1,2,3,4-Tetrahydrocarbazole

1,2,3,4-Tetrahydrocarbazole Basic information
Product Name:1,2,3,4-Tetrahydrocarbazole
Synonyms:,3,4,9-Tetrahydro-1H-carbazole;1H-Indole, 2,3-(1,4-butanediyl)-;2,3,4,9-tetrahydro-1h-carbazol;2,3-Tetramethylene-1H-indole;5,6,7,8-tetrahydro-carbazol;5,6,7,8-Tetrahydrocarbazole;Carbazole, 1,2,3,4-tetrahydro-;Carbazole, 5,6,7,8-tetrahydro-
CAS:942-01-8
MF:C12H13N
MW:171.24
EINECS:213-385-7
Product Categories:Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Building Blocks;Carbazoles;Heterocyclic Building Blocks
Mol File:942-01-8.mol
1,2,3,4-Tetrahydrocarbazole Structure
1,2,3,4-Tetrahydrocarbazole Chemical Properties
Melting point 118-120 °C (lit.)
Boiling point 325-330 °C (lit.)
density 1.1459 (rough estimate)
refractive index 1.6544 (estimate)
Fp 325-330°C
storage temp. Sealed in dry,Room Temperature
pka17.84±0.20(Predicted)
form powder to crystal
color White to Orange to Green
Water Solubility Insoluble in water. Solubility in methanol (almost transparency).
BRN 133771
CAS DataBase Reference942-01-8(CAS DataBase Reference)
NIST Chemistry Reference1H-Carbazole, 2,3,4,9-tetrahydro-(942-01-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 2
RTECS FE6300000
HS Code 29339900
MSDS Information
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1,2,3,4-Tetrahydrocarbazole Usage And Synthesis
Chemical Propertiesbeige crystalline powder
Uses1,2,3,4-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.

UsesIt finds its application as a pharmaceutical intermediate and in the synthesis of aspidospermidine alkaloids.
Synthesis Reference(s)Chemical and Pharmaceutical Bulletin, 14, p. 934, 1966 DOI: 10.1248/cpb.14.934
Tetrahedron Letters, 26, p. 161, 1985 DOI: 10.1016/S0040-4039(00)61869-5
1,2,3,4-Tetrahydrocarbazole Preparation Products And Raw materials
Preparation ProductsOndansetron-->1,2,3,9-Tetrahydro-4(H)-carbazol-4-one-->9-[(5-chloro-1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)ethylidene]-2,3,4,4a,9,9a-hexahydro-1H-carbazolium chloride-->9-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE
3-Amino-1,2,3,4-tetrahydrocarbazole-3-carboxylic acid, N1-BOC 3-BOC protected 3-ETHYL-1,2,3,4-TETRAHYDROCARBAZOLE 3-methylamino-1,2,3,4-tetrahydrocarbazole 3-amino-6-carboxamido-1,2,3,4-tetrahydrocarbazole 4-OXO-1,2,3,4-TETRAHYDROCARBAZOLE N-BENZYL-1,2,3,4-TETRAHYDROCARBAZOLE (S)-3-Amino-1,2,3,4-tetrahydrocarbazole Diethyl 1,2,3,4-Tetrahydrocarbazole-1,8-dicarboxylate cis-1,2,3,6-Tetrahydrophthalic anhydride 1,2,3,4-Tetrahydrocarbazole-4-one 4-HYDROXY-1,2,3,4-TETRAHYDROCARBAZOLE 1,2,3,4-TETRAHYDROCARBAZOLE-1-ONE 6-CHLORO-1 2 3 4-TETRAHYDROCARBAZOLE 9&,6-CHLORO-1,2,3,4-TETRAHYDROCARBAZOLE, 98 % (R)-3-Amino-1,2,3,4-tetrahydrocarbazole carbazol-4-one hydrochloride 3-METHYL-1,2,3,4-TETRAHYDROCARBAZOLE Methyl tetrahydrophthalic anhydride N-Methyl tetrahydro carbazole-4-ketone

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