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242586

Sigma-Aldrich

Diphenylamine

ACS reagent, ≥99%

Synonym(s):

DPA

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About This Item

Linear Formula:
(C6H5)2NH
CAS Number:
122-39-4
Molecular Weight:
169.22
Beilstein/REAXYS Number:
508755
EC Number:
204-539-4
MDL number:
MFCD00003014
UNSPSC Code:
12352100
PubChem Substance ID:
24854569
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor density

5.82 (vs air)

vapor pressure

1 mmHg ( 108 °C)

assay

≥99%

autoignition temp.

1175 °F

ign. residue

≤0.03%

bp

302 °C (lit.)

mp

50-53 °C (lit.)

solubility

alcohol: passes test

anion traces

nitrate (NO3-): passes test

suitability

passes test for sensitivity to nitrate

SMILES string

N(c1ccccc1)c2ccccc2

InChI

1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H

InChI key

DMBHHRLKUKUOEG-UHFFFAOYSA-N

Gene Information

human ... UGT1A4(54657)

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Application

Diphenylamine can undergo palladium-catalyzed intramolecular cyclization to form carbazole. It may also be used as a starting material in the synthesis of triphenylamine.
Diphenylamine may be used in the preparation of diphenylamine reagent, which is employed for the quantitative estimation of nucleic acid (DNA) from various biological sources by colorimetric method.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

target_organs

Kidney,Liver,spleen

Storage Class

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

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT1512
MKCS2172
MKCR9418
MKCH1042
MKCF9929

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Palladium-promoted cyclization of diphenyl ether, diphenylamine, and related compounds.
Akermark B, et al.
The Journal of Organic Chemistry, 40(9), 1365-1367 (1975)
Triphenylamine
Hager FD
Organic Syntheses, 8(116), 116-116 (1928)
An improved diphenylamine method for the estimation of deoxyribonucleic acid.
Giles KW and Myers A.
Nature, 206(4979), 93-93 (1965)
Soluble and methane sulfonic acid doped poly (diphenylamine)-synthesis and characterization.
Wen T-C, et al.
Materials Letters, 57(2), 280-290 (2002)
Sarah G Pati et al.
Environmental science & technology, 46(21), 11844-11853 (2012-09-29)
Dioxygenation of aromatic rings is frequently the initial step of biodegradation of organic subsurface pollutants. This process can be tracked by compound-specific isotope analysis to assess the extent of contaminant transformation, but the corresponding isotope effects, especially for dioxygenation of
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