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68-12-2

68-12-2 Structure

68-12-2 Structure
IdentificationMore
[Name]

N,N-Dimethylformamide
[CAS]

68-12-2
[Synonyms]

AKOS BBS-00004259
DIMETHYLFORMAMIDE
DMF
DMFA
FORMDIMETHYLAMIDE
FORMIC ACID DIMETHYLAMIDE
FORMYLDIMETHYLAMINE
N',N-DIMETHYLFORMAMIDE
N,N-DIMETHYLFORMAMIDE
amide,n,n-dimethyl-formicaci
Dimethylamid kyseliny mravenci
dimethylamidkyselinymravenci
dimethylamidkyselinymravenci(czech)
Dimethylforamide
Dimethylformamid
Dimetilformamide
Dimetylformamidu
dimetylformamidu(czech)
dlmethylformamide
DMF (Amide)
[EINECS(EC#)]

200-679-5
[Molecular Formula]

C3H7NO
[MDL Number]

MFCD00003284
[Molecular Weight]

73.09
[MOL File]

68-12-2.mol
Chemical PropertiesBack Directory
[Appearance]

Clear colorless liquid
[Melting point ]

-61 °C
[mp ]

-61 °C
[Boiling point ]

153 °C(lit.)
[bp ]

153 °C(lit.)
[alpha ]

0.94 º
[density ]

0.948 g/mL at 20 °C
[vapor density ]

2.5 (vs air)
[vapor pressure ]

2.7 mm Hg ( 20 °C)
[refractive index ]

n20/D 1.430(lit.)
[Fp ]

136 °F
[storage temp. ]

Store at RT.
[solubility ]

water: miscible
[form ]

Powder
[color ]

APHA: ≤15
[PH]

7 (200g/l, H2O, 20℃)
[Relative polarity]

0.386
[explosive limit]

2.2-16%(V)
[Water Solubility ]

soluble
[Sensitive ]

Hygroscopic
[Merck ]

14,3243
[BRN ]

605365
[InChIKey]

ZMXDDKWLCZADIW-UHFFFAOYSA-N
[Contact allergens]

This is an organic solvent for vinyl resins and acetylene, butadiene, and acid gases. It caused contact dermatitis in a technician at an epoxy resin factory and can provoke alcohol-induced flushing in exposed subjects.
[CAS DataBase Reference]

68-12-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Formamide, N,N-dimethyl-(68-12-2)
[EPA Substance Registry System]

68-12-2(EPA Substance)
Hazard InformationBack Directory
[Uses]

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.
  1. Dimethylformamide is primarily used as an industrial solvent.  Dimethylformamide solutions are used toprocess polymer fibers, films, and surface coatings; to permit easy spinning of acrylic fibers; to produce wire enamels, and as a crystallization medium in the pharmaceutical industry.
  2. DMF can also be used for formylation with alkyllithium or Grignard reagents.
  3. It is used as a reagent in Bouveault aldehyde synthesis and also in Vilsmeier-Haack reaction. It acts as a catalyst in the synthesis of acyl chlorides. It is used for separating and refining crude from olefin gas. DMF along with methylene chloride acts as a remover of varnish or lacquers. It is also used in the manufacture of adhesives, fibers and films.
  4. N,N-Dimethylformamide (DMF) is a solvent with a low evaporation rate, useful for preparing solutions with a variety of hydrophobic organic compounds used in molecular biology applications.
  5. N,N-Dimethylformamide was used to solubilize MTT crystals in cell viability assays.It was also used in feruloyl esterase activity assay in molds exhibiting high activity of the enzyme.
  6. The world-wide consumption of DMF in 2001 was approximately 285, 000 metric tonnes and most of that was used as an industrial solvent.
[Uses]

Solvent for many hydrophobic organic compounds.
[Uses]

Solvent for liqs and gases. In the synthesis of organic compounds. Solvent for Orlon and similar polyacrylic fibers. Wherever a solvent with a slow rate of evaporation is required. Has been termed the universal organic solvent.
[Definition]

ChEBI: A member of the class of formamides that is formamide in which the amino hydrogens are replaced by methyl groups.
[General Description]

A water-white liquid with a faint fishy odor. Flash point 136°F. Slightly less dense than water. Vapors heavier than air. Toxic by inhalation or skin absorption. May irritate eyes.
[Reactivity Profile]

N,N-DIMETHYLFORMAMIDE(68-12-2) may react violently with a broad range of chemicals, e.g.: alkaline metals (sodium, potassium), azides, hydrides (sodium borohydride, lithium aluminum hydride), bromine, chlorine, carbon tetrachloride, hexachlorocyclohexane, phosphorus pentaoxide, triethylaluminum, magnesium nitrate, organic nitrates. Forms explosive mixtures with lithium azide [Bretherick, 5th ed., 1995, p. 453]. Oxidation by chromium trioxide or potassium permanganate may lead to explosion [Pal B. C. et al., Chem. Eng. News, 1981, 59, p. 47].
[Air & Water Reactions]

Flammable. Water soluble.
[Health Hazard]

Irritation of eyes, skin and nose. May cause nausea.
[Fire Hazard]

