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Name	Tryptophol	EINECS	208-393-2
CAS No.	526-55-6	Density	1.219 g/cm³
PSA	36.02000	LogP	1.70270
Solubility	10 g/L (20 °C) in water	Melting Point	56-59 °C(lit.)
Formula	C₁₀H₁₁NO	Boiling Point	357.803 °C at 760 mmHg
Molecular Weight	161.203	Flash Point	170.193 °C
Transport Information	N/A	Appearance	off-white to brown crystalline mass
Safety	24/25	Risk Codes	Xi:;
Molecular Structure		Hazard Symbols	Xi
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;	Article Data	99

Tryptophol Synthetic route

: 87-51-4
indole-3-acetic acid

: 526-55-6
2-(3-indole)-ethanol

Conditions

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

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

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%

: 1912-33-0
Indole-3-acetic acid methyl ester

: 526-55-6
2-(3-indole)-ethanol

Conditions

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%

: 778-82-5
ethyl 3-indoleacetate

: 526-55-6
2-(3-indole)-ethanol

Conditions

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.

: 1191-99-7
2,3-dihydro-2H-furan

: 59-88-1
phenylhydrazine hydrochloride

: 526-55-6
2-(3-indole)-ethanol

Conditions

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

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

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%

: 879-37-8
3-indolylacetamide

: 526-55-6
2-(3-indole)-ethanol

Conditions

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

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%

Tryptophol Chemical Properties

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

Tryptophol 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,

Tryptophol Safety Profile

Safety Information of Tryptophol (CAS NO.526-55-6):
Hazard Codes: Xi Irritant
Safety Statements: 24/25
24: Avoid contact with skin
25: Avoid contact with eyes

Tryptophol 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 .

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