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2-Acetylthiophene is a naturally occurring organic compound found in kohlrabi, characterized by its sulfurous nutty hazelnut odor. It is a clear colorless to slightly yellow liquid and is used as a food additive due to its distinctive scent.

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  • 88-15-3 Structure
  • Basic information

    1. Product Name: 2-Acetylthiophene
    2. Synonyms: 1-(2-THIENYL)ETHAN-1-ONE;2-ACETYLTHIOLE;2-ACETYLTHIOPHENE;2-ACETOTHIOPHENE;AKOS BBS-00000940;AKOS 91936;LABOTEST-BB LT01593557;METHYL 2-THIENYL KETONE
    3. CAS NO:88-15-3
    4. Molecular Formula: C6H6OS
    5. Molecular Weight: 126.18
    6. EINECS: 201-804-6
    7. Product Categories: Thiophenes;Sulphur Derivatives;Thiophene&Benzothiophene;thiophene Flavor;Heterocycle-oher series
    8. Mol File: 88-15-3.mol
  • Chemical Properties

    1. Melting Point: 10-11 °C(lit.)
    2. Boiling Point: 214 °C(lit.)
    3. Flash Point: 196 °F
    4. Appearance: Clear pale yellow to light brown/Liquid
    5. Density: 1.168 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.172mmHg at 25°C
    7. Refractive Index: n20/D 1.565(lit.)
    8. Storage Temp.: Store below +30°C.
    9. Solubility: 14g/l
    10. Water Solubility: Insoluble in water.
    11. Sensitive: Light Sensitive
    12. BRN: 107910
    13. CAS DataBase Reference: 2-Acetylthiophene(CAS DataBase Reference)
    14. NIST Chemistry Reference: 2-Acetylthiophene(88-15-3)
    15. EPA Substance Registry System: 2-Acetylthiophene(88-15-3)
  • Safety Data

    1. Hazard Codes: T,Xi,Xn
    2. Statements: 25-23/24/25-20/21/22
    3. Safety Statements: 45-38-36/37/39-28-36
    4. RIDADR: UN 2810 6.1/PG 2
    5. WGK Germany: 3
    6. RTECS: OB6300000
    7. F: 13
    8. TSCA: Yes
    9. HazardClass: 6.1
    10. PackingGroup: II
    11. Hazardous Substances Data: 88-15-3(Hazardous Substances Data)

88-15-3 Usage

Uses

Used in Food Industry:
2-Acetylthiophene is used as a flavoring agent for its unique sulfurous nutty hazelnut odor, enhancing the taste and aroma of various food products.
Used in Pharmaceutical Industry:
2-Acetylthiophene is used as an intermediate in the manufacturing of drugs such as Tiamonium Iodide, Suprofan, Stepronin, Tenonitrozole, and Namirotene. Its role in the synthesis of these medications highlights its importance in the development of therapeutic agents.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 8, 1943The Journal of Organic Chemistry, 36, p. 540, 1971 DOI: 10.1021/jo00803a011Tetrahedron Letters, 40, p. 3109, 1999 DOI: 10.1016/S0040-4039(99)00476-1

Safety Profile

Poison by intraperitoneal route. A flammable liquid. When heated to decomposition emits toxic fumes of SOx,.

Purification Methods

Fractionally distil the thiophene through a 12-plate column, and fraction b 77o/4mm is collected. Also wet the acetylthiophene in order to remove and free thiophene which forms an azeotrope with H2O, b 68o. Store it in a brown bottle, and the clear colourless liquid remains thus for extended periods. [Kosak & Hartough Org Synth Coll Vol III 14 1955, Hartough & Kosak J Am Chem Soc 69 3093 1947.] The red 4-nitrophenylhydrazone crystallises from EtOH with m 181-182o. [Beilstein 17/9 V 387.]

