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N,N-Dimethylformamide

PubChem CID: 6228

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Compound Synonyms N,N-DIMETHYLFORMAMIDE, Dimethylformamide, 68-12-2, Dimethyl formamide, N,N-Dimethylmethanamide, N-Formyldimethylamine, Formamide, N,N-dimethyl-, Dimethylformamid, DMF, DMFA, Dimetilformamide, Dwumetyloformamid, Formyldimethylamine, N,N-Dimethyl formamide, Dimetylformamidu, DMF (amide), Dimethylforamide, NCI-C60913, N,N Dimethylformamide, Dimethylamid kyseliny mravenci, Caswell No. 366A, dimethyl-Formamide, n,n,dimethylformamide, N,N-Dimetilformamida, HSDB 78, CCRIS 1638, DTXSID6020515, U-4224, NSC 5356, NSC-5356, Formic acid, amide, N,N-dimethyl-, EINECS 200-679-5, MFCD00003284, EPA Pesticide Chemical Code 366200, UNII-8696NH0Y2X, CHEBI:17741, AI3-03311, n,n-dimethyl-Formamide, NSC5356, N,N- Dimethylformamide, 8696NH0Y2X, N,N-Dimethylformaldehyde, DTXCID20515, EC 200-679-5, N,N-Dimethylformamid, DIMETHYLFORMAMIDE (MART.), DIMETHYLFORMAMIDE [MART.], N,N-Dimethylformamide, HPLC Grade, Dimetylformamidu [Czech], Dimethylformamid [German], N,N-DIMETHYLFORMAMIDE (IARC), N,N-DIMETHYLFORMAMIDE [IARC], Dimetilformamide [Italian], Dwumetyloformamid [Polish], CAS-68-12-2, MFCD00003286, N,N-Dimetilformamida [Spanish], DMF, Dimethylformamide, N,N-Dimethylformamide, N,N-Dimethylformamide, for HPLC, >=99.9%, N, N-dimethylformamide, N,N-Dimethylformamide, ACS reagent, >=99.8%, N, N-dimethyl formamide, UN2265, Dimethylamid kyseliny mravenci [Czech], dimethlforamide, N,N-Dimethylformamide Solution in Acetonitrile, 1000ug/mL, dimethlformamide, dimethyformamide, dimetylformamide, dimehtylformamide, dimethlyformamide, dimethyiformamide, dimethy formamide, dimethy1formamide, dimethyl foramide, dimethyl formamid, dimehtylformarnide, dimethylformarnide, dimethylforrnamide, dirnethylformamide, di-methylformamide, dimethylf ormamide, dimethylform amide, dimethylform-amide, dimethylformamid e, dimethylformamide-, dirnethylformarnide, n-dimethylformamide, dimethyl form-amide, dimethyl- formamide, dimethylfor- mamide, N,n-dimethylforamide, formamide, dimethyl-, N,N-dimethlformamide, N,N-dimethyformamide, N,N-dimetylformamide, n,n.dimethylformamide, N,N'dimethylformamide, N,N-dimethvlformamide, N.N-dimethylformamide, HCONMe2, Formamide,N-dimethyl-, N, N-dimethylforamide, N,N'-dimethylforamide, N,N-dimethl formamide, N,N-dimethy formamide, N,N-dimethyl foramide, N,N-dimethyl formamid, N,N-dimethylformarnide, N,N-dimethylforrnamide, N,N-dimetyl formamide, N,N-dirnethylformamide, n,n,-dimethylformamide, N, N dimethylformamide, N,N -dimethylformamide, N,N dimethyl formamide, N,N' dimethylformamide, N,N-di methylformamide, N,N-di-methylformamide, N,N-dime-thylformamide, N,N-dimehtyl formamide, N,N-dimethylfor mamide, N,N-dimethylfor-mamide, N,N-dimethylform-amide, N,N-dimethylformamide-, N,N-di-methylforrnamide, Dimethyl Fornamide,(S), DMF (dimethylformamide), n,n,-dimethyl formamide, N, N'-dimethylformamide, N, N- dimethylformamide, N, N-di-methylformamide, N, N-dimethyl-formamide, N,N- dimethyl formamide, N,N-di-methyl formamide, N,N-di-methyl-formamide, N,N-dimethyl -formamide, N,N-dimethyl- formamide, , N,N, -Dimethylformamide, N, N-dimethylformaldehyde, bmse000709, D.M.F, HCON(CH3)2, Dynasolve 100 (Salt/Mix), BIDD:ER0600, WLN: VHN1&1, CHEMBL268291, D.M.F., N,N-Dimethylformamide, 