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Cas Database

596127-37-6

596127-37-6

Identification

  • Product Name:Benzeneacetaldehyde, 2-methyl-, oxime

  • CAS Number: 596127-37-6

  • EINECS:

  • Molecular Weight:149.192

  • Molecular Formula: C9H11NO

  • HS Code:

  • Mol File:596127-37-6.mol

Synonyms:

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • 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

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Relevant articles and documentsAll total 3 Articles be found

Intermolecular retro-cope type hydroxylamination of alkynes with NH 2OH: (E-1-(1-hydroxycyclohexyl)ethanone oxime)

Loiseau, Francis,Beauchemin, André M.

, p. 87 - 95 (2014/04/03)

-

Intermolecular Cope-type hydroamination of alkenes and alkynes using hydroxylamines

Moran, Joseph,Gorelsky, Serge I.,Dimitrijevic, Elena,Lebrun, Marie-Eve,Bedard, Anne-Catherine,Seguin, Catherine,Beauchemin, Andre M.

supporting information; experimental part, p. 17893 - 17906 (2009/07/18)

The development of the Cope-type hydroamination as a method for the metal- and acid-free intermolecular hydroamination of hydroxylamines with alkenes and alkynes is described. Aqueous hydroxylamine reacts efficiently with alkynes in a Markovnikov fashion to give oximes and with strained alkenes to give N-alkylhydroxylamines, while unstrained alkenes are more challenging. N-Alkylhydroxy-lamines also display similar reactivity with strained alkenes and give modest to good yields with vinylarenes. Electron-rich vinylarenes lead to branched products while electron-deficient vinylarenes give linear products. A beneficial additive effect is observed with sodium cyanoborohydride, the extent of which is dependent on the structure of the hydroxylamine. The reaction conditions are found to be compatible with common protecting groups, free OH and NH bonds, as well as bromoarenes. Both experimental and theoretical results suggest the proton transfer step of the N-oxide intermediate is of vital importance in the intermolecular reactions of alkenes. Details are disclosed concerning optimization, reaction scope, limitations, and theoretical analysis by DFT, which includes a detailed molecular orbital description for the concerted hydroamination process and an exhaustive set of calculated potential energy surfaces for the reactions of various alkenes, alkynes, and hydroxylamines.

Intermolecular cope-type hydroamination of alkenes and alkynes

Beauchemin, Andre M.,Moran, Joseph,Lebrun, Marie-Eve,Seguin, Catherine,Dimitrijevic, Elena,Zhang, Lili,Gorelsky, Serge I.

, p. 1410 - 1413 (2008/12/23)

(Chemical Equation Presented) Keep it simple! Intermolecular hydroamination can be achieved simply upon heating alkynes and alkenes with aqueous hydroxylamine. Alkynes react to afford oximes in good to excellent yields, and the formation of Markovnikov products is favored. A mechanism involving Cope-type hydroamination followed by bimolecular proton transfer is suggested and supported by DFT studies.

Process route upstream and downstream products

Process route

1-ethynyl-2-methylbenzene
766-47-2

1-ethynyl-2-methylbenzene

2-(o-tolyl)acetaldehyde oxime
596127-37-6

2-(o-tolyl)acetaldehyde oxime

1-(2-methylphenyl)ethanone oxime
27810-08-8

1-(2-methylphenyl)ethanone oxime

Conditions
Conditions Yield
With hydroxylamine; In 1,4-dioxane; water; at 113 ℃; regioselective reaction; Inert atmosphere;
45%
11%
With hydroxylamine; In 1,4-dioxane; water; at 113 ℃; Sealed tube;
45%
11%
1-ethynyl-2-methylbenzene
766-47-2

1-ethynyl-2-methylbenzene

2-(o-tolyl)acetaldehyde oxime
596127-37-6

2-(o-tolyl)acetaldehyde oxime

E-ortho-methylacetophenone oxime
68253-33-8

E-ortho-methylacetophenone oxime

Conditions
Conditions Yield
With hydroxylamine; In 1,4-dioxane; water; at 113 ℃;
11%

596127-37-6 Upstream products

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