ethyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate

HCID 76918

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Basic information

CAS: 3385-34-0
Standard SMILES: CCOC(=O)c1c(C)cc(=O)oc1C
InChIKey: FBPWNVQUVXSXKS-UHFFFAOYSA-N
Molecular formula: C10H12O4
Average molar mass: 196.2 g/mol
Monoisotopic mass: 196.07355886

Overview

structure given in first source

Names & identifiers

Preferred name: ethyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate
IUPAC: ethyl 2,4-dimethyl-6-oxopyran-3-carboxylate
English name: 5-Carbethoxy-4,6-dimethyl-2-pyrone
Molecular formula: C10H12O4
Molecular weight: 196.2

Names & synonyms

3385-34-0Ethyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylateEthyl isodehydracetateEthylisodehydroacetate2H-Pyran-5-carboxylic acid, 4,6-dimethyl-2-oxo-, ethyl esterZ83SZN6YKCAI3-05575NSC-18911DTXSID80187489RefChem:138964DTXCID40109980222-195-3

Show more names

AKOS NCG-0023TIMTEC-BB SBB008071Ethyl isodehydracetate 99%Ethyl isodehydracetate,97%Ethylisodehydroacetate,98%Ethyl isodehydroacetate,95%Isodehydrocetic acid ethyl ester

Ethyl isodehydroacetateethyl 2,4-dimethyl-6-oxopyran-3-carboxylateMFCD00006643Ethyl 4,6-dimethyl-5-coumalate2,4-Dimethyl-6-oxo-6H-pyran-3-carboxylic acid ethyl esterEthyl 4,6-dimethyl-2-pyrone-5-carboxylateethyl 4,6-dimethyl-2-oxopyran-5-carboxylateEINECS 222-195-3

Database identifiers

CAS: 3385-34-0
PubChem CID: 76918
DTXSID: DTXSID80187489
ChEMBL: CHEMBL1579791
UNII: Z83SZN6YKC
EC Number: 222-195-3
Nikkaji: J24.829K

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 14
Formal charge: 0
Complexity: 336

Physicochemical properties

Melting point: 17 · 17-18 °C(lit.)
Boiling point: 290 · 290-295 °C(lit.)
Density: 1.167 g/mL · 1.167 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.515(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Refrigerator
solubility: Chloroform, Methanol
form: Oil
color: Clear Colorless to Pale Yellow
Water Solubility: Insoluble
BRN: 145951 · 145951
InChI: 1S/C10H12O4/c1-4-13-10(12)9-6(2)5-8(11)14-7(9)3/h5H,4H2,1-3H3
InChIKey: FBPWNVQUVXSXKS-UHFFFAOYSA-N
SMILES: CCOC(=O)C1=C(C)OC(=O)C=C1C
CAS DataBase Reference: 3385 · 3385-34-0(CAS DataBase Reference)
FDA UNII: 83 SZN6YKC · Z83SZN6YKC
NIST Chemistry Reference: 2 H-Pyran-5-carboxylic · 2H-Pyran-5-carboxylic acid, 4,6-dimethyl-2-oxo-, ethyl ester(3385-34-0)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
PPE: Eyeshields, Gloves
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HS Code: 29322090 · 29322090
Storage Class: 12 · 12 - Non Combustible Liquids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/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)

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

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves
wgk: 3
hs_code: 29322090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 12 - Non Combustible Liquids
Hazard statements: H335-H315-H319
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Applications · 1 item

UsesEthyl isodehydroacetate is used in the synthesis of bidentate ligands. Also used in the preparation of insect growth regulators with juvenile hormone activity. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.