As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis according to the contract research and development services for t
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inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
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inquiryItems Standard Result Assay 98%min ----------------------------------------------------------------------------------------------
Cas:1125-21-9
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inquiryhe company has advanced technology, as well as a large number of excellent R & D team, to provide customers from the grams to one hundred kilograms and tons of high-quality products, competitive prices and quality se T rvice Appearance:white po
The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
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inquiryShanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
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inquiryColorcom is a global leader in industrial chemical manufacturing and is continuously innovating and transforming to exceed client expectations and industry standards. Colorcom prides itself on superior customer and technical focus, while focusing on
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inquiryOur main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block
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inquiryOur company engages in Sodium Tripolyphosphate (STPP) and Sodium Hexametabphosphate (SHMP) production; development of noble metal catalysts, synthesis of electronic chemical materials and general chemicals Imp&Exp trading business. The company
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inquiryAbout Product Technical Details 2,6,6-Trimethyl-2-cyclohexene-1,4-dione Chemical Properties Melting point 26-28 °C (lit.) Boiling point 222 °C (lit.) 92-94 °C/11 mmHg (lit.)
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inquiryOur advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be sent
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
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inquiryProduct name 2 6 6-Trimethyl-2-cyclohexene-1 4-dione Synonyms 2,2,6-trimethyl-2-cyclohexene-1,4-dione (cetoisophorone);2,2,6-trimethylcyclohex-2-en-1,4-dione (4-oxo-isophorone);2,6,6-Trimethy-2-cyclo
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inquiryAppearance:Pale Yellow to Yellow powder Storage:R T Package:25kg/Barrel Application:It can be used for the blending of amber, citrus, tea and tobacco flavors. Transportation:Express/Sea/Air Port:Any port in China
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inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
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inquiryPrice, service, company and transport advantage: 1.place of origin china with super quality by reasonable price. 2. it's customers' right to choose the package (ems, dhl, fedex, ups); 3. it's customers' right to
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inquiry2,6,6-Trimethyl-2-cyclohexene-1,4-dione CAS:1125-21-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high qu
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
Cas:1125-21-9
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inquiry1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie
Cas:1125-21-9
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryCompetitive price with fast delivery Excellent product quality with 98% purity Appearance:pale yellow to yellow liquid Storage:Store in cool dry place Package:drum packing Application:Flavor and fragrance Port:Shanghai, Nanjing
Cas:1125-21-9
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inquiryAdvantage 1: The product passed the professional production process and quality inspection, the purity is 99% +. 2: Highly qualified engineers to provide technical documents and service. 3: We could provide sample for your test. 4: High qualit
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inquiryDonglian as a factory and supplier of aroma chemicals in China, We can provide different quantities of custom synthesis chemicals in food flavor scale more than fourteen years.in addition, our company has researched and developed four series
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inquiryHangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
Cas:1125-21-9
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inquirySuperior quality moderate price & quick delivery Appearance:clear yellow to orange liquid or low melting solid Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:1kg/bag, 1kg/drum or 25kg/drum or as per your requ
Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
Cas:1125-21-9
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inquiryGMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,
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inquiryProduct Name: 2,6,6-Trimethyl-2-cyclohexene-1,4-dione CAS: 1125-21-9 MF: C9H12O2 MW: 152.19 EINECS: 214-406-2 Mol File: 1125-21-9.mol 2,6,6-Trimethyl-2-cyclohexene-1,4-dione Structure 2,6,6-Trimethyl-2-cyclohexene-1,4-dione Chemic
Cas:1125-21-9
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Type:Lab/Research institutions
inquiry4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With 2,5-Dimethyl-1,4-benzoquinone In toluene at 80℃; Reagent/catalyst; Solvent; Temperature; | 98.98% |
With chromium(VI) oxide | |
With chromium(VI) oxide; sulfuric acid In acetone | |
With chromic acid | |
With sodium anthraquinone-2-sulfonate; oxygen In water at 30℃; Irradiation; |
Conditions | Yield |
---|---|
With diisobutyl ketone; oxygen; 1,4-diaza-bicyclo[2.2.2]octane at 40℃; for 5h; | 93% |
With (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride; oxygen; triethylamine In 1,2-dimethoxyethane; water for 9h; Ambient temperature; | 92% |
62.8% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; cobalt acetylacetonate In acetone at 28℃; for 15h; Solvent; Concentration; Temperature; | 79% |
With tert.-butylhydroperoxide; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; water In neat (no solvent) at 20℃; for 24h; Catalytic behavior; Mechanism; Reagent/catalyst; Solvent; Temperature; Sealed tube; regioselective reaction; | 78% |
With tert.-butylhydroperoxide; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In water at 20℃; for 24h; Catalytic behavior; Concentration; Temperature; Solvent; Time; | 78% |
3,5,5-trimethylcyclohex-3-en-1-one
A
3,5,5-Trimethylcyclohex-2-en-1-one
B
2,6,6-trimethyl-2-cyclohexene-1,4-dione
C
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
With Tri-n-octylamine; sodium tungstate (VI) dihydrate; phosphoric acid; dihydrogen peroxide In water at 70℃; for 2h; pH=1.5 - 2; Temperature; Reagent/catalyst; | A 8% B 24% C 67% |
With Tri-n-octylamine; sodium tungstate (VI) dihydrate; phosphoric acid; dihydrogen peroxide In water at 90℃; for 2h; pH=1.5 - 2; Catalytic behavior; Reagent/catalyst; Temperature; | A 15% B 46% C 16% |
With sodium tungstate (VI) dihydrate; phosphoric acid; dihydrogen peroxide In water at 80℃; for 2h; pH=1.5 - 2; Temperature; | A 22% B 5% C 13% |
With oxygen; triethylamine; iron tetrasulfophthalocyanine-TiO2 In dimethyl sulfoxide at 60℃; under 1500.12 Torr; for 24h; | A 10 % Chromat. B 57 % Chromat. C 21 % Chromat. |
3,5,5-Trimethylcyclohex-2-en-1-one
A
2,6,6-trimethyl-2-cyclohexene-1,4-dione
B
2,3,6,7-tetrahydro-2,2,6,6-tetramethylanthracene-1,4,5,8-tetrone
Conditions | Yield |
---|---|
With potassium dichromate; air; phosphomolybdic acid; copper(II) sulfate at 90 - 95℃; for 100h; | A 56% B n/a |
With potassium dichromate; air; phosphpmolybdic acid; copper(II) sulfate at 90 - 95℃; for 100h; basic treatment during workup; | |
With potassium dichromate; phosphomolybdic acid; oxygen; copper(II) sulfate 1. 100 deg C, 100 hours; Multistep reaction; |
(S)-4-Hydroxy-3,5,5-trimethyl-4-(toluene-4-sulfonylmethyl)-cyclohex-2-enone
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 20℃; for 0.3h; | 54% |
3,5,5-Trimethylcyclohex-2-en-1-one
A
isophorone oxide
B
2,6,6-trimethyl-2-cyclohexene-1,4-dione
C
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; silver(I) acetate; lithium perchlorate In water; acetonitrile electrochemical oxidation; | |
With N-hydroxyphthalimide; oxygen at 60℃; for 10h; |
9-hydroxymegastigma-4,7-dien-3-one
A
3,5,5-Trimethylcyclohex-2-en-1-one
B
2,6,6-trimethyl-1,4-cyclohexanedione
C
2,6,6-trimethyl-2-cyclohexene-1,4-dione
D
4-(But-2-enylidene)-3,5,5-trimethylcyclohex-2-enone
Conditions | Yield |
---|---|
In water Heating; pH=1; |
alpha-ionone
A
dehydrovomifoliol
B
2,6,6-trimethyl-2-cyclohexene-1,4-dione
C
3,5,5-trimethyl-4-[(E)-3-oxo-1-butenyl]-2-cyclohexen-1-one
Conditions | Yield |
---|---|
With t-butyl chromate In tert-butyl alcohol; benzene at 60℃; | A 700 mg B 105 mg C 750 mg |
6,9-dihydroxymegastigma-4,7-dien-3-one
A
3,5,5-Trimethylcyclohex-2-en-1-one
B
2,3,5-trimethylphenol
C
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
Heating; pH=1; |
3,5,5-Trimethylcyclohex-2-en-1-one
A
2,6,6-trimethyl-1,4-cyclohexanedione
B
2,6,6-trimethyl-2-cyclohexene-1,4-dione
C
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