Check Digit Verification of cas no

The CAS Registry Mumber 88-15-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 8 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 88-15:
(4*8)+(3*8)+(2*1)+(1*5)=63
63 % 10 = 3
So 88-15-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3

88-15-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A13062)  2-Acetylthiophene, 99%   

  • 88-15-3

  • 100g

  • 374.0CNY

  • Detail
  • Alfa Aesar

  • (A13062)  2-Acetylthiophene, 99%   

  • 88-15-3

  • 500g

  • 1629.0CNY

  • Detail
  • Alfa Aesar

  • (A13062)  2-Acetylthiophene, 99%   

  • 88-15-3

  • 2500g

  • 6557.0CNY

  • Detail
  • Aldrich

  • (A22602)  2-Acetylthiophene  98%

  • 88-15-3

  • A22602-25G

  • 293.67CNY

  • Detail
  • Aldrich

  • (A22602)  2-Acetylthiophene  98%

  • 88-15-3

  • A22602-100G

  • 519.48CNY

  • Detail

88-15-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Acetylthiophene

1.2 Other means of identification

Product number -
Other names 2-ACETOTHIOPHENE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:88-15-3 SDS

88-15-3Synthetic route

thiophene
188290-36-0

thiophene

acetic acid
64-19-7

acetic acid

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
Stage #1: thiophene; acetic acid With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h;
Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h;
100%
With pyridin-2-yl trifluoromethanesulfonate; trifluoroacetic acid for 4h; Heating;99%
With trifluoromethylsulfonic anhydride at 20℃; for 0.0333333h; Friedel-Crafts acylation;98%
1-(thien-2-yl)ethanol
115510-91-3

1-(thien-2-yl)ethanol

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With methanol; tetrachloromethane; bis(acetylacetonate)oxovanadium at 175℃; for 6h; Inert atmosphere; Autoclave;100%
With basolite C300; 9-azabicyclo<3.3.1>nonane-N-oxyl; oxygen In 1,2-dichloro-ethane at 20℃; for 15h; Green chemistry;98%
With sulfuric acid; dihydrogen peroxide; sodium bromide In 1,4-dioxane; water at 70℃; Flow reactor; Green chemistry;96%
thiophene
188290-36-0

thiophene

acetic anhydride
108-24-7

acetic anhydride

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In acetonitrile for 0.25h; Friedel-Crafts Acylation; Inert atmosphere; Microwave irradiation; Heating; Green chemistry;99%
With phosphorus pentoxide; acetic acid In 1,2-dichloro-ethane at 85℃; for 8.5h; Reagent/catalyst; Solvent; Temperature;99.4%
With nano-sulfated titania at 50℃; for 30h; Friedel Crafts acylation; neat (no solvent);95%
thiophene
188290-36-0

thiophene

acetyl chloride
75-36-5

acetyl chloride

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With aluminum (III) chloride In ethyl acetate at 20℃; for 2.66667h; Cooling with ice;98%
With ytterbium(III) triflate In nitromethane at 20℃; for 4h; Friedel-Crafts acylation;92%
With benzyltributylammonium tetrachloroferrate at 50℃; for 0.0333333h; Friedel-Crafts reaction;90%
thiophene
188290-36-0

thiophene

2',3',4',5',6'-pentamethylacetophenone
2040-01-9

2',3',4',5',6'-pentamethylacetophenone

A

2-Acetylthiophene
88-15-3

2-Acetylthiophene

B

pentamethylbenzene,
700-12-9

pentamethylbenzene,

Conditions
ConditionsYield
trifluoroacetic acid for 10h; Heating;A 29%
B 98%
4-methyl-N'-(1-(thiophen-2-yl)ethylidene)benzenesulfonohydrazide

4-methyl-N'-(1-(thiophen-2-yl)ethylidene)benzenesulfonohydrazide

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With silica-supported selenamide; dihydrogen peroxide In tert-butyl alcohol at 55℃; for 20h;98%
2-methyl-2-(thiophen-2-yl)-1,3-dithiane

2-methyl-2-(thiophen-2-yl)-1,3-dithiane

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide In water; acetonitrile at 20℃; for 1h;98%
With eosin y In water; acetonitrile at 20℃; for 4h; Irradiation;95%
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 0.5h; micellar medium;
2-acetylthiophene semicarbazone
3771-70-8

2-acetylthiophene semicarbazone

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With tribromo-isocyanuric acid In acetonitrile at 20℃; for 4.5h;98%
2-phenoxy-1-(thiophen-2-yl)ethan-1-one
188549-18-0

2-phenoxy-1-(thiophen-2-yl)ethan-1-one

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With 2,6-bis[1-(2,6-dimethylphenylimino)ethyl]pyridine cobalt(II)dichloride; bis(pinacol)diborane; sodium t-butanolate In tetrahydrofuran; methanol at 65℃; for 3h; Schlenk technique; Inert atmosphere;98%
2-ethylthiophene
872-55-9

