765-87-7

Basic information

• Product Name: 1,2-Cyclohexanedione
• Synonyms: 1,2-Cyclohexanedione, 98+%;1,2-Cyclohexanedione,97%;Cyclohexane-1,2-dione 98%;1,2-Cyclohexanedione, 98% 10GR;Two1,2-cyclohexylketone;1,2-Cyclohexanedione 97%;1,2-Cyclohexadione;1,2-Dioxocyclohexane
• CAS NO: 765-87-7
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• EINECS: 212-155-3
• Product Categories: Ketone;Pharmaceutical intermediate;C3 to C6Protein Modification;Reagents for arginine modification;Carbonyl Compounds;Ketones;Specific Amino Acid Modification
• Mol File: 765-87-7.mol
• Article Data: 93

Chemical Properties

• Melting Point: 35 °C
• Boiling Point: 193-195 °C(lit.)
• Flash Point: 184 °F
• Appearance: Clear yellow/Liquid After Melting
• Density: 1,118 g/cm3
• Refractive Index: 1.518-1.52
• Storage Temp.: 0-6°C
• Water Solubility: Soluble
• BRN: 507419
• CAS DataBase Reference: 1,2-Cyclohexanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanedione(765-87-7)
• EPA Substance Registry System: 1,2-Cyclohexanedione(765-87-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: GV0340000
• F: 8
• TSCA: Yes
• Hazardous Substances Data: 765-87-7(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid after melting

Uses

Different sources of media describe the Uses of 765-87-7 differently. You can refer to the following data:
1. 1,2-Cyclohexanedione have been used as a substrate to study enzyme cyclohexane-1,2-dione hydrolase as a new tool to degrade alicyclic compounds.
2. 1,2-Cyclohexanedione is utilized as a substrate to study enzyme cyclohexane-1,2-dione hydrolase, which is a new tool to degrade alicyclic compounds. It also acts as a specific reagent for arginine residues.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 4658, 1951 DOI: 10.1021/ja01154a048Tetrahedron Letters, 25, p. 603, 1984 DOI: 10.1016/S0040-4039(00)99949-0The Journal of Organic Chemistry, 39, p. 3295, 1974 DOI: 10.1021/jo00936a034

InChI:InChI=1/C12H18O3/c1-3-7-11-9(5-1)13-12(15-11)8-4-2-6-10(12)14-11/h9-10H,1-8H2

Synthetic route

2-methoxycyclohexanone (7429-44-9) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
Stage #1: 2-methoxycyclohexanone With propyl cyanide at 47℃; for 0.833333h; Stage #2: In dimethyl sulfoxide for 1.33333h; Stage #3: With sodium nitrate; platinum(IV) chloride In dimethyl sulfoxide at 56℃; for 3h; Temperature;	98.3%

1,2-Cyclohexanediol (931-17-9) → cyclohexane-1,2-dione (765-87-7) + cyclohexanone-2-ol (533-60-8)

Conditions	Yield
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 2.5h; Oxidation;	A 1% B 95%
With fluorine In acetonitrile at 20℃; Baeyer-Villiger oxidation;	A 30% B 53%

(1R,2R)-trans-1,2-cyclohexanediol (1072-86-2, 1460-57-7, 1792-81-0, 54383-22-1, 57794-08-8, 931-17-9) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With tert.-butylhydroperoxide In decane; acetonitrile at 65℃; for 2.5h;	93%
With tert.-butylhydroperoxide; thiourea S,S-dioxide In dodecane; acetonitrile at 65℃; for 4.5h;	90%
With tert.-butylhydroperoxide In decane; acetonitrile at 65℃; for 0.5h;	78%

1,2-Cyclohexanediol (931-17-9) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With N-methylpyrrolidine-2-one hydrotribromide; dihydrogen peroxide In acetonitrile for 0.5h; Heating;	91%
With tert.-butylhydroperoxide; iron(III) chloride; thymidyl acetic acid In decane; acetonitrile at 80℃; for 16h;	80%
With tetraphenylphosphonium monoperoxysulfate; 2-Iodobenzoic acid In 1,2-dichloro-ethane at 80℃; for 12h;	79%

