Welcome to LookChem.com Sign In|Join Free

CAS

  • or

694-87-1

Post Buying Request

694-87-1 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

694-87-1 Usage

Chemical Properties

Colorless liquid

Uses

Different sources of media describe the Uses of 694-87-1 differently. You can refer to the following data:
1. Benzocyclobutene (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.
2. Benzocyclobutene 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.

Definition

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

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 5600, 1975 DOI: 10.1021/ja00852a057The Journal of Organic Chemistry, 38, p. 3412, 1973 DOI: 10.1021/jo00959a039Tetrahedron Letters, 16, p. 1893, 1975

Check Digit Verification of cas no

The CAS Registry Mumber 694-87-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 4 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 694-87:
(5*6)+(4*9)+(3*4)+(2*8)+(1*7)=101
101 % 10 = 1
So 694-87-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H6/c1-2-4-8-6-5-7(8)3-1/h1-6H

694-87-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (B3863)  Benzocyclobutene  >94.0%(GC)

  • 694-87-1

  • 200mg

  • 690.00CNY

  • Detail
  • TCI America

  • (B3863)  Benzocyclobutene  >94.0%(GC)

  • 694-87-1

  • 1g

  • 2,390.00CNY

  • Detail

694-87-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name benzocyclobutene

1.2 Other means of identification

Product number -
Other names Benzocyclobutene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:694-87-1 SDS

694-87-1Synthetic route

1-chloromethyl-2-methylbenzene
552-45-4

1-chloromethyl-2-methylbenzene

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
at 780℃; under 0.2 Torr; for 4h; flash vacuum pyrolysis;85%
at 800℃; Inert atmosphere; Schlenk technique; Pyrolysis;82%
at 800℃; under 0.375038 Torr; Pyrolysis;45%
at 780℃; under 0.3 Torr; Cyclization;
at 780℃; under 0.3 Torr;
1-chloromethyl-2-methylbenzene
552-45-4

1-chloromethyl-2-methylbenzene

A

styrene
292638-84-7

styrene

B

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
at 647℃; under 0.08 Torr;A 3%
B 77%
at 647℃;A 2 % Chromat.
B 80 % Chromat.
(Z)-3,4-diethylhexa-1,5-diyn-3-ene
78091-33-5

(Z)-3,4-diethylhexa-1,5-diyn-3-ene

A

styrene
292638-84-7

styrene

B

tetralin
119-64-2

tetralin

C

benzocyclobutene
694-87-1

benzocyclobutene

D

cis-5-decene-3,7-diyne
122911-16-4

cis-5-decene-3,7-diyne

Conditions
ConditionsYield
at 500℃; Further byproducts given;A 1.3%
B 1.6%
C 7.8%
D 76.8%
(Z)-3,4-diethylhexa-1,5-diyn-3-ene
78091-33-5

(Z)-3,4-diethylhexa-1,5-diyn-3-ene

A

tetralin
119-64-2

tetralin

B

2-ethylstyrene
7564-63-8

2-ethylstyrene

C

benzocyclobutene
694-87-1

benzocyclobutene

D

cis-5-decene-3,7-diyne
122911-16-4

cis-5-decene-3,7-diyne

Conditions
ConditionsYield
at 500℃; Further byproducts given;A 1.6%
B 7.8%
C 7.8%
D 76.8%
at 500℃; Further byproducts given;A 1.6%
B 8.8%
C 7.8%
D n/a
o-Xylylene dichloride
612-12-4

o-Xylylene dichloride

A

o-xylene
95-47-6

o-xylene

B

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
With magnesium at 600℃;A 15%
B 73%
2-methylbenzyl bromide
89-92-9

2-methylbenzyl bromide

A

o-xylene
95-47-6

o-xylene

B

benzocyclobutene
694-87-1

benzocyclobutene

C

1,2-bis(2-methylphenyl)ethane
952-80-7

1,2-bis(2-methylphenyl)ethane

D

(E)-2,2'-dimethylstilbene
36888-18-3

(E)-2,2'-dimethylstilbene

Conditions
ConditionsYield
With magnesium at 600℃; under 0.15 Torr;A n/a
B n/a
C 70%
D n/a
[2.2]Paracyclophan
1633-22-3

