| Identification | More | [Name]
Guaiazulene | [CAS]
489-84-9 | [Synonyms]
1,4-DIMETHYL-7-ISOPROPYLAZULENE
7-ISOPROPYL-1,4-DIMETHYLAZULENE
AZULON
GUAIAZULENE
GUAJAZULEN
LABOTEST-BB LT00244815
1,4-dimethyl-7-(1-methylethyl)-azulen
1,4-Dimethyl-7-(1-methylethyl)azulene
1,4-dimethyl-7-(1-methylethyl)-Azulene
1,4-dimethyl-7-isopropyl-azulen
3,8-Dimethyl-5-(2-propyl)azulene
AZ-8
AZ-8 beris
Azulen-Beris
Azulene, 1,4-dimethyl-7-isopropyl-
Azulene, 7-isopropyl-1,4-dimethyl-
Azulol
Azunol
Cuteazul
Eucazulen | [EINECS(EC#)]
207-701-2 | [Molecular Formula]
C15H18 | [MDL Number]
MFCD00003811 | [Molecular Weight]
198.3 | [MOL File]
489-84-9.mol |
| Chemical Properties | Back Directory | [Appearance]
DARK BLUE LOW MELTING CRYSTALLINE SOLID | [Melting point ]
27-29 °C (lit.) | [Boiling point ]
153 °C/7 mmHg (lit.) | [density ]
0.976 g/mL at 25 °C(lit.)
| [refractive index ]
1.3166 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Slightly), Methanol (Sparingly) | [form ]
Low Melting Crystalline Solid | [color ]
Dark blue | [Water Solubility ]
Soluble in alcohol, water, 0.1115 mg/L @ 25°C (est). | [Merck ]
14,4554 | [BRN ]
1365001 | [Cosmetics Ingredients Functions]
ANTIMICROBIAL
PERFUMING | [InChI]
1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3 | [InChIKey]
FWKQNCXZGNBPFD-UHFFFAOYSA-N | [SMILES]
CC(C)c1ccc(C)c2ccc(C)c2c1 | [LogP]
5.590 (est) | [CAS DataBase Reference]
489-84-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Azulene, 1,4-dimethyl-7-(1-methylethyl)-(489-84-9) | [EPA Substance Registry System]
489-84-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P264-P270-P301+P312-P501 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
CO4790000
| [TSCA ]
Yes | [HS Code ]
2902190000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sulfur-->Ethanamine, 2,2'-[[2-[3,8-dimethyl-5-(1-methylethyl)-1-azulenyl]ethenylidene]bis(4,1-phenyleneoxy)]bis[N,N-dimethyl--->Magnesium, iodo(1-methylethyl)- (9CI)-->Azulene, 3-[2,2-bis(4-methoxyphenyl)ethenyl]-1,4-dimethyl-7-(1-methylethyl)--->Azulene-->Methylboronic acid | [Preparation Products]
GUM GUAIAC-->Guaiacwood oil-->[1,4-Dimethyl-7-(1-methylethyl)-2-azulenyl]phenylmethanone |
| Hazard Information | Back Directory | [Chemical Properties]
DARK BLUE LOW MELTING CRYSTALLINE SOLID | [Originator]
AZ 8,Millet Roux | [Uses]
antioxidant, inhibits lipid peroxidation inhibitor, antiinflammatory, hepatoprotectant; LD50(rat) 1550 mg/kg po | [Definition]
ChEBI: Guaiazulene is a sesquiterpene. It derives from a hydride of a guaiane. | [Manufacturing Process]
10 kg a gum of Guacum officinale was heated with 3-4 kg of sulfur to 130°C.
The heating was slowly continued for 220°C under the nitrogen. The formed
water steam was removed with the nitrogen current. The temperature should
be higher 100°C in order to the water didnt fall into reaction mixture. H2S was
obtained simultaneously the dehydrogenation and removed with water steam.
Hydrogen sulfide was connected in an alkaline trap.
When a H2S discharge stopped, the temperature was decreased to 120°C and
the reaction mixture was distilled in vacuum 1-20 mm. The distillate had deep
blue color and contained 6-7 kg oil with 20% of 7-isopropyl-1,4-
dimethylazulene. It was dissolved in the 5-10 volumes of light petroleum,
shook with sodium hydroxide for removing the sulfur containing substaneces,
washed to neutral. Then petrolem layer was mixed with 10-15 L 62% H2SO4
for removing the by-products, the petroleum layer lost the blue color and the
desired substance was in sulphuric acid layer. The last one was shook with ice
and NaOH. As a result about 7% NaSO4 solution in sulfuric acid was obtained.
It was diluted and azulene gave an emulsion, which was extracted with 10 L
of petrolem and distilled. The 7-isopropyl-1,4-dimethylazulene is distilled at
167°-168°C/12 mm. Yield 10-15%. | [Therapeutic Function]
Antiinflammatory | [General Description]
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG | [Purification Methods]
It forms blue-violet plates from EtOH. Also redistil it in vacuo until distillate solidifies. UV has max at 284nm (log 4.6, heptane). The picrate has m 122o(EtOH). [Beilstein 5 III 1677, 5 IV 1751.] |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Maya High Purity Chemicals
|
| Telephone: |
+86 (573) 82222445 (0)18006601000 452520369 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15221/0_EN.htm |
| Company Name: |
Spectrum Chemical Manufacturing Corp.
|
| Telephone: |
021-021-021-67601398-809-809-809 15221380277 |
| Website: |
www.spectrumchemical.com/oa_html/index.jsp?minisite=10020&respid=22372&language=us |
|