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Cas Database

93-61-8

93-61-8

Identification

  • Product Name:Formamide,N-methyl-N-phenyl-

  • CAS Number: 93-61-8

  • EINECS:202-262-3

  • Molecular Weight:135.166

  • Molecular Formula: C8H9NO

  • HS Code:29242995

  • Mol File:93-61-8.mol

Synonyms:Formanilide,N-methyl- (6CI,7CI,8CI);Methylphenylformamide;N-Formyl-N-methylaniline;N-Methyl-N-formylaniline;N-Methyl-N-phenylformamide;N-Phenyl-N-methylformamide;NSC 3828;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn, IrritantXi

  • Hazard Codes:Xn,Xi

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowedH317 May cause an allergic skin reaction

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. 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. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • 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. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological 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:TRC
  • Product Description:N-Methylformanilide
  • Packaging:100 g
  • Price:$ 80
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N-Methylformanilide >99.0%(GC)
  • Packaging:500g
  • Price:$ 63
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N-Methylformanilide >99.0%(GC)
  • Packaging:100g
  • Price:$ 23
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N-Methylformanilide >99.0%(GC)
  • Packaging:25g
  • Price:$ 15
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:N-Methylformanilide
  • Packaging:5 g
  • Price:$ 10
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:N-Methylformanilide
  • Packaging:25 g
  • Price:$ 15
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:N-Methylformanilide 99%
  • Packaging:100g
  • Price:$ 38.5
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:N-Methylformanilide for synthesis
  • Packaging:250 mL
  • Price:$ 62.34
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:N-Methylformanilide 99%
  • Packaging:500g
  • Price:$ 74.2
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:N-Methylformanilide for synthesis. CAS 93-61-8, EC Number 202-262-3, chemical formula HCON(CH )C H ., for synthesis
  • Packaging:8061690250
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Relevant articles and documentsAll total 241 Articles be found

-

Fieser,Jones

, p. 66 (1940)

-

Additive-free selective methylation of secondary amines with formic acid over a Pd/In2O3 catalyst

Benaissa, Idir,Cantat, Thibault,Genre, Caroline,Godou, Timothé,Pinault, Mathieu

, p. 57 - 61 (2022/01/19)

Formic acid is used as the sole carbon and hydrogen source in the methylation of aromatic and aliphatic amines to methylamines. The reaction proceeds via a formylation/transfer hydrogenation pathway over a solid Pd/In2O3 catalyst without the need for any additive.

Olefin functionalized IPr.HCl monomer as well as preparation method and application thereof

-

Paragraph 0069-0073; 0075; 0078, (2021/06/21)

The invention relates to an olefin functionalized IPr.HCl monomer, a preparation method thereof, a method for preparing an N-heterocyclic carbene functionalized organic polymer (PS-IPr-x) by using the olefin functionalized IPr.HCl monomer, and application of the N-heterocyclic carbene functionalized organic polymer as a heterogeneous catalyst for catalyzing reduction N-formylation of carbon dioxide and amine. A heterogeneous catalyst is prepared by using cheap and easily available DVB as a polymerization cross-linking agent through an AIBN-initiated olefin polymerization method, and has the advantages of low preparation cost and simple preparation method. Meanwhile, the catalytic activity of the catalyst is obviously higher than that of reported catalysts, and the catalyst has a wide practical application prospect.

Supported CuII Single-Ion Catalyst for Total Carbon Utilization of C2 and C3 Biomass-Based Platform Molecules in the N-Formylation of Amines

Brückner, Angelika,Dai, Xingchao,Kreyenschulte, Carsten,Rabeah, Jabor,Shi, Feng,Wang, Xinzhi

, p. 16889 - 16895 (2021/09/25)

The shift from fossil carbon sources to renewable ones is vital for developing sustainable chemical processes to produce valuable chemicals. In this work, value-added formamides were synthesized in good yields by the reaction of amines with C2 and C3 biomass-based platform molecules such as glycolic acid, 1,3-dihydroxyacetone and glyceraldehyde. These feedstocks were selectively converted by catalysts based on Cu-containing zeolite 5A through the in situ formation of carbonyl-containing intermediates. To the best of our knowledge, this is the first example in which all the carbon atoms in biomass-based feedstocks could be amidated to produce formamide. Combined catalyst characterization results revealed preferably single CuII sites on the surface of Cu/5A, some of which form small clusters, but without direct linking via oxygen bridges. By combining the results of electron paramagnetic resonance (EPR) spin-trapping, operando attenuated total reflection (ATR) IR spectroscopy and control experiments, it was found that the formation of formamides might involve a HCOOH-like intermediate and .NHPh radicals, in which the selective formation of .OOH radicals might play a key role.

