Products Categories
| CAS No.: | 275-51-4 |
|---|---|
| Name: | Azulene |
| Molecular Structure: | |
|
|
|
| Formula: | C10H8 |
| Molecular Weight: | 128.174 |
| Synonyms: | Bicyclo[5.3.0]decapentaene;Cyclopentacycloheptene;NSC 89248; |
| EINECS: | 205-993-6 |
| Density: | 1.037 g/cm3 |
| Melting Point: | 98-100 °C(lit.) |
| Boiling Point: | 220.718 °C at 760 mmHg |
| Flash Point: | 76.66 °C |
| Solubility: | Soluble in common solvents, insoluble in water |
| Appearance: | Blue Crystal |
| Hazard Symbols: |
 N
|
| Risk Codes: | 51/53 |
| Safety: | 61 |
| PSA: | 0.00000 |
| LogP: | 2.79140 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 92622-71-4
tetracyclo<5.3.0.02.4.03.5>deca-6,8,10-triene
- 275-51-4
azulene
| 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 | Yield |
|---|---|
| With formic acid; tributyl-amine; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 24h; Heating; | 96% |
| Conditions | Yield |
|---|---|
| In 1,2-dichloro-ethane for 44h; Product distribution; Decomposition; retro-Diels-Alder reaction; Heating; | A 94% B 31% |
- 23306-02-7
1-chloroazulene
- 275-51-4
azulene
| Conditions | Yield |
|---|---|
| With potassium phosphate; poly(methylhydrosiloxane); palladium diacetate In tetrahydrofuran at 80℃; for 12h; | 92% |
| Conditions | Yield |
|---|---|
| With trichloroacetic acid In benzene for 6h; Heating; | 90% |
| Conditions | Yield |
|---|---|
| With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In 1,4-dioxane for 2h; Heating; | A 83% B 5% |
| 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% |
- 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
B
- 275-51-4
azulene
| Conditions | Yield |
|---|---|
| In methanol at 20℃; for 3h; Petasis Reaction; Inert atmosphere; | A 82% B 6% |
- 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 | Yield |
|---|---|
| In benzene for 7h; Ambient temperature; | A n/a B 68% |
| Conditions | Yield |
|---|---|
| With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In 1,4-dioxane for 6h; Heating; | A 63% B 6% |
What can I do for you?
Get Best Price
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.
Consensus Reports
Reported in EPA TSCA Inventory.
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%.
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%.
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) | Effect | 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. |