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Cas Database

547-63-7

547-63-7

Identification

  • Product Name:Propanoic acid,2-methyl-, methyl ester

  • CAS Number: 547-63-7

  • EINECS:208-929-5

  • Molecular Weight:102.133

  • Molecular Formula: C5H10O2

  • HS Code:29156000

  • Mol File:547-63-7.mol

Synonyms:Isobutyricacid, methyl ester (6CI,8CI);2-Methylpropanoic acid methyl ester;Methyl2,2-dimethylacetate;Methyl 2-methylpropanoate;Methyl 2-methylpropionate;Methyl isobutyrate;NSC 126780;

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Safety information and MSDS view more

  • Pictogram(s):FlammableF, IrritantXi

  • Hazard Codes:F,Xi,Xn

  • Signal Word:Danger

  • Hazard Statement:H225 Highly flammable liquid and vapour

  • 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:Methyl isobutyrate
  • Packaging:10 g
  • Price:$ 70
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Methyl Isobutyrate >99.0%(GC)
  • Packaging:25mL
  • Price:$ 15
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Methyl Isobutyrate >99.0%(GC)
  • Packaging:500mL
  • Price:$ 65
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Methyl isobutyrate natural, 98%
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  • Product Description:Methyl isobutyrate 99%, FG
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  • Product Description:Methyl isobutyrate 99%, FG
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Relevant articles and documentsAll total 97 Articles be found

Boosting homogeneous chemoselective hydrogenation of olefins mediated by a bis(silylenyl)terphenyl-nickel(0) pre-catalyst

Lücke, Marcel-Philip,Yao, Shenglai,Driess, Matthias

, p. 2909 - 2915 (2021/03/14)

The isolable chelating bis(N-heterocyclic silylenyl)-substituted terphenyl ligand [SiII(Terp)SiII] as well as its bis(phosphine) analogue [PIII(Terp)PIII] have been synthesised and fully characterised. Their reaction with Ni(cod)2(cod = cycloocta-1,5-diene) affords the corresponding 16 VE nickel(0) complexes with an intramolecularη2-arene coordination of Ni, [E(Terp)E]Ni(η2-arene) (E = PIII, SiII; arene = phenylene spacer). Due to a strong cooperativity of the Si and Ni sites in H2activation and H atom transfer, [SiII(Terp)SiII]Ni(η2-arene) mediates very effectively and chemoselectively the homogeneously catalysed hydrogenation of olefins bearing functional groups at 1 bar H2pressure and room temperature; in contrast, the bis(phosphine) analogous complex shows only poor activity. Catalytic and stoichiometric experiments revealed the important role of the η2-coordination of the Ni(0) site by the intramolecular phenylene with respect to the hydrogenation activity of [SiII(Terp)SiII]Ni(η2-arene). The mechanism has been established by kinetic measurements, including kinetic isotope effect (KIE) and Hammet-plot correlation. With this system, the currently highest performance of a homogeneous nickel-based hydrogenation catalyst of olefins (TON = 9800, TOF = 6800 h?1) could be realised.

Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst

Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui

supporting information, p. 18591 - 18598 (2021/06/28)

A general protocol for the selective hydrogenation and deuteration of a variety of alkenes is presented. Key to success for these reactions is the use of a specific nickel-graphitic shell-based core–shell-structured catalyst, which is conveniently prepared by impregnation and subsequent calcination of nickel nitrate on carbon at 450 °C under argon. Applying this nanostructured catalyst, both terminal and internal alkenes, which are of industrial and commercial importance, were selectively hydrogenated and deuterated at ambient conditions (room temperature, using 1 bar hydrogen or 1 bar deuterium), giving access to the corresponding alkanes and deuterium-labeled alkanes in good to excellent yields. The synthetic utility and practicability of this Ni-based hydrogenation protocol is demonstrated by gram-scale reactions as well as efficient catalyst recycling experiments.

Process for the production of esters

-

Page/Page column 7, (2020/03/18)

A process for making methyl esters in high yields. The process comprises contacting aliphatic or aromatic aldehydes and methanol with a homogeneous dimeric ruthenium catalyst, to catalyze the dehydrogenative coupling between aliphatic or aromatic aldehydes and methanol. The reaction is highly selective (99.9%) toward the formation of methyl esters over homoesters and alcohols and operates at temperatures of less than 100° C. for 2-8 hours.

