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3-(DICYANOMETHYLIDENE)INDAN-1-ONE

Product Name
3-(DICYANOMETHYLIDENE)INDAN-1-ONE
CAS No.
1080-74-6
Chemical Name
3-(DICYANOMETHYLIDENE)INDAN-1-ONE
Synonyms
IC;2HIC;Casp;EA001;INIC/IC;Casp1 (Il1bc);Dicyanomethyleneindianone;3-Dicycanovinylindan-1-one;2-Indan-1-ylidene-malononitrile;3-(Dicyanomethylene)-1-indanone
CBNumber
CB4678685
Molecular Formula
C12H6N2O
Formula Weight
194.19
MOL File
1080-74-6.mol
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3-(DICYANOMETHYLIDENE)INDAN-1-ONE Property

Melting point:
228 °C
Boiling point:
398.6±42.0 °C(Predicted)
Density 
1.351±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
color 
White to Brown
InChI
InChI=1S/C12H6N2O/c13-6-8(7-14)11-5-12(15)10-4-2-1-3-9(10)11/h1-4H,5H2
InChIKey
QNVKZKOSAXYVFZ-UHFFFAOYSA-N
SMILES
C(#N)/C(=C1/C2=C(C=CC=C2)C(=O)C/1)/C#N
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Safety

RIDADR 
2811
HazardClass 
6.1
PackingGroup 
III
HS Code 
29269090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S304344
Product name
2-(3-OXO-INDAN-1-YLIDENE)-MALONONITRILE
Purity
AldrichCPR
Packaging
25MG
Price
$185
Updated
2025/07/31
TCI Chemical
Product number
D2054
Product name
3-(Dicyanomethylidene)indan-1-one
Purity
>98.0%(GC)
Packaging
1g
Price
$139
Updated
2025/07/31
TCI Chemical
Product number
D2054
Product name
3-(Dicyanomethylidene)indan-1-one
Purity
>98.0%(GC)
Packaging
5g
Price
$416
Updated
2025/07/31
AK Scientific
Product number
J95722
Product name
3-(Dicyanomethylidene)indan-1-one
Packaging
100mg
Price
$37
Updated
2021/12/16
Apolloscientific
Product number
OR938865
Product name
3-(Dicyanomethylidene)indan-1-one
Packaging
250mg
Price
$149
Updated
2021/12/16
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3-(DICYANOMETHYLIDENE)INDAN-1-ONE Chemical Properties,Usage,Production

Description

3-(Dicyanomethylidene)indan-1-one, also named 2HIC, is a strong electron-withdrawing molecule. It can be used as electron-withdrawing acceptors to connect with donor to form acceptor–donor–acceptor (A–D–A)-type acceptor materials for the preparation of organic solar cells (OSCs).

Uses

3-(Dicyanomethylidene)indan-1-one is used in the preperation of polymer solar cells.

Synthesis

606-23-5

109-77-3

1080-74-6

Anhydrous sodium acetate (1.6 g, 19.5 mmol) was added to a stirred mixed solution of indane-1,3-dione (2.19 g, 14.98 mmol) and malononitrile (1.98 g, 30 mmol) in 25 mL of anhydrous ethanol at room temperature. The reaction mixture immediately showed red color and the suspended solid gradually dissolved. After 40 min of reaction, the mixture was diluted with 50 mL of water and the pH was adjusted to 1-2 by dropwise addition of concentrated hydrochloric acid. the suspension was continued to be stirred for 10 min, after which the precipitate was collected by filtration and washed with plenty of water. The crude product was purified by two recrystallizations from acetic acid to give the final 3-(dicyanomethylidene)inden-1-one in about 90% yield with a melting point of 205°C (literature value: 223-229°C).

References

[1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1987, p. 815 - 818
[2] Arkivoc, 2018, vol. 2018, # 5, p. 11 - 19
[3] Chemistry Letters, 2015, vol. 44, # 7, p. 958 - 960
[4] European Journal of Organic Chemistry, 2012, # 26, p. 4947 - 4953,7
[5] Journal of the American Chemical Society, 2007, vol. 129, # 38, p. 11674 - 11675

3-(DICYANOMETHYLIDENE)INDAN-1-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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3-(DICYANOMETHYLIDENE)INDAN-1-ONE Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
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View Lastest Price from 3-(DICYANOMETHYLIDENE)INDAN-1-ONE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
3-Dicycanovinylindan-1-one 1080-74-6
Price
US $3.00-9.00/kg
Min. Order
1kg
Purity
99%min
Supply Ability
50kg
Release date
2025-07-29
Shaanxi Dideu Medichem Co. Ltd
Product
3-(DICYANOMETHYLIDENE)INDAN-1-ONE 1080-74-6
Price
US $0.10/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10
Release date
2024-07-14
Career Henan Chemical Co
Product
3-(DICYANOMETHYLIDENE)INDAN-1-ONE 1080-74-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1lg; 2kg; 5kg; 10kg; 100kg
Release date
2019-08-31

1080-74-6, 3-(DICYANOMETHYLIDENE)INDAN-1-ONERelated Search:


  • 3-(Dicyanomethylene)indian-1-one
  • Dicyanomethyleneindianone
  • 3-(DICYANOMETHYLIDENE)INDAN-1-ONE
  • 3-(DICYANOMETHYLIDENE)INDIAN-1-ONE
  • 3-Dicycanovinylindan-1-one
  • 3-(Dicyanomethlidene)indan-1-one
  • 2-(2,3-dihydro-3-oxo-1H-inden-1-ylidene)-propanedinitrile
  • 2-Indan-1-ylidene-malononitrile
  • IC
  • INIC/IC
  • 3-(DICYANOMETHYLIDENE)INDAN-1-ONE 98+%
  • (1-Oxoindan-3-ylidene)malononitrile
  • (2,3-Dihydro-3-oxo-1H-indene-1-ylidene)malononitrile
  • 2-(3-Oxoindan-1-ylidene)malononitrile
  • 3-(Dicyanomethylene)-1-indanone
  • 3-(Dicyanomethylene)-2,3-dihydro-1H-indene-1-one
  • 3-(Dicyanomethylene)indan-1-one
  • 2-(3-oxoinden-1-ylidene)propanedinitrile
  • 2HIC
  • 3-(Dicyanomethylidene)-1-indanone
  • 3-(Dicyanomethylidene)indan-1-one&gt
  • Propanedinitrile, 2-(2,3-dihydro-3-oxo-1H-inden-1-ylidene)-
  • EA001
  • 3-(Dicyanomethylidene)indan-1-one (2HIC)
  • Casp
  • Casp1 (Il1bc)
  • 1080-74-6
  • C12H6N2O