2,2-dimethoxycyclohexanol (63703-34-4) → 2,2-dimethoxycyclohexanone (38461-13-1) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With silver	A n/a B 88.5%

cyclohexanone (108-94-1) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With iron(III) chloride; dimethyl sulfoxide at 100℃; for 3h;	85%
With iodine In water; acetonitrile at 40℃; for 2h; Solvent; Temperature;	81%
With 2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride; toluene-4-sulfonic acid	75%

1,2-cyclohexanedionedioxime (492-99-9) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With silica gel; copper(II) nitrate In tetrachloromethane at 25℃; for 0.833333h;	85%
With [(hydrotris(3,5-diphenyl-pyrazol-1-yl)borate)FeII(benzilate)]; oxygen In benzene for 0.333333h;

[(hydrotris(3,5-diphenylpyrazol-1-yl)borate)FeII(HCH)] * bis(methanol) → Adipic acid (124-04-9) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With oxygen In benzene at 10℃; for 1h; Kinetics; Reagent/catalyst;	A 85% B 13%

3-Chloro-N-(2-hydroxy-phenyl)-N-(6-oxo-cyclohex-1-enyl)-benzamide (85969-41-1) → o-phenol (78154-49-1) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With silica gel In dichloromethane for 2.5h; Ambient temperature;	A 82% B 77%

cis-1,2-cyclohexane (1792-81-0) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide for 3.5h; Ambient temperature;	81%

2-(methylthio)cyclohexanone (52190-35-9) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With CuCl2-CuO In water; acetone at 35℃; for 0.5h;	80%
With copper(II) oxide; copper dichloride In water; acetone at 35℃; for 0.5h;	80%

/PBGNG010-1230/ → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide for 5h; Ambient temperature;	78%

1-(1-Ethoxy-2-oxocyclohexyl)-4-phenyl-1,2,4-triazolidin-3,5-dion (79532-62-0) → 4-Phenylurazole (15988-11-1) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With hydrogenchloride; water In 1,4-dioxane for 1.5h; Heating;	A 75% B 75%

1,2-Cyclohexanediol (931-17-9) → Adipic acid (124-04-9) + cyclohexane-1,2-dione (765-87-7) + cyclohexanone-2-ol (533-60-8)

Conditions	Yield
With sodium bromate; sodium hydrogensulfite In dichloromethane; water; acetonitrile at 20℃; for 3h; Oxidation;	A 13% B 74% C 8%
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 2h; Oxidation;	A 18% B 19% C 51%
With 2O34W9Zn(12-)*W(6+)*3Zn(2+)*2H2O; dihydrogen peroxide In water; acetonitrile at 135℃; under 2250.23 Torr; for 0.25h; Microwave irradiation;

/PREBE154--190/ → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With 1,1'-carbonyldiimidazole In dichloromethane for 5h; Ambient temperature;	74%

cyclohexane-1,2-epoxide (286-20-4) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With oxygen; copper(II) bis(trifluoromethanesulfonate); dimethyl sulfoxide; bismuth at 100℃; for 2h;	74%

trans-1,2-cyclohexandiol (1460-57-7) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With pyridine; N-Bromosuccinimide In tetrachloromethane for 1.5h; Heating;	74%

cyclohexane-1,2-dione monooxime (24858-28-4) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With silica gel; copper(II) nitrate In tetrachloromethane for 0.833333h; Heating;	72%

2-bromocyclohexanone (1056477-06-5) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With potassium fluoride; dimethyl sulfoxide at 85℃; for 5h;	65%

1,4,7,10-tetrathia-dispiro[4.0.4.4]tetradecane (158-97-4) → 6-oxospiro (27694-08-2) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With water; 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate In tetrahydrofuran; dichloromethane at 23℃;	A 65% B 15%

cis-1,2-cyclohexane (1792-81-0) → hexanedial (1072-21-5) + cyclohexane-1,2-dione (765-87-7) + cyclohexanone-2-ol (533-60-8)

Conditions	Yield
With oxygen; [(n-Bu)4N]3H2[IMo6O24] In acetonitrile at 80℃; under 1520.1 Torr; for 5h;	A 5% B 31% C 64%

