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3H-Indole, also known as 3-hydroxyindole or indol-3-ol, is an organic compound with the molecular formula C8H7NO. It is a colorless crystalline substance that serves as an important intermediate in the synthesis of various indole-containing compounds, such as indole-3-acetic acid, a plant hormone, and tryptophan, an essential amino acid. 3H-Indole is also a precursor in the production of pharmaceuticals and other biologically active molecules. It is typically synthesized through various chemical reactions, including the Fischer indole synthesis and the Bischler-Napieralski reaction. Due to its reactivity and the presence of a hydroxyl group, 3H-indole can undergo further functionalization, making it a valuable building block in organic chemistry and pharmaceutical research.

271-26-1

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271-26-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 271-26-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,7 and 1 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 271-26:
(5*2)+(4*7)+(3*1)+(2*2)+(1*6)=51
51 % 10 = 1
So 271-26-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,6H,5H2

271-26-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3H-indole

1.2 Other means of identification

Product number -
Other names 3H-Pseudoindole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:271-26-1 SDS

271-26-1Relevant academic research and scientific papers

Aromatic Dendrimers Bearing 2,4,6-Triphenyl-1,3,5-triazine Cores and Their Photocatalytic Performance

Cyniak, Jakub S.,Kasprzak, Artur

, p. 6855 - 6862 (2021/05/29)

The synthesis of two novel aromatic dendrimers structurally derived from 1,3,5-tri[1,3-diphenyl(phenyl-5-yl)phenyl-4′-yl]benzene and bearing 2,4,6-triphenyl-1,3,5-triazine cores is reported. The obtained dendrimers were used for the OLEDs construction, as well as in the role of innovative photocatalysts for the very efficient and selective oxidation of various benzylamines to respective N-benzylidene benzylamines under mild conditions.

Transition-Metal-Controlled Inorganic Ligand-Supported Non-Precious Metal Catalysts for the Aerobic Oxidation of Amines to Imines

Yu, Han,Zhai, Yongyan,Dai, Guoyong,Ru, Shi,Han, Sheng,Wei, Yongge

supporting information, p. 13883 - 13887 (2017/10/13)

Most state-of-art transition-metal catalysts usually require organic ligands, which are essential for controlling the reactivity and selectivity of reactions catalyzed by transition metals. However, organic ligands often suffer from severe problems including cost, toxicity, air/moisture sensitivity, and being commercially unavailable. Herein, we show a simple, mild, and efficient aerobic oxidation procedure of amines using inorganic ligand-supported non-precious metal catalysts 1, (NH4)n[MMo6O18(OH)6] (M=Cu2+; Fe3+; Co3+; Ni2+; Zn2+, n=3 or 4), synthesized by a simple one-step method in water at 100 °C, demonstrating that the catalytic activity and selectivity can be significantly improved by changing the central metal atom. In the presence of these catalysts, the catalytic oxidation of primary and secondary amines, as well as the coupling of alcohols and amines, can smoothly proceed to afford various imines with O2 (1 atm) as the sole oxidant. In particular, the catalysts 1 have transition-metal ion core, and the planar arrangement of the six MoVI centers at their highest oxidation states around the central heterometal can greatly enhance the Lewis acidity of catalytically active sites, and also enable the electrons in the center to delocalize onto the six edge-sharing MO6 units, in the same way as ligands in traditional organometallic complexes. The versatility of this methodology maybe opens a path to catalytic oxidation through inorganic ligand-coordinated metal catalysis.

Towards a general ruthenium-catalyzed hydrogenation of secondary and tertiary amides to amines

Cabrero-Antonino, Jose R.,Alberico, Elisabetta,Junge, Kathrin,Junge, Henrik,Beller, Matthias

, p. 3432 - 3442 (2016/05/19)

A broad range of secondary and tertiary amides has been hydrogenated to the corresponding amines under mild conditions using an in situ catalyst generated by combining [Ru(acac)3], 1,1,1-tris(diphenylphosphinomethyl)ethane (Triphos) and Yb(OTf)3. The presence of the metal triflate allows to mitigate reaction conditions compared to previous reports thus improving yields and selectivities in the desired amines. The excellent isolated yields of two scale-up experiments corroborate the feasibility of the reaction protocol. Control experiments indicate that, after the initial reduction of the amide carbonyl group, the reaction proceeds through the reductive amination of the alcohol with the amine arising from collapse of the intermediate hemiaminal.

