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X1202

Sigma-Aldrich

m-Xylylenediamine

99%

Sinónimos:

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

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About This Item

Fórmula lineal:
C6H4(CH2NH2)2
Número de CAS:
1477-55-0
Peso molecular:
136.19
Beilstein/REAXYS Number:
1099911
EC Number:
216-032-5
MDL number:
MFCD00008119
UNSPSC Code:
12352100
PubChem Substance ID:
24902130
NACRES:
NA.22

vapor pressure

15 mmHg ( 145 °C)

Quality Level

100

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

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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_germany

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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Certificados de análisis (COA)

Lot/Batch Number
SDBB1909
SDBB0514
STBK7760
STBK4387
STBK2878

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Vinylogous urethane vitrimers.
Denissen W, et al.
Advances in Functional Materials, 25(16), 2451-2457 (2015)
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
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
Yoshinobu Ishikawa et al.
Molecules (Basel, Switzerland), 13(12), 3117-3128 (2008-12-17)
Spectroscopic, viscometric, and molecular docking analysis of binding of cationic bis-porphyrins linked with p- or m-xylylenediamine (H(2)pXy and H(2)mXy) and their zinc(II) complexes (ZnpXy and ZnmXy) to duplex DNA are described. H(2)pXy and H(2)mXy bound to calf thymus DNA (CTDNA)
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