80278-94-0

Basic information

• Product Name: 1,2,3,3A,4,8B-HEXAHYDROCYCLOPENTA[B]INDOLE
• Synonyms: 1,2,3,3A,4,8B-HEXAHYDROCYCLOPENTA[B]INDOLE;Cyclopent[b]indole, 1,2,3,3a,4,8b-hexahydro-;1,2,3,3a,4,8b-hexahydro-Cyclopent[b]indole;(3aS,8bS)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole
• CAS NO: 80278-94-0
• Molecular Formula: C₁₁H₁₃N
• Molecular Weight: 159.23
• Mol File: 80278-94-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 256.522°C at 760 mmHg
• Flash Point: 112.54°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.573
• PKA: 5.41±0.20(Predicted)
• CAS DataBase Reference: 1,2,3,3A,4,8B-HEXAHYDROCYCLOPENTA[B]INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,3A,4,8B-HEXAHYDROCYCLOPENTA[B]INDOLE(80278-94-0)
• EPA Substance Registry System: 1,2,3,3A,4,8B-HEXAHYDROCYCLOPENTA[B]INDOLE(80278-94-0)

Safety Data

• Hazardous Substances Data: 80278-94-0(Hazardous Substances Data)

Usage

Uses

1,2,3,3a,4,8b-Hexahydrocyclopent[b]indole is used in the synthesis of dy-sensitized solar cells.

InChI:InChI=1/C11H13N/c1-2-6-10-8(4-1)9-5-3-7-11(9)12-10/h1-2,4,6,9,11-12H,3,5,7H2

Upstream product

• 19172-47-5 Lawessons reagent 
• 1132-58-7 cyclopentanone phenylhydrazone 
• 933-60-8 exo-dicyclopentadiene 
• 62-53-3 aniline 

Downstream Products

• 428868-35-3 (7bR,10aR)-2,3,4,7b,8,9,10,10a-octahydro-1H-cyclopenta[b][1,4]diazepino[6,7,1-hi]indole hydrochloride 
• 1333260-08-4 (-)-(3aS,8bS)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole 
• 273220-33-0 4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole 
• 1293967-22-2 (4-p-tolyl-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)boronic acid 

Relevant articles and documents

Kinetic Resolution of 2-Substituted Indolines by N-Sulfonylation using an Atropisomeric 4-DMAP-N-oxide Organocatalyst

The first catalytic kinetic resolution by N-sulfonylation is described. 2-Substituted indolines are resolved (s=2.6–19) using an atropisomeric 4-dimethylaminopyridine-N-oxide (4-DMAP-N-oxide) organocatalyst. Use of 2-isopropyl-4-nitrophenylsulfonyl chloride is critical to the stereodiscrimination and enables facile deprotection of the sulfonamide products with thioglycolic acid. A qualitative model that accounts for the stereodiscrimination is proposed.

STUDIES ON ORGANOPHOSPHORUS COMPOUNDS-XXXVII SYNTHESES OF Δ5-1,2,3-DIAZAPHOSPHOLINES AND INDOLES FROM HYDRAZONES

2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide, 1, reacts with phenylhydrazones of methylketones to give Δ5-1,2,3-daizaphospholines, 3; in one case 2-methyl-3-phenylindole, 4, was also isolated.Phenylhydrazones of cyclopentanone and cyclohexanone similarly yield the corresponding annulated P-heterocycles, 6a, 6b and as byproducts the indoles 7a and 7b, respectively.The sole product from the reaction of 1 with the phenylhydrazone of 1,3-diphenyl-2-propanone is 2-benzyl-3-phenylindole, 9.A mechanism for the formation of the diazaphospholines is suggested.