Diethyl (methylenedi-4,1-phenylene)dicarbamate

Base Information

• Chemical Name: Diethyl (methylenedi-4,1-phenylene)dicarbamate
• CAS No.: 10097-16-2
• Molecular Formula: C19H22 N2 O4
• Molecular Weight: 342.395
• Hs Code.: 2924299090
• European Community (EC) Number: 233-230-7
• DSSTox Substance ID: DTXSID10143598
• Nikkaji Number: J56.242D
• Wikidata: Q83007552
• Mol file: 10097-16-2.mol

Synonyms:diethyl-4,4'-methylenebis(N-phenylcarbamate);diphenylmethane-4,4'-diurethane

Chemical Property of Diethyl (methylenedi-4,1-phenylene)dicarbamate

Chemical Property:

• Vapor Pressure: 2.78E-07mmHg at 25°C
• Melting Point: 134.5 °C
• Boiling Point: 420.6°Cat760mmHg
• PKA: 13.48±0.70(Predicted)
• Flash Point: 208.2°C
• PSA: 76.66000
• Density: 1.219g/cm³
• LogP: 4.56020
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 342.15795719
• Heavy Atom Count: 25
• Complexity: 376

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=CC=C(C=C1)CC2=CC=C(C=C2)NC(=O)OCC

Technology Process of Diethyl (methylenedi-4,1-phenylene)dicarbamate

There total 10 articles about Diethyl (methylenedi-4,1-phenylene)dicarbamate 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%

ethanol (64-17-5) + di(4-isocyanatophenyl)methane (101-68-8,25686-28-6,97568-33-7) → (methylenedi-4,1-phenylene)bis-carbamic acid diethyl ester (10097-16-2)

Guidance literature:

With MoCl₂O₂(dmf)2; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.201200303

Reference yield: 97.0%

4,4'-diamino diphenyl methane (101-77-9) + Diethyl carbonate (105-58-8,76619-83-5) → (methylenedi-4,1-phenylene)bis-carbamic acid diethyl ester (10097-16-2)

Guidance literature:

Zn₄O(OAc)6; at 180 ℃; for 2.5h; Inert atmosphere; Autoclave;

Reference yield: 94.0%

N-carboethoxyaniline (101-99-5) + 4-(N-ethoxycarbonylaminomethyl)-N-ethoxycarbonylaniline (77586-27-7) → (methylenedi-4,1-phenylene)bis-carbamic acid diethyl ester (10097-16-2)

Guidance literature:

With boron trifluoride diethyl etherate; In benzene; for 24h; Heating;

DOI:10.1039/P19810000447

upstream raw materials:

chloroformic acid ethyl ester

4,4'-diamino diphenyl methane

ethanol

di(4-isocyanatophenyl)methane

Downstream raw materials:

dicyclohexylmethane-4,4'-diethylurethane

di(4-isocyanatophenyl)methane

ethanol

Refernces

• 1、 Nagalakshmamma, Vadabingi,Varalakshmi, Mavallur,Umapriya, Kollu,Venkataswamy, Mallepogu,Venkataramaiah, Chintha,Thyaga Raju, Kedam,Chalapathi, Ponne Venkata,NagaRaju, Chamarthi. "Synthesis, antimicrobial and antioxidant activity of bis sulfonamide/carbamate derivatives of bis-(4-aminophenyl) methane". . p. 1289 - 1295. Retrieved 2020/02/11.
• 2、 Wang, Peixue,Ma, Yubo,Liu, Shimin,Zhou, Feng,Yang, Benqun,Deng, Youquan. "N-Substituted carbamate synthesis using urea as carbonyl source over TiO2-Cr2O3/SiO2 catalyst". . p. 3964 - 3971. Retrieved 2015/07/15.