[2.2]Paracyclophan

A

styrene
292638-84-7

styrene

B

para-xylene
106-42-3

para-xylene

C

benzocyclobutene
694-87-1

benzocyclobutene

D

toluene
108-88-3

toluene

E

benzene
71-43-2

benzene

Conditions
ConditionsYield
at 970℃; Product distribution;A 55%
B 31%
C 4%
D 3%
E 4%
at 930℃; under 0.1 Torr; Product distribution; Mechanism; detected by 13C nmr;
[2.2]Paracyclophan
1633-22-3

[2.2]Paracyclophan

A

styrene
292638-84-7

styrene

B

para-xylene
106-42-3

para-xylene

C

benzocyclobutene
694-87-1

benzocyclobutene

D

benzene
71-43-2

benzene

Conditions
ConditionsYield
at 930℃; Further byproducts given;A 55%
B 31%
C 4%
D 4%
1,2-bis[(phenylseleno)methyl]benzene
78808-36-3

1,2-bis[(phenylseleno)methyl]benzene

A

1,3-dihydro-2-benzoselenophene
35951-68-9

1,3-dihydro-2-benzoselenophene

B

benzocyclobutene
694-87-1

benzocyclobutene

C

anthracene
120-12-7

anthracene

D

diphenyl diselenide
1666-13-3

diphenyl diselenide

Conditions
ConditionsYield
at 600℃; under 20 Torr; for 0.0333333h; Further byproducts given;A 38%
B 7%
C 16%
D 47%
at 600℃; under 20 Torr; Further byproducts given;A 38%
B 7%
C 18%
D 47%
1,1-Dichlorobenzocyclobutene
68913-13-3

1,1-Dichlorobenzocyclobutene

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
With ammonia; lithium; isopropyl alcohol In diethyl ether at -60 - -40℃; for 6h;46%
1,2-bis[(phenylseleno)methyl]benzene
78808-36-3

1,2-bis[(phenylseleno)methyl]benzene

A

1,3-dihydro-2-benzoselenophene
35951-68-9

1,3-dihydro-2-benzoselenophene

B

benzocyclobutene
694-87-1

benzocyclobutene

C

diphenyl diselenide
1666-13-3

diphenyl diselenide

Conditions
ConditionsYield
at 600℃; under 8 Torr; for 0.0333333h;A 13%
B 40%
C 42%
at 600℃; under 8 Torr;A 13%
B 40%
C 40%
1-(fluoromethyl)-2-methylbenzene
62037-88-1

1-(fluoromethyl)-2-methylbenzene

A

styrene
292638-84-7

styrene

B

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
at 770℃;A 41 % Chromat.
B 30%
bis-<2-(methylthio)benzyl> oxalate
345937-14-6

bis-<2-(methylthio)benzyl> oxalate

A

2,3-dihydrobenzo(b)thiophene
4565-32-6

2,3-dihydrobenzo(b)thiophene

B

1,3-Dihydrobenzothiophen
2471-92-3

1,3-Dihydrobenzothiophen

C

benzocyclobutene
694-87-1

benzocyclobutene

D

anthracene
120-12-7

anthracene

E

methyl o-tolyl sulfide
14092-00-3

methyl o-tolyl sulfide

F

C8H9S
86509-88-8

C8H9S

Conditions
ConditionsYield
at 800℃; under 0.001 Torr; for 1.66667h; Product distribution;A 8%
B 11%
C 29%
D 6%
E 3%
F n/a
bis-<2-(methylthio)benzyl> oxalate
345937-14-6

bis-<2-(methylthio)benzyl> oxalate

A

2,3-dihydrobenzo(b)thiophene
4565-32-6

2,3-dihydrobenzo(b)thiophene

B

1,3-Dihydrobenzothiophen
2471-92-3

1,3-Dihydrobenzothiophen

C

benzocyclobutene
694-87-1

benzocyclobutene

D

methyl o-tolyl sulfide
14092-00-3

methyl o-tolyl sulfide

Conditions
ConditionsYield
at 800℃; under 0.001 Torr; for 1.66667h; Further byproducts given;A 8%
B 11%
C 29%
D n/a
2-methylphenyl acetate
533-18-6

