Azulene supplier | CasNO.275-51-4

Name
Azulene
EINECS 205-993-6
CAS No. 275-51-4
Article Data81
CAS DataBase
Density 1.037 g/cm³
Solubility Soluble in common solvents, insoluble in water
Melting Point 98-100 °C(lit.)
Formula C₁₀H₈
Boiling Point 220.718 °C at 760 mmHg
Molecular Weight 128.174
Flash Point 76.66 °C
Transport Information
Appearance Blue Crystal
Safety 61
Risk Codes 51/53
Molecular Structure
Hazard Symbols N
Synonyms Bicyclo[5.3.0]decapentaene;Cyclopentacycloheptene;NSC 89248;
PSA 0.00000
LogP 2.79140

Synthetic route

: 92622-71-4
tetracyclo<5.3.0.02.4.03.5>deca-6,8,10-triene

: 275-51-4
azulene

Conditions

Conditions	Yield
In cyclohexane Quantum yield; Irradiation;	100%
In (2)H8-toluene at 90 - 120℃; Thermodynamic data; Rate constant; ΔH (excit.), ΔS (excit.), Ea;

: 607393-61-3
2-azulenyl trifluoromethanesulfonate

: 275-51-4
azulene

Conditions

Conditions	Yield
With formic acid; tributyl-amine; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 24h; Heating;	96%

: 696-68-4
6-(dimethylamino)fulvene

: (1R,2S,6R,7R)-3,3-Dioxo-3λ6-thia-tricyclo[5.2.2.02,6]undeca-4,8,10-triene-8,9-dicarboxylic acid dimethyl ester

A: 131-11-3
phthalic acid dimethyl ester

B: 275-51-4
azulene

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 44h; Product distribution; Decomposition; retro-Diels-Alder reaction; Heating;	A 94% B 31%

...Expand

: 23306-02-7
1-chloroazulene

: 275-51-4
azulene

Conditions

Conditions	Yield
With potassium phosphate; poly(methylhydrosiloxane); palladium diacetate In tetrahydrofuran at 80℃; for 12h;	92%

: 1201-25-8
azulene-1-carboxylic acid

: 275-51-4
azulene

Conditions

Conditions	Yield
With trichloroacetic acid In benzene for 6h; Heating;	90%

: 586-78-7
para-nitrophenyl bromide

: 441292-61-1
6-(tri-n-butylstannyl)azulene

A: 6-(4-nitrophenyl)azulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In 1,4-dioxane for 2h; Heating;	A 83% B 5%

...Expand

: 35046-05-0
6-bromoazulene

: 586-78-7
para-nitrophenyl bromide

A: 6-(4-nitrophenyl)azulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
Stage #1: 6-bromoazulene With bis(tri-n-butyltin); tetrakis(triphenylphosphine) palladium(0) In toluene for 24h; Heating; Stage #2: para-nitrophenyl bromide With tri-tert-butyl phosphine; cesium fluoride; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 2h; Stille cross-coupling; Heating; Further stages.;	A 83% B 5%

...Expand

: 111-26-2
hexan-1-amine

: 620634-44-8
2-(1-azulenyl)-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane

: 563-96-2
2,2-dihydroxyacetic acid

A: 2-(azulen-1-yl)-N-hexylglycine

B: 275-51-4
azulene

Conditions

Conditions	Yield
In methanol at 20℃; for 3h; Petasis Reaction; Inert atmosphere;	A 82% B 6%

...Expand

: 52866-26-9
((E)-Buta-1,3-dienyl)-diethyl-amine

: 82215-26-7
6-<(p-Nitrobenzoyl)oxy>fulvene

A: 82215-27-8
6-(1-azulenyl)fulvene

B: 275-51-4
azulene

Conditions

Conditions	Yield
In benzene for 7h; Ambient temperature;	A n/a B 68%

...Expand

: 104-92-7
1-bromo-4-methoxy-benzene

: 441292-61-1
6-(tri-n-butylstannyl)azulene

A: 6-(4-methoxyphenyl)azulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In 1,4-dioxane for 6h; Heating;	A 63% B 6%

