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Cas Database

68-12-2

68-12-2

Identification

  • Product Name:N,N-Dimethylformamide

  • CAS Number: 68-12-2

  • EINECS:200-679-5

  • Molecular Weight:73.0947

  • Molecular Formula: C3H7NO

  • HS Code:2924.10

  • Mol File:68-12-2.mol

Synonyms:DMF;DMF(amide);DMFA;Dimethylformamide;Formamide,N,N-dimethyl-;N,N-Dimethylmethanamide;N-Formyldimethylamine;NSC5356;Virodene-P 058;

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Safety information and MSDS view more

  • Pictogram(s):ToxicT

  • Hazard Codes:T

  • Signal Word:Danger

  • Hazard Statement:H312 Harmful in contact with skinH319 Causes serious eye irritation H332 Harmful if inhaled

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention . In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Do NOT induce vomiting. Refer for medical attention . Irritation of eyes, skin and nose. May cause nausea. (USCG, 1999) Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Organic acids and related compounds/

  • Fire-fighting measures: Suitable extinguishing media Wear self contained breathing apparatus for fire fighting if necessary. Special Hazards of Combustion Products: Vapors are irritating (USCG, 1999) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Personal protection: complete protective clothing including self-contained breathing apparatus. Ventilation. Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Separated from incompatible materials. See Chemical Dangers.Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Handle and store under inert gas.

  • Exposure controls/personal protection:Occupational Exposure limit valuesRecommended Exposure Limit: 10 Hour Time-Weighted Average: 10 ppm (30 mg/cu m), skin.Biological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:Usbiological
  • Product Description:N,N-Dimethylformamide-
  • Packaging:1mg
  • Price:$ 319
  • Delivery:In stock
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  • Manufacture/Brand:Usbiological
  • Product Description:N,N-Dimethylformamide 99+.8%
  • Packaging:1L
  • Price:$ 167
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  • Manufacture/Brand:TRC
  • Product Description:N,N-Dimethylformamide
  • Packaging:50ml
  • Price:$ 85
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  • Manufacture/Brand:Tocris
  • Product Description:DMF ≥99%
  • Packaging:50
  • Price:$ 46
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylformamide [for Spectrophotometry] >99.5%(GC)
  • Packaging:100mL
  • Price:$ 18
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylformamide >99.5%(GC)
  • Packaging:100mL
  • Price:$ 18
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylformamide >99.5%(GC)
  • Packaging:25mL
  • Price:$ 15
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylformamide >99.5%(GC)
  • Packaging:500mL
  • Price:$ 24
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylformamide [for Spectrophotometry] >99.5%(GC)
  • Packaging:500mL
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:N,N-Dimethylformamide 99.0%
  • Packaging:1 L
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Relevant articles and documentsAll total 205 Articles be found

PYRAZINE DERIVATIVE AND APPLICATION THEREOF IN INHIBITING SHP2

-

, (2022/01/23)

-

Solvate sponge crystals of (DMF)3NaClO4: reversible pressure/temperature controlled juicing in a melt/press-castable sodium-ion conductor

Prakash, Prabhat,Ardhra, Shylendran,Fall, Birane,Zdilla, Michael J.,Wunder, Stephanie L.,Venkatnathan, Arun

, p. 5574 - 5581 (2021/04/30)

A new type of crystalline solid, termed “solvate sponge crystal”, is presented, and the chemical basis of its properties are explained for a melt- and press-castable solid sodium ion conductor. X-ray crystallography and atomistic simulations reveal details of atomic interactions and clustering in (DMF)3NaClO4and (DMF)2NaClO4(DMF =N-N′-dimethylformamide). External pressure or heating results in reversible expulsion of liquid DMF from (DMF)3NaClO4to generate (DMF)2NaClO4. The process reverses upon the release of pressure or cooling. Simulations reveal the mechanism of crystal “juicing,” as well as melting. In particular, cation-solvent clusters form a chain of octahedrally coordinated Na+-DMF networks, which have perchlorate ions present in a separate sublattice space in 3?:?1 stoichiometry. Upon heating and/or pressing, the Na+?DMF chains break and the replacement of a DMF molecule with a ClO4?anion per Na+ion leads to the conversion of the 3?:?1 stoichiometry to a 2?:?1 stoichiometry. The simulations reveal the anisotropic nature of pressure induced stoichiometric conversion. The results provide molecular level understanding of a solvate sponge crystal with novel and desirable physical castability properties for device fabrication.

