Chlorodimedone supplier | CasNO.7298-89-7

Name
1,1-DIMETHYL-4-CHLORO-3,5-CYCLOHEXANEDIONE
EINECS
CAS No. 7298-89-7
Article Data28
CAS DataBase
Density 1.17g/cm³
Solubility Insoluble in water.
Melting Point 161-164 °C
Formula C₈H₁₁ClO₂
Boiling Point 285.4 °C at 760 mmHg
Molecular Weight 174.627
Flash Point 119 °C
Transport Information
Appearance
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Monochlorodimedone;2-chloro-5,5-dimethyl-cyclohexane-1,3-dione;1,3-Cyclohexanedione, 2-chloro-5,5-dimethyl-;2-Chlorodimedone;Monochlorodimedon;
PSA 34.14000
LogP 1.55200

Synthetic route

: 126-81-8
dimedone

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane	95%
With N-chloro-succinimide; toluene-4-sulfonic acid In dichloromethane at 0 - 20℃;	91%
With N-chloro-succinimide In various solvent(s) at 20℃; for 0.5h;	86%

: 126-81-8
dimedone

A: 7298-86-4
2,2-dichloro-5,5-dimethylcyclohexane-1,3-dione

B: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With zinc chloride diethyl ether; iron(III)porphyrinate In dichloromethane for 0.5h;	A 20% B 74%
With sulfuryl dichloride In benzene at 25℃; for 18h;	A 66% B 26%
With potassium bromate; hydrogenchloride In N,N-dimethyl-formamide at 20℃; for 12h;	A 10% B 40%
With sodium hypochlorite; iron(III)porphyrinate; triethylbenzylammonium hypochlorite; acetic acid In dichloromethane for 0.5h; Product distribution; various iron(III)porphyrinate adducts, Lewis acids, various products and yields;

: 67-56-1
methanol

: 75-09-2
dichloromethane

: 1807-68-7
diazodimedone

A: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

B: 3-hydroxy-5,5-dimethyl-2-methoxy-2-cyclohexen-1-one

C: 2-chloro-3-(chloromethoxy)-5,5-dimethylcyclohex-2-en-1-one

Conditions

Conditions	Yield
dirhodium tetraacetate at 18 - 20℃; for 2h;	A 65% B 10% C 6%

...Expand

: 1807-68-7
diazodimedone

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With dirhodium tetraacetate; dichloromethane; saccharin at 0 - 20℃;	61%

: 126-81-8
dimedone

A: 3359-52-2
bis(4,4-dimethyl-2,6-dioxo-1-cyclohexyl) sulfide

B: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With SCl In benzene at 25℃; for 18h;	A 5% B 48%

: 126-81-8
dimedone

A: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

B: 83538-02-7
2-Hydroxydimedon

Conditions

Conditions	Yield
With 1H-imidazole; citrate-phosphate buffer; Mn-meso-tetrakis(3,5-disulphonatomesityl)porphyrinato; polyvinylpyridinium polymer (MnTMPS/PVP); dihydrogen peroxide; sodium chloride In water; acetonitrile for 1h; Product distribution; Ambient temperature; other reaction partner systems;	A 9% B 26%

: 7298-86-4
2,2-dichloro-5,5-dimethylcyclohexane-1,3-dione

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With acid aqueous solution; potassium iodide
With hydrogenchloride; tin(ll) chloride
With sodium acetate In acetic acid Heating;
Multi-step reaction with 2 steps 1: HCl / dimethylformamide / 0.08 h / 160 - 165 °C 2: NaOAc / acetic acid / Heating View Scheme

: 7298-87-5
2-bromo-2-chloro-5,5-dimethylcyclohexane-1,3-dione

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With potassium hydroxide; urea

: 17554-71-1
2,4-dichloro-5,5-dimethyl-cyclohexane-1,3-dione

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With sodium acetate In acetic acid Heating;

: 126-81-8
dimedone

A: 17530-69-7
3-chloro-5,5-dimethylcyclohex-2-en-1-one

B: 56995-07-4
4',4',6,6-tetramethyl-6,7-dihydro-2'H,6'H-spiro[1,3-benzoxathiol-2,1'-cyclohexan]-2',4,6'(5H)-trion

C: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

D: C8H10Cl2O2S

Conditions

Conditions	Yield
With thionyl chloride In benzene Product distribution; Ambient temperature; investigation of effect of reaction times on product distribution;

...Expand

: 126-81-8
dimedone

A: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

B: 98593-03-4
2-iodo-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With styrene-co-(4-vinylpyridinium dichloroiodate) (1-) In acetic acid at 50℃; for 5h; Title compound not separated from byproducts;

