Isoxazole supplier | CasNO.288-14-2

Name
Isoxazole
EINECS 206-018-7
CAS No. 288-14-2
Article Data61
CAS DataBase
Density 1.055 g/cm³
Solubility
Melting Point -67.1°C
Formula C₃H₃NO
Boiling Point 95.5 °C at 760 mmHg
Molecular Weight 69.0629
Flash Point 8.9 °C
Transport Information UN 1993 3/PG 2
Appearance colorless liquid
Safety 16-23/33-33-29-7/9
Risk Codes 11
Molecular Structure
Hazard Symbols F, Xi
Synonyms 1,2-Oxazole;1-Oxa-2-azacyclopentadiene;2-Azafuran;NSC 137774;
PSA 26.03000
LogP 0.67460

Synthetic route

: 4405-17-8
di(1,3-dioxolan-2-yl)methane

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
With hydroxylamine hydrochloride at 110 - 120℃; Green chemistry;	85.5%

: 122-31-6
malondialdehyde bis(diethyl acetal)

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In water at 70℃; for 3.5h;	43%
With hydrogenchloride; water; hydroxylamine
With hydrogenchloride; hydroxylamine
With hydroxylamine hydrochloride

: 84405-51-6
Trimethylsilanecarbonitrile oxide

: 74-86-2
acetylene

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
In tetrahydrofuran; water under 760 Torr; for 1.5h; Ambient temperature;	28%
With water In tetrahydrofuran Ambient temperature; Yield given;

: 624-67-9
Propargylic aldehyde

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
With hydroxylamine
With hydrogenchloride; hydroxylamine

: 5444-80-4
1,3,3-triethoxypropene

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
With hydrogenchloride; water; hydroxylamine

: 108-05-4
vinyl acetate

: 15736-98-8
sodium cyanate

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
With sulfuric acid Erhitzen des Reaktionsprodukts mit wss. H2SO4;

: 4643-13-4
3t-chloro-propenal

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
With hydrogenchloride; water; hydroxylamine

: 98021-69-3
acetic acid-(1-bromo-3,3-dichloro-propyl ester)

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; hydroxylamine
With hydrogenchloride; ethanol; hydroxylamine; sodium acetate

: 86046-91-5
1-acetoxy-1,3,3-tribromopropane

: 288-14-2
ISOXAZOLE

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; hydroxylamine
With hydrogenchloride; ethanol; hydroxylamine; sodium acetate

: 15736-98-8
sodium cyanate

: 74-86-2
acetylene

A: 288-14-2
ISOXAZOLE

B isoxazole-3-carbaldehyde-oxime: isoxazole-3-carbaldehyde-oxime

Conditions

Conditions	Yield
With sulfuric acid

...Expand

: 624-67-9
Propargylic aldehyde

: 7803-49-8
hydroxylamine

: 288-14-2
ISOXAZOLE

: 288-14-2
ISOXAZOLE

: 25186-34-9
3-aminoprop-2-enal

Conditions

Conditions	Yield
With hydrogen; nickel In methanol at 20℃; under 2068.65 Torr;	100%
With hydrogen; Raney nickel In methanol under 2068.65 Torr; for 24h; Parr apparatus;	94%
With hydrogen; nickel In methanol; chloroform

: 288-14-2
ISOXAZOLE

Oxone: Oxone

: 219679-74-0
3-methyl-4-(4-methylthiophenyl)-5-phenylisoxazole

: 181695-93-2
3-methyl-5-(4-methylsulfonylphenyl)-4-phenylisoxazole

Conditions

Conditions	Yield
In tetrahydrofuran; methanol; water	95%

...Expand

: 288-14-2
ISOXAZOLE

: 15814-32-1
1,5-diphenylpenta-1,4-diyn-3-ol

: (Z)-1-(3-oxoprop-1-en-1-yl)-2,5-diphenyl-1H-pyrrole-3-carbaldehyde

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 4h; Inert atmosphere; chemoselective reaction;	94%

: 288-14-2
ISOXAZOLE

: 1613231-71-2
1,5-di(thiophen-3-yl)penta-1,4-diyn-3-ol

: (Z)-1-(3-oxoprop-1-en-1-yl)-2,5-di(thiophen-3-yl)-1H-pyrrole-3-carbaldehyde

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 5h; Inert atmosphere; chemoselective reaction;	93%

