4-Aza-1-azoniabicyclo[2.2.2]octane, 1-(chloromethyl)-, chloride

Base Information

• Chemical Name: 4-Aza-1-azoniabicyclo[2.2.2]octane, 1-(chloromethyl)-, chloride
• CAS No.: 36273-11-7
• Molecular Formula: C7H14 Cl N2 . Cl
• Molecular Weight: 197.1055
• DSSTox Substance ID: DTXSID6067963
• Mol file: 36273-11-7.mol

Synonyms:36273-11-7;1-(chloromethyl)-4-aza-1-azonia bicyclo[2.2.2]octane chloride;4-Aza-1-azoniabicyclo[2.2.2]octane, 1-(chloromethyl)-, chloride;1-(CHLOROMETHYL)-1,4-DIAZABICYCLO[2.2.2]OCTAN-1-IUM CHLORIDE;1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane;chloride;4-Aza-1-azoniabicyclo(2.2.2)octane, 1-(chloromethyl)-, chloride;4-Aza-1-azoniabicyclo(2.2.2)octane, 1-(chloromethyl)-, chloride (1:1);4-(chloromethyl)-1-aza-4-azoniabicyclo[2.2.2]octane,chloride;C7H14ClN2.Cl;C7-H14-Cl-N2.Cl;SCHEMBL6184073;DTXSID6067963;RKVXEZAWSNSRPA-UHFFFAOYSA-M;MFCD20623369;AKOS024257963;DS-19351;CS-0043166;A913766;A1-01954;1-Chloromethyl-4-aza-1-azoniabicylo[2.2.2]octane chloride;1-chloromethyl-4-aza-1-azoniabicyclo[2,2,2]-octane chloride;1-(CHLOROMETHYL)-1,4-DIAZABICYCLO[2.2.2]OCTAN-1-IUMCHLORIDE

Chemical Property of 4-Aza-1-azoniabicyclo[2.2.2]octane, 1-(chloromethyl)-, chloride

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.0534038
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C[N+]2(CCN1CC2)CCl.[Cl-]
• General Description: 1-(Chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride is a quaternary ammonium salt derived from 1,4-diazabicyclo[2.2.2]octane (DABCO), where a chloromethyl group is attached to one nitrogen, forming a monocationic species with a chloride counterion. It serves as a precursor for fluorinating reagents like Selectfluor and participates in reactions such as the Menshutkin reaction, where it can generate chloride anions for halogen-bonded network formation. Additionally, it reacts with Selectfluor to form symmetrical trication salts, demonstrating its utility in synthetic and structural chemistry.

Technology Process of 4-Aza-1-azoniabicyclo[2.2.2]octane, 1-(chloromethyl)-, chloride

There total 2 articles about 4-Aza-1-azoniabicyclo[2.2.2]octane, 1-(chloromethyl)-, chloride 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: 96.0%

1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7) + dichloromethane (75-09-2) → 1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride (36273-11-7)

Guidance literature:

Reflux;

DOI:10.1016/j.tetlet.2014.10.071

Reference yield:

1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7) + dichloromethane (75-09-2) → 1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride (36273-11-7) + 1,4-bis(chloromethyl)-1,4-diazoniabicyclo<2.2.2>octane dichloride (104303-92-6)

Guidance literature:

at 25 ℃; for 18h; under 7500600 Torr;

DOI:10.1016/S0040-4020(01)87459-7

Reference yield: 79.0%

1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride (36273-11-7) + bisphenylsulfonylimide sodium salt (2532-07-2) → 1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octan-1-ium N',N'-bisbenzenesulfonylimide salt

Guidance literature:

In acetonitrile;

DOI:10.1002/cjoc.201400680

upstream raw materials:

1,4-diaza-bicyclo[2.2.2]octane

dichloromethane

Downstream raw materials:

3-(2-phenylthio-thiazol-5-yl-methyl)-5-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine