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Key Documents

A42409

Sigma-Aldrich

2-Aminobiphenyl

≥96.5% purity, powder or crystals

Synonym(s):

2-Biphenylylamine, 2-Phenylaniline

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About This Item

Linear Formula:
C6H5C6H4NH2
CAS Number:
Molecular Weight:
169.22
Beilstein/REAXYS Number:
471874
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Product Name

2-Aminobiphenyl, ≥96.5% (GC)

vapor density

5.8 (vs air)

Quality Level

assay

≥96.5% (GC)

form

powder or crystals

autoignition temp.

842 °F

technique(s)

titration: suitable

impurities

<0.1% 4-aminobiphenyl

color

brown
off-white to yellow

bp

299 °C (lit.)

mp

47-50 °C (lit.)

solubility

water: insoluble

density

1.16 g/cm3 at 21 °C

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Nc1ccccc1-c2ccccc2

InChI

1S/C12H11N/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9H,13H2

InChI key

TWBPWBPGNQWFSJ-UHFFFAOYSA-N

Gene Information

human ... UGT1A4(54657)

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General description

2-Aminobiphenyl is a substrate for UGTs (UDP-glucuronosyltransferases), including UGT1A4, UGT2B13 and UGT2B16.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

307.4 °F - closed cup

flash_point_c

153 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Gerald Pratsch et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(37), 11555-11559 (2012-08-14)
Simply aqueous sodium hydroxide is sufficient to exclude ionic side reactions and to prepare 2-aminobiphenyls from aryl diazotates and anilines through a new variant of the Gomberg-Bachmann reaction (see scheme). The metal-free reaction under basic conditions allows to exploit the
High-performance liquid chromatography with on-line radioactivity monitoring for metabolic studies of 2- and 4-[14C]aminobiphenyls.
S D Jatoe et al.
Journal of chromatography, 442, 394-400 (1988-06-17)
Thin layer chromatographic separation and fluorometric determination of 4-aminobiphenyl in 2-aminobiphenyl.
J Zynger et al.
IARC scientific publications, (40)(40), 229-233 (1981-01-01)
C L Bean et al.
Mutation research, 265(1), 31-44 (1992-01-01)
Choice of harvest time is one of the most important variables in the assessment of whether a compound is clastogenic and in establishing a dose relation. We examined the effects of sampling time on aberration yield for 7 diverse chemicals
M M Marques et al.
Chemical research in toxicology, 3(6), 559-565 (1990-11-01)
The complementary pentadecamers d(5'-TACTCTTCTTGACCT) (strand A) and d(5'-AGGTCAAGAAGAGTA) (strand B), which span a portion of the mouse c-Ha-ras protooncogene centered around codon 61, were synthesized by using standard beta-cyanoethyl phosphoramidite chemistry and characterized by sequence analysis. Strand A, containing a

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