...Expand

: 104-92-7
1-bromo-4-methoxy-benzene

: 35046-05-0
6-bromoazulene

A: 6-(4-methoxyphenyl)azulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
Stage #1: 6-bromoazulene With bis(tri-n-butyltin); tetrakis(triphenylphosphine) palladium(0) In toluene for 24h; Heating; Stage #2: 1-bromo-4-methoxy-benzene With tri-tert-butyl phosphine; cesium fluoride; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 6h; Stille cross-coupling; Heating; Further stages.;	A 63% B 6%

...Expand

: 5-(2-azulenyl)tetrazole

A: 91-20-3
naphthalene

B: 209-69-8
1H-Cyclopentindene

C: 58081-28-0
2-Cyanoazulene

D: 275-51-4
azulene

Conditions

Conditions	Yield
at 600℃; under 0.000750075 - 0.0750075 Torr; for 0.833333h;	A 9% B 5% C 62% D 8%

...Expand

: 4481-35-0
cyclohepta[b]furan-2(2H)-one

: 75-07-0
acetaldehyde

: 275-51-4
azulene

Conditions

Conditions	Yield
With diethylamine for 3h; Heating;	60%

: 92622-72-5
tricyclo<5.3.0.02,5>deca-3,6,8,10-tetraene

: 275-51-4
azulene

Conditions

Conditions	Yield
In cyclohexane Quantum yield; Irradiation;	60%
In (2)H8-toluene at 120 - 140℃; Thermodynamic data; Ea, half-life;

: 36044-31-2
2-chloroazulene

A: 82893-99-0
2,2′-biazulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
With trifuran-2-yl-phosphane; tetraethylammonium iodide; zinc; bis(triphenylphosphine)nickel(II) chloride In tetrahydrofuran at 20℃; for 24h;	A 60% B n/a

: 106-38-7
para-bromotoluene

: 35046-05-0
6-bromoazulene

A: 73393-11-0
6,6'-Biazulenyl

B: 102435-38-1
6-(p-Methylphenyl)azulen

C: 275-51-4
azulene

Conditions

Conditions	Yield
Stage #1: 6-bromoazulene With bis(tri-n-butyltin); tetrakis(triphenylphosphine) palladium(0) In toluene for 24h; Heating; Stage #2: para-bromotoluene With tri-tert-butyl phosphine; cesium fluoride; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 24h; Stille cross-coupling; Heating; Further stages.;	A 12% B 60% C 5%

...Expand

: 106-38-7
para-bromotoluene

: 441292-61-1
6-(tri-n-butylstannyl)azulene

A: 73393-11-0
6,6'-Biazulenyl

B: 102435-38-1
6-(p-Methylphenyl)azulen

C: 275-51-4
azulene

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In 1,4-dioxane for 24h; Heating;	A 31% B 58% C 10%
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In 1,4-dioxane for 24h; Heating;	A 32% B 27% C 18%

...Expand

: 14658-95-8
1,3-dibromoazulene

: 139-02-6
sodium phenoxide

A: 78049-27-1
1-phenoxyazulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
With copper(l) iodide In N,N-dimethyl-formamide at 150℃; for 6h;	A 15% B 55%

...Expand

: 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 691897-66-2
6-iodoazulene

A: 275-51-4
azulene

B: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)azulene

Conditions

Conditions	Yield
Stage #1: 6-iodoazulene With tri-n-butyllithium magnesate complex In diethyl ether for 0.5h; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In diethyl ether Further stages.;	A 8% B 55%

...Expand

: 36044-41-4
2-iodoazulene

A: 82893-99-0
2,2′-biazulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
With copper at 180℃; for 6h;	A 54% B n/a
With trifuran-2-yl-phosphane; tetraethylammonium iodide; zinc; bis(triphenylphosphine)nickel(II) chloride In tetrahydrofuran at 20℃; for 4h;	A 42% B 28%

: 36044-42-5
1,3-diiodoazulene

: 122-39-4
diphenylamine

A: 78049-26-0
1-diphenylaminoazulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
With copper(l) iodide; copper; potassium carbonate at 160 - 170℃; for 2h;	A 19% B 54%

