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P6001

Sigma-Aldrich

p-Phenylenediamine

98% (GC)

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Synonym(s):
1,4-Benzenediamine, 1,4-Diaminobenzene, 1,4-Phenylenediamine
Linear Formula:
C6H4(NH2)2
CAS Number:
Molecular Weight:
108.14
Beilstein:
742029
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.83

vapor density

3.7 (vs air)

Quality Level

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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1 of 4

This Item
784298.07246695106
p-Phenylenediamine 98% (GC)

Sigma-Aldrich

P6001

p-Phenylenediamine

p-Phenylenediamine ≥99.0% (GC/NT)

Sigma-Aldrich

78429

p-Phenylenediamine

1,4-Phenylenediamine for synthesis

Sigma-Aldrich

8.07246

1,4-Phenylenediamine

p-Phenylenediamine sublimed, ≥99%

Sigma-Aldrich

695106

p-Phenylenediamine

bp

267 °C (lit.)

bp

267 °C (lit.)

bp

267 °C/1013 hPa

bp

267 °C (lit.)

mp

138-143 °C (lit.)

mp

138-143 °C (lit.)

mp

139-141 °C

mp

138-143 °C (lit.)

vapor density

3.7 (vs air)

vapor density

3.7 (vs air)

vapor density

-

vapor density

3.7 (vs air)

vapor pressure

1.08 mmHg ( 100 °C)

vapor pressure

1.08 mmHg ( 100 °C)

vapor pressure

0.01 hPa ( 20 °C)

vapor pressure

1.08 mmHg ( 100 °C)

description

anti-fade reagent

description

anti-fade reagent

description

-

description

anti-fade reagent

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.

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

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Sens. 1 - STOT SE 1 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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  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.

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    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.

p-Phenylenediamine allergy: the role of Bandrowski's base
White JML, et al.
Clinical and Experimental Allergy, 36(10), 1289-1293 (2006)
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)
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)
Ying-Zhi Xu et al.
NAR cancer, 2(4), zcaa029-zcaa029 (2020-10-24)
Diffuse large B-cell lymphoma (DLBCL) is a molecularly heterogeneous group of malignancies with frequent genetic abnormalities. G-quadruplex (G4) DNA structures may facilitate this genomic instability through association with activation-induced cytidine deaminase (AID), an antibody diversification enzyme implicated in mutation of
p-Phenylenediamine
DeLeo VA
Dermatitis : Contact, Atopic, Occupational, Drug : Official Journal of the American Contact Dermatitis Society, North American Contact Dermatitis Group, 17(2), 53-55 (2006)

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