P6001

Sigma-Aldrich

p-Phenylenediamine

98% (GC)

Synonym(s):
1,4-Phenylenediamine, 1,4-Benzenediamine, 1,4-Diaminobenzene
Linear Formula:
C6H4(NH2)2
CAS Number:
Molecular Weight:
108.14
Beilstein/REAXYS Number:
742029
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.83
Pricing and availability is not currently available.

Quality Level

vapor density

3.7 (vs air)

vapor pressure

1.08 mmHg ( 100 °C)

description

anti-fade reagent

assay

98% (GC)

bp

267 °C (lit.)

mp

138-143 °C (lit.)

SMILES string

Nc1ccc(N)cc1

InChI

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

InChI key

CBCKQZAAMUWICA-UHFFFAOYSA-N

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Application

p-Phenylenediamine has been used:
  • to evaluate its sensitization potential in vitro in langerhans-like dendritic cells and autologous T cells
  • to treat the dorsal sides of the ears of mice, to study its systemic immunological effects
  • in glycerol to coverslip coronal sections in the attempt to count Aβ plaques

Anti-fade reagent is added to the mounting medium in fluorescence microscopy to retard photobleaching of fluorescein and other fluorescent dyes.

Packaging

50, 100, 250 g in glass bottle
1 kg in glass bottle

Biochem/physiol Actions

p-Phenylenediamine causes allergic reactions with skin. It is widely used in hair dyes. It eventually forms Bandrowski′s base, which is found to be the primary cause for allergy. p-Phenylenediamine exposure results in dermatitis, urticaria and anaphylaxis. It acts as an electron donor and is known to reduce cytochrome c.

Caution

Darkens in storage.

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1673 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solubility of p-Phenylediamine, Product P6001?  

    This product is soluble in ethanol at a concentration of 50 mg/mL, with heating. A clear red to brown solution is observed.

  6. For what applications is p-Phenylediamine, Product P6001, used?

    This is an antifade reagent that is used as a fluorescent stabilizer. Do not confuse the p-phenylenediamine with o-phenylenediamine, which is used as a peroxidase substrate in ELISA procedures.

  7. What is the working concentration for p-Phenylediamine, Product P6001, when used as an antifade agent?  

    J. Immunological Methods, 43, 349 (1981) describes a solution that will reduce the fading of fluorescent materials. The recipe for this solution is: "Add 10 mL of phosphate-buffered saline (0.01 M PO4, pH 7.4 in 0.15 M NaCl) containing 100 mg of p-phenylenediamine to 90 ml of glycerol. The final pH should be adjusted to approximately 8.0 with 0.5 M carbonate-bicarbonate buffer (pH 9.0)."

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

p-Phenylenediamine allergy: the role of Bandrowski's base
White JML, et al.
Clinical and Experimental Allergy, 36(10), 1289-1293 (2006)
Identification and quantification of para-phenylenediamine in a temporary black henna tattoo
Brancaccio RR, et al.
American Journal of Contact Dermatitis : Official Journal of the American Contact Dermatitis Society, 13(1), 15-18 (2002)
In vitro evaluation of the sensitization potential of weak contact allergens using Langerhans-like dendritic cells and autologous T cells
Rougier N, et al.
Toxicology, 145(1), 73-82 (2000)
Jesper Dyrendom Svalgaard et al.
Immunologic research, 58(1), 40-50 (2014-01-05)
p-Phenylenediamine (PPD) and Diphenylcyclopropenone (DPCP) are two potent haptens. Both haptens are known to cause delayed-type hypersensitivity, involving a cytokine response and local infiltration of T-cell subpopulations, resulting in contact dermatitis. We investigated the systemic immune effects of PPD and...
A TgCRND8 mouse model of Alzheimer?s disease exhibits sexual dimorphisms in behavioral indices of cognitive reserve
Granger MW, et al.
Journal of Alzheimer'S Disease, 51(3), 757-773 (2016)

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