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Tetramethyloxamide, also known as TMO, is a chemical compound with the molecular formula C5H10N2O2. It is a cyclic urea derivative, characterized by its four methyl groups attached to the nitrogen atoms in the ring structure. TMO is a white crystalline solid that is soluble in water and various organic solvents. It is primarily used as a solvent stabilizer, particularly in the production of polyurethane foams, where it helps to control the reaction rate and improve the overall quality of the foam. Additionally, TMO has applications in the pharmaceutical industry as a stabilizing agent and in the synthesis of other chemicals. Its stability, low toxicity, and effectiveness in various industrial processes make it a valuable compound in the chemical industry.

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  • 1608-14-6 Structure
  • Basic information

    1. Product Name: tetramethyloxamide
    2. Synonyms: Tetramethyloxamide; AI3-62087; Ethanediamide, tetramethyl-; N,N,N',N'-tetramethylethanediamide
    3. CAS NO:1608-14-6
    4. Molecular Formula: C6H12N2O2
    5. Molecular Weight: 144.1717
    6. EINECS: 216-533-9
    7. Product Categories: N/A
    8. Mol File: 1608-14-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 184.2°C at 760 mmHg
    3. Flash Point: 61.7°C
    4. Appearance: N/A
    5. Density: 1.057g/cm3
    6. Vapor Pressure: 0.741mmHg at 25°C
    7. Refractive Index: 1.46
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: tetramethyloxamide(CAS DataBase Reference)
    11. NIST Chemistry Reference: tetramethyloxamide(1608-14-6)
    12. EPA Substance Registry System: tetramethyloxamide(1608-14-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1608-14-6(Hazardous Substances Data)

1608-14-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1608-14-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,0 and 8 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1608-14:
(6*1)+(5*6)+(4*0)+(3*8)+(2*1)+(1*4)=66
66 % 10 = 6
So 1608-14-6 is a valid CAS Registry Number.

1608-14-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N,N',N'-tetramethyloxamide

1.2 Other means of identification

Product number -
Other names N,N,N'N'-tetramethyl oxamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1608-14-6 SDS

1608-14-6Relevant articles and documents

Highly efficient double-carbonylation of amines to oxamides using gold nanoparticle catalysts

Mitsudome, Takato,Noujima, Akifumi,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi

, p. 11733 - 11735 (2012)

Hydrotalcite-supported gold nanoparticles (Au/HT) catalyzed the highly efficient double-carbonylation of amines to oxamides under mild reaction conditions. Various amines were selectively converted to the corresponding oxamides. The cooperation between gold nanoparticles and basic sites of HT plays a key role in the reaction.

Vibrational characterization of the tertiary amide and thioamide group.

Desseyn,Herrebout,Clou

, p. 835 - 849 (2003)

Force field calculations and vibrational spectra of (CH(3))(2)NCOCON(CH(3))(2) (TMO), (CH(3))(2)NCOCSN(CH(3))(2) (TMMTO) and (CH(3))(2)NCSCSN(CH(3))(2) (TMDTO) are discussed. The amide and thioamide fundamentals and those of other simple tertiary amides are compared. A characteristic pattern in infrared and Raman is proposed.

The oxamide compound

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Paragraph 0118, (2017/10/25)

PROBLEM TO BE SOLVED: To provide a method for producing an oxamide compound more highly selectively by a safe and simple method.SOLUTION: There is provided a method for producing an oxamide compound represented by the formula (2) in which carbon monoxide and a secondary amine compound represented by the formula (1) are reacted in the presence of a surface-immobilized gold nanoparticle catalyst and oxygen (wherein, Rand Rindividually represent an alkyl group having 1 to 24 carbon atoms which may have a substituent, an aralkyl group having 7 to 24 carbon atoms which may have a substituent, an allyl group and a propargyl group and further Rand Rmay form a ring structure together, provided that the number of carbon atoms of the secondary amine compound represented by the formula (1) does not exceed 50.)

