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Cas Database

776-75-0

776-75-0

Identification

  • Product Name:1-Benzoylpiperidine

  • CAS Number: 776-75-0

  • EINECS:212-280-3

  • Molecular Weight:189.257

  • Molecular Formula: C12H15NO

  • HS Code:

  • Mol File:776-75-0.mol

Synonyms:Piperidine,1-benzoyl- (6CI,7CI,8CI,9CI);1-Benzoylpiperidine;Benzoic acid N-piperidide;Benzoic acid, piperidide;Benzoylpiperidine;N-Benzoylpiperidine;NSC 1992;NSC26344;P 162;Phenyl(piperidin-1-yl)methanone;Protectine I;R 162;a-Repellin;

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Safety information and MSDS view more

  • Signal Word:Danger

  • Hazard Statement:H318 Causes serious eye damage

  • 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:1-Benzoylpiperidine
  • Packaging:50mg
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:Tocris
  • Product Description:R162 ≥98%(HPLC)
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Benzoylpiperidine >98.0%(GC)
  • Packaging:5g
  • Price:$ 91
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Benzoylpiperidine >98.0%(GC)
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-BENZOYLPIPERIDINE AldrichCPR
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  • Manufacture/Brand:Crysdot
  • Product Description:Phenyl(piperidin-1-yl)methanone 95+%
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  • Manufacture/Brand:Chem-Impex
  • Product Description:1-Benzoylpiperidine,≥98%(GC) ≥98%(GC)
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  • Manufacture/Brand:Chemenu
  • Product Description:Phenyl(piperidin-1-yl)methanone 95%
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  • Manufacture/Brand:Biosynth Carbosynth
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  • Manufacture/Brand:Biosynth Carbosynth
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Relevant articles and documentsAll total 361 Articles be found

A practical modification of the Barton-McCombie reaction and radical O- to S- rearrangement of xanthates

Quiclet-Sire, Beatrice,Zard, Samir Z.

, p. 9435 - 9438 (1998)

The C-O bond in xanthates derived from carbohydrates can be reductively cleaved by heating in 2-propanol in the presence of equimolar amounts of dilauroyl peroxide, added in small portions; if benzene is used as the solvent, an O- to S- rearrangement of the xanthate occurs.

Microwave assisted, palladium catalyzed aminocarbonylations of heteroaromatic bromides using solid Mo(CO)6 as the carbon monoxide source

Letavic, Michael A.,Ly, Kiev S.

, p. 2339 - 2343 (2007)

The direct conversion of a variety of heteroaromatic bromides into heteroaromatic amides is described. This reaction utilizes Mo(CO)6 as the carbon monoxide source and is performed using microwave heating allowing for very short reaction times. This convenient methodology allows for the preparation of a variety of heteroaromatic amides useful in medicinal chemistry applications.

TBAI-catalyzed C–N bond formation through oxidative coupling of benzyl bromides with amines: a new avenue to the synthesis of amides

Kumar, Dhirendra,Maury, Suresh Kumar,Kumari, Savita,Kamal, Arsala,Singh, Himanshu Kumar,Singh, Sundaram,Srivastava, Vandana

supporting information, p. 424 - 432 (2022/02/09)

A new green approach for the synthesis of amide through TBAI-catalyzed oxidative coupling of benzyl bromides with amine was developed in the presence of tert-butyl hydroperoxide (TBHP) as an oxidant. Various electron-donating and withdrawing groups containing benzyl bromides and various amines, were subjected to the reaction and transformed to the corresponding amide in good to excellent yields.

Method for preparing amide from carboxylic acid under irradiation of blue light by taking iridium and cobalt complexes as catalysts

-

Paragraph 0089-0090, (2021/05/12)

The invention relates to a method for preparing amide from carboxylic acid under the irradiation of blue light by taking iridium and cobalt complexes as catalysts, and belongs to the field of chemistry. The method comprises the following step of: by taking R substituted carboxylic acid and R1' and R2' substituted amines as raw materials, triphenylphosphine as a deoxidizing agent, [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 as a photocatalyst and Co(dmgH)(dmgH2)Cl2 as a metal complex catalyst, reacting in dichloromethane in an inert atmosphere and under the irradiation of blue light to obtain an amide compound, wherein R is an aryl group, a heteroaryl group, a protected amino group, a substituted alkyl group, a substituted aryl group or a substituted protected amino group, R1' is a hydrogen group, a substituted alkyl group, a phenyl group or a substituted phenyl group, and R2' is a hydrogen group, a substituted alkyl group, a phenyl group or a substituted phenyl group.

Ammonia-borane as a Catalyst for the Direct Amidation of Carboxylic Acids

Ramachandran, P. Veeraraghavan,Hamann, Henry J.

supporting information, p. 2938 - 2942 (2021/05/04)

Ammonia-borane serves as an efficient substoichiometric (10%) precatalyst for the direct amidation of both aromatic and aliphatic carboxylic acids. In situ generation of amine-boranes precedes the amidation and, unlike the amidation with stoichiometric amine-boranes, this process is facile with 1 equiv of the acid. This methodology has high functional group tolerance and chromatography-free purification but is not amenable for esterification. The latter feature has been exploited to prepare hydroxyl- and thiol-containing amides.

