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
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)
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
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..…
N-Bromosuccinimide Price
- Product number
- G11004
- Product name
- Guaiazulene
- Purity
- 99%
- Packaging
- 10g
- Price
- $83.3
- Updated
- 2024/03/01
- Product number
- G11004
- Product name
- Guaiazulene
- Purity
- 99%
- Packaging
- 25g
- Price
- $136
- Updated
- 2024/03/01
- Product number
- G0228
- Product name
- Guaiazulene
- Purity
- >99.0%(GC)
- Packaging
- 10g
- Price
- $70
- Updated
- 2024/03/01
- Product number
- A17690
- Product name
- Guaiazulene, 98+%
- Packaging
- 5g
- Price
- $33.65
- Updated
- 2024/03/01
- Product number
- A17690
- Product name
- Guaiazulene, 98+%
- Packaging
- 25g
- Price
- $108.65
- Updated
- 2024/03/01
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
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View Lastest Price from Guaiazulene manufacturers
- Product
- Guaiazulene 489-84-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 20kg
- Purity
- 99%
- Supply Ability
- 200000
- Release date
- 2023-08-15
- Product
- Guaiazulene 489-84-9
- Price
- US $620.00-420.00/KG
- Min. Order
- 1KG
- Purity
- 99.9% up
- Supply Ability
- 20 tons
- Release date
- 2023-12-22
- Product
- Guaiazulene 489-84-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000000kg
- Release date
- 2024-05-07