Erratum: Thermodynamic Analysis of Metal-Ligand Cooperativity of PNP Ru Complexes: Implications for CO2Hydrogenation to Methanol and Catalyst Inhibition (J. Am. Chem. Soc. (2019) 141:36 (14317-14328) DOI: 10.1021/jacs.9b06760)

Ardon, Yotam,Geary, Jackson,Mathis, Cheryl L.,Philliber, Mallory A.,Reese, Maxwell S.,Saouma, Caroline T.,Vanderlinden, Ryan T.

supporting information, p. 11274 - 11274 (2021/08/03)

Equation 13 in the Supporting Information contained a sign error, resulting in the incorrect pKa values reported for (PNP)Ru-CO2and PNP. The pKa of (PNP)Ru-CO2should be 26.1 ± 0.4 (not 24.6 ± 0.4). The pKa of PNP should be 29.0 ± 0.4 (not 28.6 ± 0.4). The same incorrect pKa values are reported on page 14322, in the left column, last paragraph for PNP, and in the right column, first paragraph for (PNP)Ru-CO2), and on page 14323, in Table 2, as well as in the SI (Table S3 and Figure S12 caption). Also in the Supporting Information, Figures S15 and S17 have the wrong functions plotted. The slope of the correct function was used in extrapolating thermochemical parameters derived from Figure S17. The slope of Figure S15 was used to extrapolate thermochemical parameters, which resulted in our reporting incorrect values. The value of K8,Cl should be 0.004 ± 0.0016 (not 2.5 × 10-7). The value of K5,Cl should be 2.0(±0.8) × 10-31(not 1.3 × 10-34), and hence the corresponding pKa should be >29.7 ± 0.2 (not >33.9 ± 0.4). The value of K6,Clshould be 1.0(±0.6) × 10-7(not 6.3 × 10-12), and hence the corresponding ΔG6,Cl should be 9.5 ± 0.3 kcalmol-1(not 15.3 ± 0.5 kcalmol-1). A corrected Supporting Information file is provided that has revised versions of eq 13, Figure S12 caption, Figure S15, Figure S17, and Table S3. The corrected Table 2 is shown below. None of these errors impact the discussion and conclusions drawn. We regret these errors and apologize for any confusion that may have resulted.

N-formylation of amines using phenylsilane and CO2 over ZnO catalyst under mild condition

Cheng, Yujie,Gan, Tao,He, Qian,He, Xiaohui,Ji, Hongbing,Sun, Qingdi,Wang, Pengbo,Zhang, Hao

, (2020/10/27)

Several research studies have been conducted on N-formylation of amines using phenylsilane and CO2. However, most of these studies involved tedious processes of catalyst preparation or complex procedures. In the present study, we describe the use of a simple and commercially available ZnO catalyst for selective N-formylation of amines under mild condition. High-yielding N-formylation products with good recyclability and wide substrate scope were obtained, which can promote fine chemical synthesis and CO2 capture.

Mesoporous Sn(IV) Doping DFNS Supported BaMnO3 Nanoparticles for Formylation of Amines Using Carbon Dioxide

Yang, Jie,Wang, Liujie,Sun, Aili,Zhiani, Rahele

, p. 573 - 581 (2020/07/27)

Abstract: In the present paper, Sn(IV) doping DFNS (SnD) supported nanoparticles of BaMnO3 (BaMnO3/SnD) and using as a catalyst for the N-formylation of amines by CO2 hydrogenation. In this catalyst, the SnD with the ratios of Si/Sn in the range of from 6 to 50 were obtained with method of direct hydrothermal synthesis (DHS) as well as the nanoparticles of BaMnO3 were on the surfaces of SnD in situ reduced. Scanning electron microscope (SEM), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), X-ray energy dispersive spectroscopy (EDS), and transmission electron microscopy (TEM) were utilized for characterizing the nanostructures BaMnO3/SnD. It is found that the nanostructures of BaMnO3/SnD can be a nominate due to its effective and novel catalytic behavior in N-formylation of amines through hydrogenation of CO2. Graphic Abstract: [Figure not available: see fulltext.]

