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4-Aminobiphenyl

analytical standard

Synonym(s):

4-Aminodiphenyl, 4-Biphenylamine, 4-Biphenylylamine, 4-Phenylaniline, Biphenyl-4-ylamine, NSC 7660, Xenylamine

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About This Item

Linear Formula:
C6H5C6H4NH2
CAS Number:
Molecular Weight:
169.22
Beilstein:
386533
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

autoignition temp.

842 °F

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

191 °C/15 mmHg (lit.)

mp

52-54 °C (lit.)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

SMILES string

Nc1ccc(cc1)-c2ccccc2

InChI

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

InChI key

DMVOXQPQNTYEKQ-UHFFFAOYSA-N

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General description

4-Aminobiphenyl is classified under the aromatic amine group of compounds.

Application

4-Aminobiphenyl has been used as an analytical reference standard for the analysis of 4-aminobiphenyl in food packaging materials by liquid chromatography-full scan-high resolution mass spectrometry (LC-HRMS).
It may be used as an analytical reference standard for the determination of 4-aminobiphenyl in:
  • Particulate phase mainstream cigarette smoke samples by solid-phase extraction (SPE) and gas chromatography coupled to MS equipped with selected ion monitoring (SIM) mode of detection as well as simultaneous distillation and extraction (SDE) and GC-MS with SIM detection.
  • Environmental water samples by hollow fiber-liquid phase microextraction (HF-LPME) and microemulsion electrokinetic chromatography (MEEKC).
  • Indoor and outdoor air samples by GC-MS.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1A

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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Certificates of Analysis (COA)

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Analysis of polycyclic aromatic hydrocarbons, phenols and aromatic amines in particulate phase cigarette smoke using simultaneous distillation and extraction as a sole sample clean-up step.
Forehand JB, et al.
Journal of Chromatography A, 898(1), 111-124 (2000)
Moinuddin et al.
Environmental toxicology, 29(5), 568-576 (2012-05-23)
4-Aminobiphenyl (4-ABP), an aromatic amine is a major environmental carcinogen found mainly in cigarette smoke. It has been vastly implicated in mutagenesis and cancer development. In this study, commercially available human placental DNA was exposed to 4-ABP (1.3 mM) in
Simultaneous determination of aliphatic and aromatic amines in indoor and outdoor air samples by gas chromatography-mass spectrometry.
Akyuz M.
Talanta, 71(1), 486-492 (2007)
Dan Gu et al.
Carcinogenesis, 33(1), 124-130 (2011-11-11)
Some epidemiological investigations have revealed that frequent consumption of well-done cooked meats and tobacco smoking are risk factors for breast cancer in women. 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) is a heterocyclic aromatic amine that is formed in well-done cooked meat, and 4-aminobiphenyl (4-ABP)
Gwendoline Nauwelaers et al.
Chemical research in toxicology, 24(6), 913-925 (2011-04-05)
DNA adduct formation of the aromatic amine, 4-aminobiphenyl (4-ABP), a known human carcinogen present in tobacco smoke, and the heterocyclic aromatic amines (HAAs), 2-amino-9H-pyrido[2,3-b]indole (AαC), 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), and 2-amino-3,8-dimethylmidazo[4,5-f]quinoxaline (MeIQx), potential human carcinogens, which are also present in

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