99.8%, N,N-Dimethylformamide, anhydrous, N,N-Dimethylformamide HPLC grade, N,N-Dimethylformamide, ACS grade, N,N-DIMETHYLFORMAMIDE [MI], Tox21_201259, Tox21_300039, N,N-DIMETHYLFORMAMIDE [HSDB], N,N-Dimethylformamide, biotech grade, s6192, STL264197, N,N-Dimethylformamide, LR, >=99%, AKOS000121096, FORMIN ACID,AMIDE,N,N-DIMETHYL, DB01844, N,N-DIMETHYLFORMAMIDE [USP-RS], N,N-DIMETHYLFORMAMIDE [WHO-DD], UN 2265, N,N-Dimethylformamide, p.a., 99.8%, USEPA/OPP Pesticide Code: 366200, MSK000746-1000A, N,N-Dimethylformamide, AR, >=99.5%, NCGC00090785-01, NCGC00090785-02, NCGC00090785-03, NCGC00090785-04, NCGC00090785-05, NCGC00254093-01, NCGC00258811-01, SY010600, N,N-Dimethylformamide, analytical standard, N,N-Dimethylformamide, anhydrous, 99.8%, 1ST000746-1000A, D0722, D0939, N,N-Dimethylformamide, anhydrous, amine free, NS00005138, N,N-Dimethylformamide [for Spectrophotometry], N,N-Dimethylformamide, for HPLC, >=99.5%, C03134, N,N-Dimethylformamide, Spectrophotometric Grade, N,N-Dimethylformamide, AldraSORB(TM), 99.8%, N,N-Dimethylformamide, ReagentPlus(R), >=99%, A836012, N,N-Dimethylformamide, biotech. grade, >=99.9%, Q409298, InChI=1/C3H7NO/c1-4(2)3-5/h3H,1-2H, N,N-Dimethylformamide, p.a., ACS reagent, 99.8%, N,N-Dimethylformamide, SAJ first grade, >=99.0%, N,N-Dimethylformamide [UN2265] [Flammable liquid], N,N-Dimethylformamide, anhydrous, ZerO2(TM), 99.8%, N,N-Dimethylformamide, for molecular biology, >=99%, N,N-Dimethylformamide, JIS special grade, >=99.5%, N,N-Dimethylformamide, UV HPLC spectroscopic, 99.7%, Z220615596, N,N-Dimethylformamide, ACS spectrophotometric grade, >=99.8%, N,N-Dimethylformamide HPLC, UV-IR min. 99.9%, isocratic grade, N,N-Dimethylformamide, Vetec(TM) reagent grade, anhydrous, >=99.8%, Dimethylformamide, Pharmaceutical Secondary Standard, Certified Reference Material, N,N-Dimethylformamide, p.a., ACS reagent, reag. ISO, reag. Ph. Eur., 99.8%, N,N-Dimethylformamide, puriss. p.a., ACS reagent, reag. Ph. Eur., >=99.8% (GC), 200-679-5
Topological Polar Surface Area 20.3
Hydrogen Bond Donor Count 0.0
Inchi Key ZMXDDKWLCZADIW-UHFFFAOYSA-N
Rotatable Bond Count 0.0
State Liquid
Substituent Name Tertiary carboxylic acid amide, Tertiary amine, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Amine, Aliphatic acyclic compound
Synonyms Dimethyl formamide, Dimethyl-formamide, Dimethylamid kyseliny mravenci, Dimethylforamide, Dimethylformamid, Dimethylformamid (german), Dimethylformamide, Dimetilformamide, Dimetylformamidu, DMF, DMF (amide), DMF (dimethylformamide), DMF (van), DMFA, Dwumetyloformamid, Dynasolve 100, Formamide, dimethyl-, Formamide, n,n-dimethyl-, Formic acid, amide, n,n-dimethyl-, Formin acid,amide,n,n-dimethyl, Formyldimethylamine, HCON(CH3)2, HSDB 78, N-formyldimethylamine, N, n-dimethylmethanamide, N,n- dimethyl formamide, N,n- dimethylformamide, N,n-dimethyl formamide, N,N-Dimethyl-formamide, N,n-dimethylformamide, N,N-Dimethylformamide [UN2265] [Flammable liquid], N,n-dimethylmethanamide, N,n-dimetilformamida, N,N-Dimethylmethanamide, N-Formyldimethylamine, N,N- Dimethyl formamide, N,N- Dimethylformamide, N,N Dimethylformamide
Heavy Atom Count 5.0
Compound Name N,N-Dimethylformamide
Kingdom Organic compounds
