| Identification | More | [Name]
1,2,3,4-Tetrahydroquinoline | [CAS]
635-46-1 | [Synonyms]
1,2,3,4-TETRAHYDROQUINOLINE
1,2,3,4-TETRAHYDRO-QUINOLINE HYDROCHLORIDE
1-AZATETRALIN
AKOS BBS-00003596
AURORA KA-684
1,2,3,4-Tetrahydrochinoline
1,2,3,4-tetrahydro-quinolin
Kusol
Tetrahydroquinoline
Quinoline,1,2,3,4-tetrahydro-
1,2,3,4-Hydroquinoline
1 2 3 4-TETRAHYDROQUINOLINE 98+%
1,2,3,4-Tetrahydroquinoline99%
1,2,3,4-TETRHYDROQUINOLINE
Py-Tetrahydroquinoline | [EINECS(EC#)]
211-237-6 | [Molecular Formula]
C9H11N | [MDL Number]
MFCD00006693 | [Molecular Weight]
133.19 | [MOL File]
635-46-1.mol |
| Chemical Properties | Back Directory | [Appearance]
clear pale yellow to yellow liquid | [Melting point ]
9-14 °C (lit.) | [Boiling point ]
113-117 °C/10 mmHg (lit.)
249 °C (lit.) | [density ]
1.061 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.593(lit.)
| [Fp ]
213 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Liquid | [pka]
5.09±0.20(Predicted) | [color ]
Clear pale yellow to yellow | [Odor]
at 1.00 % in dipropylene glycol. honey civet animal phenolic | [PH]
10-11 (111g/l, H2O, 20℃)(as an emulsion) | [biological source]
synthetic | [Odor Type]
animal | [Water Solubility ]
<1 g/L (20 ºC) | [FreezingPoint ]
11.0 to 20.0 ℃ | [Detection Methods]
GC,NMR | [BRN ]
116149 | [InChI]
1S/C9H11N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-2,4,6,10H,3,5,7H2 | [InChIKey]
LBUJPTNKIBCYBY-UHFFFAOYSA-N | [SMILES]
C1CNc2ccccc2C1 | [LogP]
2.290 | [CAS DataBase Reference]
635-46-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Quinoline, 1,2,3,4-tetrahydro-(635-46-1) | [EPA Substance Registry System]
635-46-1(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301-H412 | [Precautionary statements ]
P264-P270-P273-P301+P310-P405-P501 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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
| [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29334990 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Aquatic Chronic 3 |
| Hazard Information | Back Directory | [Chemical Properties]
clear pale yellow to yellow liquid | [Uses]
1,2,3,4-Tetrahydroquinoline(635-46-1) is a reagent used in the synthesis of N-substituted benzoyl-1,2,3,4-tetrahydroquinolyl-1-carboxamides displaying fungicidal activity.
| [Application]
1,2,3,4-Tetrahydroquinoline (THQ) is a fundamental structural unit that can be used as a pharmaceutical intermediate. THQ and its derivatives are frequently employed in the development of numerous compounds with significant biological activity, such as anticancer drugs, chronic pain inhibitors and agents for reversing multidrug resistance. | [Definition]
ChEBI: A member of the class of quinolines that is the 1,2,3,4-tetrahydro derivative of quinoline. | [Synthesis Reference(s)]
Chemical and Pharmaceutical Bulletin, 34, p. 3905, 1986 DOI: 10.1248/cpb.34.3905
Tetrahedron, 52, p. 1631, 1996 DOI: 10.1016/0040-4020(95)00991-4 | [Safety]
1,2,3,4-Tetrahydroquinoline is harmful to humans; it can be absorbed through the skin, causing skin irritation and severe eye irritation. Inhalation may cause respiratory tract irritation. Pharmacological studies indicate that it is toxic to the central nervous system, the cornea, the retina and the optic nerve; ingestion may cause liver damage and liver cancer. | [Synthesis]
1,2,3,4-Tetrahydroquinoline is synthesised using quinoline N-oxide as a raw material by chemical reaction. The specific synthesis steps are as follows:
General procedure: In a 1.5 mL reaction vial, B(C6F5)3 (0.025 mmol, 5.0 mol %) was dissolved in chloroform (0.60 mL), towhich diethylsilane (1.75 mmol, 3.5 equiv) was added. After shaking briefly, quinolines (1a-p, 0.50 mmol, 1.0equiv) was subsequently added to the above catalyst solution under argon atmosphere. The reaction mixturewas stirred at 25-65 oC for 6-24 h for the reaction of 1a-h, and at 25-100 oC for 2-24 h for the reaction of 1i-p,then allowed to cool down to room temperature and concentrated under reduced pressure to give the crudeproduct. This reaction mixture was then treated with 0.25 N HCl ethereal solution (7 mL) and stirred at roomtemperature for 1 h to give the solid residue, which was subsequently washed with ether. The solid residue wasthen dissolved or suspended in MeOH (1.0 mL) and neutralized with Na2CO3·H2O (0.5 g) at 0 oC. After stirringfor 2 h, MeOH was removed under reduced pressure, and the neutralized reaction residue was dissolved inCH2Cl2 and washed with brine (5 mL) and water (5 mL). The crude product was then obtained from the organicphase of CH2Cl2 solution and finally purified by column chromatography on silica gel to give 2a-h(EtOAc/Hexane = 1/9) and 2i-p (EtOAc/Hexane = 3/7).
|
| Spectrum Detail | Back Directory | [Spectrum Detail]
1,2,3,4-Tetrahydroquinoline(635-46-1)MS
1,2,3,4-Tetrahydroquinoline(635-46-1)1HNMR
1,2,3,4-Tetrahydroquinoline(635-46-1)13CNMR
1,2,3,4-Tetrahydroquinoline(635-46-1)IR1
1,2,3,4-Tetrahydroquinoline(635-46-1)Raman
|
| Well-known Reagent Company Product Information | Back Directory | [Acros Organics]
1,2,3,4-Tetrahydroquinoline, 98%(635-46-1) | [Alfa Aesar]
1,2,3,4-Tetrahydroquinoline, 99%(635-46-1) | [Sigma Aldrich]
635-46-1(sigmaaldrich) | [TCI AMERICA]
1,2,3,4-Tetrahydroquinoline,>95.0%(GC)(635-46-1) |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
|