o-Tolylurea

Base Information

• Chemical Name: o-Tolylurea
• CAS No.: 614-77-7
• Molecular Formula: C8H10N2O
• Molecular Weight: 150.18
• European Community (EC) Number: 210-394-8
• NSC Number: 406061
• UNII: NN2Q3E7AYY
• DSSTox Substance ID: DTXSID70210331
• Nikkaji Number: J30.213I
• Wikidata: Q72509343
• Mol file: 614-77-7.mol

Synonyms:o-Tolylurea;614-77-7;(2-Methylphenyl)urea;1-(o-Tolyl)urea;o-Tolylcarbamide;Urea, (2-methylphenyl)-;Urea, o-tolyl-;1-(2-Methylphenyl)urea;o-Methylphenylurea;N-(2-Methylphenyl)urea;2-Tolylurea;NSC 406061;EINECS 210-394-8;NN2Q3E7AYY;BRN 2690754;AI3-20153;Urea, (2-methylphenyl)- (9CI);MFCD00025407;NSC-406061;4-12-00-01761 (Beilstein Handbook Reference);ortho-Tolylurea;1-o-tolylurea;2-Methylphenylurea;NSC406061;N-(o-Tolyl)-urea;N-O-TOLYLUREA;UNII-NN2Q3E7AYY;NCIOpen2_003569;SCHEMBL81434;BLSVCHHBHKGCSQ-UHFFFAOYSA-;Urea, N-(2-methylphenyl)- [;DTXSID70210331;UREA, N-(2-METHYLPHENYL)-;STK398271;AKOS000159782;SB76024;AS-56670;LS-160758;CS-0207328;FT-0629313;T0802;D92396;A868702;AR-360/41705362;F1192-0025

Chemical Property of o-Tolylurea

Chemical Property:

• Appearance/Colour: light beige fluffy powder
• Vapor Pressure: 0.025mmHg at 25°C
• Melting Point: 190-195 °C
• Refractive Index: 1.62
• Boiling Point: 247.9 °C at 760 mmHg
• Flash Point: 103.7 °C
• PSA: 55.12000
• Density: 1.192 g/cm³
• LogP: 2.25890
• Water Solubility.: 2.504g/L(45 oC)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 150.079312947
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

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

o-Tolylurea ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC(=O)N

Technology Process of o-Tolylurea

There total 25 articles about o-Tolylurea 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: 93.0%

N-(o-tolyl)cyanamide (10532-63-5) → N-(2-methylphenyl)urea (614-77-7)

Guidance literature:

With silver; water; for 1h; Reflux;

DOI:10.1016/j.saa.2014.04.186

Reference yield: 88.0%

potassium cyanate (590-28-3) + o-toluidine (95-53-4) → N-(2-methylphenyl)urea (614-77-7)

Guidance literature:

With acetic acid; In water; at 80 ℃; for 1h; Microwave irradiation;

DOI:10.1055/s-0030-1258553

Reference yield: 86.0%

urea (57-13-6) + o-toluidine (95-53-4) → N-(2-methylphenyl)urea (614-77-7)

Guidance literature:

urea; With mannitol; citric acid; at 80 ℃;

o-toluidine; With iodine; at 80 ℃; for 11h;

DOI:10.1080/00304948.2014.944408

upstream raw materials:

N-(o-tolyl)cyanamide

potassium cyanate

o-toluidine hydrochloride

N,N'-bis(2-methylphenyl)urea

Downstream raw materials:

N-o-tolyl-N'-(2,2,2-trichloro-1-hydroxy-ethyl)-urea

3-(2-methylphenyl)quinazoline-2,4(1H,3H)-dione

3-(2-Methylphenyl)-hydantoin

N-o-Tolyl-N'-(α-chlor-phenylacetyl)-harnstoff

Refernces

• 1、 álvarez, Daniel,Cadierno, Victorio,Crochet, Pascale,González-Fernández, Rebeca,López, Ramón,Menéndez, M. Isabel. "Catalytic hydration of cyanamides with phosphinous acid-based ruthenium(ii) and osmium(ii) complexes: scope and mechanistic insights". . p. 4084 - 4098. Retrieved 2020/07/09.
• 2、 Habibi, Davood,Heydari, Somayyeh,Faraji, Alireza,Keypour, Hasan,Mahmoudabadi, Masoumeh. "A green and facile approach for the synthesis of N-monosubstituted ureas in water: Pd catalyzed reaction of arylcyanamides (an unexpected behavior of electron withdrawing groups)". . p. 520 - 529. Retrieved 2018/06/26.