Method for preparing organic carboxylic ester through combined catalysis of aryl bidentate phosphine ligand

-

Paragraph 0041-0042, (2020/05/29)

The invention discloses a method for preparing organic carboxylic ester by combined catalysis of an aryl bidentate phosphine ligand. The method comprises the following steps: under the action of a palladium compound/aryl bidentate phosphine ligand/acidic additive combined catalyst, carrying out a hydrogen esterification reaction on terminal olefin, carbon monoxide and alcohol so as to generate theorganic carboxylic ester with one more carbon than olefin. According to the invention, by adoption of the palladium compound/aryl bidentate phosphine ligand/acidic additive combined catalyst, good catalytic activity and selectivity for the hydrogen esterification reaction of the olefin are achieved, and olefin carbonylation to synthesize organic carboxylic ester can be efficiently catalyzed. Thearyl bidentate phosphine ligand has a rigid skeleton structure of a rigid ligand and the flexibility of a flexible ligand, so the aryl bidentate phosphine ligand has proper flexibility due to the characteristic that the aryl bidentate phosphine ligand is soft and rigid, and a most favorable coordination mode and a stable active structure in space are favorably formed. In addition, the aryl bidentate phosphine ligand has the advantages of high stability, simple and convenient synthesis method and the like; and a novel industrial technology is provided for production of organic carboxylate compounds.

Iron-catalysed 1,2-aryl migration of tertiary azides

Wei, Kaijie,Yang, Tonghao,Chen, Qing,Liang, Siyu,Yu, Wei

supporting information, p. 11685 - 11688 (2020/10/19)

1,2-Aryl migration of α,α-diaryl tertiary azides was achieved by using the catalytic system of FeCl2/N-heterocyclic carbene (NHC) SIPr·HCl. The reaction generated aniline products in good yields after one-pot reduction of the migration-resultant imines.

Process route upstream and downstream products

Process route

(3R)-3-hydroxy-2,2-dimethyl-3-phenylpropanoic acid methyl ester
111661-02-0

(3R)-3-hydroxy-2,2-dimethyl-3-phenylpropanoic acid methyl ester

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
In diethylene glycol dimethyl ether; at 170 ℃; Rate constant;
methanol
67-56-1

methanol

prednisolone 21-isobutyrate

prednisolone 21-isobutyrate

prednisolon
50-24-8,8056-11-9

prednisolon

Conditions
Conditions Yield
With triethylamine; at 20 ℃; for 2h; under 8250660 Torr; Product distribution;
96%
methanol
67-56-1

methanol

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

2-methyloxane
10141-72-7

2-methyloxane

2-ethyltetrahydropyran
3857-14-5

2-ethyltetrahydropyran

2-butyltetrahydropyran
4676-74-8

2-butyltetrahydropyran

pentanal
110-62-3

pentanal

ethanol
64-17-5

ethanol

methyl 2-methylpentanoate
2177-77-7

methyl 2-methylpentanoate

Dimethyl ether
115-10-6,157621-61-9

Dimethyl ether

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

2,4-dimethyl-3-pentanol
600-36-2

2,4-dimethyl-3-pentanol

Methyl formate
107-31-3

Methyl formate

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

methyl valerate
624-24-8

methyl valerate

2,4-Dimethyl-3-pentanone
18641-70-8

2,4-Dimethyl-3-pentanone

2-methyl-4-heptanone
626-33-5

2-methyl-4-heptanone

2,4,5-trimethyl-hexan-3-one
23936-98-3

2,4,5-trimethyl-hexan-3-one

3-butyl ketone
19549-84-9

3-butyl ketone

nonanone-5
502-56-7

nonanone-5

3-ethylheptan-4-one
1528-25-2

3-ethylheptan-4-one

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

propionaldehyde
123-38-6

propionaldehyde

2,5-hexanedione
110-13-4

2,5-hexanedione

isobutyraldehyde
78-84-2

isobutyraldehyde

2,4-dimethylpentan-3-one
565-80-0

2,4-dimethylpentan-3-one

Conditions
Conditions Yield
Cu-Zn-Mg-Al based catalyst; hydrogen reduced; at 249.84 ℃; Product distribution / selectivity;
methanol
67-56-1

methanol

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

isobutyl formate
542-55-2

isobutyl formate

Conditions
Conditions Yield
With copper-silver MnO; at 270 - 280 ℃;
With copper-manganese oxide catalyst; silver; at 270 - 280 ℃;
methanol
67-56-1

methanol

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

isobutyl formate
542-55-2

isobutyl formate

Conditions
Conditions Yield
at 270 - 280 ℃;
methanol
67-56-1

methanol

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

isobutyl formate
542-55-2

isobutyl formate

Conditions
Conditions Yield
at 270 - 280 ℃; reagiert analog mit anderen Alkoholen;
methyl 2-dimethylbismuthanyl-2-methylpropanoate
934733-52-5