1,4-dioxaspiro[4.5]decan-6-one (4746-96-7) → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With sulfuric acid; silica gel In dichloromethane for 24h; Ambient temperature;	63%

methanol (67-56-1) + 2-diazocyclohexanone (3242-56-6) → hexanedioic acid dimethyl ester (627-93-0) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With oxygen; methylene blue Irradiation;	A 60% B 25%

2-diazocyclohexanone (3242-56-6) → hexanedioic acid dimethyl ester (627-93-0) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With oxygen; methylene blue In methanol Irradiation;	A 60% B 25%

trans-1,2-cyclohexandiol (1460-57-7) → hexanedial (1072-21-5) + cyclohexane-1,2-dione (765-87-7) + cyclohexanone-2-ol (533-60-8)

Conditions	Yield
With oxygen; [(n-Bu)4N]3H2[IMo6O24] In acetonitrile at 80℃; under 1520.1 Torr; for 5h;	A 3% B 56% C 41%

([(tris(6-methyl-2-pyridylmethyl)amine)FeII(HCH)]perchlorate) → Adipic acid (124-04-9) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With oxygen In acetonitrile at 25℃; for 6h; Kinetics;	A 55% B 38%

cyclohexanone-2-ol (533-60-8) → Adipic acid (124-04-9) + adipic anhydride (2035-75-8) + cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
With air; chromium(III)naphthenate In chlorobenzene at 50℃; Product distribution; var. catalyst;	A 54% B 43% C 3%

trans-cyclohexane-1,2-diol → cyclohexane-1,2-dione (765-87-7)

Conditions	Yield
Stage #1: trans-cyclohexane-1,2-diol; platinum at 90℃; for 0.166667h; Stage #2: With dihydrogen peroxide In water at 90℃; for 20h; Product distribution / selectivity;	51%

11-hydroxytetrahydrocarbazolenine (42738-99-8) + 3-chloro-benzenecarboperoxoic acid (937-14-4) → o-phenol (78154-49-1) + cyclohexane-1,2-dione (765-87-7) + 3-Chloro-N-(2-hydroxy-phenyl)-N-(6-oxo-cyclohex-1-enyl)-benzamide (85969-41-1) + spiro[cyclopentane-1,2'-indolin]-3'-one (4669-18-5)

Conditions	Yield
In dichloromethane at -60℃; for 1h;	A 42% B 24% C 24% D 8%

11-hydroxytetrahydrocarbazolenine (42738-99-8) → o-phenol (78154-49-1) + cyclohexane-1,2-dione (765-87-7) + 3-Chloro-N-(2-hydroxy-phenyl)-N-(6-oxo-cyclohex-1-enyl)-benzamide (85969-41-1) + spiro[cyclopentane-1,2'-indolin]-3'-one (4669-18-5)

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -60℃; for 1h;	A 42% B 24% C 24% D 8%

tert-butyldimethylsilyl chloride (18162-48-6) + cyclohexane-1,2-dione (765-87-7) → 2-{(tert-butyldimethylsilyl)oxy}cyclohex-2-en-1-one (116608-34-5)

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 0.5h;	99%
With 1H-imidazole In dichloromethane at 23℃; for 24h; Inert atmosphere;	98%
With 1H-imidazole In dichloromethane at 20℃;	95%

cyclohexane-1,2-dione (765-87-7) → (1,2-15N2)-cyclohexane-1,2-dione dioxime

Conditions	Yield
With [15N]hydroxylamine hydrochloride; potassium carbonate In water at 20℃; for 24h;	99%

vinyl magnesium bromide (1826-67-1) + cyclohexane-1,2-dione (765-87-7) → 2‐hydroxy‐2‐vinylcyclohexan‐1‐one (27332-53-2)

Conditions	Yield
In tetrahydrofuran at 0℃;	98%
In tetrahydrofuran at 20℃; Cooling with ice;	85%
In tetrahydrofuran
In tetrahydrofuran at 0 - 20℃; Schlenk technique; Inert atmosphere;

ethanol (64-17-5) + cyclohexane-1,2-dione (765-87-7) → 2-ethoxy-2-cyclohexen-1-one (29941-82-0)

