Skip to Content
Merck
All Photos(1)

Key Documents

X1202

Sigma-Aldrich

m-Xylylenediamine

99%

Synonym(s):

1,​3-​Benzenedimethanamine, m-XDA, 1,3-Bis(aminomethyl)benzene, α,α′-Diamino-m-xylene

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C6H4(CH2NH2)2
CAS Number:
Molecular Weight:
136.19
Beilstein:
1099911
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

15 mmHg ( 145 °C)

Assay

99%

refractive index

n20/D 1.571 (lit.)

bp

265 °C/745 mmHg (lit.)

density

1.032 g/mL at 25 °C (lit.)

SMILES string

NCc1cccc(CN)c1

InChI

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

InChI key

FDLQZKYLHJJBHD-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

m-Xylylenediamine can be used:
  • As a monomer for the synthesis of poly(vinylogous urethane) vitrimers.
  • As a starting material for the synthesis of carbamate-protected multisubstituted bis-guanidine.
  • For the synthesis of polyamides by catalytic dehydrogenation with diols.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B

Supplementary Hazards

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A versatile one-pot synthesis of 1, 3-substituted guanidines from carbamoyl isothiocyanates.
Linton BR, et al.
The Journal of Organic Chemistry, 65(5), 1566-1568 (2000)
Direct synthesis of polyamides via catalytic dehydrogenation of diols and diamines.
Zeng H and Guan Z
Journal of the American Chemical Society, 133(5), 1159-1161 (2011)
Saverio Cellamare et al.
Bioorganic & medicinal chemistry, 16(9), 4810-4822 (2008-04-15)
A series of N-terminus benzamides of glycine-based symmetric peptides, linked to m-xylylenediamine and 3,4'-oxydianiline spacers, were prepared and tested as inhibitors of beta-amyloid peptide Abeta(1-40) aggregation in vitro. Compounds with good anti-aggregating activity were detected. Polyphenolic amides showed the highest
Yongmei Zhao et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(25), 6621-6629 (2006-06-07)
Polynuclear copper complexes with two or three Cu(BPA) (BPA, bis(2-pyridylmethyl)amine) motifs, [Cu2(mTPXA)Cl4]3 H2O (1), [Cu2(pTPXA)Cl4]3 H2O (2), [Cu3(HPTAB)Cl5]Cl3 H2O (3) (mTPXA = N,N,N',N'-tetra-(2-pyridylmethyl)-m-xylylene diamine; pTPXA = N,N, N',N'-tetra-(2-pyridylmethyl)-p-xylylenediamine; HPTAB = N,N,N',N',N'',N''-hexakis(2-pyridylmethyl)-1,3,5-tris-(aminomethyl)benzene) have been synthesized and characterized. The crystal structures of
Vinylogous urethane vitrimers.
Denissen W, et al.
Advances in Functional Materials, 25(16), 2451-2457 (2015)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service