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P23938

Sigma-Aldrich

o-Phenylenediamine

flaked, 99.5%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C6H8N2
Numero CAS:
95-54-5
Peso molecolare:
108.14
Beilstein:
606074
Numero CE:
202-430-6
Numero MDL:
MFCD00007721
Codice UNSPSC:
12352100
ID PubChem:
24898319
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Densità del vapore

3.7 (vs air)

Livello qualitativo

200

Tensione di vapore

0.01 mmHg ( 25 °C)

Saggio

99.5%

Stato

powder

P. ebollizione

256-258 °C

Punto di fusione

100-102 °C

Stringa SMILE

Nc1ccccc1N

InChI

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

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Applicazioni

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]

Avvertenze

Danger

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

276.8 °F - closed cup

Punto d’infiammabilità (°C)

136 °C - closed cup

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Certificati d'analisi (COA)

Lot/Batch Number
MKCW8277
MKCT1782
MKCV1600
MKCT4722
MKCR6312

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Sigma-Aldrich

8.07246

1,4-Phenylenediamine

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)
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)
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)
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Questions

1–2 of 2 Questions  

  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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