N,N'-(1,3-Xylylene)bis(dimethylamine)

Base Information

• Chemical Name: N,N'-(1,3-Xylylene)bis(dimethylamine)
• CAS No.: 19851-44-6
• Molecular Formula: C₁₂H₂₀N₂
• Molecular Weight: 192.304
• Mol file: 19851-44-6.mol

Synonyms:1,3-bis[(dimethylamino)methyl]benzene

Chemical Property of N,N'-(1,3-Xylylene)bis(dimethylamine)

Chemical Property:

• Refractive Index: 1.5020 to 1.5060
• Boiling Point: 233.9±20.0 °C(Predicted)
• PKA: 9.06±0.28(Predicted)
• Density: 0.949±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

1,3-Bis(dimethylaminomethyl)benzene >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-(1,3-Xylylene)bis(dimethylamine)

There total 29 articles about N,N'-(1,3-Xylylene)bis(dimethylamine) 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: 90.0%

1,3-dimethanol benzene (626-18-6) + dimethyl amine (124-40-3) → 1,3-bis[(dimethylamino)methyl]benzene (19851-44-6)

Guidance literature:

With (C₅(CH₃)5)IrCl₂(1,3-diisoptopylimidazole); sodium carbonate; In water; at 120 ℃; for 40h; Sealed tube;

DOI:10.1002/cctc.202101499

Reference yield: 80.0%

rhodium{C6H3(CH2NMe2)2-o,o'}(1,5-cyclooctadiene) (115338-66-4) → [Rh(μ-OMe)(1,5-cyclooctadiene)]2 + 1,3-bis[(dimethylamino)methyl]benzene (19851-44-6)

Guidance literature:

With CH₃OH; In benzene; stirring for 30 min; evapn. to dryness, washing with pentane; Rh complex as residue, aryl compound from pentane washings after evapn.;

DOI:10.1021/om00099a010

Reference yield: 36.0%

(2,6-bis(dimethylaminomethyl)phenyl)NiBr2 → 1,3-bis[(dimethylamino)methyl]benzene (19851-44-6) + 2,6-bis-<(dimethyamino)methyl>phenol (15827-34-6)

Guidance literature:

With water; at 70 ℃; for 24h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1021/acs.organomet.8b00103

upstream raw materials:

dimethyl amine

1,3-bis-(bromomethyl)benzene

Ir{C₆H₃(CH₂N(CH₃)2)2}(C₈H₁₂)

Ir{C₆H₃(CH₂NMe₂)2-o,o'}(1,5-cyclooctadiene)

Downstream raw materials:

N,N'-<1,3-Phenylenbis(methylen)>bis(trimethylammonium)-diiodid

2,6-bis(dimethylaminomethyl)phenyllithium

(C₆H₃(CH₂N(CH₃)2)2)2Pt

(C₆H₃(CH₂N(CH₃)2)2)Pt(C₆H₃(CH₂N(CH₃)(C₂H₅))2)

Refernces

• 1、 Cloutier, Jean-Philippe,Zamani, Fahimeh,Zargarian, Davit. "Aerobic oxidation-functionalization of the aryl moiety in van Koten's pincer complex (NCN)Ni(ii)Br: Relevance to carbon-heteroatom coupling reactions promoted by high-valent nickel species". . p. 1800 - 1807. Retrieved 2022/01/31.
• 2、 Cloutier, Jean-Philippe,Zargarian, Davit. "Functionalization of the Aryl Moiety in the Pincer Complex (NCN)NiIIIBr2: Insights on NiIII-Promoted Carbon-Heteroatom Coupling". supporting information. p. 1446 - 1455. Retrieved 2018/05/23.