6,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

HCID 79720CAS 5617-70-9

Substructure search Find similar structures

Basic information

Standard SMILES: CC1(C)OC(=O)C2(CC2)C(=O)O1
InChIKey: AXJVPXNVESYGDT-UHFFFAOYSA-N
Molecular formula: C8H10O4
Average molar mass: 170.16 g/mol
Monoisotopic mass: 170.0579088

Names & identifiers

Preferred name: 6,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione
IUPAC: 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione
English name: 6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione
Molecular formula: C8H10O4
Molecular weight: 170.16

Names & synonyms

6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione5617-70-96,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dioneEINECS 227-044-5DTXSID40204702RefChem:103765DTXCID30127193227-044-5MFCD00042796cycl-Isopropylidene cyclopropane-1,1-dicarboxylate5,7-Dioxaspiro[2.5]octane-4,8-dione, 6,6-dimethyl-6,6-dimethyl-5,7-dioxaspiro[2,5]octane-4,8-dione

Show more names

Danishefsky's reagentCYCLOPROPYL MELDRUM'S ACID3,3-Dimethyl-2,4-dioxaspiro[5.2]octane-1,5-dione5,7-Dioxa-6,6-dimethylspiro[2.5]octane-4,8-dione6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione >

6,6-Dimethyl-5,7-dioxaspiro[2.5]octan-4,8-dionec1334AB01005424-016,6-dimethyl-5,7-dioxaspiro(2,5)octane-4,8-dione6,6-dimethyl-5,7-dioxaspiro[2.5]octane 4,8-dione6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-quinoneZ285921580Cyclopropane-1,1-dicarboxylic acid cycl-isopropylidene ester

Database identifiers

CAS: 5617-70-9
PubChem CID: 79720
DTXSID: DTXSID40204702
EC Number: 227-044-5
Nikkaji: J225.057H

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 240

Physicochemical properties

Melting point: 63 · 63-65 °C(lit.)
Boiling point: 396.8 · 396.8±35.0 °C(Predicted)
Density: 1.29 · 1.29±0.1 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMF: soluble(lit.)
form: Solid
color: White to Off-White
BRN: 1241835 · 1241835
InChI: InChI=1S/C8H10O4/c1-7(2)11-5(9)8(3-4-8)6(10)12-7/h3-4H2,1-2H3
InChIKey: AXJVPXNVESYGDT-UHFFFAOYSA-N
SMILES: C1C2(C(=O)OC(C)(C)OC2=O)C1
CAS DataBase Reference: 5617 · 5617-70-9(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
HS Code: 2932209090 · 2932209090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H315 (50%): 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)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (50%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 2932209090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications · 1 item

Uses6,6-Dimethyl-5,7-dioxaspiro[2.5]octan-4,8-dione is used as a reagent to synthesize Bis-benzimidazoles, compounds that act as inhibitors of Type II Dihydrofolate reductase (an enzyme that is produced by bacteria in response to Trimethoprim [T795615]as a defense mechanism).