: 35024-12-5
(4,4-dimethyl-2,6-dioxo-cyclohexyl)-phenyl-iodonium betaine

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With acetyl chloride

: 33932-84-2
2--dimedon-betain

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With hydrogenchloride Heating;

: 23383-02-0
Dimedon-(4-methoxy-phenyl)-iodonium-betain

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
With hydrogenchloride

: 14380-61-1
hypochlorite

: 126-81-8
dimedone

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 67-66-3
chloroform

: 126-81-8
dimedone

SeOCl2: SeOCl2

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

...Expand

: 7664-93-9
sulfuric acid

: 79255-35-9
2,3-dichloro-5,5-dimethylcyclohex-2-en-1-one

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
at 120℃;

: 7298-86-4
2,2-dichloro-5,5-dimethylcyclohexane-1,3-dione

KI: KI

acid solution: acid solution

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

...Expand

: 7647-01-0
hydrogenchloride

: 7298-86-4
2,2-dichloro-5,5-dimethylcyclohexane-1,3-dione

ethanolic solution: ethanolic solution

SnCl2: SnCl2

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

...Expand

: 7647-01-0
hydrogenchloride

: 7298-86-4
2,2-dichloro-5,5-dimethylcyclohexane-1,3-dione

tin dichloride: tin dichloride

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

...Expand

: 7298-87-5
2-bromo-2-chloro-5,5-dimethylcyclohexane-1,3-dione

: 57-13-6
urea

diluted KOH-solution: diluted KOH-solution

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

...Expand

: 3471-13-4
dimedone

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: AcCl View Scheme

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 3-bromo-2-chloro-5,5-dimethyl-2-cyclohexenone

Conditions

Conditions	Yield
With Oxalyl bromide In tetrahydrofuran at 0 - 20℃; for 2.5h;	94%
With oxalyl bromide In tetrahydrofuran at 0℃;

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 75-04-7
ethylamine

: 922-67-8
propynoic acid methyl ester

: methyl 1-ethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylate

Conditions

Conditions	Yield
Stage #1: ethylamine; propynoic acid methyl ester With iron oxide In neat (no solvent) at 20℃; for 0.5h; Green chemistry; Stage #2: 2-chloro-5,5-dimethyl-1,3-cyclohexanedione In neat (no solvent) for 5h; Green chemistry;	87%

...Expand

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 488-17-5
3-methylbenzene-1,2-diol

: 7,8-dihydroxy-3,3,6-trimethyl-3,4-dihydrodibenzo[b,d]furan-1(2H)-one

Conditions

Conditions	Yield
With sodium acetate Michael addition; Electrochemical reaction;	81%

: 934-00-9
3-methocycatechol

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 7,8-dihydroxy-6-methoxy-3,3-dimethyl-3,4-dihydro-2H-dibenzofuran-1-one

Conditions

Conditions	Yield
With sodium acetate Michael addition; Electrochemical reaction;	80%

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 2393-23-9
4-methoxy-benzylamine

: 623-47-2
propynoic acid ethyl ester

: ethyl 1-(4-methoxybenzyl)-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-methoxy-benzylamine; propynoic acid ethyl ester With iron oxide In neat (no solvent) at 20℃; for 0.5h; Green chemistry; Stage #2: 2-chloro-5,5-dimethyl-1,3-cyclohexanedione In neat (no solvent) for 5h; Green chemistry;	80%

...Expand

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 608-43-5
2,3-dimethyl-1,4-dihydroxybenzene

: 6,9-dihydroxy-3,3,7,8-tetramethyl-3,4-dihydro-2H-dibenzofuran-1-one

Conditions

Conditions	Yield
With sodium acetate Electrochemical reaction;	74%

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 7298-86-4
2,2-dichloro-5,5-dimethylcyclohexane-1,3-dione

Conditions

Conditions	Yield
With iron(III)porphyrinate; boron trifluoride diethyl etherate In dichloromethane for 0.5h;	73%
With sodium hypochlorite; iron(III)porphyrinate; triethylbenzylammonium hypochlorite; acetic acid In dichloromethane for 0.5h; Product distribution; various iron(III)porphyrinate adducts, Lewis acids, various products and yields;
With haloperoxidase from liverwort Bazzania trilobata; potassium chloride; dihydrogen peroxide In phosphate buffer
With vanadium-dependent haloperoxidase from the cyanobacterium Acaryochloris marina; potassium chloride; dihydrogen peroxide In aq. buffer at 30℃; pH=6; Enzymatic reaction;

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 7298-87-5
2-bromo-2-chloro-5,5-dimethylcyclohexane-1,3-dione