2-methylphenyl acetate

A

styrene
292638-84-7

styrene

B

2-Ethyltoluene
611-14-3

2-Ethyltoluene

C

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
at 691℃;A 1 % Chromat.
B 25 % Chromat.
C 28%
at 691℃;A 1 % Chromat.
B 25 % Chromat.
C 28 % Chromat.
4,5-Dihydrocycloocta-1,2,3-selenadiazol
79430-65-2

4,5-Dihydrocycloocta-1,2,3-selenadiazol

A

2,3-Dihydrobenzoselenophene
58646-17-6

2,3-Dihydrobenzoselenophene

B

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
copper at 180℃; under 20 Torr;A 16%
B 24%
p-tolyldiazomethane
23304-24-7

p-tolyldiazomethane

A

styrene
292638-84-7

styrene

B

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
at 400℃;A 21%
B 20%
at 375℃; flash vacuum thermolysis; Yield given. Title compound not separated from byproducts;
Lithium Salt of Benzocyclobutenone Tosylhydrazone
72610-89-0

Lithium Salt of Benzocyclobutenone Tosylhydrazone

A

benzocyclobutenone
3469-06-5

benzocyclobutenone

B

o-xylene
95-47-6

o-xylene

C

2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

D

benzocyclobutene
694-87-1

benzocyclobutene

E

cis-1-(1-benzocyclobutenylidene)benzocyclobutene
72610-88-9

cis-1-(1-benzocyclobutenylidene)benzocyclobutene

F

trans-1-(1-Benzocyclobutenylidene)benzocyclobutene
72610-87-8

trans-1-(1-Benzocyclobutenylidene)benzocyclobutene

Conditions
ConditionsYield
at 350 - 370℃; under 0.05 - 0.1 Torr; for 2h; Product distribution;A 5%
B 1%
C 5%
D 1%
E n/a
F n/a
1,3-dihydrobenzo[c]thiophene-2,2-dioxide
2471-91-2

1,3-dihydrobenzo[c]thiophene-2,2-dioxide

A

o-xylene
95-47-6

o-xylene

B

benzocyclobutene
694-87-1

benzocyclobutene

C

5,6,11,12-tetrahydro-dibenzo[a,e]cyclooctene
1460-59-9

5,6,11,12-tetrahydro-dibenzo[a,e]cyclooctene

Conditions
ConditionsYield
at 280℃;
1,3-dihydrobenzo[c]thiophene-2,2-dioxide
2471-91-2

1,3-dihydrobenzo[c]thiophene-2,2-dioxide

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
at 460 - 770℃; unter Stickstoff.Pyrolysis;
With chromium-promoted Raney-nickel at 460 - 770℃; Pyrolysis;
at 362℃;
1-chloro-1,2-dihydrobenzocyclobutene
61599-88-0

1-chloro-1,2-dihydrobenzocyclobutene

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
With palladium on activated charcoal Hydrogenation;
1,2-Dijod-benzocyclobutan
6639-21-0

1,2-Dijod-benzocyclobutan

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
With palladium on activated charcoal; sodium ethanolate Hydrogenation;
With lithium aluminium tetrahydride
7,8-Dibromobicyclo<4.2.0>octa-1,3,5-trien
22250-72-2

7,8-Dibromobicyclo<4.2.0>octa-1,3,5-trien

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
With lithium aluminium tetrahydride
isochromane
493-05-0

isochromane

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
at 685℃;
isochroman-3-one
4385-35-7

isochroman-3-one

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
at 570℃;
tetralin
119-64-2

tetralin

A

ethene
74-85-1

ethene

B

benzocyclobutene
694-87-1

benzocyclobutene

Conditions
ConditionsYield
With tetramethyl-2,2,3,3 butane at 733.9℃; under 1520 - 2280 Torr; Kinetics; Rate constant; homogenous gas-phase decyclization; other hydrocarbons as reaction partners, other temperature;
tetralin
119-64-2

tetralin

A

styrene
292638-84-7

styrene

B

1-methyl-2-(2-propenyl)-benzene
1587-04-8

1-methyl-2-(2-propenyl)-benzene

C

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

D

benzocyclobutene
694-87-1

benzocyclobutene

E

phenylacetylene
536-74-3

phenylacetylene

F

1-indene
95-13-6

1-indene

Conditions
ConditionsYield
In gas under 0.3 Torr; Product distribution; Mechanism; Irradiation; laser-induced decomposition, multiphoton excitation, energy/pulse 0.4 J, 13020 pulses;
tetralin
119-64-2

