124664
4-Bromophenylacetonitrile
98%
Synonym(s):
4-Bromobenzyl cyanide
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About This Item
Linear Formula:
BrC6H4CH2CN
CAS Number:
Molecular Weight:
196.04
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
solid
mp
47-49 °C (lit.)
functional group
bromo
nitrile
SMILES string
Brc1ccc(CC#N)cc1
InChI
1S/C8H6BrN/c9-8-3-1-7(2-4-8)5-6-10/h1-4H,5H2
InChI key
MFHFWRBXPQDZSA-UHFFFAOYSA-N
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General description
4-Bromophenylacetonitrile undergoes reduction using 1,1,3,3-tetramethyldisiloxane activated by a non-toxic titanium(IV) isopropoxide to yield 4-bromophenylethylamine.
Application
4-Bromophenylacetonitrile has been used in the synthesis of :
- new fluorene-based alternating polymers
- light-emitting copolymer, poly(N 4,N 4-bis-(4-phenyl)-N 4,N 4′-bis-[4-(2-ethylhexyloxy)phenyl]-biphenyl-4,4′-diamine-co-1,2-bis(4′-phenyl)-1-(9′′,9′′-dihexyl-3-fluorenyl)ethane) using a Yamamoto coupling reaction
- N-methyl-3,4-bis(4-(N-(1-naphthyl)phenylamino)phenyl)maleimide, a novel non-doped red organic light-emitting diode (OLED) material
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Hsiu-Chih Yeh et al.
Chemical communications (Cambridge, England), (20)(20), 2632-2633 (2003-11-05)
Bright (maximum 10034 cd m(-2), 455 cd m(-2) at 20 mA cm(-2)) and efficient (maximum 2.4% at 4 mA cm(-2)) red (lambda(max)el 634-636 nm) organic light-emitting diodes employ arylamino-substituted fumaronitrile as the novel host emitter, which is readily prepared and
A mild and efficient method for the reduction of nitriles.
Laval S, et al.
Tetrahedron Letters, 50(50), 7005-7007 (2009)
Polymeric light emitting properties and structural relationships of fluorene-based conjugated copolymers containing various hole transporting derivatives.
Park JH, et al.
Organic Electronics, 8(2), 272-285 (2007)
Synthesis and device performance of new efficient blue copolymers containing biphenylenevinylene and triphenyldiamine.
Oh DH, et al.
Macromolecular Research, 19(6), 629-634 (2011)
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