m-Xylylenediamine

Base Information

• Chemical Name: m-Xylylenediamine
• CAS No.: 1477-55-0
• Deprecated CAS: 153326-45-5,554432-83-6,1370444-91-9,2138310-14-0
• Molecular Formula: C8H12N2
• Molecular Weight: 136.197
• Hs Code.: 29215900
• European Community (EC) Number: 216-032-5
• ICSC Number: 1462
• NSC Number: 61568
• UN Number: 3267,2735
• UNII: 1E84B9YLJD
• DSSTox Substance ID: DTXSID9029649
• Nikkaji Number: J38.174H
• Wikipedia: M-Xylylenediamine
• Wikidata: Q15726051
• ChEMBL ID: CHEMBL384146
• Mol file: 1477-55-0.mol

Synonyms:1,3-xylenediamine;m-xylenediamine;m-xylylenediamine

Chemical Property of m-Xylylenediamine

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 15 mm Hg ( 145 °C)
• Melting Point: 14 °C
• Refractive Index: n20/D 1.571(lit.)
• Boiling Point: 247 °C at 760 mmHg
• PKA: 9.37±0.10(Predicted)
• Flash Point: 130.4 °C
• PSA: 52.04000
• Density: 1.052 g/cm³
• LogP: 2.00460
• Water Solubility.: Miscible
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 136.100048391
• Heavy Atom Count: 10
• Complexity: 83.3
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

1,3-Benzenedimethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,C
• Hazard Codes: T,C
• Statements: 21/22-23-34-43-52/53-20/22
• Safety Statements: 26-36/37/39-45-61-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=CC(=C1)CN)CN
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C , on spraying or dispersing much faster.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Inhalation of high concentrations of the fume may cause lung oedema. Corrosive on ingestion.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Uses: Manufacture of polyamide fibers and resins, as a curing agent. 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.

Technology Process of m-Xylylenediamine

There total 41 articles about m-Xylylenediamine 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%

3-Cyanobenzaldehyde (24964-64-5) → 1,3-di(aminomethyl)benzene (1477-55-0)

Guidance literature:

With ammonia; hydrogen; In methanol; at 100 ℃; for 5h; under 37503.8 Torr;

Reference yield: 97.0%

Isophthalaldehyde (626-19-7) → 1,3-di(aminomethyl)benzene (1477-55-0)

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

Reference yield: 96.8%

benzene-1,3-dicarbonitrile (626-17-5) → 1,3-di(aminomethyl)benzene (1477-55-0) + 3-methyl-benzenemethanamine (100-81-2)

Guidance literature:

With hydrogen; Ni(NO₃)2, Cu(NO₃)2, Cr(NO₃)3, Na₂CO₃; calcined at 380 deg C for 18 h; pretreatment is given in full text; In 1,2,4-Trimethylbenzene; ammonia; at 80 ℃; for 24h; Product distribution / selectivity;

upstream raw materials:

benzene-1,3-dicarbonitrile

N,N'-(1,3-phenylenebismethylene)bisphthalimide

urea

1,3-bis-(bromomethyl)benzene

Downstream raw materials:

N,N'-dibenzylidene-m-xylylenediamine

diethyl 1,3-phenylenebis(methylene)dicarbamate

1,3-Bis-(1,1,3,3-tetramethyl-disilazan-2-ylmethyl)-benzene

1,3-bis(aminomethyl)benzene-N,N,N',N'-tetrakis(methanephosphonic acid)

Refernces

• 1、 Shi, Tianbao,Li, Hui,Yao, Lianghong,Ji, Weijie,Au, Chak-Tong. "Ni-Co-Cu supported on pseudoboehmite-derived Al2O3: Highly efficient catalysts for the hydrogenation of organic functional groups". . p. 68 - 73. Retrieved 2012.
• 2、 Liu, Chang,Li, Xiaodan,Wang, Tiefeng. "Catalytic hydrogenation of isophthalonitrile (IPN) over supported monometallic and bimetallic catalysts". . p. 57277 - 57285. Retrieved 2015.
• 3、 Hao, Rui,Li, Lin,Liu, Fei,Qi, Haifeng,Su, Yang,Wang, Aiqin,Yang, Jingyi,Zhang, Leilei,Zhang, Tao. "Modulating: Trans -imination and hydrogenation towards the highly selective production of primary diamines from dialdehydes". . p. 6897 - 6901. Retrieved 2020/11/09.
• 4、 Zeynizadeh, Behzad,Mohammad Aminzadeh, Farkhondeh,Mousavi, Hossein. "Green and convenient protocols for the efficient reduction of nitriles and nitro compounds to corresponding amines with NaBH4 in water catalyzed by magnetically retrievable CuFe2O4 nanoparticles". . . Retrieved 2019/03/23.