2-ethylthiophene

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With pyridine; tert.-butylhydroperoxide In decane; acetonitrile at 80℃; for 24h;96%
With tert.-butylhydroperoxide; 1-n-butyl-3-methylimidazolim bromide In water at 20℃; for 12h;95%
With potassium permanganate; copper(II) sulfate at 20℃; for 6h;90%
(5-acetylthiophen-2-yl)boronic acid

(5-acetylthiophen-2-yl)boronic acid

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With acetic acid at 130℃; for 2h; Green chemistry;96%
With palladium diacetate at 20℃; for 0.166667h;95%
Stage #1: (5-acetylthiophen-2-yl)boronic acid With nickel(II) iodide; trans-2-aminocyclohexanol hydrochloride; sodium hexamethyldisilazane In isopropyl alcohol Inert atmosphere;
Stage #2: With 3-iodooxetane In isopropyl alcohol at 80℃; for 0.333333h; Microwave irradiation;
60%
2-ethynyl-thiophene
4298-52-6

2-ethynyl-thiophene

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With indium(III) triflate; water; toluene-4-sulfonic acid In 1,2-dichloro-ethane for 0.3h; Sealed tube; Reflux; regioselective reaction;95%
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I) In methanol; water at 110℃; for 6h; Schlenk technique; regioselective reaction;93%
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); water In methanol at 110℃; for 6h;93%
2-bromothiophene
1003-09-4

2-bromothiophene

carbon monoxide
201230-82-2

carbon monoxide

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
Stage #1: 2-bromothiophene; carbon monoxide; acetoacetic acid methyl ester With dichloro(1,5-cyclooctadiene)palladium(II); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; magnesium chloride In 1,4-dioxane at 80℃; for 18h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water at 80℃; for 6h;
94%
With dichloro(1,5-cyclooctadiene)palladium(II); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; magnesium chloride In 1,4-dioxane at 80℃; for 18h; Sealed tube;94%
1-thiophen-2-yl-ethylamine
6309-16-6

1-thiophen-2-yl-ethylamine

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With 4-phenylnaphthalene-1,2-dione In acetonitrile at 80℃; for 36h;94%
2-Thiophenecarbonyl chloride
5271-67-0

2-Thiophenecarbonyl chloride

trimethyl indium
3385-78-2

trimethyl indium

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With mesoporous MCM-41-immobilized phosphine-free heterogeneous palladium(0)-schiff base complex In tetrahydrofuran at 68℃; for 2h; Inert atmosphere; Green chemistry;92%
2-acetylthiophene oxime
1956-45-2, 92313-45-6, 92313-54-7

2-acetylthiophene oxime

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With phosphoric acid In water at 95℃; for 2h;89%
With ferrous(II) sulfate heptahydrate; benzyl seleninic acid In ethyl acetate at 60℃; for 24h; Green chemistry;83%
With manganese(IV) oxide; silica gel for 0.1h; microwave irradiation;75%
With chromium(VI) oxide; silica gel In toluene at 72 - 75℃; for 4h; Oxidation; Deoximation;64%
With chromium(VI) oxide; silica gel In dichloromethane for 0.0222222h; Irradiation;61%
2-bromothiophene
1003-09-4

2-bromothiophene

-butyl vinyl ether
111-34-2

-butyl vinyl ether

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
Stage #1: 2-bromothiophene; -butyl vinyl ether With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate In various solvent(s) at 125℃; for 30h; Regioselective Heck arylation;
Stage #2: With hydrogenchloride In various solvent(s) for 1h;
89%
2-chloro-2-(2-thienyl)ethane
28612-98-8

2-chloro-2-(2-thienyl)ethane

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With 4Na(1+)*6H(1+)*NiMo6O24(10-)=Na4H6NiMo6O24; oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 12h; Irradiation;89%
With (NH4)4[ZnMo6O18(OH)6]; oxygen In water; acetonitrile at 60℃; under 760.051 Torr; for 12h;82%
2-Bromoacetylthiophene
10531-41-6

