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Name	1,2,3,4-Tetrahydroquinoline	EINECS	211-237-6
CAS No.	635-46-1	Density	1.006 g/cm³
PSA	12.03000	LogP	2.18270
Solubility	<1 g/L (20 °C) in water	Melting Point	9-14 °C(lit.)
Formula	C₉H₁₁N	Boiling Point	250.775 °C at 760 mmHg
Molecular Weight	133.193	Flash Point	100.6 °C
Transport Information	N/A	Appearance	clear pale yellow to yellow liquid
Safety	26-36/37-36	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	Kusol;1.2.3.4-tetra-hydroquinoline;Quinoline, 1,2,3,4-tetrahydro-;1,2,3,4-Hydroquinoline;1.2.3.4-tetra- hydroquinoline;1,2,3,4－tetrahydroquinolines;1,2,3,4-Tetrahydro-quinoline;	Article Data	226

1,2,3,4-Tetrahydroquinoline Synthetic route

: 91-22-5
quinoline

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With hydrogen; Wilkinson's catalyst In benzene at 85℃; under 16031.6 Torr; for 60h;	100%
With hydrogen; polymer incarcerated palladium In tetrahydrofuran at 20℃; for 24h;	100%
With hydrogen; Pd-containing polymer micelles In tetrahydrofuran at 20℃; under 760 Torr; for 24h;	100%

: 2739-16-4
3,4-dihydro-2H-quinoline-1-carbaldehyde

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water	99%
With sodium hydroxide In ethanol for 6h; Hydrolysis; Heating;	93%
With hydrogenchloride

: 182565-33-9
1-(4-nitrobenzenesulfonyl)-1,2,3,4-tetrahydroquinoline

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With potassium carbonate; thiophenol In acetonitrile for 24h;	99%

: 3,4-dihydro-2H-quinoline-1-carboxylic acid allyl ester

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With titanium(IV) isopropylate; chloro-trimethyl-silane; magnesium In tetrahydrofuran at 50℃; for 24h;	99%
Multi-step reaction with 2 steps 1: aminomethyl resin-supported N-propylbarbituric acid / Pd(PPh3)4 / tetrahydrofuran / 1 h / 20 - 40 °C 2: 86 percent / aminomethyl resin-supported N-propylbarbituric acid / Pd(PPh3)4 / tetrahydrofuran / 40 °C View Scheme

: C13H13NO2

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With titanium(IV) isopropylate; chloro-trimethyl-silane; magnesium In tetrahydrofuran at 50℃; for 12h;	99%

: 4964-71-0
5-bromoquinoline

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With hydrogen In water at 20℃; for 24h; regioselective reaction;	97%

: 5344-90-1
2-Aminobenzyl alcohol

: 64-17-5
ethanol

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With layered double hydroxide supported NiAl at 20 - 125℃; for 24h; Reagent/catalyst;	97%

: 553-03-7
3,4-dihydro-2(1H)-quinolone

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With [RuCl2(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; hydrogen; caesium carbonate In toluene; butan-1-ol at 120℃; under 22502.3 Torr; for 6h; Catalytic behavior; Solvent; Reagent/catalyst; Schlenk technique; Autoclave;	96%
With borane-ammonia complex; boron trifluoride diethyl etherate; tris(pentafluorophenyl)borate In 1,2-dichloro-ethane at 60℃; for 16h;	90%
With tetra(n-butyl)ammonium borohydride In dichloromethane for 10h; Heating;	86%

: 18655-48-6
3-(2-chlorophenyl)-1-propanamine

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); sodium t-butanolate; 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene monohydrochloride In 1,4-dioxane at 100℃; for 4h;	96%
With sodium hydride; tert-butyl alcohol; 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene monohydrochloride; palladium diacetate In 1,4-dioxane for 3h;

: 580-22-3
2-aminoquinoline

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With iridium(IV) oxide tetrahydrate; hydrogen In methanol at 20℃; for 24h; regioselective reaction;	96%

1,2,3,4-Tetrahydroquinoline Chemical Properties

Molecular Structure of 1,2,3,4-Tetrahydroquinoline (CAS NO.635-46-1):

IUPAC Name: 1,2,3,4-tetrahydroquinoline
Molecular Formula: C₉H₁₁N
Molecular Weight: 133.19
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 0
Polar Surface Area: 3.24Å²
Index of Refraction: 1.544
Molar Refractivity: 41.77 cm³
Molar Volume: 132.2 cm³
Surface Tension: 37 dyne/cm
Density: 1.006 g/cm³
Flash Point: 100.6 °C
Enthalpy of Vaporization: 48.81 kJ/mol
Boiling Point: 250.8 °C at 760 mmHg
Vapour Pressure: 0.0212 mmHg at 25°C
Melting point: 15-17^oC
EINECS: 211-237-6
Water Solubility: <1 g/L (20 ºC)
BRN: 116149
InChI
InChI=1/C9H11N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-2,4,6,10H,3,5,7H2
Smiles
N1c2c(cccc2)CCC1
Product Categories: Quinoline&Isoquinoline; Building Blocks; Heterocyclic Building Blocks; Isoquinolines; Quinolines; Alphabetical Listings; Flavors and Fragrances; Q-Z

1,2,3,4-Tetrahydroquinoline Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S36:Wear suitable protective clothing.
WGK Germany: 3
HS Code: 29334990

1,2,3,4-Tetrahydroquinoline Specification

1,2,3,4-Tetrahydroquinoline , with CAS number of 635-46-1, can be called Kusol ; 1.2.3.4-tetra-hydroquinoline ; Quinoline, 1,2,3,4-tetrahydro- ; 1,2,3,4-Hydroquinoline ; 1.2.3.4-tetra- hydroquinoline ; 1,2,3,4－tetrahydroquinolines ; 1,2,3,4-Tetrahydro-quinoline . It is a clear pale yellow to yellow liquid.

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