2-[16-(Carboxylatomethyl)-1,4,10,13-tetraoxa-7,16-diazoniacyclooctadec-7-yl]acetate

Base Information

• Chemical Name: 2-[16-(Carboxylatomethyl)-1,4,10,13-tetraoxa-7,16-diazoniacyclooctadec-7-yl]acetate
• CAS No.: 72912-01-7
• Molecular Formula: C16H30 N2 O8
• Molecular Weight: 378.41
• Hs Code.: 29349990
• Mol file: 72912-01-7.mol

Synonyms:

Chemical Property of 2-[16-(Carboxylatomethyl)-1,4,10,13-tetraoxa-7,16-diazoniacyclooctadec-7-yl]acetate

Chemical Property:

• Melting Point: 166-170 °C
• Refractive Index: 1.5290 (estimate)
• Boiling Point: 506.51°C (rough estimate)
• PKA: 1.93±0.10(Predicted)
• PSA: 118.00000
• Density: 1.1520 (rough estimate)
• LogP: -1.28460
• XLogP3: -4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 378.20021592
• Heavy Atom Count: 26
• Complexity: 329

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCOCC[NH+](CCOCCOCC[NH+]1CC(=O)[O-])CC(=O)[O-]

Technology Process of 2-[16-(Carboxylatomethyl)-1,4,10,13-tetraoxa-7,16-diazoniacyclooctadec-7-yl]acetate

There total 6 articles about 2-[16-(Carboxylatomethyl)-1,4,10,13-tetraoxa-7,16-diazoniacyclooctadec-7-yl]acetate 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: 81.0%

N,N'-bis(ethoxycarbonylmethyl)-4,13-diaza-18-crown-6 (62871-83-4) → N,N'-bis(carboxymethyl)-4,13-diaza-18-crown-6 (72912-01-7)

Guidance literature:

In water; for 48h; Heating;

DOI:10.1021/ja00338a038

Reference yield:

1,2-bis-(2-iodoethoxy)ethane (36839-55-1) → N,N'-bis(carboxymethyl)-4,13-diaza-18-crown-6 (72912-01-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 29 percent / Na₂CO₃ / acetonitrile / 30 h / Heating

2: 92 percent / H₂ / 10percent Pd/C / ethanol / 24 h / 25 °C / 3102.9 Torr

3: 92 percent / Na₂CO₃ / acetonitrile / 24 h / Heating

4: 81 percent / H₂O / 48 h / Heating

With hydrogen; sodium carbonate; palladium on activated charcoal; In ethanol; water; acetonitrile;

DOI:10.1021/ja00338a038

Reference yield:

N,N'-dibenzyl-4,13-diaza-18-crown-6 (69703-25-9) → N,N'-bis(carboxymethyl)-4,13-diaza-18-crown-6 (72912-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / H₂ / 10percent Pd/C / ethanol / 24 h / 25 °C / 3102.9 Torr

2: 92 percent / Na₂CO₃ / acetonitrile / 24 h / Heating

3: 81 percent / H₂O / 48 h / Heating

With hydrogen; sodium carbonate; palladium on activated charcoal; In ethanol; water; acetonitrile;

DOI:10.1021/ja00338a038

upstream raw materials:

chloroacetic acid ethyl ester

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

N,N'-bis(ethoxycarbonylmethyl)-4,13-diaza-18-crown-6

N,N'-dibenzyl-4,13-diaza-18-crown-6