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126-81-8

Basic Information
CAS No.: 126-81-8
Name: 1,3-Cyclohexanedione,5,5-dimethyl-
Article Data: 56
Cas Database
Molecular Structure:
Molecular Structure of 126-81-8 (1,3-Cyclohexanedione,5,5-dimethyl-)
Formula: C8H12O2
Molecular Weight: 140.182
Synonyms: 1,1-Dimethyl-3,5-cyclohexanedione;1,1-Dimethyl-3,5-diketocyclohexane;5,5-Dimethyl-1,3-cyclohexandione;5,5-Dimethyl-1,3-cyclohexanedione;5,5-Dimethyldihydroresorcinol;5,5-Dimethylhydroresorcinol;Cyclomethone;Dimedon;Lu 274;Medon;Methon;Methone;NSC 14984;NSC 17544;NSC 242994;NSC 43759;
EINECS: 204-804-4
Density: 1.016 g/cm3
Melting Point: 146-148 °C(lit.)
Boiling Point: 233.7 °C at 760 mmHg
Flash Point: 85.1 °C
Solubility: 0.416 g/100 mL (25 °C) in water
Appearance: yellow crystals
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 36/37/38
Transport Information: N/A
PSA: 34.14000
LogP: 1.33470
Synthetic route

5,5-dimethyl-3-propoxycyclohex-2-en-1-one

126-81-8

dimedone

Conditions
ConditionsYield
With water In acetonitrile at 20℃; under 900.09 Torr; for 0.226667h; Flow reactor;97%
13120-57-5

3-(benzyloxy)-5,5-dimethylcyclohex-2-enone

126-81-8

dimedone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In tetrahydrofuran at 20℃; for 3h;95%
70424-15-6

all-trans-retinylidene dimedone

A

116-31-4

all-trans-Retinal

B

126-81-8

dimedone

Conditions
ConditionsYield
With methylamine In water; benzene for 0.25h; Product distribution; Mechanism; Ambient temperature; retro-Knoevenagel fragmentation; variation of reaction conditions;A 91%
B 75%
4683-45-8

3-methoxy-5,5-dimethyl-cyclohex-2-enone

126-81-8

dimedone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile for 0.5h; Heating;90%
beim Aufbewahren;
6267-39-6

3-ethoxy-5,5-dimethyl-2-cyclohexen-1-one

126-81-8

dimedone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile for 0.5h; Heating;89%
31928-99-1

3-allyloxy-5,5-dimethyl-cyclohex-2-enone

126-81-8

dimedone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile for 1.5h; Heating;87%
877823-42-2

5,5-dimethyl-3-(prop-2-ynyloxy)cyclohex-2-enone

126-81-8

dimedone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile for 2h; Heating;84%
79671-63-9

2-Diazo-3-hydroxy-5,5-dimethyl-1-cyclohexanone

A

126-81-8

dimedone

B

81887-97-0

4,4-dimethylcyclopentanone-2-carboxaldehyde

C

81887-99-2

2-Diazo-5,5-dimethyl-3-cyclohexen-1-one

Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran; water at 18 - 20℃; for 5h; Product distribution; Mechanism;A 9%
B 80%
C 3%
877823-43-3

5,5-dimethyl-3-(3-methyl-cyclohexyloxy)-cyclohex-2-enone

126-81-8

dimedone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile for 3h; Heating;75%
16690-04-3

2-benzoyl-5,5-dimethyl-1,3-cyclohexanedione

107-15-3

ethylenediamine

A

936-49-2

2-phenyl-2-imidazoline

B

126-81-8

dimedone

Conditions
ConditionsYield
for 1h; Heating;A 62%
B n/a
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  • 5,5-Dimethyl-1,3-cyclohexanedione

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    126-81-8

    5,5-Dimethyl-1,3-cyclohexanedione

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Specification

The Dimedone with the cas number 126-81-8, is also called 5,5-dimethylcyclohexane-1,3-dione named by IUPAC. It's system Name 1,3-Cyclohexanedione, 5,5-dimethyl-. It belongs to the following product categories: (1)Pharmaceutical Intermediates; (2)Aromatic Ketones (substituted); (3)ketone; (4)Materials Science so on. It is stable under ambient conditions and soluble in water, as well as ethanol and methanol, but may be light sensitive, and is incompatible with strong oxidizing agents.

Physical properties about Dimedone are: (1)ACD/LogP: 0.15 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): -0.25 ; (4)ACD/LogD (pH 7.4): -1.8 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 11.39 ; (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 ?2 ; (13)Index of Refraction: 1.452 ; (14)Molar Refractivity: 37.25 cm3 ; (15)Molar Volume: 137.8 cm3 ; (16)Polarizability: 14.76 ×10-24cm3 ; (17)Surface Tension: 31.8 dyne/cm ; (18)Density: 1.016 g/cm3 ; (19)Flash Point: 85.1 °C ; (20)Enthalpy of Vaporization: 47.04 kJ/mol ; (21)Boiling Point: 233.7 °C at 760 mmHg ; (22)Vapour Pressure: 0.0552 mmHg at 25°C

Uses of Dimedone: Dimedone is a cyclic diketone used in organic chemistry to determine whether a compound contains an aldehyde group. And in general it can be used as catalysts in the formation of transition-metal complexes. Other uses include applications in colourimetry, crystallography, luminescence and spectrophotometric analysis. It can also be used for chemistry involving organic compounds of low electrical resistance. In addition, it is also used as reactant in many reactions, for instance, it can react with diacetoxy-phenyl-l3-iodane to obtain phenyldimedonyliodon at ambient temperature in ethanol for 30 min, yield is 82 %.

When you are using this chemical, please be cautious about it as the following: It is quite irritating to eyes, respiratory system and skin. When you are using this chemical, you should better wear suitable protective clothing and gloves to avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure :
(1).SMILES: O=C1CC(=O)CC(C)(C)C1
(2).InChI:InChI=1/C8H12O2/c1-8(2)4-6(9)3-7(10)5-8/h3-5H2,1-2H3

Toxic information of Dimedone can be showed as follows:.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 28, 1953.

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