Germyliumylidene: A Versatile Low Valent Group 14 Catalyst

Sarkar, Debotra,Dutta, Sayan,Weetman, Catherine,Schubert, Emeric,Koley, Debasis,Inoue, Shigeyoshi

supporting information, p. 13072 - 13078 (2021/08/09)

Bis-NHC stabilized germyliumylidenes [RGe(NHC)2]+ are typically Lewis basic (LB) in nature, owing to their lone pair and coordination of two NHCs to the vacant p-orbitals of the germanium center. However, they can also show Lewis acidity (LA) via Ge?CNHC σ* orbital. Utilizing this unique electronic feature, we report the first example of bis-NHC-stabilized germyliumylidene [MesTerGe(NHC)2]Cl (1), (MesTer=2,6-(2,4,6-Me3C6H2)2C6H3; NHC= IMe4=1,3,4,5-tetramethylimidazol-2-ylidene) catalyzed reduction of CO2 with amines and arylsilane, which proceeds via its Lewis basic nature. In contrast, the Lewis acid nature of 1 is utilized in the catalyzed hydroboration and cyanosilylation of carbonyls, thus highlighting the versatile ambiphilic nature of bis-NHC stabilized germyliumylidenes.

Study on the mild, rapid and selective difluorocarbene-mediated triclassification of iododifluoroacetophenone with secondary amines and tree model for product classification

Chen, Xiu-Ping,Han, Jie,Hu, Yin-Jie,Li, Yun-Fang,Wang, Xiang-Cong,Ran, Jian-Xiong,Wang, Zhong-Hua,Wu, Fan-Hong

, (2020/12/14)

Difluorocarbene is a very active and widely used intermediate in organic synthesis. In this work, a room temperature difluorocarbene-mediated triclassification reaction of iododifluoroacetophenone (2) and secondary amines with mild condition, short reaction time (only 10 min) and high selectivity had been studied, which produced one of the following three substances: N-CF2H derivatives (up to 87% yield), formamides (82–89% yield) or the recycled starting secondary amines. This phenomenon was related to the structural stability of the corresponding products. If unstable, it would be hydrolyzed to formamides first, and then further hydrolyzed to starting amines. Based on the geometric structure of the raw materials, the corresponding prediction tree model was established, which provided guidance for the further application of difluoromethylation of Vemurafenib (1ee) and AZD9291 (1ff).

Process route upstream and downstream products

Process route

n-Butyl nitrite
544-16-1

n-Butyl nitrite

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

N-methyl-N-nitrosoaniline
614-00-6

N-methyl-N-nitrosoaniline

N-(n-Butoxymethyl)-N-methylbenzeneamine
130717-74-7

N-(n-Butoxymethyl)-N-methylbenzeneamine

N,N-Di(n-Butoxymethyl)-benzeneamine
130717-75-8

N,N-Di(n-Butoxymethyl)-benzeneamine

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

N,N-Dimethyl-4-nitroaniline
100-23-2

N,N-Dimethyl-4-nitroaniline

N,N-dimethyl-2-nitro-benzenamine
610-17-3

N,N-dimethyl-2-nitro-benzenamine

Conditions
Conditions Yield
for 0.25h; Mechanism; Product distribution; Heating;
49.7 % Chromat.
31.3 % Chromat.
2.9 % Chromat.
2.8 % Chromat.
2 % Chromat.
<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

isopentyl nitrite
110-46-3

isopentyl nitrite

N-methyl-N-nitrosoaniline
614-00-6

N-methyl-N-nitrosoaniline

N-(3-Methyl-1-butoxy)methyl-N-methylbenzeneamine
130717-76-9

N-(3-Methyl-1-butoxy)methyl-N-methylbenzeneamine

Di<N,N-(3-Methyl-1-butoxy)methyl>benzeneamine
131075-76-8

Dibenzeneamine

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

N,N-Dimethyl-4-nitroaniline
100-23-2

N,N-Dimethyl-4-nitroaniline

N,N-dimethyl-2-nitro-benzenamine
610-17-3

N,N-dimethyl-2-nitro-benzenamine

Conditions
Conditions Yield
at 100 ℃; for 1h; Mechanism; Product distribution;
34.3 % Chromat.
47.5 % Chromat.
3.2 % Chromat.
1-amino-3-methylbenzimidazolium chloride

