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| CAS No.: | 489-84-9 | |||
|---|---|---|---|---|
| Name: | Guaiazulene | |||
| Molecular Structure: | ||||
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| Formula: | C15H18 | |||
| Molecular Weight: | 198.308 | |||
| Synonyms: | Azulene,7-isopropyl-1,4-dimethyl- (8CI); 1,4-Dimethyl-7-(1-methylethyl)Azulene;1,4-Dimethyl-7-isopropylazulene; 3,8-Dimethyl-5-(2-propyl)azulene;7-Isopropyl-1,4-dimethylazulene; AZ 8; AZ 8 Beris; Azulen-Beris; Azulon;Azunol; Cuteazul; Eucazulen; Guaiazulene; Guaiazulene blue; Kessazulen; NSC4714; Purazulen; S-Guaiazulene; Silazulon; Uroazulen; Vaumigan; Vetivazulen | |||
| EINECS: | 207-701-2 | |||
| Density: | 0.976 | |||
| Melting Point: | 28 - 30 C | |||
| Boiling Point: |
153 °C7 mm Hg(lit.) |
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| Flash Point: | 113 ºC | |||
| Solubility: | dark blue semi-solid | |||
| Hazard Symbols: |
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| Risk Codes: | R22 | |||
| Safety: | Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. | |||
| Transport Information: | 20kgs | |||
| PSA: | 0.00000 | |||
| LogP: | 4.53160 | |||
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- 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 | Yield |
|---|---|
| With hydrogenchloride In methanol; water; acetonitrile at 60℃; for 3h; | A 97% B 58% |
- 867380-19-6
1-chloro-7-isopropyl-4-methyl-azulene
- 13061-96-6
dihydroxy-methyl-borane
- 489-84-9
7-isopropyl-1,4-dimethyl-azulene
| Conditions | Yield |
|---|---|
| With palladium diacetate; potassium phosphate In toluene at 100℃; for 24h; | 94% |
- 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
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; water; acetonitrile at 60℃; for 3h; | A 93% B 19% C 34% |
- 1103995-55-6
1,1-bis[4-(dimethylamino)phenyl]-2-(3-guaiazulenyl)ethylene
- 275-51-4
azulene
A
- 489-84-9
7-isopropyl-1,4-dimethyl-azulene
B
- 1314044-93-3
2-(azulen-1-yl)-1,1-bis[4-(dimethylamino)phenyl]ethylene
C
- 1314044-97-7
1,1-di(azulen-1-yl)-2,2-bis[4-(dimethylamino)phenyl]ethane
D
- 1314044-96-6
1,3-bis{2,2-bis[4-(dimethylamino)phenyl]ethenyl}azulene
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; water; acetonitrile at 60℃; for 3h; | A 91% B 46% C 13% D 19% |
A
- 489-84-9
7-isopropyl-1,4-dimethyl-azulene
B
- 98525-07-6, 72898-39-6, 98525-12-3, 98525-13-4
dimethyl 1,6-dimethyl-9-(1-methylethyl)heptalene-4,5-dicarboxylate
| Conditions | Yield |
|---|---|
| In acetonitrile at 110℃; for 1h; | A 29% B 71% |
| In acetonitrile at 100℃; for 1h; in sealed tube; | A 29% B 71% |
| Conditions | Yield |
|---|---|
| With methanol Title compound not separated from byproducts; | A 50% B 20% |
- 64-17-5
ethanol
- 10487-58-8
bis(3,8-dimethyl-5-isopropyl-1-azulenyl) ketone
A
- 489-84-9
7-isopropyl-1,4-dimethyl-azulene
B
- 81920-91-4
ethyl 3,8-dimethyl-5-isopropylazulene-1-carboxylate
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid for 0.166667h; Heating; | |
| With toluene-4-sulfonic acid for 0.166667h; Mechanism; Heating; regioselectivity; other substrates; |
- 64-17-5
ethanol
- 150985-85-6
Azulen-1-yl-(5-isopropyl-3,8-dimethyl-azulen-1-yl)-methanone
A
- 489-84-9
7-isopropyl-1,4-dimethyl-azulene
B
- 1206-88-8
ethyl azulene-1-carboxylate
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid for 6h; Heating; |
- 64-17-5
ethanol
- 150985-81-2
(5-Isopropyl-3,8-dimethyl-azulen-1-yl)-(4,6,8-trimethyl-azulen-1-yl)-methanone
A
- 489-84-9
7-isopropyl-1,4-dimethyl-azulene
B
- 81920-91-4
ethyl 3,8-dimethyl-5-isopropylazulene-1-carboxylate
D
- 275-51-4
azulene
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid for 0.166667h; Heating; |
- 64-17-5
ethanol
- 150985-82-3
1-[3-(5-Isopropyl-3,8-dimethyl-azulene-1-carbonyl)-4,6,8-trimethyl-azulen-1-yl]-ethanone
A
- 489-84-9
7-isopropyl-1,4-dimethyl-azulene
B
- 834-97-9
1-acetyl-4,6,8-trimethylazulene
C
- 81920-91-4
ethyl 3,8-dimethyl-5-isopropylazulene-1-carboxylate
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid for 1h; Heating; |
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Chemistry
Chemical Name: Guaiazulene
IUPAC NAME: 1,4-Dimethyl-7-propan-2-ylazulene
CAS No.: 489-84-9
EINECS: 207-701-2
RTECS: CO4790000
Molecular Formula: C15H18
Molecular Weight: 198.3 g/mol
Melting Point: 27-29 °C(lit.)
Density: 0.961 g/cm3
Flash Point: 142.3 °C
Boiling Point: 305.4 °C at 760 mmHg
Following is the structure of Guaiazulene (489-84-9):
Product Categories about Guaiazulene (489-84-9) are Azulenes ; Biochemistry ; Terpenes ; Terpenes (Others) ; Tropolones & Azulenes
The chemical synonymous of Guaiazulene (489-84-9) are 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
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 525mg/kg (525mg/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 54, Pg. 362, 1958. |
| mouse | LD50 | oral | 1220mg/kg (1220mg/kg) | BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 54, Pg. 362, 1958. |
| rat | LD50 | oral | 1550mg/kg (1550mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 615, 1969. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:
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Risk Statements about Guaiazulene (489-84-9):
R22 Harmful if swallowed.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements about Guaiazulene (489-84-9):
S22 Do not breathe dust.
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
Attentions:
1. Storage: Keep container closed when not in use. Refrigerator (approx 4 °C). Store in a cool, dry area away from incompatible substances.
2. Handling: Do not get in eyes, on skin, or on clothing. Do not ingest or inhale. Do not breathe dust. Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation