1,4-Benzenedimethanamine

Base Information

• Chemical Name: 1,4-Benzenedimethanamine
• CAS No.: 539-48-0
• Molecular Formula: C8H12 N2
• Molecular Weight: 136.197
• Hs Code.: 2921 59 90
• European Community (EC) Number: 208-719-3
• UNII: FJD90IO4NH
• DSSTox Substance ID: DTXSID4024567
• Nikkaji Number: J61.423H
• Wikidata: Q27278025
• ChEMBL ID: CHEMBL218733
• Mol file: 539-48-0.mol

Synonyms:p-Xylylenediamine;539-48-0;1,4-phenylenedimethanamine;1,4-Benzenedimethanamine;1,4-Bis(aminomethyl)benzene;1,4-Xylylenediamine;[4-(aminomethyl)phenyl]methanamine;p-Phenylenebis(methylamine);P-Xylenediamine;p-Xylylendiamine;4-Aminomethylbenzylamine;p-Xylylendiamine [Czech];Methylamine, p-phenylenebis-;p-Xylene-alpha,alpha'-diamine;1,4-Bis-aminomethylbenzen;4-(Aminomethyl)benzylamine;1,4-Xylenediamine;CCRIS 6170;1,4-Bis-aminomethylbenzen [Czech];EINECS 208-719-3;UNII-FJD90IO4NH;FJD90IO4NH;BRN 2206190;.alpha.,.alpha.'-Diamino-p-xylene;MFCD00009821;4-13-00-00296 (Beilstein Handbook Reference);para-xylylenediamine;p-Xylene Diamine;paraxylylenediamine;Dibutyltindiacetate;p-xylylene diamine;paraxylylene diamine;SHOAMINE P;4-aminomethyl benzylamine;4-aminomethyl-benzylamine;p-Xylylenediamine, 99%;1,4-bisaminomethylbenzene;XYLENEDIAMINE, P-;EUREDUR 14;XYLYLENEDIAMINE, P-;SCHEMBL15828;alpha,alpha'-Diamino-p-xylene;CHEMBL218733;DTXSID4024567;ISKQADXMHQSTHK-UHFFFAOYSA-;p-Xylene-.alpha.,.alpha.'-diamine;AKOS000120368;CS-W016524;LS-1335;AS-10542;D1018;FT-0632341;EN300-21376;D84343;A937428;J-504010;Q27278025

Chemical Property of 1,4-Benzenedimethanamine

Chemical Property:

• Vapor Pressure: 0.26Pa at 25℃
• Melting Point: 60-63 ºC
• Refractive Index: 1.6210 (estimate)
• Boiling Point: 230 ºC (10 mmHg)
• PKA: 9.46±0.10(Predicted)
• Flash Point: 131.8°C
• Density: 1.052g/cm³
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in water.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 136.100048391
• Heavy Atom Count: 10
• Complexity: 73.3

Purity/Quality:

99.9% ^*data from raw suppliers

1,4-Phenylenedimethanamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=CC=C1CN)CN
• Uses: p-Xylylenediamine is

Technology Process of 1,4-Benzenedimethanamine

There total 15 articles about 1,4-Benzenedimethanamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-tert-butoxycarbonyl-N'-trityl-1,4-xylilenediamine (1220120-58-0) → p-xylylidenediamine (539-48-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.200901279

Reference yield: 99.0%

terephthalonitrile (623-26-7) → p-xylylidenediamine (539-48-0)

Guidance literature:

With sodium tetrahydroborate; In water; at 25 ℃; for 3h; pH=5.5;

DOI:10.1002/cctc.201300984

Reference yield: 93.0%

terephthalaldehyde, (623-27-8) → p-xylylidenediamine (539-48-0)

Guidance literature:

With Co-doped zirconium dioxide; ammonia; hydrogen; N-butylamine; In methanol; at 99.84 ℃; for 10h; chemoselective reaction; Autoclave;

DOI:10.1039/d0gc02280b

upstream raw materials:

terephthalonitrile

1,4-phenylenediacetic acid

hexamethylenetetramine

p-Xylylene dichloride

Downstream raw materials:

1,4-Bis-<(N-nitroso-N-cyanomethyl)-aminomethyl>-benzol

N,N,N',N'-tetrakis(phosphonomethyl)-α,α'-p-xylylenediamine

N-{4-[(2-Methoxycarbonyl-acetylamino)-methyl]-benzyl}-malonamic acid methyl ester

C₂₄H₂₄N₂O₄

Refernces

Dimeric and trimeric molybdenum( II) complexes containing 2-substituted η³-bonded butadienyl bridging ligands

10.1016/s0022-328x(97)00456-7

The study investigates the formation of dimeric and trimeric molybdenum(II) complexes containing 2-substituted 3-bonded butadienyl bridging ligands. The starting material used is [MoCI(CO)2(@-CH2(COCI)C=CH2)phen] (phen = 1,10-phenanthroline) (1). When 1 reacts with 1,2-ethanediol or N,N'-diethylethylenediamine in a 2:1 mole ratio, dimeric complexes [MoCI(CO)2(@-CH/(COACH2)C=CH2)phen]2 are formed, where A represents the substituent group (A = O for ester, A = NEt for amide). Reactions with hydroquinone or 1,4-phenylenediamine yield monomeric complexes [MoCI(CO)2(@-CH2(COA)C=CH2)phen], while dimeric complexes are isolated from reactions involving 4,4'-ethylenedianiline or p-xylylenediamine. Attempts to prepare a novel complex bridged by three linked amide substituted butadienyl groups using diethylenetriamine were unsuccessful. However, reaction of 1 with triethanolamine or tris(2-aminoethyl)amine in a 3:1 mole ratio gives trimeric complexes [MoCI(CO)2(~/a-CH2(COACH2CH2)C=CH2)phen]3 N (A = O, NH) in good yield. The study establishes conditions for the formation of these complexes and examines the boundaries of dimer and trimer formation using various bifunctional and trifunctional reagents.

Large hydrophobic interactions with clearly defined geometry. A dimeric steroid with catalytic properties.

10.1139/v82-111

The research investigates the synthesis and catalytic properties of a dimeric steroid, 3, which acts as a catalyst for the hydrolysis of 3-arylpropionate esters of 3-hydroxy-4-nitrobenzoic acid. The purpose of the study is to explore the potential of dimeric steroids to enhance catalytic activity through increased hydrophobic interactions compared to monomeric steroids. The key chemicals used include p-xylenediamine, sodium cyanoborohydride, terephthalaldehyde, and various arylpropionate esters (e.g., HCA-HNB, NPA-HNB, and PPA-HNB). The study concludes that the dimeric steroid 3 significantly enhances the rate of hydrolysis, achieving a 200-fold rate enhancement relative to imidazole for phenanthryl propionate and a 3000-fold enhancement relative to a hypothetical reaction with the steroid alone. The results demonstrate that the dimeric structure allows for greater hydrophobic contact, leading to substantial rate enhancements, which provides valuable insights for designing artificial enzymes.