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325325

Sigma-Aldrich

9-Methylcarbazole

99%

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About This Item

Empirical Formula (Hill Notation):
C13H11N
CAS Number:
Molecular Weight:
181.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

99%

mp

90-92 °C (lit.)

SMILES string

Cn1c2ccccc2c3ccccc13

InChI

1S/C13H11N/c1-14-12-8-4-2-6-10(12)11-7-3-5-9-13(11)14/h2-9H,1H3

InChI key

SDFLTYHTFPTIGX-UHFFFAOYSA-N

General description

9-Methylcarbazole is a nitrogen-containing polycyclic aromatic hydrocarbon.[1] Claisen-Schmidt condensation of 3-formyl-9-methylcarbazole with various amides of 3-aminoacetophenone yields N-{3-[3-(9-methyl-9H-carbazol-3-yl)-acryloyl]-phenyl}-benzamide/amide derivatives.[2]

Application

9-Methylcarbazole was used in facile synthesis of an organic electric conducting nanowire.[3]

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1

Storage Class Code

13 - Non Combustible Solids

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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M P de Melo et al.
Photochemistry and photobiology, 59(6), 677-682 (1994-06-01)
The peroxidative metabolism of N-methylcarbazole emits light independently of the presence of oxygen. It is likely that two chemiexcited transients are formed by electron transfer to the activated peroxidase, the cation radical by one electron transfer and a cation biradical
Qingxiang Zhou et al.
Journal of separation science, 37(8), 1012-1017 (2014-02-11)
In this study, a simultaneous determination method for nitrogen-containing polycyclic aromatic hydrocarbons including 7-methylquinoline, acridine, 5,6-benzoquinoline, carbazole, and 9-methylcarbazole was developed. This method is based on a micro-solid phase extraction using TiO2 nanotube arrays as an adsorbent in combination with
S C Kuemmerle et al.
Drug metabolism and disposition: the biological fate of chemicals, 22(3), 343-351 (1994-05-01)
Metabolism of N-methylcarbazole by purified rat liver cytochrome P-450 2B1 or rabbit liver P-450 2B4 resulted in the inactivation of these enzymes in a time-dependent, pseudo-first order manner as assayed spectrally by the decrease in the reduced CO spectrum at
Qing-Qing Wu et al.
The journal of physical chemistry. B, 114(30), 9827-9832 (2010-07-10)
Although many similarities exist between the two classes of enzymes, cyclobutane photolyases and (6-4) photolyases have certain important differences. The most significant difference is in their repair quantum yields, cyclobutane photolyases with a uniformly high efficiency (0.7-0.98) and very low
Takuya Tokuda et al.
Langmuir : the ACS journal of surfaces and colloids, 28(47), 16430-16435 (2012-10-31)
The facile synthesis of an organic electric conducting nanowire is described. The simple oxidation of 9-methylcarbazole by iron(III) perchlorate in a methanol/acetonitrile mixture under atmospheric pressure and temperature produces abundant nanowires without using a template. The nanowire consists of 9,9'-dimethyl-3,3'-dicarbazyl

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