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Merck

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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Product Name

m-Xylylenediamine, 99%

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

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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)
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
K D Rice et al.
Bioorganic & medicinal chemistry letters, 10(20), 2357-2360 (2000-10-31)
The synthesis and optimization of a novel class of reversible and active-site directed dibasic inhibitors of human mast cell tryptase are described. The compounds were shown to be both remarkably potent and selective for tryptase with Ki values for optimized
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