2-Bromoacetylthiophene

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With water; triphenylantimony at 120℃; for 0.166667h; Microwave irradiation;88%
Multi-step reaction with 2 steps
1: 75 percent / ethanol / 1 h / Heating
2: 8 percent / diethyl ether; tetrahydrofuran / 6 h / Irradiation
View Scheme
Multi-step reaction with 2 steps
1: tetra-(n-butyl)ammonium iodide; potassium carbonate / dichloromethane; water / 20 °C
2: palladium(II) trifluoroacetate; 5,5′-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4′-bi-1,3-benzodioxole; hydrogen / acetone / 24 h / 20 °C / 22502.3 Torr / Glovebox; Autoclave
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / acetone / Reflux
2: bis(pinacol)diborane; sodium t-butanolate; 2,6-bis[1-(2,6-dimethylphenylimino)ethyl]pyridine cobalt(II)dichloride / tetrahydrofuran; methanol / 3 h / 65 °C / Schlenk technique; Inert atmosphere
View Scheme
N,N-dimethyl-N'-(1-thiophen-2-yl-ethylidene)-hydrazine

N,N-dimethyl-N'-(1-thiophen-2-yl-ethylidene)-hydrazine

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With cerium(III) chloride; silica gel for 0.05h; Microwave irradiation;87%
thiophene
188290-36-0

thiophene

malonic acid
141-82-2

malonic acid

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With PPA at 60 - 80℃; for 2h; Acylation; Friedel-Crafts acylation;86%
2-thiophen-2-yl-oxirane
66256-03-9

2-thiophen-2-yl-oxirane

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In 1,3,5-trimethyl-benzene at 130℃; for 24h; Meinwald Rearrangement; Inert atmosphere;84%
2-acetyl-5-chlorothiophene
6310-09-4

2-acetyl-5-chlorothiophene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

A

2-Acetylthiophene
88-15-3

2-Acetylthiophene

B

1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)ethan-1-one
942070-32-8

1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)ethan-1-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 23℃; under 760.051 Torr; for 0.5h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere; Irradiation;A n/a
B 84%
2-bromothiophene
1003-09-4

2-bromothiophene

acetyl chloride
75-36-5

acetyl chloride

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
Stage #1: 2-bromothiophene With magnesium In tetrahydrofuran for 2h; Reflux; Inert atmosphere;
Stage #2: acetyl chloride With lithium manganese chloride In tetrahydrofuran at 0 - 23℃; for 1h; Inert atmosphere;
82%
2-Acetyl-5-bromothiophene
5370-25-2

2-Acetyl-5-bromothiophene

A

2-Acetylthiophene
88-15-3

2-Acetylthiophene

B

5,5'-di(1-oxoethyl)-2,2'-bithiophene
18494-73-0

5,5'-di(1-oxoethyl)-2,2'-bithiophene

Conditions
ConditionsYield
With tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; palladium diacetate In toluene at 105℃; for 4h;A 7%
B 80%
2-Iodothiophene
3437-95-4

2-Iodothiophene

carbon monoxide
201230-82-2

carbon monoxide

trimethyl indium
3385-78-2

trimethyl indium

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With mesoporous material MCM-41-immobilized palladium(II)-schiff base complex In tetrahydrofuran at 68℃; under 760.051 Torr; for 2.5h; Inert atmosphere;80%
2-Iodothiophene
3437-95-4

2-Iodothiophene

carbon monoxide
201230-82-2

carbon monoxide

methylmercury(II) iodide
143-36-2

methylmercury(II) iodide

2-Acetylthiophene
88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); tetra-(n-butyl)ammonium iodide In N,N,N,N,N,N-hexamethylphosphoric triamide under 760 Torr; for 7h; Ambient temperature;79%
1-(2-bromophenyl)-1-thiophen-2-yl-ethanol
1176196-21-6

1-(2-bromophenyl)-1-thiophen-2-yl-ethanol

A

2-Acetylthiophene
88-15-3

2-Acetylthiophene

B

6-methyl-6-thien-2-yl-6H-benzo[c]chromene
1569315-63-4

6-methyl-6-thien-2-yl-6H-benzo[c]chromene

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 120℃; Inert atmosphere; Schlenk technique;A 55%
B 77%

88-15-3Relevant articles and documents

Effects of oligothiophene π-bridge length on physical and photovoltaic properties of star-shaped molecules for bulk heterojunction solar cells

Min, Jie,Luponosov, Yuriy N.,Baran, Derya,Chvalun, Sergei N.,Shcherbina, Maxim A.,Bakirov, Artem V.,Dmitryakov, Petr V.,Peregudova, Svetlana M.,Kausch-Busies, Nina,Ponomarenko, Sergei A.,Ameri, Tayebeh,Brabec, Christoph J.