...Expand

: 1079-66-9
chloro-diphenylphosphine

: 691897-73-1
1,6-di-tert-butyl-3-iodoazulene

A: 275-51-4
azulene

B: (3,6-di-tert-butyl-azulen-1-yl)-diphenyl-phosphane

Conditions

Conditions	Yield
Stage #1: 1,6-di-tert-butyl-3-iodoazulene With tri-n-butyllithium magnesate complex In diethyl ether for 0.5h; Stage #2: chloro-diphenylphosphine In diethyl ether Further stages.;	A 7% B 52%

...Expand

: 624-31-7
4-tolyl iodide

: 457644-50-7
2-(azulen-2-yl)-4,4,5,5- tetramethyl-1,3,2-dioxaborolane

A: 111679-38-0
2-(4-tolyl)azulene

B: 275-51-4
azulene

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; caesium carbonate In 1,4-dioxane at 80℃; for 24h; Miyaura-Suzuki cross-coupling;	A 51% B 4%

...Expand

: 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 76279-71-5
1-azulenyl iodide

A: 620634-44-8
2-(1-azulenyl)-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane

B: 275-51-4
azulene

Conditions

Conditions	Yield
Stage #1: 1-azulenyl iodide With phenyllithium In tetrahydrofuran; diethyl ether; cyclohexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; diethyl ether; cyclohexane at -78 - 20℃; for 3h; Inert atmosphere;	A 51% B n/a

...Expand

: 52487-41-9
1,2,3,4-tetrahydroazulen-1-one

: 275-51-4
azulene

Conditions

Conditions	Yield
With methanesulfonic acid; phosphorus pentoxide at 60℃;	50%
Multi-step reaction with 2 steps 1: 87 percent / aluminum hydride / tetrahydrofuran / 0.5 h / 0 °C 2: 37 percent / 10percent Pd/C / benzene; hexane / 480 °C View Scheme

: 769-31-3
1-methylazulene

: 1-(3-methylazulen-1-ylmethylene)azulenium perchlorate

A: 1-methyl-3-(3-methylazulen-1-yl)azulenium perchlorate

B: 275-51-4
azulene

Conditions

Conditions	Yield
In acetic acid for 2h; from boiling point to r.t.;	A 24 mg B 50%

...Expand

: 7206-61-3
1-formylazulene

: 275-51-4
azulene

Conditions

Conditions	Yield
With pyrrole In acetic acid at 20℃; for 72h; decarbonylation;	49%

: 106-37-6
1.4-dibromobenzene

: 457644-50-7
2-(azulen-2-yl)-4,4,5,5- tetramethyl-1,3,2-dioxaborolane

A: 19227-07-7
2-phenylazulene

B: 275-51-4
azulene

C: 1,4-di(2-azulenyl)benzene

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; caesium carbonate In 1,4-dioxane at 80℃; for 24h; Miyaura-Suzuki cross-coupling;	A 2% B 2% C 44%

...Expand

: 67052-42-0
(E)-sesquifulvatriene

A: 71-43-2
benzene

B: 275-51-4
azulene

Conditions

Conditions	Yield
at 500℃; under 0.001 Torr; Product distribution;	A n/a B 42%

: 106-43-4
para-chlorotoluene

: 457644-50-7
2-(azulen-2-yl)-4,4,5,5- tetramethyl-1,3,2-dioxaborolane

A: 82893-99-0
2,2′-biazulene

B: 111679-38-0
2-(4-tolyl)azulene

C: 275-51-4
azulene

Conditions

Conditions	Yield
With barium dihydroxide; cesium carbonate; tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In 1,4-dioxane at 80℃; for 24h;	A 40% B 12% C 4%

...Expand

: 275-51-4
azulene

: 14658-95-8
1,3-dibromoazulene

Conditions

Conditions	Yield
With N-Bromosuccinimide; acetic anhydride In diethyl ether	100%
With N-Bromosuccinimide In benzene for 2h; Ambient temperature;	95%
With N-Bromosuccinimide In hexane at 20℃;	89%

: 275-51-4
azulene

: 76279-71-5
1-azulenyl iodide

Conditions

Conditions	Yield
With N-iodo-succinimide In dichloromethane at 0℃; for 0.25h; Inert atmosphere;	100%
With N-iodo-succinimide In dichloromethane at 20℃; for 2h;	98%
With N-iodo-succinimide In dichloromethane at 0℃; for 0.25h; Inert atmosphere;	87%