Special Hazards of Combustion Products: Vapors are irritating
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R61:May cause harm to the unborn child.
R20/21:Harmful by inhalation and in contact with skin .
R36:Irritating to the eyes.
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2265 3/PG 3
[WGK Germany ]

1
[RTECS ]

LQ2100000
[F ]

3-10
[Hazard Note ]

Toxic
[TSCA ]

Yes
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

29241990
[Safety Profile]

Suspected carcinogen. Moderately toxic by ingestion, intravenous, subcutaneous, intramuscular, and intraperitoneal routes. Mildly toxic by skin contact and inhalation. Experimental teratogenic and reproductive effects. A skin and severe eye irritant. Human mutation data reported. Flammable liquid when exposed to heat or flame; can react with oxidzing materials. Explosion hazard when exposed to flame. Explosive reaction with bromine, potassium permanganate, triethylaluminum + heat. Forms explosive mixtures with lithium azide (shock-sensitive above 2OO0C), uranium perchlorate. Igrution on contact with chromium trioxide. Violent reaction with chlorine, sodium hydroborate + heat, dusocyanatomethane, carbon tetrachloride + iron, 1,2,3,4,5,6 hexachlorocyclohexane + iron. Vigorous exothermic reaction with magnesium nitrate, sodum + heat, sodium hydride + heat, sulfinyl chloride + traces of iron or zinc, 2,4,6-trichloro-l,3,5-triazine (with gas evolution), and many other materials. Avoid contact with halogenated hydrocarbons, inorganic and organic nitrates, (2,5-diethyl pyrrole + P(OCl)3), cGCl6, methylene dusocyanates, P203. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx
[Hazardous Substances Data]

68-12-2(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->Ammonia-->Sodium methanolate-->Formic acid-->Dimethylamine-->CARBON MONOXIDE-->Chloral-->Methyl formate-->hydracide-->5-Methyl furfural
[Preparation Products]

Indole-5-carboxaldehyde-->4-(1H-IMIDAZOL-1-YL)BENZOIC ACID-->1-(2,4-DIMETHYLQUINOLIN-3-YL)ETHANONE HYDROCHLORIDE-->1-(1-Methyl-4-piperidinyl)piperazine-->N-METHYL-2-PIPERAZIN-1-YLACETAMIDE-->2,3-(METHYLENEDIOXY)BENZALDEHYDE-->4-AMINO-6-CHLORO-PYRIMIDINE-5-CARBALDEHYDE-->1-[2,6-DICHLORO-4-(TRIFLUOROMETHYL)PHENYL]-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE-->(2-METHYL-4-PHENYLQUINOLIN-3-YL)ACETIC ACID HYDROCHLORIDE-->THIOPHENE-3,4-DICARBOXYLIC ACID-->4,6-Dichloro-5-pyrimidinecarbaldehyde-->ETHYL 2,4-DIMETHYLQUINOLINE-3-CARBOXYLATE-->4-BENZYLOXY-2-NITROTOLUENE-->EMITEFUR-->2-(Aminomethyl)-1-ethylpyrrolidine-->Cefpimizole-->Octenidine-->4-METHYL-2-(1H-PYRROL-2-YL)QUINOLINE-->1-[(4-METHYLPHENYL)SULFONYL]-1H-INDOLE-3-CARBALDEHYDE-->ETHYL 2-(CHLOROMETHYL)-4-PHENYLQUINOLINE-3-CARBOXYLATE HYDROCHLORIDE-->3,5-Difluorophenylacetic acid-->ETHYL 2-(CHLOROMETHYL)-4-PHENYLQUINOLINE-3-CARBOXYLATE-->9-DIETHYLAMINO-2-HYDROXY-5H-BENZ(A)--->2-Cyano-5-methylpyridine-->1-METHYL-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE-->4-Acetamido-3-nitrobenzoic acid-->Labetalol-->a new kind of liquid crystal copolymer-->3-CHLORO-2-HYDROXY-5-NITROPYRIDINE-->Pyridine-2-carbonyl chloride hydrochloride-->RARECHEM AL BI 1318-->2-CHLORO-4-(N,N-DIMETHYLAMINO)PYRIMIDINE-->Methylprednisolone aceponate -->1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one-->2,2'-BITHIOPHENE-5-CARBOXALDEHYDE-->Halofuginone-->4,6-DIMETHOXYPYRIMIDINE-2-CARBONYL CHLORIDE-->Etomidate-->Olprinone-->Bifendatatum
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Dimethyl formamide(68-12-2).msds
Spectrum DetailBack Directory
[Spectrum Detail]

N,N-Dimethylformamide(68-12-2) 13C NMR
N,N-Dimethylformamide(68-12-2) MS
N,N-Dimethylformamide(68-12-2) 1H NMR
N,N-Dimethylformamide(68-12-2) Raman
N,N-Dimethylformamide(68-12-2) IR2
N,N-Dimethylformamide(68-12-2) IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

N,N-Dimethylformamide, nonaqueous titration grade, for analysis, 99+%(68-12-2)
[Alfa Aesar]

N,N-Dimethylformamide, Spectrophotometric Grade, 99.7+%(68-12-2)
[Sigma Aldrich]

68-12-2(sigmaaldrich)
[TCI AMERICA]

N,N-Dimethylformamide,>99.5%(GC)(68-12-2)
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