1-Ethynyl-4-nitrobenzene, CAS No. 937-31-5

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937-31-5

Catalog No. EBD36388

CAS 937-31-5

Name 1-Ethynyl-4-nitrobenzene

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Basic Information

Synonyms: 1-Ethynyl-4-nitrobenzene 4-nitrophenylacetylene benzene,1-ethynyl-4-nitro-(6ci,7ci,8ci,9ci) benzene,1-ethynyl-4-nitro- (4-nitrophenyl)ethyne (p-nitrophenyl)acetylene 1-nitro-4-ethynylbenzene 4-ethynyl-1-nitrobenzene

Molecular Formula: C8H5NO2

Molecular Weight: 147.13

MDL Number: MFCD00024794

Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > OLED and Organic Optoelectronic Precursors Synthetic Chemistry > Organic Building Blocks > C-C Double and Triple Bonds

Product Description:

1-Ethynyl-4-nitrobenzene is an organic compound featuring a nitro group and an ethynyl (acetylene) group attached to a benzene ring. This structure combines electron-withdrawing (nitro) and linear, π-conjugated (ethynyl) functionalities. Its primary application is as a key synthetic building block in materials science, particularly for the development of organic electronic materials. The ethynyl group serves as a versatile handle for Sonogashira cross-coupling reactions, enabling the construction of extended π-conjugated systems. The nitro group can be further reduced or transformed, allowing for structural diversification. This compound is used in the synthesis of organic semiconductors, nonlinear optical (NLO) materials, and molecular wires for potential use in organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and other optoelectronic devices. As a reagent, it is valued for introducing both the acetylene linkage and the nitroarene moiety into target molecules. It requires careful handling due to its potential irritant properties and should be stored under inert conditions.

Physical Properties

Melting Point: 148-150 °C(lit.)

Boiling Point: 246.6 °C at 760 mmHg

Flash Point: 112.5 °C

Density: 1.22 g/cm3

Analytical Data

Appearance: Light yellow solid