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Benzocyclobutene

HCID 69667
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
694-87-1
Standard SMILES
c1ccc2c(c1)CC2
InChIKey
UMIVXZPTRXBADB-UHFFFAOYSA-N
Molecular formula
C8H8
Average molar mass
104.15 g/mol
Monoisotopic mass
104.06260026

Overview

Benzocyclobutene is a carbobicyclic compound that is benzene fused to a cyclobutane ring. It has a role as a metabolite.

Names & identifiers

Preferred name
Benzocyclobutene
IUPAC
bicyclo[4.2.0]octa-1,3,5-triene
English name
Benzocyclobutene
Molecular formula
C8H8
Molecular weight
104.15

Names & synonyms

BenzocyclobuteneBicyclo[4.2.0]octa-1,3,5-triene694-87-1Bicyclo(4.2.0)octa-1,3,5-trieneMF7U8F3YLBDTXSID3073927CHEBI:87328RefChem:118271DTXCID1046502633-274-0BenzocyclobutaneMFCD01321219
Show more names
Bicyclo[4.2.0]octa-1(6),2,4-trieneCardeneBenzocyclobutene (BCB)1,2-EthenobenzeneBenzocyclobutadiene2,3-Vinylenebenzene
C8H81,2-DihydrobenzocyclobuteneUNII-MF7U8F3YLB1,2-dihydrocyclobutabenzeneAKOS004907664CS-W016636SY052978EN300-104400

Database identifiers

CAS
694-87-1
PubChem CID
69667
DTXSID
DTXSID3073927
ChEBI
CHEBI:87328
UNII
MF7U8F3YLB
EC Number
633-274-0
Nikkaji
J114.088D

Properties

Computed structural properties

XLogP
1.8
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
8
Formal charge
0
Complexity
74

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aromatic Hydrocarbons
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Physical DescriptionColorless liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Boiling point
150 °C/748 · 150 °C/748 mmHg (lit.)
Density
0.957 g/mL · 0.957 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.541(lit.)
Flash point
97 °F · 97 °F
storage temp.
Sealed in dry,Room Temperature
form
clear liquid
color
Colorless to Almost colorless
InChI
InChI=1S/C8H8/c1-2-4-8-6-5-7(8)3-1/h1-4H,5-6H2
InChIKey
UMIVXZPTRXBADB-UHFFFAOYSA-N
SMILES
C12C(CC1)=CC=CC=2
CAS DataBase Reference
694 · 694-87-1(CAS DataBase Reference)
FDA UNII
7 U8F3YLB · MF7U8F3YLB
NIST Chemistry Reference
4.2 · Bicyclo[4.2.0]octa-1,3,5-triene(694-87-1)
EPA Substance Registry System
4.2 · Bicyclo[4.2.0]octa-1,3,5-triene (694-87-1)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
Symbol(GHS)
8 · GHS08,GHS02
Signal word
Warning
Hazard statements
226 · H226-H304
Precautionary statements
210 · P210-P233-P240-P241+P242+P243-P280-P301+P310+P331-P303+P361+P353-P370+P378-P403+P235-P405-P501
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Risk Statements
10 · 10
Safety Statements
16 · 16
RIDADR
3295 · UN 3295 3/PG 3
WGK Germany
3 · 3
HazardClass
3 · 3
PackingGroup
Ⅲ
HS Code
29029090 · 29029090
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
3 · Flam. Liq. 3

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P271, P273, P280, P303+P361+P353, P304+P340, P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 58 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
ridadr
UN 3295 3/PG 3
hs_code
29029090
risk_code
10
Signal word
Warning
Symbol(GHS)
GHS08,GHS02
safety_code
16
hazard_class
3
Storage Class
3 - Flammable liquids
packing_group
Ⅲ
Hazard statements
H226-H304
Hazard Classifications
Flam. Liq. 3
Precautionary statements
P210-P233-P240-P241+P242+P243-P280-P301+P310+P331-P303+P361+P353-P370+P378-P403+P235-P405-P501

Chemistry & industry

Applications · 2 items

UsesBenzocyclobutene (BCB) is composed of a benzene ring fused to a cyclobutane ring (chemical formula C8H8). It is frequently used to create photosensitive polymers. BCB-based polymer dielectrics may be spun on various substrates, with good step coverage properties that make them useful to planarize uneven topographies. Applications include wafer bonding, optical interconnects, semihermetic package sealing, passivation, and low-k dielectrics. BCB has been also reported as a material with good biocompatibility, being used in intracortical neural implants and other biomedical applications.