Process route upstream and downstream products

Process route

2,4-Dinitrofluorobenzene
70-34-8,65727-75-5

2,4-Dinitrofluorobenzene

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

Conditions
Conditions Yield
With potassium fluoride; at 145 ℃;
With potassium fluoride; at 155 ℃;
1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

Conditions
Conditions Yield
With potassium fluoride; at 155 ℃;
With potassium fluoride; at 145 ℃;
benzyloxy-trimethylsilane
14642-79-6

benzyloxy-trimethylsilane

(diphenylphosphoryl)(N,N-dimethylamino)chloromethane
1352709-73-9

(diphenylphosphoryl)(N,N-dimethylamino)chloromethane

N,N-dimethylaminobis(diphenylphosphoryl)methane
23587-60-2

N,N-dimethylaminobis(diphenylphosphoryl)methane

benzyl chloride
100-44-7

benzyl chloride

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

Conditions
Conditions Yield
(diphenylphosphoryl)(N,N-dimethylamino)chloromethane; In chloroform; at 5 ℃; for 18h;
benzyloxy-trimethylsilane; In chloroform; at 5 ℃; for 18h;
85%
0.76 g
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

Conditions
Conditions Yield
With air; at 25 ℃; for 16368h;
N,N-dimethylaminomethylidene-P-phenylphosphine
75471-07-7,79908-23-9,1219922-13-0

N,N-dimethylaminomethylidene-P-phenylphosphine

C,N-diphenylnitrone
201024-81-9

C,N-diphenylnitrone

benzylidene phenylamine
538-51-2

benzylidene phenylamine

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

Conditions
Conditions Yield
In tetrahydrofuran;
91%
87%
N,N,N',N'-tetramethylphosphorotriamide
3732-86-3

N,N,N',N'-tetramethylphosphorotriamide

chloral
75-87-6

chloral

chloroform
67-66-3,8013-54-5

chloroform

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

N,N,N',N'-tetramethyl-N''-(2,2,2-trichloro-1-dimethylaminoethyl)phosphoric triamide

N,N,N',N'-tetramethyl-N''-(2,2,2-trichloro-1-dimethylaminoethyl)phosphoric triamide

Conditions
Conditions Yield
In benzene; Product distribution; Mechanism; Ambient temperature;
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

<i>N</i>,<i>N</i>-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
Conditions Yield
at 110 ℃; for 15h; under 37503 Torr;
82%
acetic acid
64-19-7,77671-22-8

acetic acid

N,N-dimethyl-N'-phenylformamidine
56687-95-7

N,N-dimethyl-N'-phenylformamidine

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

Phenyl acetate
122-79-2,34474-31-2

Phenyl acetate

Azobenzene
1227476-15-4

Azobenzene

2-hydroxynitrobenzene
88-75-5,78813-12-4

2-hydroxynitrobenzene

Conditions
Conditions Yield
With sodium hydroxide; sodium nitrite; In water; at 25 ℃; pH=3.7; Kinetics;
cis-Octadecenoic acid
112-80-1,2027-47-6

cis-Octadecenoic acid

n-triacontane
638-68-6

n-triacontane

1,1,3-trimethyl-3-phenylindane
3910-35-8

1,1,3-trimethyl-3-phenylindane

heptyl octyl phthalate

heptyl octyl phthalate

3-methyl-2-propionylbenzoic acid

3-methyl-2-propionylbenzoic acid

3-(2-hydroxy-2-methylpropyl)cyclohex-2-enone

3-(2-hydroxy-2-methylpropyl)cyclohex-2-enone

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

chlorobenzene
108-90-7

chlorobenzene

Conditions
Conditions Yield
With dipotassium peroxodisulfate; sulfuric acid; sodium hydroxide; In water; at 25 ℃; for 0.333333h; pH=5; pH-value; Reagent/catalyst; Catalytic behavior; Kinetics; UV-irradiation;
C<sub>2</sub>H<sub>5</sub>FO*C<sub>3</sub>H<sub>7</sub>NO

C2H5FO*C3H7NO

2-fluoroethanol
371-62-0

2-fluoroethanol

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

Conditions
Conditions Yield
In octanol; at 24.84 ℃; Equilibrium constant;

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  • Hangzhou Dingyan Chem Co., Ltd
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  • Shaanxi BLOOM TECH Co.,Ltd
  • Business Type:Lab/Research institutions
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