: 356-42-3
2,2,3,3,3-pentafluoropropanoic anhydride

: 275-51-4
azulene

: 73017-88-6
1-(pentafluoropropionyl)azulene

Conditions

Conditions	Yield
for 0.25h;	100%

: 275-51-4
azulene

: 36044-42-5
1,3-diiodoazulene

Conditions

Conditions	Yield
With aluminum oxide; iodine In solid for 20h; Ambient temperature;	100%
With N-iodo-succinimide In dichloromethane-d2	98%
With N-iodo-succinimide In benzene at 50℃; for 3h;	96%

: 275-51-4
azulene

: 5661-80-3
bicyclo<5.3.0>decane

Conditions

Conditions	Yield
With Pd/C; hydrogen In chloroform at 20℃; under 760.051 Torr; for 5h; Catalytic behavior;	100%
With lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction;	72 % Chromat.

: 260-94-6
acridine

: 358-23-6
trifluoromethylsulfonic anhydride

: 275-51-4
azulene

: 929021-11-4
C38H24F6N2O4S2

Conditions

Conditions	Yield
In dichloromethane at 20℃;	99%
In dichloromethane at 20℃; for 2h;	99%

...Expand

: 1193-82-4
racemic methyl phenyl sulfoxide

: 407-25-0
trifluoroacetic anhydride

: 275-51-4
azulene

: 1029874-10-9
(1-azulenyl)methylphenylsulfonium trifluoroacetate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.166667h;	99%

...Expand

: 945-51-7
1,1'-sulfinylbisbenzene

: 407-25-0
trifluoroacetic anhydride

: 275-51-4
azulene

: 1029874-04-1
(1-azulenyl)diphenylsulfonium trifluoroacetate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h;	99%

...Expand

: 67-68-5
dimethyl sulfoxide

: 407-25-0
trifluoroacetic anhydride

: 275-51-4
azulene

: 1029874-01-8
(1-azulenyl)dimethylsulfonium trifluoroacetate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h;	99%

...Expand

: 67-68-5
dimethyl sulfoxide

: 275-51-4
azulene

: 2978-83-8
1,3-bis(methylthio)azulene

Conditions

Conditions	Yield
Stage #1: dimethyl sulfoxide; azulene With trifluoromethylsulfonic anhydride In dichloromethane at 20℃; for 0.5h; Stage #2: With triethylamine In ethanol for 2h; Reflux;	98%

: 119-65-3
isoquinoline

: 358-23-6
trifluoromethylsulfonic anhydride

: 275-51-4
azulene

: C30H20F6N2O4S2

Conditions

Conditions	Yield
In dichloromethane at 20℃;	97%
In dichloromethane at 20℃; for 2h;	97%

...Expand

: 95-16-9
1,3-Benzothiazole

: 358-23-6
trifluoromethylsulfonic anhydride

: 275-51-4
azulene

: 929021-13-6
C26H16F6N2O4S4

Conditions

Conditions	Yield
In dichloromethane at 20℃;	97%

...Expand

: 1203707-11-2
1,1-bis{4-[2-(dimethylamino)ethoxy]phenyl}-2-(3-guaiazulenyl)ethylene

: 275-51-4
azulene

A: 489-84-9
7-isopropyl-1,4-dimethyl-azulene

B: 1314045-03-8
2-(azulen-1-yl)-1,1-bis{4-[2-(dimethylamino)ethoxy]phenyl}ethylene

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water; acetonitrile at 60℃; for 3h;	A 97% B 58%

...Expand

: 769-42-6
1,3-dimethylbarbituric acid

: 101906-05-2
2,2-dihydroxy-1-[4-(trifluoromethyl)phenyl]ethanone

: 275-51-4
azulene

: C25H19F3N2O4

Conditions

Conditions	Yield
In isopropyl alcohol at 80℃;	97%

...Expand

: 275-51-4
azulene

: 7206-61-3
1-formylazulene

Conditions

Conditions	Yield
With trichlorophosphate In N,N-dimethyl-formamide at 0 - 20℃;	95%
With Vilsmeier reagent In dichloromethane at 0 - 25℃; for 0.75h; Inert atmosphere;	90%
With N,N-dimethyl-formamide; trichlorophosphate
With N-methyl-N-phenylformamide
Multi-step reaction with 2 steps 1: aq. HClO4 / ethanol 2: aq. KMnO4 / acetone View Scheme

