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Merck
CN

939633

Indoline-2-thione

greener alternative

≥-95%, powder or crystals

Synonym(s):

2,3-Dihydro-1H-indole-2-thione

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About This Item

Empirical Formula (Hill Notation):
C8H7NS
CAS Number:
Molecular Weight:
149.21
MDL number:
NACRES:
NA.21
Assay:
≥-95%
Form:
powder or crystals
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Product Name

Indoline-2-thione, ≥-95%

Quality Segment

assay

≥-95%

form

powder or crystals

reaction suitability

reaction type: Photocatalysis

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

color

white to yellow

greener alternative category

SMILES string

S=C1NC2=CC=CC=C2C1

InChI

InChI=1S/C8H7NS/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10)

InChI key

IGJWTYFTQNHSEK-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Indoline-2-thione is a indole thiolate has been used in:
  • The MgI2-catalyzed nucleophilic ring opening of donor-acceptor cyclopropanes
  • The synthesis of indole-fused dihydrothiopyrano scaffolds via [3+3] annulations of donor-acceptor cyclopropanes
  • The preparation of 2-carboxylated thieno [2,3- b] indoles
Also used as a catalytic photoreductant in:
  • The synthesis of thioethers from aryl chlorides & alcohols

Features and Benefits

Indoline-2-thione is an affordable indole thiolate that is useful in general synthesis as well as the transition-metal free photocatalytic reduction of a range of strong polar C-F, C-O and C-Cl bonds.


Storage Class

11 - Combustible Solids

wgk

WGK 3



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