, p. 16135 - 16147 (2014)

The preparation of four different star-shaped donor (D)-π-acceptor (A) small molecules (N(Ph-1T-DCN-Me)3, N(Ph-2T-DCN-Me)3, N(Ph-2T-DCN-Hex)3and N(Ph-3T-DCN-Hex)3) possessing various oligothiophene π-bridge lengths and their use in solution-processed bulk heterojunction small molecule solar cells is reported. Optical and electrochemical data show that increasing oligothiophene π-bridge length leads to a decrease of the optical band gap due to a parallel increase of the highest occupied molecular orbital (HOMO) level. Furthermore, subtle modifications of a molecular π-bridge length strongly affect the thermal behavior, solubility, crystallization, film morphology and charge carrier mobility, which in turn significantly change the device performance. Although the moderately increasing oligothiophene π-bridge length uplifts the HOMO level, it nevertheless induces an increase of the efficiency of the resulting solar cells due to a simultaneous improvement of the short circuit current (Jsc) and fill factor (FF). The study demonstrates that such an approach can represent an interesting tool for the effective modulation of the photovoltaic properties of the organic solar cells (OSCs) at a moderate cost.

Effects of acid-modified HBEA zeolites on thiophene acylation and the origin of deactivation of zeolites

Chen, Zhihua,Feng, Yuefei,Tong, Tianxia,Zeng, Aiwu

, p. 92 - 98 (2014)

The liquid phase Friedel-Crafts acylation of thiophene with acetic anhydride over HBEA zeolites modified by hydrochloric, nitric, and acetic acid was investigated in a trickle bed reactor. The catalytic stability of the HBEA zeolite was doubled after treatment with the hydrochloric and nitric acids due to the increase of the ratio of Broensted to Lewis acid sites, the surface area, and the average pore diameter. The deactivated zeolites can be regenerated by calcination in a muffle furnace and the superior reusability of the zeolite HBEA was demonstrated after nine cycles. Moreover, the carbon deposit was proved to be one of the main reasons for the deactivation by using 13C NMR MAS, 27Al NMR MAS, and TGA.

High luminescence quantum yields and long luminescence lifetime from Eu(III) complex containing two crystal water based on a new β-diketonate ligand

Sun, Youyi,Gao, Jiangang,Zheng, Zhi,Su, Wei,Zhang, Qijin

, p. 977 - 980 (2006)

New members of family of Eu(III) complex based on the thenoylacetophenone have been synthesized and characterized. The compounds were found for high metal luminescence quantum yields and long luminescence lifetime, especially for compound with two crystal water, corresponding with other compounds containing two crystal water. The result is attributed to high molar absorption coefficients of the Eu(III) complex according to UV-vis and emission spectra. The high molar absorption coefficients balance quenching effect from O{single bond}H oscillators of water contained in compound.

Hydration of Alkynes to Ketones with an Efficient and Practical Polyoxomolybdate-based Cobalt Catalyst

Xie, Ya,Wang, Jingjing,Wang, Yunyun,Han, Sheng,Yu, Han

, p. 4985 - 4989 (2021/10/12)

Hydration of alkynes to ketones is one of the most atom economical and universal methods for the synthesis of carbonyl compounds. However, the basic reaction usually requires organic ligand catalysts or harsh reaction conditions to insert oxygen into the C≡C bond. Here, we report an inorganic ligand supported cobalt (III) catalyst, (NH4)3[CoMo6O18(OH)6], which is supported by a central cobalt (III) mononucleus and a ring-shaped pure inorganic ligand composed of six MoVIO6 octahedrons to avoid the disadvantages of expensive and unrecyclable organic ligand catalysts or noble metal catalysts. Under mild conditions, the cobalt (III) catalyst can be used for the hydration of alkynes to ketones. The catalyst is non-toxic, green, and environment friendly. The catalyst can be recycled at least six times with high activity. According to control experiments, a reasonable mechanism is provided.

Method for oxidative cracking of compound containing unsaturated double bonds

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Paragraph 0108-0114; 0173-0175, (2021/07/09)

The invention relates to a method for oxidative cracking of a compound containing unsaturated double bonds. The method comprises the following steps: (A) providing a compound (I) containing unsaturated double bonds, a trifluoromethyl-containing reagent and a catalyst, wherein the catalyst is shown as a formula (II): M(O)mL1yL2z (II), M, L1, L2, m, y, z, R1, R2 and R3 being defined in the specification; and (B) mixing the compound containing the unsaturated double bonds and the trifluoromethyl-containing reagent, and performing an oxidative cracking reaction on the compound containing the unsaturated double bonds in the presence of air or oxygen by using the catalyst to obtain a compound represented by formula (III),.

