Ethyl 4-methyl-2-oxocyclohexanecarboxylate (HCID 98162)

Names & identifiers

Preferred name: Ethyl 4-methyl-2-oxocyclohexanecarboxylate
IUPAC: ethyl 4-methyl-2-oxocyclohexane-1-carboxylate
English name: Ethyl 4-methyl-2-cyclohexanone-1-carboxylate
Molecular formula: C10H16O3
Molecular weight: 184.23

Names & synonyms

13537-82-1Ethyl 4-methyl-2-oxocyclohexanecarboxylateEthyl 4-methyl-2-cyclohexanone-1-carboxylateW2M3GXD5L3Cyclohexanecarboxylic acid, 4-methyl-2-oxo-, ethyl esterEINECS 236-910-1NSC-842132-CARBETHOXY-5-METHYLCYCLOHEXANONEAI3-18159NSC 842134-METHYL-2-OXOCYCLOHEXANECARBOXYLIC ACID ETHYL ESTER2-ETHOXYCARBONYL-5-METHYLCYCLOHEXANONE

Show more names

ETHYL 4-METHYL-2-OXO-1-CYCLOHEXANECARBOXYLATEethyl4-?methyl-?2-?oxocyclohexane-?1-?carboxylate2-Oxo-4-methylcyclohexanecarboxylic acid ethyl ester

5-METHYL-2-ETHOXYCARBONYLCYCLOHEXANONERefChem:138778236-910-1ethyl 4-methyl-2-oxocyclohexane-1-carboxylateMFCD00001632Ethyl-4-methyl-2-cyclohexanone-1-carboxylate(4R)-Ethyl 4-methyl-2-oxocyclohexanecarboxylate(4S)-Ethyl 4-methyl-2-oxocyclohexanecarboxylate

Database identifiers

CAS: 13537-82-1
PubChem CID: 98162
DTXSID: DTXSID60928978
UNII: W2M3GXD5L3
EC Number: 236-910-1
Nikkaji: J241.179B

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 210

Experimental & physicochemical properties

FragrancesFragrance Ingredient (Cyclohexanecarboxylic acid, 4-methyl-2-oxo-, ethyl ester) -> IFRA transparency List

Physicochemical properties

Melting point: 53 · 53-54 °C
Boiling point: 128 · 128-132 °C/32 mmHg (lit.)
Density: 1.045 g/mL · 1.045 g/mL at 25 °C (lit.)
vapor pressure: 28 Pa · 28Pa at 25℃
refractive index: 20 · n20/D 1.473(lit.)
Flash point: 230 °F · >230 °F
pka: 12.09 · 12.09±0.40(Predicted)
Water Solubility: 2.56 g/L · 2.56g/L at 20℃
InChI: 1S/C10H16O3/c1-3-13-10(12)8-5-4-7(2)6-9(8)11/h7-8H,3-6H2,1-2H3
InChIKey: FFVHHWOJYFCNJP-UHFFFAOYSA-N
SMILES: CCOC(=O)C1CCC(C)CC1=O
LogP: 4.36 at · 4.36 at 30℃
FDA UNII: 2 M3GXD5L3 · W2M3GXD5L3
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 412 · H412-H317
Precautionary statements: 261 · P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P273-P501
PPE: Eyeshields, Gloves
WGK Germany: 3 · 3
HS Code: 2918300090 · 2918300090
Storage Class: 10 · 10 - Combustible liquids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

Chemical: Cyclohexanecarboxylic acid, 4-methyl-2-oxo-, ethyl ester

Status: Active Update: 11-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/27448

Hazard Classes and CategoriesSkin Sens. 1B (100%)

Safety data

PPE: Eyeshields, Gloves
wgk: 3
hs_code: 2918300090
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 10 - Combustible liquids
Hazard statements: H412-H317
REACH Registrations: Active
Precautionary statements: P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P273-P501

Chemistry & industry

Uses & manufacturing

Use ClassificationFragrance Ingredients

Applications · 3 items

UsesReactant involved in:• ;Hydroxylation / oxidative chlorination with hydrogen peroxide1• ;Heterocyclization2• ;Cyclization of generated dianions followed by dehydrogenation3• ;Palladium-catalyzed isomerization4• ;Regioselective cyclizations5• ;Vinylogous Michael reactions6

Uses2-Carbethoxy-5-methylcyclohexanone is a useful chemical reagent in organic synthesis. It is reported that 2-Carbethoxy-5-methylcyclohexanone is used in the synthesis of optically active α-methylene γ-butyrolactones and (+)-mintlactone.

UsesReactant involved in:Hydroxylation / oxidative chlorination with hydrogen peroxideHeterocyclizationCyclization of generated dianions followed by dehydrogenationPalladium-catalyzed isomerizationRegioselective cyclizationsVinylogous Michael reactions