Conditions	Yield
With toluene-4-sulfonic acid Reflux;	98%
With toluene-4-sulfonic acid In toluene for 48h; Reflux;	69%
With toluene-4-sulfonic acid In toluene for 48h; Reflux;	66%

4-fluoro-β-nitrostyrene (5153-69-5, 706-08-1) + cyclohexane-1,2-dione (765-87-7) → (1S,5S,6R,7S)-6-(4-fluorophenyl)-1-hydroxy-7-nitrobicyclo[3.2.1]octan-8-one (1382997-49-0)

Conditions	Yield
With nickel diacetate; triethylamine; (1R,2R)-N,N'-di(4'-bromobenzyl)-1,2-diaminocyclohexane In tetrahydrofuran at 20℃; Michael-Henry reaction; optical yield given as %ee; enantioselective reaction;	98%

cyclohexane-1,2-dione (765-87-7) + ortho-cresidine (16452-01-0) → 2-[(3-methoxy-4-methylphenyl)amino]cyclohex-2-en-1-one

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 130℃; for 4.5h; Sealed tube; Molecular sieve; Microwave irradiation;	98%

cyclohexane-1,2-dione (765-87-7) → cyclohexanone-2-ol (533-60-8)

Conditions	Yield
With sodium chloride; zinc In methanol; water Heating;	97%
With ammonium chloride; zinc In tetrahydrofuran at 20℃; for 0.75h;	92%
With trimethylphosphane In tetrahydrofuran at 20℃; for 2h;	80%

cyclohexane-1,2-dione (765-87-7) + 1-triphenylphosphoranylidene-2-propanone (1439-36-7) → 2-(2-oxopropyl)cyclohex-2-enone (33553-25-2)

Conditions	Yield
In dichloromethane for 25h; Wittig-Horner reaction; Heating;	97%
at 130 - 140℃;

cyclohexane-1,2-dione (765-87-7) → 1,5-pentanedioic acid (110-94-1)

Conditions	Yield
With ozone In tetrachloromethane; water at 20℃; for 1h; UV-irradiation;	97%
With water; ozone at 25℃; under 760.051 Torr; for 1h; Irradiation;	95%
With oxygen; sodium hydroxide In water at 90℃; under 3000.3 Torr; for 3h; pH=7;	21%

4-bromophenylhydrazine hydrochloride (622-88-8) + cyclohexane-1,2-dione (765-87-7) → (E)-2-(2-(4-bromophenyl)hydrazono)cyclohexan-1-one (108606-59-3)

Conditions	Yield
In water at 20℃; for 16h;	97%

phenylhydrazine hydrochloride (59-88-1) + cyclohexane-1,2-dione (765-87-7) → C18H18N2

Conditions	Yield
With sulfuric acid In ethanol at 65℃; for 4.08333h;	96.3%

N-methoxylamine hydrochloride (593-56-6) + cyclohexane-1,2-dione (765-87-7) → cyclohexane-1,2-dione-bis-O-methyldioxime (1312566-43-0)

Conditions	Yield
With pyridine In methanol	96%

cyclohexane-1,2-dione (765-87-7) + (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone (2958-36-3) → 7-chloro-9-(2'-chlorophenyl)-2,3-dihydroacridin-4(1H)-one

Conditions	Yield
With indium(III) chloride; 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 2h;	96%
With sulfuric acid; silica gel In methanol for 2h; Friedlaender Quinoline Synthesis; Reflux;	93%
With eaton’s reagent In neat (no solvent) at 90℃; for 3h;	86%

morpholine (110-91-8) + cyclohexane-1,2-dione (765-87-7) → 2-morpholinocyclohex-2-enone (23740-64-9)

Conditions	Yield
In water; toluene	95.34%
In toluene for 5h; Inert atmosphere; Dean-Stark trap; Reflux;	95.34%
In toluene for 5h; Inert atmosphere; Reflux;	95.34%

bis(trimethylsilyl)sulphate (18306-29-1) + cyclohexane-1,2-dione (765-87-7) → 1,2-bis(trimethylsilyloxy)cyclohex-1-ene (6838-67-1)

