Dimethylurea

Last updated
Dimethylurea
1,3-Dimethylurea Formula V.1.svg
Dimethylurea-3D-balls.png
Names
Preferred IUPAC name
N,N′-Dimethylurea
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.272 OOjs UI icon edit-ltr-progressive.svg
KEGG
MeSH 1,3-dimethylurea
PubChem CID
RTECS number
  • YS9868000
UNII
  • InChI=1S/C3H8N2O/c1-4-3(6)5-2/h1-2H3,(H2,4,5,6) Yes check.svgY
    Key: MGJKQDOBUOMPEZ-UHFFFAOYSA-N Yes check.svgY
  • CNC(=O)NC
Properties
C3H8N2O
Molar mass 88.110 g·mol−1
AppearanceColorless, waxy crystals
Odor Odorless
Density 1.142 g mL−1
Melting point 104.4 °C; 219.8 °F; 377.5 K
Boiling point 269.1 °C; 516.3 °F; 542.2 K
765 g L−1
-55.1·10−6 cm3/mol
Thermochemistry
−312.1–−312.1 kJ mol−1
−2.0145–−2.0089 MJ mol−1
Hazards
R-phrases (outdated) H373 [1]
R22, R24/25
S-phrases (outdated) P260, P314, P501H373 [1]
Flash point 157 °C (315 °F; 430 K)
Lethal dose or concentration (LD, LC):
4 g kg−1(oral, rat)
Related compounds
Related ureas
Carmustine
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dimethylurea (DMU) (IUPAC systematic name: 1,3-Dimethylurea ) is a urea derivative and used as an intermediate in organic synthesis. It is a colorless crystalline powder with little toxicity.

Uses

1,3-Dimethylurea is used for synthesis of caffeine, theophylline, pharmachemicals, textile aids, herbicides and others. [2] In the textile processing industry 1,3-dimethylurea is used as intermediate for the production of formaldehyde-free easy-care finishing agents for textiles. The estimated world production of DMU is estimated to be less than 25,000 tons.

Related Research Articles

In chemistry, halogenation is a chemical reaction that involves the addition of one or more halogens to a compound or material. The pathway and stoichiometry of halogenation depends on the structural features and functional groups of the organic substrate, as well as on the specific halogen. Inorganic compounds such as metals also undergo halogenation.

Acetanilide Chemical compound

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Caprolactam Chemical compound

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Thiourea Chemical compound

Thiourea is an organosulfur compound with the formula SC(NH2)2. It is structurally similar to urea, except that the oxygen atom is replaced by a sulfur atom, but the properties of urea and thiourea differ significantly. Thiourea is a reagent in organic synthesis. "Thioureas" refers to a broad class of compounds with the general structure (R1R2N)(R3R4N)C=S. Thioureas are related to thioamides, e.g. RC(S)NR2, where R is methyl, ethyl, etc.

The phosphonium cation describes polyatomic cations with the chemical formula PR+
4
. They are tetrahedral and generally colorless.

Triethylamine is the chemical compound with the formula N(CH2CH3)3, commonly abbreviated Et3N. It is also abbreviated TEA, yet this abbreviation must be used carefully to avoid confusion with triethanolamine or tetraethylammonium, for which TEA is also a common abbreviation. It is a colourless volatile liquid with a strong fishy odor reminiscent of ammonia. Like diisopropylethylamine (Hünig's base), triethylamine is commonly employed, usually as a base, in organic synthesis.

Organotin chemistry

Organotin compounds or stannanes are chemical compounds based on tin with hydrocarbon substituents. Organotin chemistry is part of the wider field of organometallic chemistry. The first organotin compound was diethyltin diiodide ((C2H5)2SnI2), discovered by Edward Frankland in 1849. The area grew rapidly in the 1900s, especially after the discovery of the Grignard reagents, which are useful for producing Sn-C bonds. The area remains rich with many applications in industry and continuing activity in the research laboratory.