: 288-14-2
ISOXAZOLE

: 124-38-9
carbon dioxide

: 21169-71-1
isoxazole-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: carbon dioxide With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide In tetrahydrofuran at 20℃; under 1125.11 Torr; for 0.25h; Stage #2: ISOXAZOLE In tetrahydrofuran at 20℃; under 1125.11 Torr; for 12h; Stage #3: With hydrogenchloride In tetrahydrofuran; water regioselective reaction;	91%

: 288-14-2
ISOXAZOLE

: 1-(4-bromophenyl)-5-cyclopropylpenta-1,4-diyn-3-ol

: (Z)-5-(4-bromophenyl)-2-cyclopropyl-1-(3-oxoprop-1-en-1-yl)-1H-pyrrole-3-carbaldehyde

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 3h; Inert atmosphere; chemoselective reaction;	91%

: 288-14-2
ISOXAZOLE

: (3-methoxyhexa-4,5-dien-1-yn-1-yl)benzene

: C15H11NO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 14h; Reagent/catalyst;	88%

: 288-14-2
ISOXAZOLE

: C11H12O

: (Z)-2,5-dicyclopropyl-1-(3-oxoprop-1-en-1-yl)-1H-pyrrole-3-carbaldehyde

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 7h; Inert atmosphere; chemoselective reaction;	87%

: 288-14-2
ISOXAZOLE

: 4-methoxydeca-1,2-dien-5-yne

: C13H15NO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 20h;	87%

: 288-14-2
ISOXAZOLE

: 223553-44-4
2-(2-phenylethenyl)-5-methoxybenzaldehyde

A: C19H13NO2

B: C19H15NO3

Conditions

Conditions	Yield
With copper diacetate In toluene at 110℃; for 5h; regioselective reaction;	A 87% B 7%

...Expand

: 288-14-2
ISOXAZOLE

: C12(13)CH12O

: C14(13)CH11NO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 25h;	85%

: 288-14-2
ISOXAZOLE

: 1-(3-methoxyhexa-4,5-dien-1-yn-1-yl)-4-methylbenzene

: C16H13NO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 23h;	85%

: 288-14-2
ISOXAZOLE

: 59046-72-9
o-(phenylethynyl)benzaldehyde

A: 4-benzoyl-2-naphthonitrile

B: C18H13NO2

Conditions

Conditions	Yield
With copper diacetate In toluene at 110℃; for 4h; regioselective reaction;	A 85% B 8%

...Expand

: 288-14-2
ISOXAZOLE

: 1251832-81-1
2-[(4-chlorophenyl)ethynyl]benzaldehyde

A: C18H10ClNO

B: C18H12ClNO2

Conditions

Conditions	Yield
With copper diacetate In toluene at 110℃; for 3.5h; regioselective reaction;	A 85% B 8%

...Expand

: 288-14-2
ISOXAZOLE

: 4-(3-(4-methylpiperazinyl)-1-propoxy)-5-methoxy-2-aminobenzoic acid methyl ester

: 7-(3-(4-methylpiperazinyl)-1-propoxy)-4-one-6-methoxyquinoline-3-carbonitrile

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; for 5h;	85%

: 288-14-2
ISOXAZOLE

: N,4-dimethyl-N-(3-methylbut-3-en-1-yn-1-yl)benzenesulfonamide

A: C16H18N2O3S

B: C17H20N2O3S

Conditions

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; silver(I) triflimide In 1,2-dichloro-ethane at 70℃; for 4h;	A 84% B 8%

...Expand

: 288-14-2
ISOXAZOLE

: C17H14O

: C19H13NO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 24h;	84%

: 288-14-2
ISOXAZOLE

: C13H10(2)H2O

: C15H9(2)H2NO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 12h;	83%

: 288-14-2
ISOXAZOLE

: 1-chloro-4-(3-methoxyhexa-4,5-dien-1-yn-1-yl)benzene

: C15H10ClNO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 24h;	83%

: 288-14-2
ISOXAZOLE

: 3717-23-5
(Z)-p-chlorobenzaldehyde oxime

: 70-55-3
toluene-4-sulfonamide

: 536-74-3
phenylacetylene

: 130966-62-0
3-(4-chlorophenyl)-4-phenylisoxazole

Conditions

Conditions	Yield
With chloroamine-T In methanol; water	82%

...Expand

: 288-14-2
ISOXAZOLE

: 1222139-46-9
(S)-tert-butyl 2-((5-ethynylpyridin-3-yloxy)methyl)azetidine-1-carboxylate