tetralin

A

styrene
292638-84-7

styrene

B

1-methyl-2-(2-propenyl)-benzene
1587-04-8

1-methyl-2-(2-propenyl)-benzene

C

naphthalene
91-20-3

naphthalene

D

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

E

benzocyclobutene
694-87-1

benzocyclobutene

F

1-indene
95-13-6

1-indene

Conditions
ConditionsYield
In gas at 750℃; Product distribution; Mechanism; flow pyrolysis, further temperatures, pressure, SiF4 sensitization;
silicon tetrafluoride Product distribution; Mechanism; Irradiation; various laser excitation energy, various deuterium-labelled tetralins;
tetralin
119-64-2

tetralin

A

styrene
292638-84-7

styrene

B

1-methyl-2-(2-propenyl)-benzene
1587-04-8

1-methyl-2-(2-propenyl)-benzene

C

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

D

1-methyl-2-vinyl-benzene
611-15-4

1-methyl-2-vinyl-benzene

E

benzocyclobutene
694-87-1

benzocyclobutene

F

1-indene
95-13-6

1-indene

Conditions
ConditionsYield
With methane at 1093.9℃; under 1520 - 2280 Torr; Product distribution; Mechanism; Kinetics; homogenous gas-phase decyclization; other hydrocarbons as reaction partners; var. concs. of tetralin; other temperatures;A 8.53 % Chromat.
B 4.43 % Chromat.
C 2.80 % Chromat.
D 1.82 % Chromat.
E 15.3 % Chromat.
F 2.38 % Chromat.
tetralin
119-64-2

tetralin

A

styrene
292638-84-7

styrene

B

naphthalene
91-20-3

naphthalene

C

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

D

benzocyclobutene
694-87-1

benzocyclobutene

E

1-indene
95-13-6

1-indene

Conditions
ConditionsYield
at 888℃; under 0.1 Torr; Product distribution; other temp.;
benzocyclobutene
694-87-1

benzocyclobutene

(9S,10S)-(-)-Dimethyl 9,10-Dihydro-9,10-ethenoanthracene-1,5-dicarboxylate
40443-30-9

(9S,10S)-(-)-Dimethyl 9,10-Dihydro-9,10-ethenoanthracene-1,5-dicarboxylate

(5S,12S)-(-)-dimethyl 5,5a,6,11,11a,12-hexahydro-5,12<1',2'>benzenonaphthacene-1,15-dicarboxylate
73353-34-1

(5S,12S)-(-)-dimethyl 5,5a,6,11,11a,12-hexahydro-5,12<1',2'>benzenonaphthacene-1,15-dicarboxylate

Conditions
ConditionsYield
In toluene at 250℃; for 16h; sealed tube;100%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

benzocyclobutene
694-87-1

benzocyclobutene

2,5-Bis(trimethylsilyl)bicyclo<4.2.0>octa-1(6),3-diene
145708-70-9

2,5-Bis(trimethylsilyl)bicyclo<4.2.0>octa-1(6),3-diene

Conditions
ConditionsYield
With lithium In tetrahydrofuran at 0 - 20℃; for 144h;98%
With lithium In tetrahydrofuran at 0℃; for 4h;92%
With Li (2percent Na) In tetrahydrofuran at 0 - 10℃; for 0.5h;91%
With lithium
tricarbonyl(naphthalene)chromium(0)
12110-37-1

tricarbonyl(naphthalene)chromium(0)

benzocyclobutene
694-87-1

benzocyclobutene

cyclobutabenzenetricarbonylchromium(0)
99537-78-7

cyclobutabenzenetricarbonylchromium(0)

Conditions
ConditionsYield
With THF In diethyl ether Cr-complex, benzocyclobutene and THF were heated in ether in a Carius tube under inert atmosphere at 70°C for 16 h; crystd. from octane;96%
benzocyclobutene
694-87-1

benzocyclobutene

N-acetyl-1,3-oxazol-2-one
60759-49-1

N-acetyl-1,3-oxazol-2-one

(3aS,9aR)-3-Acetyl-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-d]oxazol-2-one
127541-96-2

