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X1202

Sigma-Aldrich

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
Beilstein:
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)

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

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

EUH071

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

X1202-5G:4548173285177
X1202-100G:4548173285191
X1202-100ML:
X1202-2.5L:
X1202-500G:4548173285184
X1202-BULK:
X1202-VAR:
X1202-25ML:
X1202-5ML:
X1202-6X500ML:
X1202-500ML:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
P Paseiro-Losada et al.
Journal of chromatographic science, 36(11), 554-560 (1998-11-13)
European Union directive 90/128/EEC prescribes a specific migration limit of 0.05 mg/kg for the aliphatic diamine m-xylylenediamine (m-XDA) into food or food simultants, but there is no generally accepted method of analysis available for compliance testing with the given restriction.
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