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Guaiazulene

Product Name
Guaiazulene
CAS No.
489-84-9
Chemical Name
Guaiazulene
Synonyms
Azulene, 1,4-dimethyl-7-(1-methylethyl)-;Azulol;Guaiazulenum;Azunol;Guiazulene;7-ISOPROPYL-1,4-DIMETHYLAZULENE;AZ-8;AZULON;uaiazuL;Cuteazul
CBNumber
CB8298946
Molecular Formula
C15H18
Formula Weight
198.3
MOL File
489-84-9.mol
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Guaiazulene Property

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)
Flash point:
>230 °F
storage temp. 
Sealed in dry,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
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
Azulene, 1,4-dimethyl-7-(1-methylethyl)- (489-84-9)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-20/21/22
Safety Statements 
36/37/39-26-22-36
WGK Germany 
3
RTECS 
CO4790000
TSCA 
Yes
HS Code 
2902190000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
G11004
Product name
Guaiazulene
Purity
99%
Packaging
10g
Price
$83.3
Updated
2024/03/01
Sigma-Aldrich
Product number
G11004
Product name
Guaiazulene
Purity
99%
Packaging
25g
Price
$136
Updated
2024/03/01
TCI Chemical
Product number
G0228
Product name
Guaiazulene
Purity
>99.0%(GC)
Packaging
10g
Price
$70
Updated
2024/03/01
Alfa Aesar
Product number
A17690
Product name
Guaiazulene, 98+%
Packaging
5g
Price
$33.65
Updated
2024/03/01
Alfa Aesar
Product number
A17690
Product name
Guaiazulene, 98+%
Packaging
25g
Price
$108.65
Updated
2024/03/01
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Guaiazulene Chemical Properties,Usage,Production

Chemical Properties

DARK BLUE LOW MELTING CRYSTALLINE SOLID

Originator

AZ 8,Millet Roux

Uses

Guaiazulene can be used as a starting material for the synthesis of:

  • Azulene-based dye molecules such as 3-(7-isopropyl-1,4-dimethylazulen-3-yl)-2-cyanoacrylic acid and 5-(7-isopropyl-1,4-dimethylazulen-3-yl)-2-cyanopenta-2,4-dienoic acid.
  • Stilbazulenyl nitrone, a second-generation azulenyl nitrone which can be used as a chain-breaking antioxidant.
  • Bis-azulenyl based near-infrared fluorescence quencher.

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.]

Guaiazulene Preparation Products And Raw materials

Raw materials

Preparation Products

Guaiacwood oil GUM GUAIAC
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Guaiazulene Suppliers

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View Lastest Price from Guaiazulene manufacturers

Sinoway Industrial co., ltd.
Product
Guaiazulene 489-84-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.9% up
Supply Ability
20 tons
Release date
2024-06-27
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Guaiazulene 489-84-9
Price
US $500.00-300.00/kg
Min. Order
0.0010000000474974513kg
Purity
99%
Supply Ability
5000
Release date
2024-08-23
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Guaiazulene 489-84-9
Price
US $79.00-38.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-11-15

489-84-9, GuaiazuleneRelated Search:

N-Methyl-2-pyrrolidone Potassium guaiacolsulfonate hemihydrate Dimethyl sulfate 3-Methyl-2-butanone GUM GUAIAC Dimethyl carbonate ETHANE Dimethyl sebacate Dacthal Guaiacol Dimethyl sulfoxide Dimethyl sulfide ISOPROPYLTRICHLOROSILANE Diisopropylamine Isopropyl alcohol Dimethyl ether Dimethyl fumarate Isoproterenol

  • 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
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  • Azulene, 1,4-dimethyl-7-isopropyl-
  • Azulene, 7-isopropyl-1,4-dimethyl-
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  • Guaiazulene 489-84-9
  • 489-84-9 Guaiazulene
  • Guaiazulenum
  • Guaiazulene[Dimethyl Isopropylazulene]
  • 7-ISOPROPYL-1,4-DIMETHYLAZULENE
  • LABOTEST-BB LT00244815
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  • Manufacturers Supply High Quality Guaiazulene Powder CAS?489-84-9
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  • Guaiazulene, ≥ 98.0%
  • Yuchuang Ao
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  • azulon|||Vetivazulen|||Eucazulen