(3aS,9aR)-3-Acetyl-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-d]oxazol-2-one

Conditions
ConditionsYield
In toluene at 230℃; for 48h;90%
benzocyclobutene
694-87-1

benzocyclobutene

6,7-dibromo-1,4-epoxy-1,4-dihydronaphthalene
106750-88-3

6,7-dibromo-1,4-epoxy-1,4-dihydronaphthalene

2,3-dibromo-5,5a,6,11,11a,12-hexahydronaphthacene 5,12-endoxide
110372-79-7

2,3-dibromo-5,5a,6,11,11a,12-hexahydronaphthacene 5,12-endoxide

Conditions
ConditionsYield
In toluene at 190℃; for 24h;89%
benzocyclobutene
694-87-1

benzocyclobutene

1,4-dihydro-1,4-epoxyanthracene
22187-13-9

1,4-dihydro-1,4-epoxyanthracene

5,5a,6,13,13a,14-hexahydropentacene 6,13-endoxide
110372-77-5

5,5a,6,13,13a,14-hexahydropentacene 6,13-endoxide

Conditions
ConditionsYield
In toluene at 190℃; for 24h;87%
benzocyclobutene
694-87-1

benzocyclobutene

(1α,4α,5β,8β)-1,4,5,8-tetrahydro-1,4:5,8-diepoxyanthracene
87207-46-3

(1α,4α,5β,8β)-1,4,5,8-tetrahydro-1,4:5,8-diepoxyanthracene

C30H26O2
110454-01-8

C30H26O2

Conditions
ConditionsYield
In toluene at 185 - 195℃; for 24h;87%
η6-(naphtalene)(η5-cyclopentadienyl)-iron(II) hexafluorophosphate

η6-(naphtalene)(η5-cyclopentadienyl)-iron(II) hexafluorophosphate

benzocyclobutene
694-87-1

benzocyclobutene

(η6-benzocyclobutene)(η5-cyclopentadienyl)iron(II) hexafluorophosphate
705973-92-8

(η6-benzocyclobutene)(η5-cyclopentadienyl)iron(II) hexafluorophosphate

Conditions
ConditionsYield
In further solvent(s) (N2); addn. of iron complex to a soln. of ligand in 1,2-dichloropropane,stirring for 3 h at 120°C; addn. of CH2Cl2 and n-hexane, filtration over Celite, washing with toluene, eluting with CH2Cl2, evapn.; elem. anal.;87%
1,4-dihydronaphthalene-1,4-epoxide
573-57-9

1,4-dihydronaphthalene-1,4-epoxide

benzocyclobutene
694-87-1

benzocyclobutene

5,5a,6,11,11a,12-hexahydronaphthacene 5,12-endoxide
110372-78-6

5,5a,6,11,11a,12-hexahydronaphthacene 5,12-endoxide

Conditions
ConditionsYield
In toluene at 190℃; for 24h;86%
benzocyclobutene
694-87-1

benzocyclobutene

(1α,4α,5α,8α)-1,4,5,8-tetrahydro-1,4:5,8-diepoxyanthracene
87248-22-4

(1α,4α,5α,8α)-1,4,5,8-tetrahydro-1,4:5,8-diepoxyanthracene

C30H26O2
110372-76-4

C30H26O2

Conditions
ConditionsYield
In toluene at 185 - 195℃; for 24h;84%
4-methylbenzotrifluoride
6140-17-6

4-methylbenzotrifluoride

benzocyclobutene
694-87-1

benzocyclobutene

bicyclo[4.2.0]octa-1,3,5-trien-3-yl 4-tolyl ketone

bicyclo[4.2.0]octa-1,3,5-trien-3-yl 4-tolyl ketone

Conditions
ConditionsYield
Stage #1: 4-methylbenzotrifluoride; benzocyclobutene With boron tribromide In dichloromethane at 25℃; for 3h; Inert atmosphere;
Stage #2: With methanol In dichloromethane at 25℃; for 2h; Inert atmosphere;
84%
tris(ammonia)chromium tricarbonyl
41371-94-2, 14974-11-9, 96647-88-0

tris(ammonia)chromium tricarbonyl

benzocyclobutene
694-87-1

benzocyclobutene

cyclobutabenzenetricarbonylchromium(0)
99537-78-7

cyclobutabenzenetricarbonylchromium(0)

