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78411

Sigma-Aldrich

o-Phenylenediamine

for fluorescence, free base

Synonym(s):

1,2-Diaminobenzene, 1,2-Phenylenediamine, OPD

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About This Item

Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
95-54-5
Molecular Weight:
108.14
Beilstein:
606074
EC Number:
202-430-6
MDL number:
MFCD00007721
UNSPSC Code:
12352200
PubChem Substance ID:
329768145

grade

for fluorescence

vapor density

3.7 (vs air)

vapor pressure

0.01 mmHg ( 25 °C)

form

tablet

concentration

20 mg/tablet (~45 mg)

bp

256-258 °C

mp

100-102 °C

solubility

H2O: 1 tablet/10 mL, clear, colorless

storage temp.

2-8°C

SMILES string

Nc1ccccc1N

InChI

1S/C6H8N2/c7-5-3-1-2-4-6(5)8/h1-4H,7-8H2

InChI key

GEYOCULIXLDCMW-UHFFFAOYSA-N

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Other Notes

Oxidation to 2,3-diaminophenazine; Determination of urinary oxalate by HPLC; Fluorescent detection of pyruvate

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Irrit. 2 - Muta. 2 - Skin Sens. 1

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

276.8 °F - closed cup

Flash Point(C)

136 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
1399477
1319493
1198950
1165922
1164478

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L.D. Buckberry et al
Journal of Liquid Chromatography, 16, 3073-3073 (1993)
Determination of urinary oxalate by high-performance liquid chromatography.
H Hughes et al.
Analytical biochemistry, 119(1), 1-3 (1982-01-01)
P J Tarcha et al.
Analytical biochemistry, 165(1), 230-233 (1987-08-15)
NMR and mass spectroscopic evidence has been obtained which indicates that the product of the oxidation of o-phenylenediamine by hydrogen peroxide, uncatalyzed or catalyzed by horseradish peroxidase, is 2,3-diaminophenazine. These results settle disparate literature descriptions. The process is most likely
Robert D Inman et al.
Arthritis research & therapy, 11(1), R19-R19 (2009-02-11)
We have previously observed that Brown Norway (BN) rats display a relative resistance to experimental Chlamydia-induced arthritis. In the present study, we examine an environmental toxin, mercuric chloride (HgCl2), as a modulator of this innate resistance to arthritis. To assess
Y Wang et al.
British journal of pharmacology, 157(6), 1004-1013 (2009-06-11)
Excessive inflammation and apoptosis are pathological features of endotoxaemic acute renal failure. Activation of glycogen synthase kinase-3 (GSK-3) is involved in inflammation and apoptosis. We investigated the effects of inhibiting GSK-3 on lipopolysaccharide (LPS)-induced acute renal failure, nuclear factor-kappaB (NF-kappaB)
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