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 275-51-4
azulene

: 7206-61-3
1-formylazulene

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0 - 20℃; for 0.5h; Stage #2: azulene at 20℃; for 1h;	95%
With trichlorophosphate at 0 - 20℃; for 1.5h;	95%
Stage #1: N,N-dimethyl-formamide With phosphorus trichloride at 0℃; for 0.5h; Stage #2: azulene In N,N-dimethyl-formamide at 25℃; for 2h;	95%

: 358-23-6
trifluoromethylsulfonic anhydride

: 67-68-5
dimethyl sulfoxide

: 275-51-4
azulene

: 1,3-azulenyldiylbis(dimethylsulfonium) bis(trifluoromethanesulfonate)

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 2h;	95%

...Expand

: 1004-36-0
2,6-dimethylpyrone

: 275-51-4
azulene

: 4-(azulen-1-yl)-2,6-dimethyl-pyranylium perchlorate

Conditions

Conditions	Yield
Stage #1: 2,6-dimethylpyrone With trichlorophosphate In nitromethane for 1h; Stage #2: azulene In nitromethane for 0.25h; Stage #3: With perchloric acid In nitromethane at 70 - 80℃; for 0.333333h;	94%

: 66-71-7
1,10-Phenanthroline

: 358-23-6
trifluoromethylsulfonic anhydride

: 275-51-4
azulene

: 929021-12-5
C36H22F6N4O4S2

Conditions

Conditions	Yield
In dichloromethane at 20℃;	94%
In dichloromethane at 20℃; for 2h;	94%

...Expand

: 1-(4-methylbenzenesulfonyl)-4-[4-(trifluoromethyl)phenyl]-1,2,3-triazole

: 275-51-4
azulene

: N-((Z)-2-(azulen-1-yl)-2-(4-(trifluoromethyl)phenyl)vinyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With dirhodium tetraacetate In 1,2-dichloro-ethane at 60℃; for 12h; diastereoselective reaction;	94%
With rhodium (II) octanoate dimer In 1,2-dichloro-ethane at 60℃; for 3h;	94%

: 275-51-4
azulene

: 63320-32-1
1,6-dihydroazulene

Conditions

Conditions	Yield
With ammonia; sodium In diethyl ether at -78℃; for 0.5h; Birch reduction;	93%

: 275-51-4
azulene

: 741737-71-3
1,1-bis[4-(methoxy)phenyl]-2-(3-guaiazulenyl)ethylene

A: 489-84-9
7-isopropyl-1,4-dimethyl-azulene

B: 1314045-02-7
1,3-bis[2,2-bis(4-methoxyphenyl)ethenyl]azulene

C: 2-(azulen-1-yl)-1,1-bis(4-methoxyphenyl)ethylene

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water; acetonitrile at 60℃; for 3h;	A 93% B 19% C 34%

...Expand

: 22979-35-7
Methyl phenyldiazoacetate

: 275-51-4
azulene

: methyl 2-phenyl-2H-benzo[7]annulene-2-carboxylate

Conditions

Conditions	Yield
With copper(II) hexafluoroacetylacetonate In 1,2-dichloro-ethane at 20℃; for 0.5h;	93%

: 53535-47-0
2-diazo-1,3-dicyano-6-oxo-2,6-azulenequinone

: 275-51-4
azulene

A: 6-hydroxy-1,3-dicyanoazulene

B: 2-(1-azulenyl)-1,3-dicyanoazulen-6-ol

C: 2-(5-azulenyl)-1,3-dicyanoazulen-6-ol

Conditions

Conditions	Yield
In ethyl acetate for 1.5h; Condensation; dediazotization; Photolysis;	A 1% B 92% C 5%

...Expand

: 119-65-3
isoquinoline

: 358-23-6
trifluoromethylsulfonic anhydride

: 275-51-4
azulene

A: C20H14F3NO2S

B: C30H20F6N2O4S2

Conditions

Conditions	Yield
In dichloromethane at 20℃;	A 92% B 6%
In dichloromethane at 20℃; for 0.5h;	A 92% B 6%

