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P23938

Sigma-Aldrich

o-Phenylenediamine

flaked, 99.5%

Synonym(s):

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

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5 G
$34.12
100 G
$51.52
500 G
$72.39

About This Item

Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
95-54-5
Molecular Weight:
108.14
Beilstein/REAXYS Number:
606074
EC Number:
202-430-6
MDL number:
MFCD00007721
UNSPSC Code:
12352100
PubChem Substance ID:
24898319
NACRES:
NA.22

$34.12

List Price$37.50Save 9%
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Available to ship onMay 20, 2025Details

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vapor density

3.7 (vs air)

Quality Level

200

vapor pressure

0.01 mmHg ( 25 °C)

assay

99.5%

form

powder

bp

256-258 °C

mp

100-102 °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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application

o-Phenylenediamine can be used:
  • To prepare quinoxalines, benzimidazoles, and 1H-1,5-benzodiazepines by condensing with aryl aldehydes or ketones.[1]
  • In the H2O mediated one-pot preparation of 1,2-disubstituted benzimidazoles by reacting with aldehydes in the presence of trimethylsilyl chloride.[2]
  • In the copper-catalyzed synthesis of alkyne substituted quinoxalines by reacting with terminal alkynes.[3]
  • In the preparation of 1,5-benzodiazepine derivatives by reacting with different ketones under neat reaction conditions via ytterbium trichloride catalyzed condensation reaction.[4]

signalword

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

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

wgk_germany

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
MKCW8277
MKCT1782
MKCV1600
MKCT4722
MKCR6312

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Syntheses of Benzimidazoles, Quinoxalines and 3, 3-Dihydro-1H-1, 5-benzodiazepines Starting from o-Phenylenediamine
Yong Cui, et al.
Chin. J. Chem., 23(5), 589-595 (2005)
Water mediated chemoselective synthesis of 1, 2-disubstituted benzimidazoles using o-phenylenediamine and the extended synthesis of quinoxalines
Wan J, et al.
Green Chemistry, 11(10), 1633-1637 (2009)
Efficient Synthesis of 1, 5-Benzodiazepine Derivatives by Ytterbium Trichloride-Catalyzed Condensation of o-Phenylenediamine and Ketones
Wu J, et al.
Synthetic Communications, 36(4), 457-464 (2006)
Hai-Long Wang et al.
Acta tropica, 137, 58-66 (2014-05-13)
Nasal vaccination is an effective therapeutic regimen for preventing certain infectious diseases. The mucosal immune response is important for resistance to Toxoplasma gondii infection. In this study, we evaluated the immune responses elicited in BALB/c mice by nasal immunisation with
Galber Rodrigues Araujo et al.
Arthritis research & therapy, 17, 168-168 (2015-06-24)
Rheumatoid arthritis (RA) is a chronic inflammatory autoimmune disease that affects around 1% of the human population worldwide. RA diagnosis can be difficult as there is no definitive test for its detection. Therefore, the aim of this study was to
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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