Dimethylolurea

Base Information

• Chemical Name: Dimethylolurea
• CAS No.: 140-95-4
• Molecular Formula: C3H8N2O3
• Molecular Weight: 120.108
• Hs Code.: 29241990
• European Community (EC) Number: 205-444-0
• NSC Number: 41819
• UNII: N68H97CAWG
• DSSTox Substance ID: DTXSID6025141
• Nikkaji Number: J10.647J
• Wikidata: Q27284611
• ChEMBL ID: CHEMBL3185052
• Mol file: 140-95-4.mol

Synonyms:1,3-bis(hydroxymethyl)urea;carbamol;dimethylol urea;N,N'-bis(hydroxymethyl)urea;oxymethurea

Chemical Property of Dimethylolurea

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.39E-05mmHg at 25°C
• Melting Point: 125 °C (dec.)(lit.)
• Refractive Index: 1.561
• Boiling Point: 460.5 °C at 760 mmHg
• PKA: 12.14±0.46(Predicted)
• Flash Point: 232.3 °C
• PSA: 81.59000
• Density: 1.367 g/cm³
• LogP: -1.03300
• Storage Temp.: 2-8°C
• Water Solubility.: 150 g/L
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 120.05349212
• Heavy Atom Count: 8
• Complexity: 66.9

Purity/Quality:

90% min., 95min., 98% min. ^*data from raw suppliers

1,3-Bis(hydroxymethyl)urea ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45
• Safety Statements: 24/25-45-53

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Biocides/Disinfectants
• Canonical SMILES: C(NC(=O)NCO)O
• Uses: In the textile industry in cotton crease- and shrink-proofing, finishing, drying, sizing; in tanning; pesticides; in photographic developers. 1,3-Bis(hydroxymethyl)urea is used in preparation method of insulating waterborne polyurethane dispersion coating for electronic and electrical components.

Technology Process of Dimethylolurea

There total 10 articles about Dimethylolurea 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: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + urea (57-13-6) → 1,3-bis(hydroxymethyl)urea (140-95-4)

Guidance literature:

With sulfuric acid; at 50 ℃; for 0.4h; Ionic liquid;

DOI:10.1016/j.mencom.2011.01.009

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + water (7732-18-5) + urea (57-13-6) → (hydroxymethyl)urea (1000-82-4) + 1,3-bis(hydroxymethyl)urea (140-95-4)

Guidance literature:

at 50 - 85 ℃; Kinetics; pH 3.65 bis pH 7;

DOI:10.1002/pol.1952.120080403

Reference yield:

water (7732-18-5) + urea (57-13-6) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + (hydroxymethyl)urea (1000-82-4) + 1,3-bis(hydroxymethyl)urea (140-95-4)

Guidance literature:

at 20 ℃; Product distribution; pH 6.7 bis pH 10;

upstream raw materials:

formaldehyd

methylenediurea

hexamethylenetetramine

urea

Downstream raw materials:

N,N'-bis(methoxymethyl)urea

'Dimethylentriharnstoff'

tris(hydroxymethyl)urea

5-ethylhexahydro-1,3,5-triazin-2-one

Refernces

• 1、 Kim, Jin-Chul,Kim, Jong-Duk. "Surface modification of vesicles with methylol urea". . p. 1235 - 1239. Retrieved 2002.
• 2、 Pan, Jianming,Luo, Jialu,Cao, Jun,Liu, Jinxing,Huang, Wei,Zhang, Wenli,Yang, Lili. "Competitive adsorption of three phenolic compounds to hydrophilic urea-formaldehyde macroporous foams derived from lignin-based Pickering HIPEs template". . p. 93894 - 93904. Retrieved 2016.
• 3、 Chen, Yuzhu,Feng, Qiaoling,Jiang, Ke,Jing, Mingwei,Lei, Zhenghui,Lv, Wenxin,Tan, Hailu,Xiao, Hui,Yi, Maoyu. "Improved performance of soy protein adhesive with melamine-urea-formaldehyde prepolymer". . p. 27126 - 27134. Retrieved 2021/08/24.