylbenzocyclobutene ISO 9001：2015 REACH

99717-87-0 4-Vinylbenzocyclobutene

Vinylbenzocyclobutene

3-Vinylbicyclo[4.2.0]octa-1,3,5-triene,98% (stabilized with TBC)

99717-87-0

API intermediates

BCB