A Fast and General Route to Ketones from Amides and Organolithium Compounds under Aerobic Conditions: Synthetic and Mechanistic Aspects

Ghinato, Simone,Territo, Davide,Maranzana, Andrea,Capriati, Vito,Blangetti, Marco,Prandi, Cristina

supporting information, p. 2868 - 2874 (2021/01/21)

We report that the nucleophilic acyl substitution reaction of aliphatic and (hetero)aromatic amides by organolithium reagents proceeds quickly (20 s reaction time), efficiently, and chemoselectively with a broad substrate scope in the environmentally responsible cyclopentyl methyl ether, at ambient temperature and under air, to provide ketones in up to 93 % yield with an effective suppression of the notorious over-addition reaction. Detailed DFT calculations and NMR investigations support the experimental results. The described methodology was proven to be amenable to scale-up and recyclability protocols. Contrasting classical procedures carried out under inert atmospheres, this work lays the foundation for a profound paradigm shift of the reactivity of carboxylic acid amides with organolithiums, with ketones being straightforwardly obtained by simply combining the reagents under aerobic conditions and with no need of using previously modified or pre-activated amides, as recommended.

Direct Synthesis of Enamides via Electrophilic Activation of Amides

Berger, Martin,Kaiser, Daniel,Maulide, Nuno,Spie?, Philipp

supporting information, p. 10524 - 10529 (2021/07/28)

A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scope. The synthetic utility of the formed enamides was readily demonstrated in a range of downstream transformations.

Process route upstream and downstream products

Process route

piperidine
110-89-4

piperidine

p-nitrophenylbenzoate
959-22-8

p-nitrophenylbenzoate

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

Conditions
Conditions Yield
In water; dimethyl sulfoxide; at 25 ℃; Rate constant;
With hydrogenchloride; In dimethyl sulfoxide; acetonitrile; at 25 ℃; Kinetics;
piperidine
110-89-4

piperidine

benzaldehyde
100-52-7

benzaldehyde

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

Conditions
Conditions Yield
With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 6h;
82%
79%
piperidine
110-89-4

piperidine

phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
With 1,10-Phenanthroline; copper(II) chloride dihydrate; oxygen; In acetonitrile; for 40h; under 760.051 Torr; Reflux;
84%
piperidine
110-89-4

piperidine

2-chloro-4-nitrophenyl benzoate

2-chloro-4-nitrophenyl benzoate

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

2-chloro-4-nitrophenol
619-08-9

2-chloro-4-nitrophenol

Conditions
Conditions Yield
In water; dimethyl sulfoxide; acetonitrile; at 25 ℃; Kinetics;
N-Benzoyl-N-(piperidine-1-carbonyl)-benzamide
104417-81-4

N-Benzoyl-N-(piperidine-1-carbonyl)-benzamide

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

benzoyl isocyanate
4461-33-0

benzoyl isocyanate

Conditions
Conditions Yield
at 220 - 230 ℃; under 0.5 Torr; Yield given. Yields of byproduct given;
piperidine
110-89-4

piperidine

4-chloro-2-nitrophenyl benzoate
37593-94-5

4-chloro-2-nitrophenyl benzoate

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

p-chloro-o-nitrophenol
89-64-5

p-chloro-o-nitrophenol

Conditions
Conditions Yield
In water; dimethyl sulfoxide; acetonitrile; at 25 ℃; Kinetics;
piperidine
110-89-4

piperidine

4-(Benzoyloxy)pyridine
36228-61-2

4-(Benzoyloxy)pyridine

pyridin-4-ol
626-64-2,157061-69-3

pyridin-4-ol

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

Conditions
Conditions Yield
In water; at 25 ℃; Kinetics;
In acetonitrile; at 25 ℃; Kinetics;
piperidine
110-89-4

piperidine

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

N-Benzylpiperidine
2905-56-8

N-Benzylpiperidine

Conditions
Conditions Yield
With caesium carbonate; In para-xylene; at 120 ℃; under 760.051 Torr; Autoclave; Inert atmosphere;
piperidine
110-89-4

piperidine

benzaldehyde
100-52-7

benzaldehyde

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

N-Benzylpiperidine
2905-56-8

N-Benzylpiperidine

Conditions
Conditions Yield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; triphenylphosphine; In toluene; at 140 ℃; for 20h;
34 % Chromat.
36 % Chromat.
piperidine
110-89-4

piperidine

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

N-benzoylpiperidine
776-75-0

N-benzoylpiperidine

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With potassium phosphate; dichloro(1,10-phenanthroline) copper(II); 1,2-bis(t-butyloxycarbonyl)hydrazine; In toluene; at 75 ℃; for 20h; Reagent/catalyst; Solvent;
83%

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