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Cas Database

1006-65-1

1006-65-1

Identification

  • Product Name:Isoxazole, 3-phenyl-

  • CAS Number: 1006-65-1

  • EINECS:

  • Molecular Weight:145.161

  • Molecular Formula: C9H7NO

  • HS Code:2934999090

  • Mol File:1006-65-1.mol

Synonyms:3-phenyl-1,2-oxazole

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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

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:3-Phenylisoxazole
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  • Price:$ 155
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  • Manufacture/Brand:Crysdot
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  • Manufacture/Brand:Apolloscientific
  • Product Description:3-Phenyl-1,2-oxazole 96%
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  • Manufacture/Brand:Apolloscientific
  • Product Description:3-Phenyl-1,2-oxazole 96%
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:3-PHENYLISOXAZOLE 95.00%
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:3-PHENYLISOXAZOLE 95.00%
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:3-PHENYLISOXAZOLE 95.00%
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:3-PHENYLISOXAZOLE 95.00%
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  • Manufacture/Brand:AK Scientific
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Relevant articles and documentsAll total 45 Articles be found

Substituent effects on 15N and 13C NMR chemical shifts of 3-phenylisoxazoles: A theoretical and spectroscopic study

Schofield, Mark H.,Sorel, Marie-Adele,Manalansan, Ryan J.,Richardson, David P.,Markgraf, J. Hodge

, p. 851 - 855 (2006)

The synthesis and assignment of 15N and 13C NMR signals of the isoxazole ring in a series of parasubstituted 3-phenyl derivatives are reported. DFT calculations of 15N and 13C chemical shifts are presented and c

Synthesis of 3-Vinylisoxazole by a Nitrile Oxide Cycloaddition/Diels-Alder Cycloreversion Pathway

Ambler, Philip W.,Paton, R. Michael,Tout, Jaki M.

, p. 2661 - 2662 (1994)

3-Vinylisoxazole is prepared by a sequence involving cycloaddition of acrylonitrile oxide, generated by dehydration of 1-nitropropene, to norbornadiene followed by Diels-Alder cycloreversion of the resulting 2-isoxazoline under flash vacuum pyrolysis cond

Reaction of halogenated cyclopropanes and nitrosyl cation: Preparation of isoxazoles

Lin,Kuo,Yang

, p. 5229 - 5231 (1997)

-

1,3-Dipolar cycloaddition reaction of substituted trimethylstannylacetylenes with nitrile oxides

Sakamoto,Uchiyama,Kondo,Yamanaka

, p. 478 - 480 (1993)

1,3-Dipolar cycloaddition reaction of trimethylstannylacetylene with nitrile oxides yielded 3-substituted 5-(trimethylstannyl)isoxazoles. On the other hand, the same reaction of (trimethylstannyl)phenylacetylene, -1-hexyne, and -(trimethylsilyl)acetylene

Generation of an 4-Isoxazolyl Anion Species: Facile Access to Multifunctionalized Isoxazoles

Morita, Taiki,Fuse, Shinichiro,Nakamura, Hiroyuki

, p. 13580 - 13584 (2016)

A direct functionalization of unsubstituted isoxazole (1) was achieved by generation of 4-isoxazolyl anion species (3). An efficient 4-iodination of isoxazole and halogen–metal exchange reaction using a turbo Grignard reagent (iPrMgCl? LiCl) were essentia

Transition metal catalyzed ring opening reactions of 2-phenyl-3-vinyl substituted 2H-azirines

Padwa, Albert,Stengel, Thomas

, p. 5991 - 5993 (2004)

Treatment of 2-phenyl-3-vinyl-substituted 2H-azirines with Grubbs' catalyst induces a clean rearrangement and affords products derived from carbon-nitrogen bond cleavage of the 2H-azirine ring. However, when the reaction was carried out using Wilkinson's catalyst in an alcoholic solvent, the only product obtained in high yield corresponded to an α,β-unsaturated oxime.

Unusual Reactivity of 4-Vinyl Isoxazoles in the Copper-Mediated Synthesis of Pyridines, Employing DMSO as a One-Carbon Surrogate

Kumar, Pravin,Kapur, Manmohan

supporting information, p. 5855 - 5860 (2020/07/30)

An efficient protocol for the synthesis of nicotinate derivatives and tetrasubstituted pyridines through a copper-mediated cleavage of isoxazoles has been developed. The highlight of the work is the observation of an unusual reactivity of 4-vinyl isoxazoles under the reaction conditions. DMSO serves as a one-carbon surrogate generating an active methylene group during the reaction to form two C-C bonds. This protocol provides a facile and an expeditious approach for the assembly of densely substituted N-heterocyclic compounds.

Method for converting lignin into isoxazole and aromatic nitrile

-

Paragraph 0051; 0052; 0064, (2019/07/04)

The present invention relates to a method for obtaining isoxazole and aromatic nitrile from a lignin model and pre-oxidized birch lignin. The method is characterized in that hydroxylamine hydrochloride and a beta-O-4 model compound containing ketone in the benzyl position, which are used as reaction substrates, undergo oximation condensation Cbeta-O bond fracture under the action of magnesium andother additives to prepare the isoxazole compound, and undergo oximation rearrangement Calpha-Cbeta bond fracture the action of magnesium and other additives to prepare the fragrant nitrile compound.The method can be applied to the conversion of pre-oxidized lignin into the isoxazole and aromatic nitrile. The preparation method comprises the following steps: mixing the beta-O-4 model compound orpre-oxidized birch lignin, hydroxylamine hydrochloride and the additives in an alcohol solvent, adding the obtained mixture into a pressure-resistant container, replacing air in the container with nitrogen, sealing the container, and stirring the mixture at 120 DEG C for 8-12 h to obtain the products isoxazole and aromatic nitrile. The method realizes the obtaining of nitrogen-containing compoundssuch as isoxazole and aromatic nitrile from lignin for the first time, and the reaction process is simple and controllable, and is easy to operate.

