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Merck
CN

279633

p-Xylylenediamine

99%

Synonym(s):

1,4-Bis(aminomethyl)benzene, α,α′-Diamino-p-xylene

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About This Item

Linear Formula:
C6H4(CH2NH2)2
CAS Number:
Molecular Weight:
136.19
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
208-719-3
Beilstein/REAXYS Number:
2206190
MDL number:
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Quality Segment

assay

99%

form

solid

bp

230 °C/10 mmHg (lit.)

mp

60-63 °C (lit.)

SMILES string

NCc1ccc(CN)cc1

InChI

1S/C8H12N2/c9-5-7-1-2-8(6-10)4-3-7/h1-4H,5-6,9-10H2

InChI key

ISKQADXMHQSTHK-UHFFFAOYSA-N

General description

p-Xylylenediamine (p-XDA) is an aromatic diamine monomer characterized by its two primary amino groups and rigid aromatic structure, which contribute to its exceptional thermal stability and mechanical strength. Its reactivity allows for versatile functionalization and effective cross-linking, making it a suitable building block in polymer synthesis. p-XDA′s solubility in organic solvents facilitates its incorporation into various formulations, including hydrogels for drug delivery systems.

Application

p-Xylylenediamine can be used:
  • As a monomer to synthesize ultra heat-resistant thermoplastic polyamide elastomers suitable for high-temperature applications. It contributes to increased tensile strength, toughness, and Young′s modulus of the elastomer, thereby enhancing its overall mechanical strength.
  • As a cross-linking agent to prepare solvent resistant high performance nanofiltration membranes. p-Xylylenediamine facilitates superior separation performance and stability for N,N-dimethylformamide (DMF) solution.
  • As a dendrimer core to synthesize stimuli responsive nanocarriers for cancer drug delivery.
  • As a capping agent to prepare fluorescent organic–inorganic hybrid CH3NH3PbBr3 nanocrystals to fabricate 3D-printed paper-based microfluidic optical sensor for naked-eye detection of picric acid.


pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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