357839

1,5,6,7-Tetrahydro-4H-indol-4-one

98%

• 동의어(들): 4,5,6,7-Tetrahydro-4-oxoindole, NSC 131681
• 실험식(Hill 표기법): C₈H₉NO
• CAS Number: 13754-86-4
• Molecular Weight: 135.16
• MDL number: MFCD00075438
• UNSPSC 코드: 12352100
• PubChem Substance ID: 24861947
• NACRES: NA.22

속성

• Quality Level: 100
• 분석: 98%
• mp: 188-190 °C (lit.)
• 작용기: ketone
• SMILES string: O=C1CCCc2[nH]ccc12
• InChI: 1S/C8H9NO/c10-8-3-1-2-7-6(8)4-5-9-7/h4-5,9H,1-3H2
• InChI key: KASJZXHXXNEULX-UHFFFAOYSA-N

설명

일반 설명

Iodination of 1,5,6,7-tetrahydro-4H-indol-4-one using 1-chloromethyl­-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetra­fluoroborate) yields α-iodo derivative as the main product.

애플리케이션

1,5,6,7-Tetrahydro-4H-indol-4-one may be used in the preparation of:

• 4-oxo-4,5,6,7-tetrahydro-1H-indole-2-carbonitrile
• methyl 2-(4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)acrylate
• 3-(4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)propanenitrile
• potent and orally active 5-HT1A agonists, (R)-(+)- and (S)-(-)-1-formyl-6,7,8,9-tetrahydro-N,N-dipropyl-3H-benz[e]indol-8-amines

• Reactant in synthesis of psammopemmin A as antitumor agent
• Reactant in synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoesters and tricyclic tetrahydrobenzindoles via C-H insertion reactions
• Reactant in preparation of tricyclic indole and dihydroindole derivatives as inhibitors of guanylate cyclase
• Reactant in preparation of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of (halobenzyl)pyrroles
• Reactant in enantioselective preparation of arylalkenyl indoles via asymmetric C-H insertion of rhodium carbenoids followed by Cope rearrangement-elimination

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H315,H319,H335
• 예방조치 성명서: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• 표적 기관: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Gloves