PROCESS FOR THE PRODUCTION OF ETHYLENE GLYCOL AND RELATED COMPOUNDS

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Page/Page column 9, (2010/12/17)

The present invention provide a process for the production of compounds of general formula (I), Y-CH2CH2-Z (I) wherein Y and Z are functional groups independently selected from the group consisting of a hydroxyl group and R1R2N and wherein R1 and R2 may be the same or different and are functional groups selected from the group consisting of hydrogen and substituted or non- substituited alkyl groups comprising 1 to 8 carbon atoms, or R1R2N is a cyclic compound selected from the group of aromatic and non-aromatic cyclic compounds optionally comprising one or more heteroatoms in addition to the nitrogen atom, said process comprising the steps of: (i) reacting carbon monoxide and an amine in the presence of oxygen to provide a compound of general formula (II) wherein R1 and R2 or R1R2N are as defined above and X is selected from the group consisting of R1R2N and R3O, wherein R3 is selected from alkyl groups comprising 1 to 8 carbon atoms; and (ii) converting the compound of general formula (II) into a compound of general formula (I) by a process that comprises a hydrogenation reaction.

A FACILE, CONVENIENT AND SELECTIVE HOMOLYTIC CARBAMOYLATION OF HETEROAROMATIC BASES

Coppa, Fausta,Fontana, Francesca,Lazzarini, Edoardo,Minisci, Francesco

, p. 2687 - 2696 (2007/10/02)

The oxidative decarboxylation of monoamides of oxalic acid provides carbamoyl radicals, which are useful for the selective carbamoylation of protonated heteroaromatic bases; this reaction represents the first general and selective method for the N-alkyl or N-arylcarbamoylation of heteroaromatic bases.Compared to alkoxycarbonylation, this reaction is much more effective and selective, owing to more favourable polar and enthalpic effects.The importance of the steric effects is also emphasized.

Oxidative coupling of amines and carbon monoxide catalyzed by palladium complexes. Mono- and double carbonylation reactions promoted by iodine compounds.

Pri-Bar, Ilan,Alper, Howard

, p. 1544 - 1547 (2007/10/02)

Iodine is an effective promoter for the carbonylation of primary and secondary amines to ureas using palladium acetate as the catalyst and a base (e.g.K2CO3) in acetonitrile (3 h at 95 deg C and 2.7 atm).Oxamides are formed in excellent yields when secondary amines are carbonylated in the presence of iodide ion and oxygen, while primary amines give ureas as the principal product at 95 deg C, and oxamide at room temperature.

Radical Production evidenced by Dimer Analysis in γ-Irradiated Amides in Aqueous Solutions and in the Solid State

Dusaucy, Anne-Catherine,Doncker, Joelle De,Couillard, Christine,Leat, Marc De,Tilquin, Bernard

, p. 125 - 134 (2007/10/02)

A study of the nature and distribution of radicals produced by the radiolysis of amides in the solid state has been made by two complemetary methods: (i) final product analysis by capillary gas chromatography and (ii) the direct observation of radicals by electron spin resonance spectroscopy.The dimer isomer distribution for N-methylformamide (NMF), N-methylacetamide (NMA) and N,N-dimethylformamide (DMF) allows one to estimate the parent radical distribution by using a statistical rule for dimer formation.In the solid state the radiolytic formation of radicals is selective.Final product analysis by capillary gas chromatography and the direct study of radicals by pulse radiolysis are also complemetary methods for studying the nature of radicals produced from the radiolysis of amides in aqueous solutions.The selective production of one parent radical is characteristic of dilute solutions.

ZUR DEPROTONIERUNG VON CHLOROMETHYLENIMINIUMCHLORIDEN

Boehme, Horst,Sutoyo, Paulus

, p. 1671 - 1674 (2007/10/02)

Deprotonation of chloromethyleniminium chlorides (1, 13) leads to cis-trans-isomeres 1,2-diamino-1,2-dichloro-ethenes (3a, 3b resp. 14a; 14b); their reactivity is described.

A Simple Synthesis of Tetramethyloxamide

Fritz, Elke,Langhals, Heinz,Ruechardt, Christoph

, p. 1015 - 1017 (2007/10/02)

Tetramethyloxamide has been prepared by a new and simple procedure from dimethylformamide, iron(II) sulfate heptahydrate, and tert-butyl hydroperoxide (yield 43percent) or 30percent aqueous hydroperoxide (yield 77percent).

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