METHOD FOR OXIDATIVE CLEAVAGE OF COMPOUNDS WITH UNSATURATED DOUBLE BOND

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Paragraph 0071, (2021/07/10)

A method for oxidative cleavage of a compound with an unsaturated double bond is provided. The method includes the steps of: (A) providing a compound (I) with an unsaturated double bond, a trifluoromethyl-containing reagent, and a catalyst; wherein, the catalyst is represented by Formula (II): M(O)mL1yL2z??(II);wherein, M, L1, L2, m, y, z, R1, R2 and R3 are defined in the specification; and(B) mixing the compound with an unsaturated double bond and the trifluoromethyl-containing reagent to perform an oxidative cleavage of the compound with the unsaturated double bond by using the catalyst in air or under oxygen atmosphere condition to obtain a compound represented by Formula (III):

METHOD FOR OXIDATIVE CLEAVAGE OF COMPOUNDS WITH UNSATURATED DOUBLE BOND

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Paragraph 0053-0056, (2021/03/19)

A method for oxidative cleavage of a compound with an unsaturated double bond is provided. The method comprises the following step: (A) providing a compound (I) with an unsaturated double bond, a reagent with trifluoromethyl, and a catalyst; wherein the catalyst is represented by the following formula (II): M(O)mL1yL2z (II); wherein, M, L1, L2, m, y, z, R1, R2 and R3 are defined in the specification; and (B) mixing the compound with an unsaturated double bond and the reagent with a trifluoromethyl to perform an oxidation of the compound with the unsaturated double bond by using the catalyst at air or an oxygen condition to get a compound presented as formula (III):

Selective oxidation of alkenes to carbonyls under mild conditions

Huo, Jie,Xiong, Daokai,Xu, Jun,Yue, Xiaoguang,Zhang, Pengfei,Zhang, Yilan

supporting information, p. 5549 - 5555 (2021/08/16)

Herein, a practical and sustainable method for the synthesis of aldehydes, ketones, and carboxylic acids from an inexpensive olefinic feedstock is described. This transformation features very sustainable and mild conditions and utilizes commercially available and inexpensive tetrahydrofuran as the additive, molecular oxygen as the sole oxidant and water as the solvent. A wide range of substituted alkenes were found to be compatible, providing the corresponding carbonyl compounds in moderate-to-good yields. The control experiments demonstrated that a radical mechanism is responsible for the oxidation reaction.

Aryl aldiketone and synthesis method thereof

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Paragraph 0028, (2021/09/26)

The invention discloses an aryl aldehyde ketone and a synthesis method thereof, wherein an aryl aldehyde is synthesized from cheap olefin as a raw material. A commercially available inexpensive olefin is used as a raw material, ether is used as an additive, molecular oxygen serves as a sole oxidizing agent, water is used as a solvent, and the aldehyde and ketone are synthesized by column chromatography under a photocatalytic condition. The invention has the advantages of mild reaction conditions, green and environmental protection, simple experimental operation, good reaction selectivity, high product yield and the like.

Pd-catalyzed oxidative homocoupling of arylboronic acids in WEPA: A sustainable access to symmetrical biaryls under added base and ligand-free ambient conditions

Appa, Rama Moorthy,Lakshmidevi, Jangam,Naidu, Bandameeda Ramesh,Venkateswarlu, Katta

, (2021/01/11)

Symmetrical and unsymmetrical biaryls comprises a diverse class of biologically eloquent organic compounds. We herein report, a quick and eco-friendly protocol for the synthesis of biaryls by an oxidative (aerobic) homocoupling of arylboronic acids (ABAs) using Pd(OAc)2 in water extract of pomogranate ash (WEPA) as an efficient agro-waste(bio)-derived aqueous (basic) media. The reactions were executed at ambient aerobic conditions in the absence of external base and ligand to result symmetrical biaryls in excellent yields. The use of renewable media with an effective exploitation of waste, short reaction times, excellent yields of products, easy separation of the products, unnecessating the external base, oxidant, ligand or volatile organic solvents and ambient reaction conditions are the vital insights of the present protocol.

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