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Merck
CN

X1202

m-Xylylenediamine

99%

Synonym(s):

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

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About This Item

Linear Formula:
C6H4(CH2NH2)2
CAS Number:
1477-55-0
Molecular Weight:
136.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24902130
EC Number:
216-032-5
Beilstein/REAXYS Number:
1099911
MDL number:
MFCD00008119
Assay:
99%

Key Documents

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InChI key

FDLQZKYLHJJBHD-UHFFFAOYSA-N

InChI

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

SMILES string

NCc1cccc(CN)c1

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.)

Quality Level

100

Related Categories

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
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

supp_hazards

EUH071

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6537
SDBB1909
SDBB0514
STBK7760
STBK4387

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Vinylogous urethane vitrimers.
Denissen W, et al.
Advances in Functional Materials, 25(16), 2451-2457 (2015)
Occupational contact dermatitis due to the epoxy hardener m-xylylenediamine.
S Sommer et al.
Contact dermatitis, 44(6), 374-374 (2001-06-22)
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)
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
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