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| CAS No.: | 526-55-6 |
|---|---|
| Name: | Tryptophol |
| Molecular Structure: | |
|
|
|
| Formula: | C10H11NO |
| Molecular Weight: | 161.203 |
| Synonyms: | Indole-3-ethanol(8CI);1H-Indole-3-ethanol;2-(1H-Indol-3-yl)ethanol;2-(3-Indolyl)ethanol;3-(2-Hydroxyethyl)-1H-indole;3-(2-Hydroxyethyl)indole;3-(b-Hydroxyethyl)indole;IEA;NSC 3884;b-(3-Indole)ethanol;3-Indoleethanol; |
| EINECS: | 208-393-2 |
| Density: | 1.219 g/cm3 |
| Melting Point: | 56-59 °C(lit.) |
| Boiling Point: | 357.803 °C at 760 mmHg |
| Flash Point: | 170.193 °C |
| Solubility: | 10 g/L (20 °C) in water |
| Appearance: | off-white to brown crystalline mass |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | Xi:; ">  Xi:; |
| Safety: | 24/25 |
| PSA: | 36.02000 |
| LogP: | 1.70270 |
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| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Reflux; | 100% |
| With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 10h; Inert atmosphere; | 96% |
| Stage #1: indole-3-acetic acid With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; for 12h; Inert atmosphere; Stage #2: With silica gel In methanol at 50℃; for 3h; | 92% |
- 18372-22-0
2-(3-indolyl)oxoacetic acid methyl ester
- 526-55-6
2-(3-indole)-ethanol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 12h; | 100% |
| With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 70℃; for 5h; Inert atmosphere; | 80% |
| With sodium borohydrid In isopropyl alcohol |
- 101079-48-5
3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole
- 526-55-6
2-(3-indole)-ethanol
| Conditions | Yield |
|---|---|
| With aluminium(III) chloride hexahydrate In methanol at 100℃; for 0.25h; Solvent; Temperature; Microwave irradiation; Sealed tube; chemoselective reaction; | 98% |
| With cerium (IV) sulfate tetrahydrate In methanol at 130℃; for 0.333333h; Microwave irradiation; | 90% |
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran | 96% |
| With isopropyl alcohol In hexane at 0 - 20℃; for 0.583333h; Bouveault-Blanc Reduction; Inert atmosphere; | 81% |
| With tetrabutylammonium borohydride In dichloromethane for 10h; Heating; | 69% |
| Conditions | Yield |
|---|---|
| With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; Bouveault-Blanc reduction; Inert atmosphere; | 95% |
| With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 20h; Inert atmosphere; | 81% |
| Stage #1: ethyl 3-indoleacetate With polyethylsiloxane; LiTi(OPr-i)4 at 100℃; for 24h; Stage #2: With sodium hydroxide In tetrahydrofuran for 3h; Heating; | 49% |
| With lithium aluminium tetrahydride; diethyl ether | |
| With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; | 99 %Spectr. |
| Conditions | Yield |
|---|---|
| With sulfuric acid In N,N-dimethyl acetamide; water at 100℃; | 92% |
| With L-(+)-tartaric acid-urea melt at 70℃; for 1h; Fischer Indole Synthesis; | 90% |
| With montmorillonite K-10 In N,N-dimethyl acetamide; water at 80℃; for 2h; | 75% |
- 160194-28-5
1-triethylsilanyl-4-(triethylsilanyloxy)but-1-yne
- 615-36-1
2-bromoaniline
- 526-55-6
2-(3-indole)-ethanol
| Conditions | Yield |
|---|---|
| Stage #1: 1-triethylsilanyl-4-(triethylsilanyloxy)but-1-yne; 2-bromoaniline With 2 mol% Pd/C; sodium carbonate In N,N-dimethyl-formamide at 120℃; for 18h; Larock heteroannulation; Inert atmosphere; Stage #2: With hydrogenchloride In water regioselective reaction; | 87% |
- 40118-09-0
2,3-dihydro-1H-indole-3-ethanol
- 526-55-6
2-(3-indole)-ethanol
| Conditions | Yield |
|---|---|
| With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); oxygen In ethyl acetate at 70℃; under 760.051 Torr; for 46h; Sealed tube; | 85% |
| Conditions | Yield |
|---|---|
| With samarium diiodide; water; triethylamine In tetrahydrofuran at 23℃; for 18h; Inert atmosphere; chemoselective reaction; | 82% |
| Multi-step reaction with 2 steps 1: aqueous NaOH 2: lithium alanate; diethyl ether View Scheme |
- 201230-82-2
carbon monoxide
- 287477-27-4
2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]aniline
A
- 13137-14-9
acetic acid 2-(1H-indol-3-yl)ethyl ester
B
- 526-55-6
2-(3-indole)-ethanol
C
- 156049-44-4
3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole
| Conditions | Yield |
|---|---|
| With carbonylhydridetris(triphenylphosphine)rhodium(I); hydrogen; 1,2-bis-(diphenylphosphino)ethane In toluene at 100℃; under 18751.9 Torr; for 8h; regioselective reaction; | A n/a B n/a C 78% |
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Chemistry
Product Name: Tryptophol (CAS NO.526-55-6)
Molecular Formula: C10H11NO
Molecular Weight: 161.2g/mol
Mol File: 526-55-6.mol
Einecs: 208-393-2
Melting Point: 56-59 °C(lit.)
Boiling point: 357.8 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 170.2 °C
Density: 1.219 g/cm3
Water Solubility: 10 g/L (20 ºC)
Surface Tension: 57.5 dyne/cm
Enthalpy of Vaporization: 63.65 kJ/mol
Vapour Pressure: 9.66E-06 mmHg at 25°C
XLogP3-AA: 1.8
H-Bond Donor: 2
H-Bond Acceptor: 1
Structure Descriptors of Tryptophol (CAS NO.526-55-6):
IUPAC Name: 2-(1H-indol-3-yl)ethanol
Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CCO
InChI: InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2
InChIKey: MBBOMCVGYCRMEA-UHFFFAOYSA-N
Product Categories: Heterocyclic Compounds; Indoles; Simple Indoles
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 351mg/kg (351mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of Toxicology and Environmental Health. Vol. 1, Pg. 515, 1976. |
| mouse | LD50 | intravenous | 180mg/kg (180mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00777, |
Safety Profile
Safety Information of Tryptophol (CAS NO.526-55-6):
Hazard Codes: Xi
Safety Statements: 24/25
24: Avoid contact with skin
25: Avoid contact with eyes
Specification
Tryptophol ,its CAS NO. is 526-55-6,the synonyms is 1H-Indole-3-ethanol ; 2-(3-Indolyl)ethanol ; 3-(2-Hydroxyethyl)indole ; 3-(beta-Hydroxyethyl)indole ; 3-Indolylethanol ; 5-21-03-00061 (Beilstein Handbook Reference) ; BRN 0125553 ; EINECS 208-393-2 ; Ethanol, 2-indol-3-yl- ; Ethanol, 3-indolyl- ; IEA ; Indole ethanol ; NSC 3884 .