Conditions
ConditionsYield
In 1,4-dioxane 3 h reflux;80%
In 1,4-dioxane boiling temperature; purified by sublimation (80 °C/0.001mbar); identity is verified by spectroscopic methods, MS, HRMS and elem. anal.;51%
In 1,4-dioxane (Ar); addn. of Cr(CO)3(NH3)3 and dioxane to cyclobutabenzene; refluxed for 3.5 h; cooling to 25°C; removal of solvent in vac.; extn. with boiling pentane; filtration; stored at 30°C for 24 h and than at -78°C for 24 h; crystn.; dried in vac. at room temp.; recrystn.; stored at -30°C under Ar; elem. anal.;51%
benzocyclobutene
694-87-1

benzocyclobutene

4-bromobenzocyclobutene
1073-39-8

4-bromobenzocyclobutene

Conditions
ConditionsYield
With bromine In water at 20℃; for 4.5h; Reagent/catalyst; Cooling with ice; Darkness;76.9%
With bromine; sodium dodecyl-sulfate In water at 0℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique; Darkness;67%
With bromine; iodine; acetic acid In water at 0 - 20℃;51.1%
1,3-diacetyl-2,3-dihydro-1H-imidazol-2-one
20212-13-9

1,3-diacetyl-2,3-dihydro-1H-imidazol-2-one

benzocyclobutene
694-87-1

benzocyclobutene

(3aR,9aS)-1,3-Diacetyl-1,3,3a,4,9,9a-hexahydro-naphtho[2,3-d]imidazol-2-one
127541-97-3

(3aR,9aS)-1,3-Diacetyl-1,3,3a,4,9,9a-hexahydro-naphtho[2,3-d]imidazol-2-one

Conditions
ConditionsYield
In toluene at 230℃; for 48h;74%
benzocyclobutene
694-87-1

benzocyclobutene

chromium(0) hexacarbonyl
199620-14-9, 13007-92-6

chromium(0) hexacarbonyl

cyclobutabenzenetricarbonylchromium(0)
99537-78-7

cyclobutabenzenetricarbonylchromium(0)

Conditions
ConditionsYield
In not given according to method by C. A. L. Mahaffy and P. L. Pauson, Inorg. Synth., XIX (1979) 154;73%
boiling;;40%
boiling;;40%
vinylene carbonate
872-36-6

vinylene carbonate

benzocyclobutene
694-87-1

benzocyclobutene

cis-1,4-dihydronaphthalene carbonate
127541-95-1

cis-1,4-dihydronaphthalene carbonate

Conditions
ConditionsYield
In toluene at 230℃; for 48h;70%
In toluene at 230℃; for 48h;70%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

benzocyclobutene
694-87-1

benzocyclobutene

bicyclo<4.2.0>octa-1,3,5-triene-3-carboxaldehyde
112892-88-3

bicyclo<4.2.0>octa-1,3,5-triene-3-carboxaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃; for 1h;70%
With titanium tetrachloride Formylation;34%
With titanium tetrachloride In dichloromethane at 0℃;34%
benzocyclobutene
694-87-1

benzocyclobutene

9-methoxyanthracene
2395-96-2

9-methoxyanthracene

C23H20O
117081-96-6

C23H20O

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 200℃; for 15.5h;70%
benzocyclobutene
694-87-1

benzocyclobutene

7,8-Dibromobicyclo<4.2.0>octa-1,3,5-trien
22250-72-2

7,8-Dibromobicyclo<4.2.0>octa-1,3,5-trien

Conditions
ConditionsYield
With N-Bromosuccinimide In 1,2-dichloro-ethane at 120℃; for 48h; Inert atmosphere;70%
benzene tricarbonylmolybdenum(0)
12287-81-9

benzene tricarbonylmolybdenum(0)