methyl 2-dimethylbismuthanyl-2-methylpropanoate

Conditions
Conditions Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene-d6; at 80 ℃; for 1h;
100%
Conditions
Conditions Yield
With magnesium; In methanol; at 10 ℃; for 2.5h;
80%
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; for 0.5h; Ambient temperature;
67%
With carbon monoxide; cobalt tetracarbonyl hydride; In dichloromethane; at 22 ℃; Rate constant;
With nickel; under 11032.6 - 29420.3 Torr; Hydrogenation;
With hexacarbonyl molybdenum; phenylsilane; In tetrahydrofuran; for 20h; Heating;
90 % Chromat.
With hydrogen; montmorillonite-(bipyridine)x; In benzene; at 75 ℃; for 22h; under 15514.4 Torr;
91 % Spectr.
With methanol; potassium 18-crown-6; Product distribution; multistep reaction: 1.) THF, 5 min; two-electron transfer reaction of 18-C-6-potassium supramolecular complex with MMA; NMR study;
With methanol; potassium 18-crown-6; Yield given; Multistep reaction; 1.) THF, 5 min;
With hydrogen; montmorillonitebipyridinepalladium(II) acetate; In tetrahydrofuran; at 26.85 ℃; under 797.314 Torr; Further Variations:; Temperatures; Kinetics;
With hydrogen; In methanol; at 20 ℃; for 0.5h; under 760.051 Torr;
> 97 %Spectr.
With sodium tetrahydroborate; 2,5% palladium on carbon; acetic acid; In toluene; at 20 ℃; for 1h; chemoselective reaction; Inert atmosphere;
100 %Chromat.
With Saccharomyces pastorianus Old Yellow Enzyme 1 ene-reductase; nicotinamine adenine dinucleotide; at 30 ℃; for 24h; pH=7.5; aq. buffer; Enzymatic reaction;
With hydrogen; In n-heptane; at 20 ℃; for 2h; under 2068.65 Torr; chemoselective reaction; Autoclave;
100 %Chromat.
With tris(pentafluorophenyl)borate; triethylamine; In dichloromethane-d2;
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amide](carbonyl)(hydride)iron(II); hydrogen; In benzene-d6; at 23 ℃; for 0.8h; under 760.051 Torr; Inert atmosphere; Schlenk technique; Glovebox;
Multi-step reaction with 2 steps
1: [D3]acetonitrile / 0.02 h / 20 °C
2: 2-H-1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole; borane-ammonia complex / [D3]acetonitrile / 48 h / 50 °C
With borane-ammonia complex; 2-H-1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole; In [D3]acetonitrile;
With [(1,3-di-tert-butyl-4-phenyl-2,3-dihydro-1λ4,3,2λ3-diazasilet-2-yl)(9,9-dimethylxanthene)(1,3-di-tert-butyl-4-phenyl-2,3-dihydro-1λ4,3,2λ3-diazasilet-2-yl)]nickel(0)(η2-1,3-cyclooctadiene); hydrogen; In benzene-d6; at 20 ℃; for 18h; under 750.075 Torr; chemoselective reaction; Sealed tube;
With iridium; hydrogen; In dichloromethane; at 30 ℃; for 3.75h; under 3000.3 Torr; Catalytic behavior;
With hydrogen; In ethanol; water; at 23 ℃; under 760.051 Torr; chemoselective reaction;
100 %Chromat.
With hydrogen; In toluene; at 150 ℃; for 15h; under 18751.9 Torr; Sealed tube;
With morpholine; acetylacetonatodicarbonylrhodium(l); carbon monoxide; hydrogen; tris-(o-tolyl)phosphine; In toluene; at 90 ℃; for 16h; under 15001.5 Torr; Autoclave;
33 %Spectr.
With hydrogen; In water; toluene; for 2.5h; pH=3 - 7;
>= 99 %Chromat.
With hydrogen; C48H58N4NiSi2; In benzene-d6; at 20 ℃; for 12h; under 750.075 Torr;
With hydrogen; In methanol; at 25 - 27 ℃; for 8h; under 750.075 Torr; Autoclave;
95 %Chromat.
methanol
67-56-1

methanol

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
Conditions Yield
With sodium carbonate; N,N'-diiodo-N,N'-1,2-ethanediylbis(p-toluenesulphonamide); at 20 ℃; for 42h;
78%
With Oxone; at 20 ℃; for 18h;
91 % Chromat.
With magnesium hydroxide; oxygen; at 90 ℃; for 2h; under 2250.23 Torr;
With magnesium hydroxide; oxygen; at 60 ℃; for 7h; under 2250.23 Torr;
With oxygen; potassium carbonate; at 80 ℃; for 2h; under 2250.23 Torr; Autoclave;
With [(Me3Si)2N]2Th[κ2-(N,C)-CH2Si(CH3)2N(SiMe3)]; In benzene-d6; at 70 ℃; for 24h; Sealed tube;
With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); at 90 ℃; for 4h; Inert atmosphere; Schlenk technique;
living PMMA-Cl

living PMMA-Cl

poly(methyl methacrylate) with ethyl methyl(phenyl)acetate end

poly(methyl methacrylate) with ethyl methyl(phenyl)acetate end

Conditions
Conditions Yield
With potassium carbonate; tris(triphenylphosphine)ruthenium(II) chloride; In isopropyl alcohol; toluene; at 80 ℃; for 25h;

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