In water at 28℃; for 96h; Aspergillus niger, culture broth; | |
In water at 28℃; for 96h; Aspergillus niger, culture broth; Yield given. Yields of byproduct given; | |
In water at 28℃; for 96h; Aspergillus niger, culture broth; Yield given; |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With sulfuric acid |
3,5,5-Trimethylcyclohex-2-en-1-one
A
3-formyl-5,5-dimethyl-2-cycolohexen-1-one
B
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With methanesulfonic acid; oxygen; molybdovanadophosphate on active carbon In toluene at 80℃; under 760 Torr; for 20h; Product distribution; regioselectivity of the aerobic oxidation, effect of the pore size of supports, or without support at various temperatures; | |
With phosphomolybdic acid; potassium tert-butylate; oxygen In dimethyl sulfoxide at 115℃; for 8h; Product distribution; Further Variations:; Reagents; reaction time; | A 1.9 % Chromat. B 88.4 % Chromat. |
With N-hydroxyphthalimide; oxygen; copper dichloride In acetonitrile at 100℃; under 9000.9 Torr; for 3h; Autoclave; |
3,5,5-trimethylcyclohex-3-en-1-one
A
2,6,6-trimethyl-2-cyclohexene-1,4-dione
B
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; silica gel; titanium(IV) oxide In ethylbenzene at 79.85℃; for 0.208333h; Product distribution; Further Variations:; Catalysts; time; Isomerization; oxidation; |
Conditions | Yield |
---|---|
MoO3 In hexane; toluene |
3,5,5-Trimethylcyclohex-2-en-1-one
A
isophorone oxide
B
3-formyl-5,5-dimethyl-2-cycolohexen-1-one
C
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; oxygen; copper(II) sulfate In acetonitrile at 75℃; under 9000.9 Torr; for 5h; Autoclave; |
3,5,5-Trimethylcyclohex-2-en-1-one
A
isophorone oxide
B
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; oxygen; calcium chloride In acetonitrile at 75℃; under 9000.9 Torr; for 5h; Autoclave; | |
With N-hydroxyphthalimide; oxygen In acetonitrile at 110℃; under 9000.9 Torr; for 5h; Catalytic behavior; Temperature; Time; Concentration; |
A
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride Inert atmosphere; |
3,5,5-trimethylcyclohex-3-en-1-one
A
3,5,5-Trimethylcyclohex-2-en-1-one
B
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen at 70℃; for 12h; Reagent/catalyst; | |
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen at 70℃; for 12h; |
3,5,5-trimethylcyclohex-3-en-1-one
A
2-hydroxy-4,4,6-trimethylcyclohexa-2,5-diene-1-one
B
2,6,6-trimethyl-2-cyclohexene-1,4-dione
C
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
With water; oxygen; triethylamine; acetylacetone In acetone at 21℃; for 18h; Kinetics; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Overall yield = 65.4 %; |
3,5,5-trimethylcyclohex-3-en-1-one
A
2,6,6-trimethyl-2-cyclohexene-1,4-dione
B
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
With pyridine; iron(III)-acetylacetonate; oxygen at 59.99℃; under 760.201 Torr; Kinetics; Activation energy; Temperature; Pressure; Inert atmosphere; |
3,5,5-Trimethylcyclohex-2-en-1-one
A
isophorone oxide
B
3-formyl-5,5-dimethyl-2-cycolohexen-1-one
C
2,6,6-trimethyl-2-cyclohexene-1,4-dione
D
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; cetyltrimethylammonim bromide; L-proline; copper dichloride In water at 80℃; for 24h; Reagent/catalyst; | |
With tert.-butylhydroperoxide; N-hydroxyphthalimide; Cu3Al(OH)2(7+)*3.5CO3(2-) In acetonitrile at 90℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With Cm-ADH10 at 40℃; for 6h; Enzymatic reaction; | 46 mg |
3,5,5-Trimethylcyclohex-2-en-1-one
A
2,6,6-trimethyl-2-cyclohexene-1,4-dione
B
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
With perfluorodecanoic acid; CYP102A1 from Bacillus megaterium; oxygen; NADPH; bovine liver catalase In dimethyl sulfoxide at 30℃; for 20h; pH=7.4; Kinetics; Reagent/catalyst; Enzymatic reaction; stereoselective reaction; |
3,5,5-Trimethylcyclohex-2-en-1-one
A
2,6,6-trimethyl-2-cyclohexene-1,4-dione
B
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
Conditions | Yield |
---|---|
Stage #1: 3,5,5-Trimethylcyclohex-2-en-1-one With sodium hydroxide In water at 0 - 2℃; for 0.166667h; Stage #2: With dihydrogen peroxide In water at 0 - 2℃; for 6h; | A n/a B 12 mg C n/a |
Conditions | Yield |
---|---|
With Peroxygenase from Chaetomium globosum; dihydrogen peroxide In aq. phosphate buffer at 30℃; for 0.5h; pH=7; Catalytic behavior; Kinetics; Reagent/catalyst; Enzymatic reaction; enantioselective reaction; | A n/a B n/a C n/a |
4-hydroxy-3,5,5-trimethyl-cyclohex-2-enone
A
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