Conditions	Yield
With calcium In toluene at 100℃; for 2h; Solvent; Reagent/catalyst;	95.18%

bis(tert-butyldimethylsilyl)sulfate + cyclohexane-1,2-dione (765-87-7) → 1,2-di(tert-butyldimethylsilyloxy)cyclohexene

Conditions	Yield
With calcium In toluene at 125℃; for 2h; Solvent; Reagent/catalyst;	95.1%

1,1,2,2-tetramethoxyethylene (1069-12-1) + cyclohexane-1,2-dione (765-87-7) → 2-(1,1,2,2-Tetramethoxy-ethoxy)-cyclohex-2-enone

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	95%

1,1-dimethoxy-propene (5634-52-6) + cyclohexane-1,2-dione (765-87-7) → 2-(1,1-Dimethoxy-propoxy)-cyclohex-2-enone

Conditions	Yield
In dichloromethane at 20℃; for 1h;	95%

N-(2-methyl-1-oximino-1-phenyl-2-propyl)hydroxylamine (5291-08-7) + cyclohexane-1,2-dione (765-87-7) → 5,5-dimethyl-1-hydroxy-2-(spirocyclohexan-2-one 2)-4-phenyl-3-imidazoline 3-oxide (82811-27-6)

Conditions	Yield
In methanol for 6h; Heating;	95%

N,N'-bis(3-aminopropyl)-1,2-diamine (10563-26-5) + cyclohexane-1,2-dione (765-87-7) → C14H26N4 (245650-33-3)

Conditions	Yield
With acetic acid In ethanol; acetonitrile at 0 - 5℃; for 2h; Condensation;	95%
In ethanol at 0℃; for 3h;	80%

cycloviolacin O2 + cyclohexane-1,2-dione (765-87-7) → [Arg(1,2-cyclohexanedione adduct)]cycloviolacin O2

Conditions	Yield
With borate buffer at 37℃; for 18h; pH=9.0;	95%

4-methoxy-aniline (104-94-9) + cyclohexane-1,2-dione (765-87-7) → 2-[(4-methoxyphenyl)amino]cyclohex-2-en-1-one (105553-63-7)

Conditions	Yield
In toluene for 12h; Inert atmosphere; Reflux;	95%
With toluene-4-sulfonic acid In toluene at 130℃; for 4.5h; Sealed tube; Molecular sieve; Microwave irradiation;	72%

pyrrolidine (123-75-1) + cyclohexane-1,2-dione (765-87-7) + Phenyl azide (622-37-7) → 1-(1-hydroxy-2-phenyl-2,3,4-triazabicyclo[3.3.1]non-3-en-9-ylidene)pyrrolidin-1-ium

Conditions	Yield
In tetrahydrofuran at 20℃; for 48h; Solvent; Concentration; regioselective reaction;	95%

2,5-Dimethylaniline (95-78-3) + cyclohexane-1,2-dione (765-87-7) → 2-[(2,5-dimethylphenyl)amino]cyclohex-2-en-1-one

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 130℃; for 4.5h; Sealed tube; Molecular sieve; Microwave irradiation;	95%

cyclohexane-1,2-dione (765-87-7) → 1,2-cyclohexanedionedioxime (492-99-9)

Conditions	Yield
With hydroxylamine hydrochloride; silica gel at 50℃; for 3h; Temperature; Green chemistry;	94%
With hydroxylamine hydrochloride; potassium hydroxide In ethanol; water at 0 - 20℃; for 48h;	87%
With hydroxylamine
With potassium hydroxide; hydroxylamine hydrochloride

cyclohexane-1,2-dione (765-87-7) + acetylenedicarboxylic acid diethyl ester (762-21-0) + malononitrile (109-77-3) → ethyl 2-amino-3-cyano-4-(2-ethoxy-2-oxoethyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-4-carboxylate (1325716-33-3)

Conditions	Yield
With copper(II) ferrite In water at 60℃; for 2h;	94%

cyclohexane-1,2-dione (765-87-7) + 3,4-dimethoxyaniline (6315-89-5) → 2-[(3,4-dimethoxyphenyl)amino]cyclohex-2-en-1-one

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 130℃; for 4.5h; Sealed tube; Molecular sieve; Microwave irradiation;	94%

