Methyl carbamate

Base Information

• Chemical Name: Methyl carbamate
• CAS No.: 598-55-0
• Molecular Formula: C2H5NO2
• Molecular Weight: 75.0672
• Hs Code.: 29241900
• European Community (EC) Number: 209-939-2
• NSC Number: 3054
• UN Number: 2811
• UNII: 9WFX634X2T
• DSSTox Substance ID: DTXSID8020834
• Nikkaji Number: J1.651I
• Wikipedia: Methyl_carbamate
• Wikidata: Q5927934
• ChEMBL ID: CHEMBL1085707
• Mol file: 598-55-0.mol

Synonyms:carbamic acid, methyl ester;methyl carbamate

Chemical Property of Methyl carbamate

Chemical Property:

• Appearance/Colour: white adhering crystals
• Vapor Pressure: 0.976mmHg at 25°C
• Melting Point: 56-58 °C(lit.)
• Refractive Index: 1.399
• Boiling Point: 178.7 °C at 760 mmHg
• PKA: 13.37±0.50(Predicted)
• Flash Point: 105.2 °C
• PSA: 52.32000
• Density: 1.092 g/cm³
• LogP: 0.41180
• Storage Temp.: Room temperature.
• Sensitive.: Moisture Sensitive
• Solubility.: 700 g/L (20°C)
• Water Solubility.: 700 g/L (20 ºC)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 75.032028402
• Heavy Atom Count: 5
• Complexity: 42.9
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl Carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T
• Statements: 36-40-61
• Safety Statements: 26-36/37-36-22-45-53

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Carbamic Acid Esters
• Canonical SMILES: COC(=O)N
• Uses: Methyl carbamate was used in the synthesis of protected aminocyclopropanes.

Technology Process of Methyl carbamate

There total 69 articles about Methyl carbamate 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: 99.41%

methanol (67-56-1) + urea (57-13-6) → methyl carbamate (598-55-0)

Guidance literature:

With alumina supported titanium dioxide-bismuth oxide metal oxide catalyst; at 120 ℃; for 8h; Sealed tube;

Reference yield: 98.8%

urea (57-13-6) + carbonic acid dimethyl ester (616-38-6) → methyl carbamate (598-55-0)

Guidance literature:

With Na-ZnO-ZrO2 / γ-Al2O3; at 180 ℃; for 6h; Temperature; Reagent/catalyst; Autoclave;

Reference yield: 90.0%

methyl aziridine-1-carboxylate (671-50-1) → ethyleneimine (151-56-4,9002-98-6) + methyl carbamate (598-55-0)

Guidance literature:

With ammonia; In ethanol; at 18 - 25 ℃; for 24h;

upstream raw materials:

methanol

diethyl ether

cyanic acid

carbamic chloride

Downstream raw materials:

methyl N-(chloroacetyl)carbamate

methyl bismethoxycarbonylaminoacetate

methyl 2-phenyl-1-hydroxy-2-oxoethylcarbamate

ω,ω-Di(methoxycarbonylamino)acetophenon

Refernces

• 1、 Wu, Xiaomin,Kang, Min,Yin, Yanlong,Wang, Feng,Zhao, Ning,Xiao, Fukui,Wei, Wei,Sun, Yuhan. "Synthesis of dimethyl carbonate by urea alcoholysis over Zn/Al bi-functional catalysts". . p. 13 - 20. Retrieved 2014.
• 2、 Wang, Wei,Xu, Feng,Du, Wenqiao,Zhang, Long. "One-pot efficient synthesis of methyl carbamate by M5Ca5(PO4)6F2 (M?=?Co, Ni, Cu, Zn) catalysts". . p. 26 - 29. Retrieved 2019.
• 3、 Echevarria. "-". . p. 110. Retrieved 1851.
• 4、 -. "Method for directly preparing dimethyl carbonate through reaction of low-temperature high-efficiency catalytic urea and methanol (by machine translation)". Paragraph 0047; 0050-0052; 0054. . Retrieved 2020/02/05.
• 5、 -. "Method for producing methyl carbamate". Paragraph 0018-0024. . Retrieved 2019/12/31.