1-amino-3-methylbenzimidazolium chloride

1-methyl-1H-benzo[d][1,2,3]triazole
13351-73-0

1-methyl-1H-benzo[d][1,2,3]triazole

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

Conditions
Conditions Yield
With lead(IV) acetate; In methanol; for 0.5h; Ambient temperature;
20.2%
17.2%
1-(4-methoxyphenyl)-2-(methyl(phenyl)amino)ethan-1-one
75681-30-0

1-(4-methoxyphenyl)-2-(methyl(phenyl)amino)ethan-1-one

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

Conditions
Conditions Yield
With TEMPO; oxygen; In acetonitrile; at 50 ℃; for 10h; under 760.051 Torr;
78%
62%
<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

N-(4-formylphenyl)-N-methylformamide
79213-80-2

N-(4-formylphenyl)-N-methylformamide

4-(methylamino)benzaldehyde
556-21-8

4-(methylamino)benzaldehyde

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

N-methylaniline
100-61-8

N-methylaniline

Azobenzene
1227476-15-4

Azobenzene

Conditions
Conditions Yield
With tert.-butylhydroperoxide; manganese(II) acetate; trifluoroacetic acid; In benzene; at 70 ℃; for 16h; under 15001.5 Torr; chemoselective reaction; Mechanism;
12%
9%
7%
5%
5%
2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride
26864-01-7

2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride

2,2,6,6-tetramethylpiperidin-1-ol
7031-93-8

2,2,6,6-tetramethylpiperidin-1-ol

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

N-methylaniline
100-61-8

N-methylaniline

Conditions
Conditions Yield
With N,N-dimethyl-aniline; In dichloromethane; at -78 ℃; for 0.5h; Further byproducts given;
2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride
26864-01-7

2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

2,2,6,6-tetramethylpiperidin-1-ol
7031-93-8

2,2,6,6-tetramethylpiperidin-1-ol

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

N-methylaniline
100-61-8

N-methylaniline

Conditions
Conditions Yield
In dichloromethane; at 0 ℃; for 0.5h; Product distribution; Mechanism; var. ratio of oxoimonium ion/substrate, reactions at -80 deg C, var. N,N-dialkylanilines;
carbon monoxide
201230-82-2

carbon monoxide

N-methylaniline
100-61-8

N-methylaniline

1,3-dimethyl-1,3-diphenylurea
611-92-7

1,3-dimethyl-1,3-diphenylurea

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

Conditions
Conditions Yield
With oxygen; Sulfate; palladium; zirconium(IV) oxide; In acetonitrile; at 135 ℃; for 1h; under 30002.4 Torr;
20 % Turnov.
72 % Turnov.
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

N-methylaniline
100-61-8

N-methylaniline

1,3-dimethyl-1,3-diphenylurea
611-92-7

1,3-dimethyl-1,3-diphenylurea

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

Conditions
Conditions Yield
With tris(pentafluorophenyl)borate; phenylsilane; In acetonitrile; at 140 ℃; for 24h; under 3750.38 Torr; Autoclave;
43%
38%
1-(biphenyl-4-yl)-2-(methyl(phenyl)amino)ethanone
75681-31-1

1-(biphenyl-4-yl)-2-(methyl(phenyl)amino)ethanone

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

Conditions
Conditions Yield
With TEMPO; oxygen; In acetonitrile; at 50 ℃; for 9h; under 760.051 Torr;
63%
43%

Global suppliers and manufacturers

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  • Chemwill Asia Co., Ltd.
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  • Amadis Chemical Co., Ltd.
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  • Shaanxi BLOOM TECH Co.,Ltd
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  • Country:China (Mainland)
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