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; Pyridine hydrobromide; VOL3(OEt) In chloroform-d1 at 20℃; for 24h;	70%
With chloroform; bromine
With water; bromine
With haloperoxidase from liverwort Bazzania trilobata; dihydrogen peroxide; potassium bromide In phosphate buffer
With vanadate-dependent bromoperoxidase II from Ascophyllum nodosum; dihydrogen peroxide; sodium sulfate; potassium bromide In aq. buffer at 22℃; pH=5.9; Kinetics; pH-value; Enzymatic reaction;

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 120-80-9
benzene-1,2-diol

: 63160-43-0
7,8-dihydroxy-3,3-dimethyl-3,4-dihydrodibenzo[b,d]furan-1(2H)-one

Conditions

Conditions	Yield
With sodium acetate Michael addition; Electrochemical reaction;	66%

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

A: 877-08-7
1,2,3,4-tetrachloro-5,6-dimethyl-benzene

B: 79255-35-9
2,3-dichloro-5,5-dimethylcyclohex-2-en-1-one

Conditions

Conditions	Yield
With chloroform; phosphorus pentachloride; phosphorus trichloride

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 22748-16-9
4,4-dimethylcyclopent-2-ene-1-one

Conditions

Conditions	Yield
With zinc(II) oxide at 220℃;

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 79255-35-9
2,3-dichloro-5,5-dimethylcyclohex-2-en-1-one

Conditions

Conditions	Yield
With chloroform; phosphorus pentachloride; phosphorus trichloride
With oxalyl dichloride In tetrahydrofuran at 0 - 20℃;

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

A: 79255-35-9
2,3-dichloro-5,5-dimethylcyclohex-2-en-1-one

B: 68266-68-2
1,2,3-trichloro-4,5-dimethyl-benzene

Conditions

Conditions	Yield
With chloroform; phosphorus pentachloride; phosphorus trichloride

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 146335-36-6
5-Chloro-2,3-dimethylphenol

Conditions

Conditions	Yield
With chloroform; phosphorus pentachloride

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 122-52-1
triethyl phosphite

: 80534-76-5
diethyl 5,5-dimethyl-3-oxocyclohex-1-enyl phosphate

Conditions

Conditions	Yield
With benzene

: 7298-89-7
2-chloro-5,5-dimethyl-1,3-cyclohexanedione

: 21428-78-4
4,6-Dibrom-2-chlor-dimedon

Conditions

Conditions	Yield
With hydrogen bromide; bromine In acetic acid

Chlorodimedone Specification

The Chlorodimedone, with the CAS registry number 7298-89-7, is also known as 1,3-Cyclohexanedione, 2-chloro-5,5-dimethyl-. This chemical's molecular formula is C₈H₁₁ClO₂ and molecular weight is 174.62. What's more, its systematic name is 2-Chloro-5,5-dimethylcyclohexane-1,3-dione.

Physical properties of Chlorodimedone are: (1)ACD/LogP: 0.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.4; (4)ACD/LogD (pH 7.4): -2.07; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 34.14 Å²; (13)Index of Refraction: 1.476; (14)Molar Refractivity: 42.08 cm³; (15)Molar Volume: 149.1 cm³; (16)Polarizability: 16.68×10^-24cm³; (17)Surface Tension: 35.5 dyne/cm; (18)Density: 1.17 g/cm³; (19)Flash Point: 119 °C; (20)Enthalpy of Vaporization: 52.44 kJ/mol; (21)Boiling Point: 285.4 °C at 760 mmHg; (22)Vapour Pressure: 0.00281 mmHg at 25°.

Preparation: this chemical can be prepared by 5,5-Dimethyl-cyclohexane-1,3-dione at the ambient temperature. This reaction will need reagent KIO₃ and ClSiMe₃ and solvent dimethylformamide with the reaction time of 6 hours. The yield is about 82%.

chlorodimedone is prepared by 5,5-Dimethyl-cyclohexane-1,3-dione

Uses of Chlorodimedone: it can be used to produce 2-Acetoxy-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one. It will need reagent NaH and solvent dimethylformamide. The yield is about 79%.

Use chlorodimedone to produce 2-Acetoxy-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one

When you are using this chemical, please be cautious about it as the following:
Do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1C(Cl)C(=O)CC(C)(C)C1
(2)Std. InChI: InChI=1S/C8H11ClO2/c1-8(2)3-5(10)7(9)6(11)4-8/h7H,3-4H2,1-2H3
(3)Std. InChIKey: VOBIHUAWDXUCPH-UHFFFAOYSA-N

Product Name

1,1-DIMETHYL-4-CHLORO-3,5-CYCLOHEXANEDIONE

Synthetic route

Chlorodimedone Specification

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