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2HIC, 3-(Dicyanomethylidene)indan-1-one

CAS Number 1080-74-6

Chemistry Building Blocks, Materials, Monomers, Non-Heterocyclic Building Blocks

2HIC, 3-(Dicyanomethylidene)indan-1-one CAS 1080-74-6
Product Code B541-5g
Price $403 ex. VAT
$ USD

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Specifications | MSDS | Literature and Reviews

3-(Dicyanomethylidene)indan-1-one (2HIC), CAS number 1080-74-6, is electron deficient thus electron withdrawing. It is used as a building block to prepare non-fullerene acceptors (NFAs) such as ITIC, IHIC, IEIC, IXIC for highly efficient organic photovoltaic devices.

3-(Dicyanomethylidene)indan-1-one can also be used for the synthesis of chromophores which exhibit unique photo-physical properties such large second-order optical nonlinearities.

1080-74-6 Electron withdrawing building block

Electron withdrawing building block

For the preparation of non-fullerene acceptors (NFAs)

High purity 1080-74-6

High purity

>98% pure

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indanone derivative

An indanone derivative

To synthesise chromophores with non-linear optics

General Information

CAS Number 1080-74-6
Chemical Formula C12H6N2O
Molecular Weight 194.19 g/mol
Full name 3-(Dicyanomethylidene)indan-1-one
Synonyms 2HIC
1,1-dicyanomethylene-3-indanone
2-(3-oxo-2 3-dihydro-1h-inden-1-ylidene)malononitrile
2-(3-oxo-indan-1-ylidene)-malononitrile
2-(3-oxoinden-1-ylidene)propanedinitrile
Classification / Family Malononitrile, Indanone, Monomer and intermediates, ITIC, None-fullerene acceptors (NFAs), NFA-OSCs, printing electronics

Chemical Structure

ic-2h, 1080-74-6
Chemical structure of 2HIC, CAS 1080-74-6

Product Details

Purity >98% (by NMR)
Melting Point 228 °C (lit.)
Appearance Pale yellow - Reddish yellow

MSDS Documentation

2HIC MSDS2HIC MSDS Sheet

Literature and Reviews

  1. Efficient DPP Donor and Nonfullerene Acceptor Organic Solar Cells with High Photon‐to‐Current Ratio and Low Energetic Loss, X. Song et al., Adv. Funct. Mater., 1902441 (2019); doi: 10.1002/adfm.201902441
  2. Side-Chain Isomerization on an n-type Organic Semiconductor ITIC Acceptor Makes 11.77% High Efficiency Polymer Solar Cells, Y. Yang et al., J. Am. Chem. Soc., 138, 45, 15011-15018 (2016); doi: 10.1021/jacs.6b09110.
  3. Terthieno[3,2‐b]Thiophene (6T) Based Low Bandgap Fused‐Ring Electron Acceptor for Highly Efficient Solar Cells with a High Short‐Circuit Current Density and Low Open‐Circuit Voltage Loss, X. Shi et al., Adv. Energy Mater., 8 (12), 1702831 (2018); DIO: 10.1002/aenm.201702831.
  4. Second-order nonlinear optical properties of tetrathiafulvalene-π-3-(dicyanomethylidene)indan-1-one chromophores, M. González et al., Tetrahedron Lett., 40 (49), 8599-8602 (1999); doi: 10.1016/S0040-4039(99)01801-8.
  5. 1,3-Bis(dicyanomethylidene)indane-Based Second-Order NLO Materials, S. Sun et al., Chem. Mater., 8 (11), 2539-2541 (1996); doi: 10.1021/cm960353q
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