Borregaard

Borregaard is a Norwegian company, established in 1889 in the southeastern town of Sarpsborg in Østfold county. Its main products were traditionally pulp and paper. The company later started producing chemicals based on timber as a raw material. After a takeover in 1986, Borregaard was part of the chemical division of the Orkla Group until it was spun off and introduced to the Oslo Stock Exchange in October 2012. It has 1050 employees in 2016

Dimethyl methylphosphonate Chemical compound

Dimethyl methylphosphonate is an organophosphorus compound with the chemical formula CH3PO(OCH3)2. It is a colourless liquid which is primarily used as a flame retardant.

Weinreb ketone synthesis

The Weinreb–Nahm ketone synthesis is a chemical reaction used in organic chemistry to make carbon–carbon bonds. It was discovered in 1981 by Steven M. Weinreb and Steven Nahm as a method to synthesize ketones. The original reaction involved two subsequent nucleophilic acyl substitutions: the conversion of an acid chloride with N,O-Dimethylhydroxylamine, to form a Weinreb–Nahm amide, and subsequent treatment of this species with an organometallic reagent such as a Grignard reagent or organolithium reagent. Nahm and Weinreb also reported the synthesis of aldehydes by reduction of the amide with an excess of lithium aluminum hydride.

Prenol Chemical compound

Prenol, or 3-methyl-2-buten-1-ol, is a natural alcohol. It is one of the most simple terpenoids. It is a clear colorless oil that is reasonably soluble in water and miscible with most common organic solvents. It has a fruity odor and is used occasionally in perfumery.

Polyester Category of polymers, in which the monomers are joined together by ester links.

Polyester is a category of polymers that contain the ester functional group in every repeat unit of their main chain. As a specific material, it most commonly refers to a type called polyethylene terephthalate (PET). Polyesters include naturally occurring chemicals, in plants and insects, as well as synthetics such as polybutyrate. Natural polyesters and a few synthetic ones are biodegradable, but most synthetic polyesters are not. Synthetic polyesters are used extensively in clothing.

The Julia olefination (also known as the Julia–Lythgoe olefination) is the chemical reaction used in organic chemistry of phenyl sulfones (1) with aldehydes (or ketones) to give alkenes (olefins)(3) after alcohol functionalization and reductive elimination using sodium amalgam or SmI2. The reaction is named after the French chemist Marc Julia.

Acetone cyanohydrin (ACH) is an organic compound used in the production of methyl methacrylate, the monomer of the transparent plastic polymethyl methacrylate (PMMA), also known as acrylic. It liberates hydrogen cyanide easily, so it is used as a source of such. For this reason, this cyanohydrin is also highly toxic.

Trifluorotoluene is an organic compound with the formula of C6H5CF3. This colorless fluorocarbon is used as a specialty solvent in organic synthesis and an intermediate in the production of pesticides and pharmaceuticals.

Tetrakis(hydroxymethyl)phosphonium chloride Chemical compound

Tetrakis(hydroxymethyl)phosphonium chloride (THPC) is an organophosphorus compound with the chemical formula [P(CH2OH)4]Cl. The cation P(CH2OH)4+ is four-coordinate, as is typical for phosphonium salts. THPC has applications as a precursor to fire-retardant materials, as well as a microbiocide in commercial and industrial water systems.

Michlers ketone Chemical compound

Michler’s ketone is an organic compound with the formula of [(CH3)2NC6H4]2CO. This electron-rich derivative of benzophenone is an intermediate in the production of dyes and pigments, for example Methyl violet. It is also used as a photosensitizer. It is named after the German chemist Wilhelm Michler.

Organoiodine compounds are organic compounds that contain one or more carbon–iodine bonds. They occur widely in organic chemistry, but are relatively rare in nature. The thyroxine hormones are organoiodine compounds that are required for health and the reason for government-mandated iodization of salt.

Chloroacetyl chloride Chemical compound

Chloroacetyl chloride is a chlorinated acyl chloride. It is a bifunctional compound, making it a useful building block chemical.

Isophytol is a terpenoid alcohol that is used as a fragrance and as an intermediate in the production of vitamin E and K1.

References

  1. 1 2 "1,3-dimethylurea - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 10 April 2012.CS1 maint: discouraged parameter (link)
  2. http://www.inchem.org/documents/sids/sids/96311.pdf SIDS Initial Assessment Report