124826
4-Cyanobenzoyl chloride
98%
Synonym(s):
4-Cyanobenzoic acid chloride, p-Cyanobenzoyl chloride
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All Photos(3)
About This Item
Linear Formula:
NCC6H4COCl
CAS Number:
Molecular Weight:
165.58
Beilstein:
386729
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
solid
mp
68-70 °C (lit.)
functional group
acyl chloride
nitrile
SMILES string
ClC(=O)c1ccc(cc1)C#N
InChI
1S/C8H4ClNO/c9-8(11)7-3-1-6(5-10)2-4-7/h1-4H
InChI key
USEDMAWWQDFMFY-UHFFFAOYSA-N
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General description
4-Cyanobenzoyl chloride participates in the benzylamine acylation of Argopore MB-CHO resin in the presence of pyridine and catalyst. It reacts with 4-hydroxy-2,2,6,6-tetramethyl-1-piperidinoxyl (4-hydroxy-TEMPO) in pyridine under nitrogen atmosphere to form 4-cyanobenzoyl-TEMPO.
Application
4-Cyanobenzoyl chloride has been used in the synthesis of new liquid crystalline heteroaromatic compounds containing the five-membered isoxazole, tetrazole and 1,2,4-oxadiazole rings. It has been used in the synthesis of substituted benzoate esters and to study their excited-state behavior.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Nederlands tijdschrift voor geneeskunde, 119(8), 304-306 (1975-02-22)
Intramolecular electron transfer in the photochemistry of substituted 1-naphthylmethyl esters of benzoic acids.
DeCosta, DP and Pincock JA.
Canadian Journal of Chemistry, 70(7), 1879-1885 (1992)
Magnetic field effects on the photoinduced electron transfer of 10-methylphenothiazine with 4-(4-cyanobenzoyloxy) TEMPO in fluid solutions.
Mori Y, et al.
Chemical Physics Letters, 286(5-6), 446-451 (1998)
Synthesis of liquid crystals materials derived from oxadiazole, isoxazole and tetrazole heterocycles.
dos Santos DR, et al.
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Anion complexation properties of two new tripodal amide receptors have been extensively studied here. Two tripodal receptors have been synthesized from the reaction of cyanobenzoyl acid chloride with two tri-amine building blocks such as (i) tris(2-aminoethyl)amine and (ii) tris(2-(4-aminophenoxy)ethyl)amine, which
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