Catalyst control in positional-selective C-H alkenylation of isoxazoles and a ruthenium-mediated assembly of trisubstituted pyrroles

Kumar, Pravin,Kapur, Manmohan

supporting information, p. 2134 - 2138 (2019/03/26)

High levels of catalyst control are demonstrated in determining the positional selectivity in C-H alkenylation of isoxazoles. A cationic rhodium-mediated, strong-directing group promotes C(sp2)-H activation at the proximal aryl ring whereas, the palladium-mediated electrophilic metallation leads to the C(sp2)-H activation at the distal position of the directing group. Synthetic elaboration of this C-H alkenylation product via ruthenium and copper co-catalysis leads to an efficient method for the assembly of densely substituted pyrroles.

Preparation method of isoxazole derivative

-

Paragraph 0054-0059, (2019/12/02)

The invention relates to a preparation method of an isoxazole derivative, which comprises the following steps of mixing an propargyl alcohol derivative, a halogen source, an acid and a solvent, and heating to react; adding the hydroxylamine into the react

Cycloisomerization of acetylenic oximes and hydrazones under gold catalysis: Synthesis and cytotoxic evaluation of isoxazoles and pyrazoles

Jeyaveeran,Praveen, Chandrasekar,Arun,M Prince,Perumal

, p. 73 - 83 (2016/02/09)

The synthesis of substituted isoxazoles and pyrazoles through a general cycloisomerization methodology has been reported. The capability of gold(III) chloride to promote cycloisomerization of both α, β-acetylenic oximes and α, β-acetylenic hydrazones is t

Process route upstream and downstream products

Process route

1-phenyl-3-hydroxy-2-phenoxy propan-1-one

1-phenyl-3-hydroxy-2-phenoxy propan-1-one

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

benzonitrile
100-47-0

benzonitrile

Conditions
Conditions Yield
With hydroxylamine hydrochloride; magnesium oxide; In ethanol; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;
benzonitrile oxide
873-67-6

benzonitrile oxide

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate
947-57-9

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

cyclopenta-1,3-diene
542-92-7,25568-84-7,7313-32-8

cyclopenta-1,3-diene

Cyclopenta-2,5-diene-1,2-dicarboxylic acid dimethyl ester
55949-76-3

Cyclopenta-2,5-diene-1,2-dicarboxylic acid dimethyl ester

dimethyl 3-phenylisoxazole-4,5-dicarboxylate
7710-44-3

dimethyl 3-phenylisoxazole-4,5-dicarboxylate

Conditions
Conditions Yield
In benzene; for 2h; Heating;
13.5 % Chromat.
86.5 % Chromat.
3-Phenyl-5-nitro-Δ<sup>2</sup>-isoxazoline
7041-68-1

3-Phenyl-5-nitro-Δ2-isoxazoline

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

Conditions
Conditions Yield
3-Phenyl-5-nitro-Δ2-isoxazoline; With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -45 ℃; for 3h;
With potassium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 - 5 ℃; for 0.166667h; Further stages.;
20%
40%
1-bromo-2-phenylcyclopropane
36617-02-4

1-bromo-2-phenylcyclopropane

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

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

benzoic acid

Conditions
Conditions Yield
With nitrosonium tetrafluoroborate; In acetonitrile; for 1.5h; Ambient temperature;
17%
45%
3-phenylisoxazole
1006-65-1

3-phenylisoxazole

1H-pyrazol-1-ol
81945-73-5

1H-pyrazol-1-ol

Conditions
Conditions Yield
4-phenyl-2-oxa-3-azabicyclo<3.2.0>hept-3-ene-6,7-dicarboxylic anhydride
137411-62-2

4-phenyl-2-oxa-3-azabicyclo<3.2.0>hept-3-ene-6,7-dicarboxylic anhydride

maleic anhydride
108-31-6

maleic anhydride

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

Conditions
Conditions Yield
at 600 ℃; for 0.5h; under 0.001 Torr; other nitrile oxide adducts;
49%
71%
benzonitrile oxide
873-67-6

benzonitrile oxide

dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate
1829-60-3

dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

furan
110-00-9

furan

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

dimethyl 3,4-furandicarboxylate
4282-33-1

dimethyl 3,4-furandicarboxylate

dimethyl 3-phenylisoxazole-4,5-dicarboxylate
7710-44-3

dimethyl 3-phenylisoxazole-4,5-dicarboxylate

Conditions
Conditions Yield
In benzene; Ambient temperature;
75.0 % Chromat.
25.0 % Chromat.
In benzene; Ambient temperature;
25 % Chromat.
75.0 % Chromat.
3-Oxo-3-phenylpropanal
15397-33-8

3-Oxo-3-phenylpropanal

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

Conditions
Conditions Yield
Multi-step reaction with 3 steps
2: NaOH-solution; hydroxylamine
3: concentrated hydrochloric acid
With hydrogenchloride; sodium hydroxide; hydroxylamine;
C<sub>9</sub>H<sub>7</sub>NO

C9H7NO

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

Conditions
Conditions Yield
With gold(III) chloride; In dichloromethane; at 30 ℃; for 0.416667h; Inert atmosphere;
80%
3-phenyl-5-(trimethylsilyl)isoxazole
54773-27-2

3-phenyl-5-(trimethylsilyl)isoxazole

3-phenylisoxazole
1006-65-1

3-phenylisoxazole

Conditions
Conditions Yield
With potassium carbonate; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;
97%
With ethanol; cesium fluoride; In acetonitrile; for 0.166667h;
82%
With cesium fluoride;

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