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Cas Database

51801-01-5

51801-01-5

Identification

  • Product Name:Benzenemethanol, a-1-propenyl-, acetate

  • CAS Number: 51801-01-5

  • EINECS:

  • Molecular Weight:190.242

  • Molecular Formula: C12H14O2

  • HS Code:

  • Mol File:51801-01-5.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 9 Articles be found

Size-Exclusion Borane-Catalyzed Domino 1,3-Allylic/Reductive Ireland–Claisen Rearrangements: Impact of the Electronic and Structural Parameters on the 1,3-Allylic Shift Aptitude

Fegyverneki, Dániel,Kolozsvári, Natália,Molnár, Dániel,Egyed, Orsolya,Holczbauer, Tamás,Soós, Tibor

supporting information, p. 2179 - 2183 (2019/01/04)

The reductive Ireland–Claisen rearrangement through borane-mediated hydrosilylation is reported. The method employs a borane catalyst with a special structural design and affords access to synthetically relevant products with high diastereoselectivity. Depending on electronic and structural parameters, the reaction can be coupled with a 1,3-allylic shift, thus the valence isomer of the Ireland–Claisen product is formed.

Highly enantioselective synthesis of 3-substituted furanones by palladium-catalyzed kinetic resolution of unsymmetrical allyl acetates

Mao, Bin,Ji, Yining,Fananas-Mastral, Martin,Caroli, Giuseppe,Meetsma, Auke,Feringa, Ben L.

supporting information; experimental part, p. 3168 - 3173 (2012/05/05)

Resolving the issue: A near-perfect Pd-catalyzed kinetic resolution of 1,3-disubstituted unsymmetrical allylic acetates uses silyl enol ethers as nucleophiles to access the important 3-substituted-furanone scaffold (see scheme; DACH=diaminocyclohexyl, dba=dibenzylideneacetone). The reaction proceeds under mild conditions and provides the desired products with excellent chemo-, regio-, and enantioselectivity. Copyright

Stereoselective synthesis of furans by the Pd-catalyzed Oshima-Utimoto reaction

Evans, Michael A.,Morken, James P.

, p. 3367 - 3370 (2007/10/03)

(Chemical Equation Presented) The Pd-catalyzed coupling of acyclic allylic alcohols with vinyl ethers was examined and found to proceed with 2.5-10 mol % of catalyst and to provide cyclic acetals with good stereoselection. The reaction is tolerant of a number of functional groups and can be used to generate quaternary centers in a stereoselective fashion.

Molybdenum(0) and tungsten(0) catalysts with enhanced reactivity for allylic substitution: Regioselectivity and solvent effects

Malkov,Baxendale,Mansfield,Kocovsky

, p. 1234 - 1240 (2007/10/03)

The binuclear Mo(II) and W(II) complexes 28a,b and 29a,b have been developed as pre-catalysts for allylic substitution with β-dicarbonyl nucleophiles. These complexes are reduced in situ to Mo(0) and W(0) catalytic species 30a,b and 31a,b by excess of NaH, employed to generate sodiomalonate nucleophiles, or by DIBAL-H. 1,3-Dioxolane and 1,4-dioxane, when used as solvents, substantially accelerate the reaction. These new catalysts exhibit "traditional" Mo regiochemistry, i.e., the nucleophilic attack occurring preferentially at the more substituted carbon (5 → 9; 37 → 38), unless an additional factor, such as further coordination to another moiety of the allylic electrophile takes part (41), as in the case of the geranyl-type substrates (32 or 33 → 36).

Rhodium promoted isomerisation of allylic alkoxides: A new method for enolate anion formation

Gazzard, Lewis J.,Motherwell, William B.,Sandham, David A.

, p. 979 - 993 (2007/10/03)

Transition metal mediated isomerisation of allylic alkoxides is presented as a new method for enolate anion generation. The scope and limitations of enolate formation with the catalysts [Rh(dppe)(THF)2]+ClO4- and (Ph3P)3RhCl are explored and the synthetic potential of the methodology demonstrated in the stereoselective formation and reactions of certain ketone and aldehyde enolates.

Process route upstream and downstream products

Process route

Conditions
Conditions Yield
With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h;
68%
With dmap; triethylamine; In tetrahydrofuran; for 16h; Ambient temperature;
With pyridine;
With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
-butyl vinyl ether
111-34-2,92680-80-3

-butyl vinyl ether

(2E)-1-phenylbut-2-en-1-ol
52755-39-2

(2E)-1-phenylbut-2-en-1-ol

copper diacetate
142-71-2

copper diacetate

(2SR,3RS)-5-butoxy-2-phenyl-3-vinyl-tetrahydrofuran

(2SR,3RS)-5-butoxy-2-phenyl-3-vinyl-tetrahydrofuran

Conditions
Conditions Yield
palladium diacetate; In acetonitrile; at 55 ℃; for 15h;
65%
17%
Conditions
Conditions Yield
With triethylamine; In dichloromethane; Inert atmosphere; Cooling with ice;
99%
With dmap; triethylamine; In diethyl ether; Ambient temperature; 2-3 h;
88%
Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 93 percent / H2, quinoline / Pd-BaSO4 / hexane / 2 h / 0 °C
2: 1.) n-BuLi / 1.) ClO4 / 1.) THF, hexane, reflux, 6 h, 2.) THF, hexane
With quinoline; n-butyllithium; hydrogen; (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate; palladium on barium sulfate; In hexane;
Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: tetrahydrofuran / -78 - 20 °C
2: 68 percent / DMAP; triethylamine / CH2Cl2 / 3 h / 20 °C
With dmap; triethylamine; In tetrahydrofuran; dichloromethane;
Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 75 percent / diethyl ether / 4 h
2: 88 percent / Et3N, N,N-dimethylaminopyridine (DMAP) / diethyl ether / Ambient temperature; 2-3 h
With dmap; triethylamine; In diethyl ether;
Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: magnesium; iodine / tetrahydrofuran / Inert atmosphere
1.2: 0 °C / Inert atmosphere
2.1: triethylamine / dichloromethane / Inert atmosphere; Cooling with ice
With iodine; magnesium; triethylamine; In tetrahydrofuran; dichloromethane;
Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: tetrahydrofuran / 0 °C / Inert atmosphere
2: triethylamine / dichloromethane / Inert atmosphere; Cooling with ice
With triethylamine; In tetrahydrofuran; dichloromethane;
(Z)-1-phenyl-but-2-en-1-ol
52755-38-1

(Z)-1-phenyl-but-2-en-1-ol

acetic anhydride
108-24-7

acetic anhydride

2-ethyl-1-phenyl-1,3-butanedione
39581-96-9

2-ethyl-1-phenyl-1,3-butanedione

(Z)-1-Phenylbut-2-en-1-yl acetate
97996-32-2

(Z)-1-Phenylbut-2-en-1-yl acetate

Conditions
Conditions Yield
With n-butyllithium; (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate; Yield given; Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) THF, hexane, reflux, 6 h, 2.) THF, hexane;
Conditions
Conditions Yield
With dmap; triethylamine;

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