benzocyclobutene
694-87-1

benzocyclobutene

tricarbonyl(η6-1,2-dihydrocyclobutabenzene)molybdenum
164588-51-6

tricarbonyl(η6-1,2-dihydrocyclobutabenzene)molybdenum

Conditions
ConditionsYield
In tetrahydrofuran (N2); Schlenk technique; Mo complex was added to soln. of arene (3 equiv.) in THF (3 equiv.); stirred at room temp. for 1 h; volatiles were removed (vac.); arene and THF were added; stirred at room temp. for 1 h; evapd.; dissolved in warm methylcyclohexane; filtered through Celite; solvent removed (vac.);69%
benzocyclobutene
694-87-1

benzocyclobutene

(+/-)4-bromo-11-oxatricyclo[6.2.1.02,7]-undeca-2,4,6,9-tetraene
477907-60-1

(+/-)4-bromo-11-oxatricyclo[6.2.1.02,7]-undeca-2,4,6,9-tetraene

C18H15BrO
1350636-55-3

C18H15BrO

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 220℃; for 6h; sealed tube;64%
benzocyclobutene
694-87-1

benzocyclobutene

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

1-(bicyclo[4.2.0]octa-1,3,5-trien-3-yl)-3-chloropropan-1-one
116055-00-6

1-(bicyclo[4.2.0]octa-1,3,5-trien-3-yl)-3-chloropropan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride In nitromethane at 0 - 20℃; Friedel-Crafts acylation; Inert atmosphere;63%
With aluminium trichloride; nitromethane
maleic anhydride
108-31-6

maleic anhydride

benzocyclobutene
694-87-1

benzocyclobutene

1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylic acid anhydride
29811-05-0

1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylic acid anhydride

Conditions
ConditionsYield
In 1,3,5-trimethyl-benzene at 210℃; for 48h; autoclave;63%

694-87-1Relevant articles and documents

Guthbertson,MacNicol

, p. 1893 (1975)

Aalbersberg,W.G.L. et al.

, p. 5600 - 5602 (1975)

Jensen,Maciel

, p. 640 (1960)

-

ter Borg,Bickel

, p. 283 (1958)

-

Brewer et al.

, p. 4573 (1977)

Rodlike Tetracene Derivatives

Roth, Michael,Ahles, Marcus,Gawrisch, Christian,Schwalm, Thorsten,Schmechel, Roland,Melzer, Christian,von Seggern, Heinz,Rehahn, Matthias

, p. 13445 - 1345 (2017/09/14)

Efficient and versatile synthetic access to rodlike tetracene derivatives was developed by means of Diels–Alder cycloaddition, halogenation, halogen–metal exchange, and transition metal mediated coupling reactions. Herein, the synthesis and structural, electrical, and charge-transport properties of three of the resulting materials, namely, 2-(tetracen-2-yl)tetracene, 1,4-bis(2-tetracenyl)benzene, and 2,5-bis(2-tetracenyl)thiophene, are presented. Good crystallization behavior on SiO2 substrates, narrowing of the bandgap by 0.2 eV, and a decrease of the ionization potential of more than 0.5 eV compared to tetracene were observed. Charge-carrier field-effect mobilities on the order of 10?1 cm2 V?1 s?1, on/off ratios of 105, and threshold voltages Vth15 V were found in thin-film organic field-effect transistors prepared by standard high-vacuum deposition techniques.

Oligo-Tetracenes, Production and Use Thereof

-

Page/Page column 2-3, (2008/12/08)

Described are oligotetracenes of formula I which may either be unsubstituted or carry one or more substituents R and R′ which are selected from the group comprising halogen,CN,alkyl or alkoxy radicals containing 1 to 18 carbon atoms,aryl radicals containing up to 10 carbon atoms which may also contain one or moreheteroatoms, and/orfluorinated or perfluorinated alkyl or alkoxy radicals containing 1 to 18 carbon atoms, where n is an integer from 1 to 20, preferably 1 to 6, very particularly preferably 1 or 2, and X stands for a single bond, an alklyene group containing 1 to 6 carbon atoms, a hydrocarbon chain having one or more conjugated double bonds, an aryl group, or a system composed of one or more condensed aromatic rings. In the oligotetracenes according to the invention, one or more of the condensed aromatic six-atom rings may be substituted by a five-atom ring which may also contain a heteroatom. Also described is a method for preparing the referenced oligotetracenes, and use thereof as semiconductors in organic field-effect transistors (OFET's), organic light-emitting diodes (OLED's), sensors, and organic solar cells.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 694-87-1