PHOTOSTABILIZED TIME TEMPERATURE INDICATOR

-

, (2010/03/02)

The present invention relates to time-temperature indicator (TTI) systems comprising spiropyran indicator of formula (I) wherein R1 is hydrogen, —C1-C6 alkoxy, halogen, —C1-C6 alkyl or —NO2

Non-porphyrin compound for use as a diagnosticum and/or pharmaceutical

-

, (2008/06/13)

The invention relates to a non porphyrin compound or a pharmaceutically acceptable salt thereof, suitable for in vitro, in vivo and/or ex vivo use as a diagnosticum and/or pharmaceutical, said compound comprising:a targeting agent for targeting a specific area, such as an organ and/or tissue,a labelling agent L for labelling the targeted area; said targeting agent being connected to the labelling agent L, wherein said targeting agent comprises one or more substituted and/or unsubstituted organic ring compounds.

Polymorphic forms of a growth hormone secretagogue

-

, (2008/06/13)

This invention is concerned with polymorphic forms of the compound N-?1(R)-?(1,2-dihydro-1-methanesulfonylspiro?3H-indole-3,4'-piperdin!-1'-yl)carbonyl!-2-(phenylmethyloxy)ethyl!-2-amino-2-methylpropanamide methanesulfonate which is a growth hormone secretagogue that is useful in food animals to promote their growth thereby rendering the production of edible meat products more efficient, and in humans, to treat physiological or medical conditions characterized by a deficiency in growth hormone secretion, and to treat medical conditions which are improved by the anabolic effects of growth hormone. The instant polymorphic forms have advantages over the other known forms of N-?1(R)-?(1,2-dihydro-1-methanesulfonylspiro?3H-indole-3,4'-piperdin!-1'-yl)carbonyl!-2-(phenylmethyloxy)-ethyl!-2-amino-2-methylpropanamide methanesulfonate in terms of thermodynamic stability and suitability for inclusion in pharmaceutical formulations. The present invention is also concerned with processes for preparing these polymorphic forms, pharmaceutical formulations comprising these polymorphic forms as active ingredients and the use of the polymorphic form of the compound and their formulations in the treatment of certain disorders.

Substituted N-aryl alk-1-enesulfinamides: Preparation, properties and conversion into the corresponding indole compounds [1]

Baudin, Jean-Bernard,Commenil, Marie-Gabrielle,Julia, Sylvestre A.,Lorne, Robert,Mauclaire, Laurent

, p. 329 - 350 (2007/10/03)

Reaction of vinylic organometallic derivatives with N-sulfinyl arenamines 2 affords the title sulfinamides 3. On heating their solutions in selected solvents to 80-124 °C, these sulfinamides are converted into the corresponding indoles 6, probably via a [3.3]-sigmatropic rearrangement to intermediates VIII which undergo an intramolecular carbophilic reaction of the nitrogen atom with the neighboring sulfine group, followed by elimination of HSOH. The triethyloxonium tetrafluoroborate- or boron trifluoride etherate catalyzed conversion 3 → 6 can be carried out at a much lower temperature. Elsevier,.

Preparation of hexenedioic acid diesters

-

, (2008/06/13)

Hexene-1,6-dioates, readily hydrogenated into adipates (which in turn are conveniently hydrolyzed into adipic acid), are prepared by reacting carbon monoxide, an alcohol and at least one dichlorobutene, in the presence of a catalytically effective amount of palladium or a palladium compound and no more than two equivalents (relative to the dichlorobutene) of a tertiary amine reaction promoter; in an alternate embodiment, the tertiary amine and the dichlorobutene are first converted into a quaternary ammonium chloride intermediate.

Ruthenium-catalysed Oxidation of Secondary Amines to Imines using t-Butyl Hydroperoxide

Murahashi, Shun-Ichi,Naota, Takeshi,Taki, Hiroshi

, p. 613 - 614 (2007/10/02)

The ruthenium-catalysed oxidation of secondary amines with t-butyl hydroperoxide under mild conditions affords the corresponding imines in high yields.

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