Description Dimethylformamide is a polar (hydrophilic) Aprotic solvent with a high boiling point. It facilitates reactions that follow polar mechanisms, such as SN2 reactions. Dimethylformamide can be synthesized from methyl formate and dimethyl amine or reaction of dimethyl amine and carbon monoxide. Dimethylformamide is not stable in the presence of strong bases like sodium hydroxide or strong acids such as hydrochloric acid or sulfuric acid and is hydrolyzed back into formic acid and dimethylamine, especially at elevated temperatures., Dimethylformamide is the organic compound with the formula (CH3)2NC(O)H. Commonly abbreviated DMF (though this acronym is sometimes used for dimethylfuran), this colourless liquid is miscible with water and the majority of organic liquids. DMF is a common solvent for chemical reactions. Pure dimethylformamide is odorless whereas technical grade or degraded dimethylformamide often has a fishy smell due to impurity of dimethylamine. Its name is derived from the fact that it is a derivative of formamide, the amide of formic acid., N,N-Dimethylformamide (DMF) is a clear liquid that has been widely used in industries as a solvent, an additive, or an intermediate because of its extensive miscibility with water and most common organic solvents. Its health effects include hepatotoxicity and male reproductoxicity, possibly linked with mitochondrial DNA (mtDNA) alterations including mtDNA common deletion (delta-mtDNA4977) and mtDNA copy number, during the biotransformation of DMF in the body, free radicals are formed, including hydroxyl radicals., The world-wide consumption of DMF in 2001 was approximately 285,000 metric tonnes and most of that was used as an industrial solvent. Overexposure to DMF could result in hepatotoxicity, alcohol intolerance, possible embryotoxicity and teratogenicity in humans and animals, and decline of human sperm motility. Based on its wide application and a wide range of toxic effects, DMF has been selected as one of the four priority compounds for human field studies by the National Toxicology Program (NTP) of the US National Institute of Environmental Health Sciences (NIEHS). The current permissible exposure limit for DMF in the working environment is 10 ppm in both USA and Taiwan. The concentrations of two major DMF metabolites in urine, N-methylformamide (U-NMF) of 15 mg/L and N-acetyl-S-(N-methylcarbamoyl) cysteine (U-AMCC) of 40 mg/L, were recommended as the biological exposure indices (BEIs) by the American Conference of Governmental Industrial Hygienists for DMF exposure in workplace. (PMID: 17254560). N,N-Dimethylformamide is found in papaya.
Exact Mass 73.0528
Formal Charge 0.0
Monoisotopic Mass 73.0528
Isotope Atom Count 0.0
Molecular Complexity 33.9
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 73.09
Database Name fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Covalent Unit Count 1.0
Uniprot Id P00797, Q9UNI1, P16473, P97697, P19793, P04150, n.a., Q16236
Defined Atom Stereocenter Count 0.0
Iupac Name N,N-dimethylformamide
Total Atom Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Total Bond Stereocenter Count 0.0
Class Carboxylic acids and derivatives
Inchi InChI=1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3
Smiles CN(C)C=O
Xlogp -1.0
Superclass Organic acids and derivatives
Defined Bond Stereocenter Count 0.0
Subclass Carboxylic acid derivatives
Taxonomy Direct Parent Tertiary carboxylic acid amides
Molecular Formula C3H7NO

  • 1. Outgoing r'ship FOUND_IN to/from Carica Papaya (Plant) Rel Props:Source_db:fooddb_chem_all