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| CAS No.: | 120-72-9 |
|---|---|
| Name: | Indole |
| Molecular Structure: | |
|
|
|
| Formula: | C8H7N |
| Molecular Weight: | 117.15 |
| Synonyms: | 2,3-Benzopyrrole;1-Benzo(b)pyrrole;1H-indole;1-Azaindene;Benzopyrrole;2, 3-Benzopyrrole;Indole 99%min;Indole perfume;Indole industrial;Indole Crystal;1-Benzazole;2,3-Benzopyrole;Ketole;Benzo[b]pyrrole;3-benzopyrrole; 1H-indole; |
| EINECS: | 204-420-7 |
| Density: | 1.22 g/cm3 |
| Melting Point: | 51-54 °C(lit.) |
| Boiling Point: | 253 °C at 760 mmHg |
| Flash Point: | 107.839 °C |
| Solubility: | methanol: 0.1 g/mL, clear |
| Appearance: | white crystals with an unpleasant odour |
| Hazard Symbols: |
 Xn, N, T
|
| Risk Codes: | 21/22-37/38-41-50/53-36-39/23/24/25-23/24/25 |
| Safety: | 26-36/37/39-60-61-45-36/37 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 15.79000 |
| LogP: | 2.16790 |
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4,5,6,7-tetrahydroindole
- 120-72-9
indole
| Conditions | Yield |
|---|---|
| With hydrogen; palladium/alumina at 370℃; | 100% |
| With hydrogen; palladium/alumina at 350 - 370℃; Product distribution; other palladium catalysts; | 100% |
| With hydrogen sulfide; palladium/alumina In toluene at 350℃; for 0.5h; | 100% |
| Conditions | Yield |
|---|---|
| tris(triphenylphosphine)ruthenium(II) chloride In toluene for 6h; Rate constant; Mechanism; Heating; | 100% |
| With C21H32Cl4N2Ru In toluene for 6h; Reagent/catalyst; Heating; | 100% |
| With tert.-butylhydroperoxide; iron(III) chloride; C42H40Cu2N8 In water; acetonitrile at 60℃; for 16h; | 100% |
- 15121-84-3
2-nitro-benzeneethanol
- 120-72-9
indole
| Conditions | Yield |
|---|---|
| Pd-C | 100% |
| With C28H28ClNO2Ru; oxygen; potassium carbonate In isopropyl alcohol at 130℃; for 6h; Reagent/catalyst; | 92% |
| With hydrogen In o-xylene under 760.051 Torr; for 12h; Reflux; | 68% |
| Conditions | Yield |
|---|---|
| 100% | |
| 100% | |
| With C21H28I3IrN6Pd; potassium hydroxide In toluene at 110℃; for 2h; Reagent/catalyst; Inert atmosphere; Schlenk technique; | 99% |
- 31271-90-6
1-(p-toluenesulfonyl)-1H-indole
- 120-72-9
indole
| Conditions | Yield |
|---|---|
| With methanol; magnesium for 0.333333h; sonication: 35 kHz, 120-240 W; | 100% |
| With naphthalene; tetraethylammonium bromide In N,N-dimethyl-formamide at 0℃; Inert atmosphere; Electrolysis; | 97% |
| With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Mechanism; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube; Irradiation; | 96% |
- 116548-00-6
N-<2-(Trimethylsilylethynyl)phenyl>methanesulfonamide
- 120-72-9
indole
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In tetrahydrofuran for 3h; Heating; | 100% |
- 40899-71-6
1-benzenesulfonylindole
- 120-72-9
indole
| Conditions | Yield |
|---|---|
| With magnesium; lithium tert-butoxide In tetrahydrofuran at 20℃; for 12h; Product distribution; Further Variations:; Reagents; | 100% |
| With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; Irradiation; | 91% |
| With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere; Darkness; Schlenk technique; | 91% |
| Conditions | Yield |
|---|---|
| With hydrogen | 100% |
- 120-72-9
indole
| Conditions | Yield |
|---|---|
| With titanium(IV) isopropylate; chloro-trimethyl-silane; magnesium In tetrahydrofuran at 50℃; for 12h; Inert atmosphere; | 100% |
- 70957-04-9
N-pivaloyl indole
- 120-72-9
indole
| Conditions | Yield |
|---|---|
| With n-butyllithium; diisopropylamine In tetrahydrofuran; hexanes at -78 - 45℃; for 2h; Inert atmosphere; | 100% |