Upstream product

• 34006-70-7 2,6-dibromocyclohexanone 
• 33832-15-4 (+/-)-Octahydro-4ar,9ac-epoxido-dibenzo[1,4]dioxin-5at,10at-diol 
• 108-94-1 cyclohexanone 
• 533-60-8 cyclohexanone-2-ol 
• 822-87-7 2-Chlorocyclohexanone 
• 5908-28-1 2-(Acetylamino)-2-cyclohexen-1-on 
• 1056477-06-5 2-bromocyclohexanone 
• 158-97-4 1,4,7,10-tetrathia-dispiro[4.0.4.4]tetradecane 
• 52190-35-9 2-(methylthio)cyclohexanone 
• 110-82-7 cyclohexane 
• 98186-09-5 2-(4-Phenylurazolyl)cyclohexanone 
• 85969-41-1 3-Chloro-N-(2-hydroxy-phenyl)-N-(6-oxo-cyclohex-1-enyl)-benzamide 
• 108-93-0 cyclohexanol 
• 24858-28-4 cyclohexane-1,2-dione monooxime 

Downstream Products

• 19152-86-4 2,4-Diaminocyclohexapteridin 
• 5011-76-7 2-acetoxy-2-cyclohexen-1-one 
• 158-95-2 cyclohexane-1,2-dione bis(ethyleneketal) 
• 35676-38-1 2,5,7,10-tetraoxa<4.4.4>propellane 
• 158-97-4 1,4,7,10-tetrathia-dispiro[4.0.4.4]tetradecane 
• 27694-08-2 6-oxospiro 
• 3291-07-4 2-methyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole 
• 102755-08-8 3,6-di-trans-cinnamylidene-cyclohexane-1,2-dione 
• 60277-93-2 2-ethyl-2-hydroxycyclohexan-1-one 
• 1121-18-2 2-methyl-2-cyclohexen-1-one 
• 96304-02-8 2-hydroxy-2-methylcyclohexanone 
• 108774-48-7 1,2-bis-(4-methoxy-but-3-en-1-ynyl)-cyclohexane-1,2-diol 
• 15546-75-5 5,10-dihydro-5,10-dimethylphenazine 
• 110421-80-2 3,3-diphenyl-1-oxa-4-thia-spiro[4.5]decane-2,6-dione 

Relevant articles and documents

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Preparation method 1 and 2 - cyclohexanedione

The invention belongs to the technical field of chemical synthesis and particularly relates to a preparation method of 1-2 - cyclohexanedione. The invention provides 1-2 - Cyclohexanedione preparation method which comprises the following steps: cyclohexanone. The bromo reagent, the basic catalyst and the polar organic solvent are mixed for bromination reaction to obtain 2, 6 - dibromocyclohexanone. The mixture of 2, 6 - dibromocyclohexanone, inorganic base and polar solvent is subjected to hydrolysis reaction to obtain the 1, 2 -cyclohexanedione. To the preparation method, cyclohexanone and bromination reagent are taken as raw materials, 1 and 2 - cyclohexanedione with high yield and high purity can be prepared by sequentially conducting bromination reaction and hydrolysis reaction, and the preparation method provided by the invention is simple and easy to obtain and suitable for industrial production.

FeCl3-Promoted ring size-dictating diversity-oriented synthesis (DOS) of N-heterocycles using: In situ -generated cyclic imines and enamines

The FeCl3-promoted ring size-controlled oxidative activation of o-alkynylanilines opens up a complementary appealing protocol for poly-N-heterocycle synthesis. When electron-poor π-alkyne iron species combine with cyclic enamines obtained from cyclohexanone and β-tetralone, they undergo a regioselective 6-exo-dig cyclization to afford the corresponding dibenzo[b,j][1,10]phenanthrolines and 12-benzoylated dihydrobenzo[a]acridine skeletons. Later, these acridine motifs become completely unsaturated due to dehydrogenative aromatization via the aza-allyl oxidation intermediate. We obtained all quaternary carbon centre pseudoindoxyls through the Mannich-type alkylation of 2,3-dihydro-1H-inden-1-one with cyclic ketimines generated from the in situ intramolecular nucleophilic cyclization of o-alkynylanilines.