1,4-Bis(aminomethyl)benzene
Product Information
Molecular Formula
C8H12N2
Molecular Weight
136.19
Description
1,4-Bis(aminomethyl)benzene, commonly known as p-xylylenediamine, plays an irreplaceable role in the synthesis of polyamides and epoxy resins, especially in biomedical applications. The molecule's bonding interactions with DNA structures have shown beneficial effects in cancer therapy as well as in drug compounds designed to rapidly interfere with cell growth.
Synonyms
1,4-BIS(AMINOMETHYL)-BENZENE; 1,4-BIS(AMINOMETHYL)XYLENE; ALPHA,ALPHA'-DIAMINO-P-XYLENE; P-XYLYLENEDIAMINE; P-XYLYLENE-ALPHA,ALPHA'-DIAMINE; P-XYLENE DIAMINE
IUPAC Name
[4-(aminomethyl)phenyl]methanamine
SMILES
C1=CC(=CC=C1CN)CN
InChI
InChI=1S/C8H12N2/c9-5-7-1-2-8(6-10)4-3-7/h1-4H,5-6,9-10H2
InChI Key
ISKQADXMHQSTHK-UHFFFAOYSA-N
Boiling Point
230°C (10 mmHg)
Melting Point
60-63°C
Flash Point
134°C
Purity
95%
Density
1.052g/cm3
Appearance
White to Light yellow powder to crystal
Storage
Store below +30°C.
Refractive Index
1.6210 (estimate)
Vapor Pressure
9 mmHg
Safety Information
Hazards
H314:
Causes severe skin burns and eye damage.
Causes severe skin burns and eye damage.
Precautionary Statement
P260:
Do not breathe dust, fumes, gas, mist, vapours, spray.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331:
IF SWALLOWED:
Rinse mouth.
Do NOT induce vomiting.
P303+P361+P353:
IF ON SKIN (or hair):
Take off immediately all contaminated clothing. [As modified by IV ATP].
Rinse skin with water/shower.
P304+P340+P310:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338+P310:
IF IN EYES:
Rinse cautiously with water for several minutes.
Remove contact lenses if present and easy to do. Continue rinsing.
Immediately call a POISON CENTER or doctor/physician.
Do not breathe dust, fumes, gas, mist, vapours, spray.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331:
IF SWALLOWED:
Rinse mouth.
Do NOT induce vomiting.
P303+P361+P353:
IF ON SKIN (or hair):
Take off immediately all contaminated clothing. [As modified by IV ATP].
Rinse skin with water/shower.
P304+P340+P310:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338+P310:
IF IN EYES:
Rinse cautiously with water for several minutes.
Remove contact lenses if present and easy to do. Continue rinsing.
Immediately call a POISON CENTER or doctor/physician.
Computed Properties
XLogP3
-0.4
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Exact Mass
136.100048391 g/mol
Monoisotopic Mass
136.100048391 g/mol
Topological Polar Surface Area
52Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
73.3
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114058009-A | Process for preparing semi-aromatic polyamides with reduced loss of diamine monomer, semi-aromatic polyamides and molding compositions | 2021-12-13 |
| CN-114149345-A | Method for preparing isocyanate | 2021-12-09 |
| CN-114082428-A | Hydrogenation catalyst, preparation method and application thereof | 2021-11-30 |
| CN-113969096-A | High-strength room-temperature self-repairing polyurea coating material and preparation method thereof | 2021-11-29 |
| CN-114058384-A | Polyimide photo-alignment agent solution and preparation method thereof, photo-alignment film and liquid crystal box | 2021-11-26 |
| CN-114031748-A | Low-viscosity water-based epoxy curing agent and preparation method thereof | 2021-11-15 |
| CN-113929902-A | Coordination high-temperature-resistant polyamide material containing star-shaped crosslinking and preparation method thereof | 2021-10-29 |
| CN-113980238-A | Xylylene diisocyanate composition and preparation method and application thereof | 2021-10-27 |
| CN-114002348-A | Method for detecting content of terephthalonitrile or isophthalonitrile and application thereof | 2021-10-27 |
| CN-113831814-A | High-thixotropy polyurethane acrylate aqueous dispersion and preparation method thereof | 2021-10-19 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21970313 | 2011-11-09 | Templated synthesis of glycoluril hexamer and monofunctionalized cucurbit[6]uril derivatives | Journal of the American Chemical Society |
| 21380427 | 2011-04-14 | Conformational supramolecular isomerism in one-dimensional silver(I) coordination polymer of a flexible bis(bidentate) N,N-donor ligand with p-xylyl spacer | Dalton transactions (Cambridge, England : 2003) |
| 21107699 | 2011-03-01 | Cellular and biomolecular responses of human ovarian cancer cells to cytostatic dinuclear platinum(II) complexes | Apoptosis : an international journal on programmed cell death |
| 20828203 | 2010-10-20 | Solid-supported synthesis and click conjugation of 4'-C-alkyne functionalized oligodeoxyribonucleotides | Bioconjugate chemistry |
| 20540586 | 2010-07-16 | Acyclic cucurbit[n]uril congeners are high affinity hosts | The Journal of organic chemistry |
| 21588062 | 2010-06-30 | p-Phenyl-enedimethanaminium dibromide | Acta crystallographica. Section E, Structure reports online |
| 20235521 | 2010-04-19 | Aqueous chemistry of chlorocyclophosphazenes: phosphates {PO(2)}, phosphamides {P(O)NHR}, and the first phosphites {PHO} and pyrophosphates {(PO)(2)O} of these heterocycles | Inorganic chemistry |
| 19663663 | 2010-04-01 | Potent inhibitory effects of benzyl and p-xylidine-bis dithiocarbamate sodium salts on activities of mushroom tyrosinase | Journal of enzyme inhibition and medicinal chemistry |
| 20023919 | 2009-12-28 | The role of bridging ligands in determining DNA-binding ability and cross-linking patterns of dinuclear platinum(II) antitumour complexes | Dalton transactions (Cambridge, England : 2003) |
| 19899775 | 2009-12-04 | Synthesis of bivalent lactosides based on terephthalamide, N,N'-diglucosylterephthalamide, and glycophane scaffolds and assessment of their inhibitory capacity on medically relevant lectins | The Journal of organic chemistry |
