Isopropyl carbamate

Base Information

• Chemical Name: Isopropyl carbamate
• CAS No.: 1746-77-6
• Molecular Formula: C4H9 N O2
• Molecular Weight: 103.121
• Hs Code.: 2924199090
• European Community (EC) Number: 217-127-4
• NSC Number: 60539
• UNII: 10VF1I9JWI
• DSSTox Substance ID: DTXSID9051795
• Nikkaji Number: J3.678A
• Wikidata: Q27251163
• Mol file: 1746-77-6.mol

Synonyms:ISOPROPYL CARBAMATE;1746-77-6;Carbamic Acid Isopropyl Ester;propan-2-yl carbamate;Carbamic acid, 1-methylethyl ester;Carbamic acid, isopropyl ester;Isopropyl-N-carbamate;HSDB 2596;Isopropylester kyseliny karbaminove;EINECS 217-127-4;NSC 60539;UNII-10VF1I9JWI;BRN 1743047;10VF1I9JWI;Isopropylester kyseliny karbaminove [Czech];NSC-60539;4-03-00-00053 (Beilstein Handbook Reference);SCHEMBL23258;WLN: ZVOY1&1;DTXSID9051795;OVPLZYJGTGDFNB-UHFFFAOYSA-;carbamic acid 1-methylethyl ester;ISOPROPYL CARBAMATE [HSDB];BAA74677;NSC60539;MFCD00025463;AKOS006221629;AS-61781;BP-21219;LS-50001;C0614;CS-0119929;FT-0633819;D81825;EN300-7153896;Q27251163;Z56756670

Chemical Property of Isopropyl carbamate

Chemical Property:

• Vapor Pressure: 0.546mmHg at 25°C
• Melting Point: 94°C
• Refractive Index: 1.4203 (estimate)
• Boiling Point: 183 °C
• PKA: 13.68±0.50(Predicted)
• Flash Point: 90.1°C
• PSA: 52.32000
• Density: 1.01g/cm³
• LogP: 1.19040
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Completely soluble in water
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 70.1

Purity/Quality:

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

Isopropyl Carbamate >98.0%(GC)(N) ^*data from reagent suppliers

Safty Information:

• Statements: 45
• Safety Statements: 53

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Carbamic Acid Esters
• Canonical SMILES: CC(C)OC(=O)N

Technology Process of Isopropyl carbamate

There total 11 articles about Isopropyl 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: 90.0%

isopropyl alcohol (67-63-0,8013-70-5) + urea (57-13-6) → isopropyl carbamate (1746-77-6)

Guidance literature:

With cholin chloride ZnCl₂; iron oxide; at 130 ℃; for 6h; Green chemistry;

DOI:10.1002/ejoc.201800581

Reference yield: 85.0%

potassium cyanate (590-28-3) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl carbamate (1746-77-6)

Guidance literature:

With para-dodecylbenzenesulfonic acid; In neat (no solvent); at 60 ℃; for 0.5h; Green chemistry;

DOI:10.1039/c5ra14528g

Reference yield: 58.0%

potassium cyanate + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl carbamate (1746-77-6)

Guidance literature:

With trifluoroacetic acid; In benzene; 1) 30 min.(addition); 2) 52 h, room temp.;

DOI:10.1135/cccc19800517

upstream raw materials:

diisopropyl pyrocarbonate

isopropyl chloroformate

Isopropyl fluoroformate

isopropyl cyanate

Downstream raw materials:

(5,11-Dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yl)-carbamic acid isopropyl ester

3-({2-[(4-{amino-[(E)-isopropyloxycarbonylimino]methyl}-phenylamino)methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}pyridin-2-yl-amino)propionic acid ethyl ester

carbamic acid, phenyl-, 1-methylethyl ester

propene

Refernces

• 1、 Bagherzadeh, Nastaran,Sardarian, Ali Reza,Inaloo, Iman Dindarloo. "Green and efficient synthesis of thioureas, ureas, primary: O -thiocarbamates, and carbamates in deep eutectic solvent/catalyst systems using thiourea and urea". supporting information. p. 11852 - 11858. Retrieved 2021/07/12.
• 2、 Basu, Priyanka,Dey, Tusar Kanto,Ghosh, Aniruddha,Biswas, Surajit,Khan, Aslam,Islam, Sk. Manirul. "An efficient one-pot synthesis of industrially valuable primary organic carbamates and: N -substituted ureas by a reusable Merrifield anchored iron(ii)-anthra catalyst [FeII(Anthra-Merf)] using urea as a sustainable carbonylation source". . p. 2630 - 2643. Retrieved 2020/02/20.