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Chemistry
Molecular Structure:
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Molecular Formula: C8H7N
Molecular Weight: 117.1479
IUPAC Name: 1H-Indole
Synonyms of Indole (CAS NO.120-72-9): 1-Azaindene ; 1-Benzazole ; 1-Benzo(b)pyrrole ; 1H-Indole ; 2,3-Benzopyrole ; 2,3-Benzopyrrole ; AI3-01540 ; Benzopyrrole ; CCRIS 4421 ; Caswell No. 498B ; EINECS 204-420-7 ; EPA Pesticide Chemical Code 025000 ; FEMA No. 2593 ; HSDB 599 ; INDOLE ; Indol [German] ; Indole (natural) ; Ketole ; NSC 1964 ; UNII-8724FJW4M5
CAS NO: 120-72-9
Classification Code: Skin / Eye Irritant ; Tumor data
Density: 1.22g/cm3
Melting Point: 51-54oC
Boiling Point: 253-254oC
Flash Point: 136oC
Solubility: 2.80 g/L (25oC)
Appearance: white crystals with an unpleasant odour
Mol File: 120-72-9.mol
storage temp.: 2-8oC
Sensitive: Light Sensitive
BRN:107693
History
Indole (CAS NO.120-72-9) can be used to produce isatin and oxindole. Oxindole was reduced to indole using zinc dust by Adolf von Baeyer In 1866. Then in 1869, Adolf von Baeyer give a formula for indole.Until the end of the 19th century,one kind of indole derivatives was important dyestuffs. Later, In the 1930s, people found that the indole nucleus is present in many important alkaloids. It plays an important role in today research work.
Uses
Indole (CAS NO.120-72-9) is used in Natural jasmine oil. Natural jasmine oil is used in the perfume industry which contains about 2.5% of indole. Besides,Indole is used in the manufacture of synthetic jasmine oil.
Production
Method of synthesis of Indole (CAS NO.120-72-9): Leimgruber-Batcho indole synthesis; Fischer indole synthesis; Bartoli indole synthesis; Bischler-M?hlau indole synthesis; Fukuyama indole synthesis; Gassman indole synthesis; Hemetsberger indole synthesis; Larock indole synthesis; Madelung synthesis; Nenitzescu indole synthesis; Reissert indole synthesis; Baeyer-Emmerling indole synthesis
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 117mg/kg (117mg/kg) | Yakugaku Zasshi. Journal of Pharmacy. Vol. 94, Pg. 1620, 1974. | |
| mouse | LD50 | subcutaneous | 225mg/kg (225mg/kg) | Klinische Wochenscrift. Vol. 35, Pg. 504, 1957. | |
| mouse | LDLo | oral | 1070mg/kg (1070mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985. | |
| rabbit | LD50 | skin | 790mg/kg (790mg/kg) | American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962. | |
| rat | LD50 | oral | 1gm/kg (1000mg/kg) | American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
A poison by intraperitoneal and subcutaneous routes. Moderately toxic by ingestion and skin contact. A severe eye irritant. Questionable carcinogen with experimental carcinogenic and tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.
Safty informations about Indole (CAS NO.120-72-9):
Hazard Codes: Xi
,N
,T
Risk Statements:21/22-37/38-41-50/53-36-39-23/24/25
R21/22: Harmful in contact with skin and if swallowed.
R37/38: Irritating to respiratory system and skin.
R41: Risk of serious damage to the eyes.
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36: Irritating to eyes.
R39: Danger of very serious irreversible effects.
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements:26-36/37/39-60-61-45
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.
S60: This material and its container must be disposed of as hazardous waste.
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 1
RIDADR: UN 2811 6.1/PG 3
RTECS: NL2450000
F: 8-13
HazardClass: 9
PackingGroup: III