All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C12H13N
CAS Number:
Molecular Weight:
171.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
99%
bp
325-330 °C (lit.)
mp
118-120 °C (lit.)
SMILES string
C1CCc2c(C1)[nH]c3ccccc23
InChI
1S/C12H13N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1,3,5,7,13H,2,4,6,8H2
InChI key
XKLNOVWDVMWTOB-UHFFFAOYSA-N
Application
1,2,3,4-Tetrahydrocarbazole can be used as a starting material to prepare:
- Spiro[cyclopentane-1,2′-indolin-3′-one] by photooxygenation.
- 9-Acyl-1,2,3,4-tetrahydrocarbazoles by N-acylation reactions.
- Carbazole via palladium-catalyzed asymmetric hydrogenation reaction.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
新产品
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Photooxygenation of 1, 2, 3, 4-Tetrahydrocarbazole: Synthesis of Spiro [cyclopentane-1, 2 `-indolin-3 `-one]
Mateo CA, et al.
The Journal of Organic Chemistry, 61(2), 810-812 (1996)
Jing Chen et al.
Archiv der Pharmazie, 342(3), 165-172 (2009-02-13)
A novel series of 2-substituted aminomethyl-9-alkyl-1,2,3,4-tetrahydrocarbazole-1-ones 5a-q was synthesized via aminomethylation of 9-alkyl-1,2,3,4-tetrahydrocarbazole-1-ones 4a-e with hydrochlorides of the respective amines 6a-m. The structures of these newly synthesized compounds were characterized by (1)H-NMR, MS, and elemental analysis. All the compounds were
Jean Chang-Fong et al.
Bioorganic & medicinal chemistry letters, 14(8), 1961-1964 (2004-03-31)
An investigation of the structure-affinity relationships for the binding of 4-(N,N-dimethylaminomethyl)-N(9)-arylsulfonyl-9H-1,2,3,4-tetrahydrocarbazoles (conformationally-constrained analogues of the benzenesulfonyltryptamine 5-HT(6) antagonist MS-245) at human 5-HT(6) receptors revealed that various arylsulfonyl substituents are tolerated and that the 4-(N,N-dimethylaminomethyl) group is not required for binding.
Pd-catalyzed asymmetric hydrogenation of unprotected indoles activated by bronsted acids
Wang D-S, et al.
Journal of the American Chemical Society, 132(26), 8909-8911 (2010)
Chao Zheng et al.
Accounts of chemical research, 53(4), 974-987 (2020-04-11)
ConspectusThe Pictet-Spengler reaction is a fundamental named reaction in organic chemistry, and it is the most straightforward method for the synthesis of tetrahydro-β-carbolines, a core structure embedded in numerous alkaloids. Spiroindolenines are often proposed as possible intermediates in Pictet-Spengler reactions.
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service