UsesBenzocyclobutene was used as the adhesive bonding material in adhesive wafer-level bonding technique. Photosensitive benzocyclobutene has been widely used as dielectric material in multilayer packaging applications. It was used in fabrication of high density multilayer interconnect structures using gold metallization and polymer interlayer dielectric.

Preparation methods · 1 item

Preparation4-Bromobenzocyclobutene, a catalyst, magnesium or zinc metal, and a solvent are mixed and stirred at 20–50°C for 0.2–2 h under an inert gas atmosphere. After the reaction is completed, the reaction solution is separated to obtain benzocyclobutene. The catalyst is nickel chloride, titanium chloride, Fe(acac)3, or benzoyl acetophenone iron.

Upstream & downstream products

Upstream raw materials

CyclobutaneBenzene

Downstream products

4-Aminobenzocyclobutene1-Bromobenzocyclobutene2,3-Benzodioxin (8CI,9CI)Bicyclo[4.2.0]octa-1,3,5-triene-3-carboxamide (7CI,8CI)3-(Bromomethyl)bicyclo[4.2.0]octa-1,3,5-triene5-nitro-1,2-dihydrocyclobutabenzene4-Bromobenzocyclobutene

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
陕西格列弗生物科技研究有限责任公司18409274651; 13892423764 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
郑州汇聚化工有限公司13393710386 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
韶远科技(上海)有限公司4000665055 · [email protected]
Hangzhou Verychem Science And Technology Co.Ltd+86-86-57188162785 +8613606544505 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
宇瑞(上海)化学有限公司02150456736 18602143071 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
石家庄斯迪亚诺精细化工有限公司0311-89250318 13582355795 · [email protected]
南京圣亿来化工有限公司19951936396 · [email protected]
卓瑞宁(上海)科技有限公司18163338995 18163338995 · [email protected]
上海隆盛化工有限公司58099637 13585536065 · [email protected]
郑州研德生物科技有限公司0371-63682289 15538176268 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
绵阳凯新医药科技有限公司816-816-2551723 18681628050 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
天津创玮新材料有限公司13752736608 13752736608 · [email protected]
常州桦晟化工科技有限公司0519-85861892 13861049519 · [email protected]
苏州启航生物科技有限公司18662190603;18151111370 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
同创医药(苏州)有限公司0512-63263366 18912765016 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
上海特伯化学科技有限公司+86-21-60341587 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
Shanghai MOF Chemical Tech Limited13661494087 18964793018 · [email protected]
上海睿升化工科技有限公司+86-021-50935922
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
北京阳光福润科技有限公司010-57495520 13521095525 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
上海创赛科技有限公司400-6087598 15021221957 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海寰川实业有限公司021-61478794 · [email protected]
上海洽凡生化科技有限公司+86-021-61654350 · [email protected]
南京恰风和医药科技有限公司025-57018978 18251899859 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
AN PharmaTech Co Ltd86(21)68097365 · [email protected]

Additional notes

DefinitionChEBI: A carbobicyclic compound that is benzene fused to a cyclobutane ring.

Related reactions

4 records
New reaction record
HRID 384300 reaction equation
HRID 384300As reactantuspto-grants-2013_02
HRID 2073340 reaction equation
HRID 2073340As reactantuspto-grants-1990_04
HRID 2107854 reaction equation
HRID 2107854As reactantuspto-grants-1990_06
HRID 2372574 reaction equation
HRID 2372574As reactantuspto-grants-1992_03

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes