4-Bromobenzocyclobutene

Product Name: 4-Bromobenzocyclobutene
CAS No.: 1073-39-8
Chemical Name: 4-Bromobenzocyclobutene
Synonyms: 3-bromobicyclo[4.2.0]octa-1(6),2,4-triene;4-Bromo-1,2-dihydrobenzocyclobutene;3-BROMO-BICYCLO[4.2.0]OCTA-1,3,5-TRIENE;4-Brombenzocyclobutene;4-Bromobenzocyclobutene;4-bromocyclobutabenzene;4-BROMO-BENZOCYCLOBUTANE;3-Bromobicyclo[4.2.]octa-1,3,5-triene;1-broMo-4-(cyclobut-1-en-1-yl)benzene;Bicyclo[4.2.0]octa-1,3,5-triene, 3-bromo-
CBNumber: CB7849617
Molecular Formula: C8H7Br
Formula Weight: 183.05
MOL File: 1073-39-8.mol

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4-Bromobenzocyclobutene Property

Boiling point:: 118-119 °C(Press: 20 Torr)
Density: 1.470 g/mL at 25 °C
refractive index: n20/D1.589
Flash point:: 100℃
storage temp.: 2-8°C
form: liquid
Appearance: Colorless to light yellow Liquid
InChI: InChI=1S/C8H7Br/c9-8-4-3-6-1-2-7(6)5-8/h3-5H,1-2H2
InChIKey: GMHHTGYHERDNLO-UHFFFAOYSA-N
SMILES: C12C(CC1)=CC=C(Br)C=2
CAS DataBase Reference: 1073-39-8(CAS DataBase Reference)

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Safety

Hazard Codes: Xn
Risk Statements: 22-51
WGK Germany: 3
Storage Class: 10 - Combustible liquids
Hazard Classifications: Acute Tox. 4 Oral

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

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

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: 762121
Product name: 4-Bromobenzocyclobutene
Purity: 96%
Packaging: 1g
Price: $130
Updated: 2026/03/19

TCI Chemical

Product number: B6357
Product name: 3-Bromobicyclo[4.2.0]octa-1,3,5-triene
Purity: min. 98.0 %
Packaging: 200MG
Price: $26
Updated: 2026/03/19

TCI Chemical

Product number: B6357
Product name: 3-Bromobicyclo[4.2.0]octa-1,3,5-triene
Purity: min. 98.0 %
Packaging: 1G
Price: $75
Updated: 2026/03/19

TRC

Product number: B680533
Product name: 4-Bromobenzocyclobutene
Packaging: 250mg
Price: $55
Updated: 2021/12/16

Matrix Scientific

Product number: 075908
Product name: 3-Bromobicyclo[4.2.0]octa-1,3,5-triene
Purity: 95+%
Packaging: 1g
Price: $59
Updated: 2021/12/16

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4-Bromobenzocyclobutene Chemical Properties,Usage,Production

Chemical Properties

colorless or light yellow liquid

Uses

4-Bromobenzocyclobutene is used in organic synthesis. It is also used in the production of pharmaceuticals, agrochemicals, and other fine chemicals.

Reactions

The bromine atom in 4-bromobenzocyclobutene is highly reactive and can undergo various chemical reactions, such as substitution, elimination, and coupling reactions.

Materials Uses

A low curing temperature (210 °C), low water absorption, rapid curing, and low viscosity make dry-etchable BCB the material of choice for a variety of applications in gallium arsenide integrated circuits. Its low dielectric constant, loss, and moisture uptake, and its high compatibility with copper make BCB highly suitable for integrating passive components such as filters and op amps (operational amplifiers).

Synthesis

694-87-1

1073-39-8

The general procedure for the synthesis of 4-bromobenzocyclobutene from benzocyclobutene is as follows: first, α-chloro-o-xylene 1 is subjected to a pyrolysis reaction at about 800 °C and 0.5 mbar to produce benzocyclobutene 2 in 45% yield. Subsequently, benzocyclobutene 2 was dissolved in acetic acid and reacted with a mixture of bromine and iodine at room temperature for selective bromination to give 4-bromobenzocyclobutene 3. 3 was dissolved in toluene and a slightly molar excess of 1,4-dihydro-1,4-epoxynaphthalene 4 was added and reacted for 20 hr at 220° C. to give the Diels-Alder addition product 5 as a pure inner/outer in 80% yield mixture, which was a colorless crystalline substance. -yl)-5,12-dihydroanthracene 7. After recrystallization of compound 7 with o-dichlorobenzene, the dehydrogenation reaction was carried out by treatment with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in boiling o-xylene. After repeated vacuum sublimation purification, orange-red crystals of 2-(anthracen-2-yl)tetraphenyl 8 were finally obtained in 75% yield. All intermediates were characterized by 1H NMR, 13C NMR spectroscopy and mass spectrometry. Compound 8 was characterized by UV-visible spectroscopy.

References

[1] Chemistry - A European Journal, 2017, vol. 23, # 54, p. 13445 - 1345
[2] Patent: US2008/214838, 2008, A1. Location in patent: Page/Page column 2-3
[3] Tetrahedron, 1965, vol. 21, p. 245 - 254
[4] Journal of the Chemical Society [Section] B: Physical Organic, 1969, p. 12 - 15
[5] Patent: EP2236500, 2010, A1. Location in patent: Page/Page column 21

4-Bromobenzocyclobutene Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Bromobenzocyclobutene Suppliers

China 178 Germany 2 India 2 United Kingdom 4 United States 14 Global 200

Tianjin Chuangwei New Materials Co., Ltd.

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Henan Evonik Biotechnology Co. LTD

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Henan Yinuokai New Materials Co., Ltd

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Country: China
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Advantage: 58

Sichuan Xinfeng Zhichuang Technology Co., Ltd

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Email: 649674562@qq.com
Country: China
ProdList: 7
Advantage: 58

LinkChem Technology Co., Ltd.

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Fax: 021-20922272
Email: sales@linkchem.cn
Country: China
ProdList: 3000
Advantage: 58

INTATRADE GmbH

Tel: +49 3493/605464
Fax: +49 3493/605470
Email: sales@intatrade.de
Country: Germany
ProdList: 3572
Advantage: 66

Beijing HwrkChemical Technology Co., Ltd

Tel: 89508211 18501085097
Fax: 010-89508210
Email: sales.bj@hwrkchemical.com
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Energy Chemical

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Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44802
Advantage: 61

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View Lastest Price from 4-Bromobenzocyclobutene manufacturers

BeiLi Technologies (Chongqing) Co., Ltd.

Product: 4-bromobenzocyclobutene 1073-39-8
Price: US $0.00/kg
Min. Order: 1kg
Purity: 95%
Supply Ability: 10tons
Release date: 2025-08-22

BeiLi Technologies (Chongqing) Co., Ltd.

Product: 4-Bromobenzocyclobutene 1073-39-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 95%
Supply Ability: 10tons
Release date: 2025-08-18

Benzolyte BCB Technology Co., Ltd

Product: 4-Bromobenzocyclobutene 1073-39-8
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 10 tons
Release date: 2025-08-13

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1073-39-8

Aluminium foil bag/Fluoride bottle or on your request

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BCB