...Expand

: 358-23-6
trifluoromethylsulfonic anhydride

: 945-51-7
1,1'-sulfinylbisbenzene

: 275-51-4
azulene

: 1-azulenediylbis(diphenylsulfonium) bis(trifluoromethanesulfonate)

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 2h;	92%

...Expand

Azulene History

Dating back to the 15th century as the azure-blue chromophore, Azulene (CAS NO.275-51-4) obtained by steam distillation of German chamomile.Its structure and first synthesis were reported by Lavoslav Ru?i?ka, followed in 1937 by Placidus Plattner.The chromophore was discovered in yarrow and wormwood and named in 1863 by Septimus Piesse.

Azulene Consensus Reports

Reported in EPA TSCA Inventory.

Azulene Specification

Azulene is an organic compound with the formula C₁₀H₈, and its systematic name is the same with the product name. With the CAS registry number 275-51-4, it is also named as Cyclopentacycloheptene. It belongs to the product categories of Aromatic Hydrocarbons (substituted) & Derivatives; Tropolones & Azulenes; Azulenes. Its EINECS number is 205-993-6. In addition, the molecular weight is 128.17. Its classification codes are: (1)Analgesics; (2)Analgesics, Non-Narcotic; (3)Anti-Inflammatory Agents; (4)Anti-inflammatory agents, non-steroidal; (5)Antirheumatic Agents; (6)Peripheral Nervous System Agents; (7)Sensory System Agents. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from light. In organometallic chemistry, azulene serves as a ligand for low-valent metal centers. It is reported to be anti-inflammatory principle of Matricaria. When heated, it can rearrange into naphthalene.

Physical properties of Azulene are: (1)ACD/LogP: 3.361; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.36; (4)ACD/LogD (pH 7.4): 3.36; (5)ACD/BCF (pH 5.5): 211.02; (6)ACD/BCF (pH 7.4): 211.02; (7)ACD/KOC (pH 5.5): 1604.58; (8)ACD/KOC (pH 7.4): 1604.58; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.632; (13)Molar Refractivity: 44.095 cm³; (14)Molar Volume: 123.549 cm³; (15)Polarizability: 17.481×10^-24cm³; (16)Surface Tension: 40.2 dyne/cm; (17)Density: 1.037 g/cm³; (18)Flash Point: 76.66 °C; (19)Enthalpy of Vaporization: 43.854 kJ/mol; (20)Boiling Point: 220.718 °C at 760 mmHg; (21)Vapour Pressure: 0.17 mmHg at 25°C.

Preparation: this chemical can be prepared by azulene-1-carboxylic acid by heating. This reaction will need reagent CCl₃COOH and solvent benzene with the reaction time of 6 hours. The yield is about 90%.

Azulene can be prepared by azulene-1-carboxylic acid by heating

Uses of Azulene: it can be used to produce 1,3-dibromo-azulene at the ambient temperature. It will need reagent NBS and solvent benzene with the reaction time of 2 hours. The yield is about 95%.

Azulene can be used to produce 1,3-dibromo-azulene at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemcial is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. You must avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cccc2cccc2c1
(2)Std. InChI: InChI=1S/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8H
(3)Std. InChIKey: CUFNKYGDVFVPHO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	108mg/kg (108mg/kg)	Drugs in Japan Vol. 6, Pg. 13, 1982.
mouse	LD50	intravenous	56mg/kg (56mg/kg)	U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07952,
mouse	LD50	oral	> 3gm/kg (3000mg/kg)	Drugs in Japan Vol. 6, Pg. 13, 1982.
mouse	LD50	subcutaneous	145mg/kg (145mg/kg)	Drugs in Japan Vol. 6, Pg. 13, 1982.
rat	LD50	intraperitoneal	180mg/kg (180mg/kg)	Drugs in Japan Vol. 6, Pg. 13, 1982.
rat	LD50	oral	> 4gm/kg (4000mg/kg)	Drugs in Japan Vol. 6, Pg. 13, 1982.
rat	LD50	subcutaneous	520mg/kg (520mg/kg)	Drugs in Japan Vol. 6, Pg. 13, 1982.

Product Name

Azulene

Synthetic route

Azulene History

Azulene Consensus Reports

Azulene Specification

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