With Peroxygenase from Chaetomium globosum; dihydrogen peroxide In aq. phosphate buffer at 30℃; for 1h; pH=7; Catalytic behavior; Reagent/catalyst; Resolution of racemate; Enzymatic reaction; enantioselective reaction; |
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N-methylaminopropylated silica gel In tetrahydrofuran; hexane at -70 - 20℃; Michael reaction; | 100% |
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide In tetrahydrofuran; hexane at -50℃; for 0.333333h; Stage #2: acrylonitrile In tetrahydrofuran; hexane at -50 - 20℃; for 3h; | 99% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
2,6,6-trimethyl-1,4-cyclohexanedione
Conditions | Yield |
---|---|
With phenylsilane; isopropyl alcohol; Mn(dpm)3 at 23℃; | 99% |
With triethanolamine; [RuII(2,2′-bipyrazyl)2(4,4′-dichloro-2,2′-bipyridyl)]Cl2; thermophilic Old Yellow Enzyme; paraquat dichloride In ethanol; water at 20℃; for 4h; pH=8; Reagent/catalyst; Solvent; Time; pH-value; UV-irradiation; | 88% |
With acetic acid; zinc |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
trans (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone
Conditions | Yield |
---|---|
With hydrogen; Ra-Ni In methanol at 25℃; under 825.07 Torr; for 8h; | 98.1% |
With hydrogen; Raney/Ni In ethanol at 20℃; under 5171.62 Torr; for 72h; |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
ethylene glycol
7,9,9-trimethyl-1,4-dioxa-spiro[4.5]dec-6-en-8-one
Conditions | Yield |
---|---|
With phenylphosphonate In benzene for 24h; | 96.7% |
With toluene-4-sulfonic acid; trimethyl orthoformate In dichloromethane for 4h; Heating; | 87% |
With toluene-4-sulfonic acid In benzene for 10h; Heating; | 73% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
acetic anhydride
2,3,5-trimethyl-1,4-hydroquinone diacetate
Conditions | Yield |
---|---|
at 60℃; for 9h; Temperature; Molecular sieve; | 96.5% |
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione; acetic anhydride; methanetrisulfonic acid at 25 - 100℃; for 3.5 - 24h; Stage #2: With sodium carbonate at 20℃; Product distribution / selectivity; | 0% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol Heating; | 95% |
Conditions | Yield |
---|---|
Stage #1: propynoic acid ethyl ester With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6,6-trimethyl-2-cyclohexene-1,4-dione In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere; regioselective reaction; | 95% |
(R,R)-2,3-butandiol
2,6,6-trimethyl-2-cyclohexene-1,4-dione
(2R,3R)-2,3,7,9,9-pentamethyl-1,4-dioxaspiro[4.5]dec-6-en-8-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 24h; Heating; | 94% |
Conditions | Yield |
---|---|
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6,6-trimethyl-2-cyclohexene-1,4-dione In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere; regioselective reaction; | 94% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
(+/-)-4-hydroxy-2,6,6-trimethyl-2-cyclohexenone
Conditions | Yield |
---|---|
With aluminum isopropoxide In cyclohexane for 5h; Heating; | 93.2% |
With C29H34BNOP2Ru In dichloromethane; isopropyl alcohol Schlenk technique; Inert atmosphere; Reflux; | 84% |
With sodium tetrahydroborate; cerium(III) chloride | 66% |
Conditions | Yield |
---|---|
Stage #1: 3,3-Dimethylbut-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6,6-trimethyl-2-cyclohexene-1,4-dione In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere; regioselective reaction; | 93% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
acetic anhydride
4-acetoxy-2,6,6-trimethylcyclohexa-2,4-dienone
Conditions | Yield |
---|---|
With 2-(Dimethylamino)pyridine; triethylamine at 48℃; for 17h; | 92.6% |
With TEA | |
With dmap; triethylamine |
Conditions | Yield |
---|---|
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide In tetrahydrofuran; hexane at -50℃; for 0.333333h; Stage #2: cyclohexyl acrylate In tetrahydrofuran; hexane at -50 - 20℃; for 7h; | 92% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N-methylaminopropylated silica gel In tetrahydrofuran; hexane at -70 - 20℃; for 18h; Product distribution; Further Variations:; Reagents; Michael reaction; | 90% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
(-)-8-phenylmenthyl acrylate
A
(2S,1R,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (1S,2S)-1,5,5-trimethyl-6,8-dioxobicyclo[2.2.2]octane-2-carboxylate
Conditions | Yield |
---|---|
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #2: (-)-8-phenylmenthyl acrylate With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -40℃; for 14h; Further stages.; | A 92% B 4% |
Conditions | Yield |
---|---|
