1-Ethyl-3-(3-(dimethylamino)propyl)carbodiimide methiodide

Base Information

• Chemical Name: 1-Ethyl-3-(3-(dimethylamino)propyl)carbodiimide methiodide
• CAS No.: 22572-40-3
• Molecular Formula: C9H20N3^.I
• Molecular Weight: 297.182
• Hs Code.: 29252900
• European Community (EC) Number: 245-095-1
• NSC Number: 282762
• UNII: 73U5123RNT
• DSSTox Substance ID: DTXSID20945227
• Wikidata: Q27266208
• Mol file: 22572-40-3.mol

Synonyms:1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide methiodide;1-ethyl-3-(3-(trimethylamino)propyl)carbodiimide;1-ethyl-3-(3-dimethylaminopropyl)carbodiimide methiodide;EDC methiodide;ETC carbodiimide

Chemical Property of 1-Ethyl-3-(3-(dimethylamino)propyl)carbodiimide methiodide

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.373mmHg at 25°C
• Melting Point: 97-99 °C(lit.)
• Boiling Point: 197.7°C at 760 mmHg
• Flash Point: 73.4°C
• PSA: 24.72000
• Density: 1.3860 (estimate)
• LogP: -1.71950
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive & Hygroscopic
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 297.07020
• Heavy Atom Count: 13
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide Methiodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN=C=NCCC[N+](C)(C)C.[I-]
• Uses: Crosslinking agent. Reactant for: Amide bond forming (amidation) crosslinking reactions. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide methiodide is in proteins as water soluble carboxyl modifying reagent. It is used as a crosslinking agent.

Technology Process of 1-Ethyl-3-(3-(dimethylamino)propyl)carbodiimide methiodide

There total 2 articles about 1-Ethyl-3-(3-(dimethylamino)propyl)carbodiimide methiodide 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: 81.2%

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide (1892-57-5,754131-18-5) + methyl iodide (74-88-4) → 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide (22572-40-3)

Guidance literature:

In dichloromethane; at 15 - 25 ℃; for 1h; Industrial scale;

Reference yield:

→ 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide (22572-40-3)

Guidance literature:

Carbodiimid 1, MeI;

DOI:10.1021/jo00986a049

Reference yield: 85.0%

N-(2,2,2-trichloroethoxycarbonyl)-O-[6-O-t-butyldimethylsilyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino).-β-D-glucopyranosyl]-L-serine benzyl ester + 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide (22572-40-3) + (R)-3-dodecanoyloxytetradecanoic acid (122105-45-7) → N-(2,2,2-trichloroethoxycarbonyl)-O-[6-O-t-butyldimethylsilyl-3-O-[(R)-3-decanoyloxytetradecanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino).-β-D-glucopyranosyl]-L-serine benzyl ester

Guidance literature:

N-(2,2,2-trichloroethoxycarbonyl)-O-[6-O-t-butyldimethylsilyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino).-β-D-glucopyranosyl]-L-serine benzyl ester; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; (R)-3-dodecanoyloxytetradecanoic acid; With 4-pyrrolidin-1-ylpyridine; In dichloromethane; at 0 ℃; for 1h;

3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; (R)-3-dodecanoyloxytetradecanoic acid; In dichloromethane; at 0 ℃; for 0.5h;

upstream raw materials:

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

methyl iodide

Refernces

• 1、 -. "Synthesis method of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide methyl iodide". Paragraph 0043-0069. . Retrieved 2019/01/06.