Dimedone (HCID 31358)

Names & identifiers

Preferred name: Dimedone
IUPAC: 5,5-dimethylcyclohexane-1,3-dione
English name: Dimedone
Molecular formula: C8H12O2
Molecular weight: 140.18

Names & synonyms

Dimedone126-81-85,5-DIMETHYL-1,3-CYCLOHEXANEDIONEMethoneCyclomethoneMedonDimedon1,3-Cyclohexanedione, 5,5-dimethyl-Methon1,1-Dimethyl-3,5-diketocyclohexane1,1-Dimethyl-3,5-cyclohexanedioneLU 274

Show more names

5,5-DIMETHYL-CYCLOHEXANE-1,3-DIONE5,5-Dimethyl-1,3-cyclohexadionelu274

B2B5DSX2FCNSC-14984DTXSID8021987RefChem:134141DTXCID101987204-804-45,5-Dimethylcyclohexane-1,3-dione5,5-Dimethyldihydroresorcinol

Database identifiers

CAS: 126-81-8
PubChem CID: 31358
DTXSID: DTXSID8021987
UNII: B2B5DSX2FC
EC Number: 204-804-4
Nikkaji: J2.014A

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 162

Experimental & physicochemical properties

Vapor Pressure0.06 [mmHg]

Physical DescriptionSolid; [Merck Index] White crystalline powder; [Alfa Aesar MSDS]

Kovats Retention Index · 2 items

1101

1176

Physicochemical properties

Melting point: 146 · 146-148 °C (lit.)
Boiling point: 216.69 °C · 216.69°C (rough estimate)
Density: 1.0373 · 1.0373 (rough estimate)
refractive index: 1.4787 · 1.4787 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: 4.01 g/l · 4.01g/l
pka: 4.8 · 4.8(at 25℃)
form: Liquid
color: Clear colorless to yellow
Water Solubility: 0.416 g/100 · 0.416 g/100 mL (25 ºC)
Merck: 14 · 14,3242
BRN: 471489 · 471489
Stability: Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
InChI: 1S/C8H12O2/c1-8(2)4-6(9)3-7(10)5-8/h3-5H2,1-2H3
InChIKey: BADXJIPKFRBFOT-UHFFFAOYSA-N
SMILES: CC1(C)CC(=O)CC(=O)C1
LogP: 1.3 at · 1.3 at 20℃
CAS DataBase Reference: 126 · 126-81-8(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 2 B5DSX2FC · B2B5DSX2FC
NIST Chemistry Reference: Dimedone(126-81-8)
EPA Substance Registry System: 1 · 1,3-Cyclohexanedione, 5,5-dimethyl- (126-81-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS08
Signal word: Warning
Hazard statements: 228 · H228-H317-H334-H341b-H350-H360-H373
Precautionary statements: 201 · P201-P202-P260-P272-P280g-P285-P302+P352-P304+P341-P308+P313-P342+P311-P363-P370+P378r-P403-P501c
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25-36-26
WGK Germany: 2 · 2
RTECS: 345000 · GV0345000
F: 8 · 8-9
TSCA: TSCA listed
HS Code: 29142900 · 29142900
Storage Class: 11 · 11 - Combustible Solids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 70% (7 of 10) of all reports.

Warning

H315 (30%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (30%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (30%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 7 of 10 reports by companies.；There are 3 notifications provided by 3 of 10 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 3 items

Chemical: 1,3-Cyclohexanedione, 5,5-dimethyl-

Status: Active Update: 21-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5719

1,3-Cyclohexanedione, 5,5-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See o-Methylcyclohexanone.

Hazard Classes and CategoriesSkin Irrit. 2 (30%)；Eye Irrit. 2A (30%)；STOT SE 3 (30%)

Regulatory information

Regulatory Information · 3 items

Chemical: 1,3-Cyclohexanedione, 5,5-dimethyl-

Status: Active Update: 21-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5719

1,3-Cyclohexanedione, 5,5-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F: 8-9
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 2
tsca: TSCA listed
rtecs: GV0345000
hs_code: 29142900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS02,GHS08
hazard_code: Xi
safety_code: 24/25-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H228-H317-H334-H341b-H350-H360-H373
REACH Registrations: Active
Precautionary statements: P201-P202-P260-P272-P280g-P285-P302+P352-P304+P341-P308+P313-P342+P311-P363-P370+P378r-P403-P501c

Chemistry & industry

Uses & manufacturing

UsesUsed to identify aldehydes; [Merck Index]

General Manufacturing Information1,3-Cyclohexanedione, 5,5-dimethyl-: ACTIVE

Applications · 5 items

UsesPart of furannulation strategy for the synthesis of naturally occurring fused 3-methylfurans.1

UsesUsed in the synthesis of fused 3-methylfurans via furannulation.

UsesReagent used in synthesis of fused 3-methylfuransDimedone is used in organic chemistry to identify the presence of aldehyde group. It is also used as a catalyst in the formation of transition-metal complexes. Further, it is also employed in colorimetry, crystallography, luminescence and spectrophotometric analysis. In addition to this, it is used in the synthesis of naturally occurring fused 3-methylfurans.

UsesA mentha compound showing antimicrobial properties against common bacteria in the food industry such as E.coli and P.aeruginosa as well as strains of yeast.

General Description5,5-dimethyl-1,3-cyclohexanedione (Dimedone) is basically a highly sensitive and very specific reagent used for the determination of aldehydes. It is highly advantageous as it is environment friendly, give high yields and is a simple workup procedure.