Stage #1: propynoic acid methyl ester With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6,6-trimethyl-2-cyclohexene-1,4-dione In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere; regioselective reaction; | 92% |
(2S,3S)-butane-2,3-diol
2,6,6-trimethyl-2-cyclohexene-1,4-dione
(2S,3S)-2,3,7,9,9-pentamethyl-1,4-dioxaspiro<4.5>dec-6-en-8-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 4h; Heating; | 91% |
With toluene-4-sulfonic acid In toluene for 24h; Heating; | 91% |
Conditions | Yield |
---|---|
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6,6-trimethyl-2-cyclohexene-1,4-dione In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere; regioselective reaction; | 91% |
N,N-phenylbistrifluoromethane-sulfonimide
2,6,6-trimethyl-2-cyclohexene-1,4-dione
3,3,5-trimethyl-4-oxocyclohexa-1,5-dien-1-yl trifluoromethanesulfonate
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane In tetrahydrofuran at -83℃; | 90% |
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.25h; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78℃; for 2h; | 90% |
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; for 9.33333h; | 88.8% |
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 88% |
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With lithium diisopropyl amide In tetrahydrofuran for 2h; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at 20℃; for 12h; Further stages.; | 85% |
trimethylsilyl trifluoromethanesulfonate
2,6,6-trimethyl-2-cyclohexene-1,4-dione
oxophorone trimethylsilylenol ether
Conditions | Yield |
---|---|
With 2,3,5-trimethyl-pyridine In toluene at -40℃; | 90% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
acrylic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium dibenzylamide In tetrahydrofuran; hexane at -50℃; Stage #2: acrylic acid methyl ester In tetrahydrofuran; hexane at -50 - 20℃; | 90% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
1,3,3-Trimethyl-7-oxabicyclo<4.1.0>heptan-2,5-dion
Conditions | Yield |
---|---|
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With sodium hydrogencarbonate; sodium carbonate In water at 0 - 25℃; for 1h; Stage #2: With dihydrogen peroxide In water for 3h; | 89% |
With sodium hydroxide; dihydrogen peroxide In water at 20 - 25℃; for 6h; pH 9-9.5; | |
Weitz-Scheffer epoxidation; Inert atmosphere; | |
With quinone oxidoreductase from Fragaria x ananassa, strawberry; NADPH In aq. buffer at 30℃; for 24h; pH=7.5; Reagent/catalyst; | |
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With sodium hydroxide In water at 0 - 2℃; for 0.166667h; Stage #2: With dihydrogen peroxide In water at 0 - 2℃; for 6h; |
Conditions | Yield |
---|---|
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide In tetrahydrofuran; hexane at -50℃; for 0.333333h; Stage #2: methacrylic acid methyl ester In tetrahydrofuran; hexane at -50 - 20℃; | 89% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N-methylaminopropylated silica gel In tetrahydrofuran; hexane at -70 - 20℃; Michael reaction; | 83% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
2.3-butanediol
2,3,7,9,9-pentamethyl-1,4-dioxaspiro[4.5]dec-6-en-8-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; trimethyl orthoformate at 50℃; for 7h; Inert atmosphere; | 88% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
t-butyldimethylsiyl triflate
Conditions | Yield |
---|---|
With 2,3,5-trimethyl-pyridine In toluene at -40℃; | 87% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
Conditions | Yield |
---|---|
Stage #1: 2,6,6-trimethyl-2-cyclohexene-1,4-dione With phenylsilane; oxygen; isopropyl alcohol; Mn(dpm)3 In 1,2-dichloro-ethane at 0 - 25℃; Stage #2: With triethyl phosphite In 1,2-dichloro-ethane | 87% |
Conditions | Yield |
---|---|
Stage #1: (Z)-3-methylpent-2-en-4-ynol With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6,6-trimethyl-2-cyclohexene-1,4-dione In tetrahydrofuran at -78 - 20℃; for 2.5h; Time; Inert atmosphere; regioselective reaction; | 87% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
acetyl chloride
2,3,5-trimethyl-1,4-hydroquinone diacetate
Conditions | Yield |
---|---|
With 1-methyl-3-(3-triethoxysilanepropyl)imidazolium chloride at 100℃; for 1h; | 85.1% |
2,6,6-trimethyl-2-cyclohexene-1,4-dione
A
(4S)-hydroxy-(6R)-2,2,6-trimethylcyclohexanone
B
(6R)-levodione
Conditions | Yield |
---|---|
With D-glucose; Saccharomyces cerevisiae (baker's yeast, Fermix(R)); oxygen In ethanol for 48h; Product distribution; Kinetics; Further Variations:; conc. of educt and reagents; | A n/a B 85% |
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