: 75233-61-3
2-(2-nitroethoxy)tetrahydro-2H-pyran

: 1222139-58-3
3-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-5-[3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-5-isoxazolyl]pyridine

Conditions

Conditions	Yield
With phenyl isocyanate; triethylamine In hexane; benzene at 60℃; for 24h;	82%

...Expand

: 288-14-2
ISOXAZOLE

: 1-(tert-butyl)-4-(3-methoxyhexa-4,5-dien-1-yn-1-yl)benzene

: C19H19NO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 23h;	82%

: 288-14-2
ISOXAZOLE

: 124-38-9
carbon dioxide

: 74-88-4
methyl iodide

: 15055-81-9
methyl 1,2-oxazole-5-carboxylate

Conditions

Conditions	Yield
Stage #1: carbon dioxide With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide In tetrahydrofuran at 20℃; under 1125.11 Torr; for 0.25h; Stage #2: ISOXAZOLE In tetrahydrofuran at 20℃; under 1125.11 Torr; for 12h; Stage #3: methyl iodide In tetrahydrofuran regioselective reaction;	81%

...Expand

: 288-14-2
ISOXAZOLE

: C12H18O

: C14H17NO

Conditions

Conditions	Yield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; for 33h;	81%

: 288-14-2
ISOXAZOLE

: 7550-45-0
titanium tetrachloride

: 161645-55-2
TiCl4(C3H3NO)2

Conditions

Conditions	Yield
In benzene (N2); stirring; filtn., washing (benzene), drying (vac.); elem. anal.;	80%

Isoxazole Chemical Properties

Molecular structure of Isoxazole (CAS NO.288-14-2) is:

Product Name: Isoxazole
CAS Registry Number: 288-14-2
IUPAC Name: 1,2-oxazole
Molecular Weight: 69.06202 [g/mol]
Molecular Formula: C₃H₃NO
XLogP3: 0.1
H-Bond Donor: 0
H-Bond Acceptor: 2
EINECS: 206-018-7
Surface Tension: 31.7 dyne/cm
Density: 1.055 g/cm³
Flash Point: 8.9 °C
Refractive index: n20/D 1.427(lit.)
Enthalpy of Vaporization: 32.12 kJ/mol
Boiling Point: 95.5 °C at 760 mmHg
Vapour Pressure: 51.7 mmHg at 25 °C
Product Categories: Isoxazoles, Oxadiazoles, Oxazoles;pharmacetical;Boronic ester;Isoxazole;Organoborons;Thiophens;Building Blocks;Heterocyclic Building Blocks;Isoxazoles

Isoxazole Uses

Isoxazole (CAS NO.288-14-2) is used in organic synthesis.

Isoxazole Safety Profile

Hazard Codes: F, Irritant Xi
Risk Statements: 11
R11:Highly flammable.
Safety Statements: 16-23/33-33-29-7/9
S16:Keep away from sources of ignition.
S23:Do not breathe vapour.
S33:Take precautionary measures against static discharges.
S29:Do not empty into drains.
S7/9:Keep container tightly closed and in a well-ventilated place.
RIDADR: UN 1993 3/PG 2
WGK Germany: 3
F: 10
Hazard Note: Highly Flammable
HazardClass: 3
PackingGroup: II
HS Code: 29349990

Isoxazole Specification

Isoxazole , its cas register number is 288-14-2. It also can be called 1,2-Oxazole ; 1-Oxa-2-azacyclopentadiene .It is a colorless liquid and very soluble in water.It can be found in some natural products, such as ibotenic acid ,and it also form the basis for a number of drugs, including the COX-2 inhibitor valdecoxib (Bextra).

Product Name

Isoxazole

Synthetic route

Isoxazole Chemical Properties

Isoxazole Uses

Isoxazole Safety Profile

Isoxazole Specification

Related Products

Hot Products