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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.

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Danger

Hazard Classifications

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

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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Triphenylamine
Hager FD
Organic Syntheses, 8(116), 116-116 (1928)
Palladium-promoted cyclization of diphenyl ether, diphenylamine, and related compounds.
Akermark B, et al.
The Journal of Organic Chemistry, 40(9), 1365-1367 (1975)
An improved diphenylamine method for the estimation of deoxyribonucleic acid.
Giles KW and Myers A.
Nature, 206(4979), 93-93 (1965)
A study of the conditions and mechanism of the diphenylamine reaction for the colorimetric estimation of deoxyribonucleic acid.
K BURTON
The Biochemical journal, 62(2), 315-323 (1956-02-01)
Soluble and methane sulfonic acid doped poly (diphenylamine)-synthesis and characterization.
Wen T-C, et al.
Materials Letters, 57(2), 280-290 (2002)
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