Trimethylene carbonate

HCID 123834CAS 2453-03-4

Substructure search Find similar structures

Basic information

Standard SMILES: O=C1OCCCO1
InChIKey: YFHICDDUDORKJB-UHFFFAOYSA-N
Molecular formula: C4H6O3
Average molar mass: 102.09 g/mol
Monoisotopic mass: 102.03169405

Overview

structure in first source

Names & identifiers

Preferred name: Trimethylene carbonate
IUPAC: 1,3-dioxan-2-one
English name: 1,3-Dioxan-2-one
Molecular formula: C4H6O3
Molecular weight: 102.09

Names & synonyms

1,3-Dioxan-2-oneTrimethylene Carbonate2453-03-4m-Dioxan-2-one1,3-CarbonyldioxypropaneCyclic trimethylene carbonate1,3-Propanediol, cyclic carbonateDTXSID209537664316AQ174QRefChem:9354DTXCID201018034423-980-5

Show more names

1,3-Dioxan-2-one>1,3-Dioxan-2-one,99%1,3-dioxohexane-2-one1,3-Propylene carbonate1,3-DIOXAN-2-ONE 99%min1,3-dioxyclohexane-2-one1,3-Dioxan-2-one - [D94460]Trimethylene carbonate (TMC)1,3-Propanediol cyclic carbonate

607-395-431852-84-3MFCD00010440[1,3]dioxan-2-oneAS-10263CS-0155207D3821F20507

Database identifiers

CAS: 2453-03-4
PubChem CID: 123834
DTXSID: DTXSID20953766
UNII: 4316AQ174Q
EC Number: 423-980-5、607-395-4
Nikkaji: J277.252C

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 35.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 7
Formal charge: 0
Complexity: 71

Experimental & physicochemical properties

SpringerMaterials PropertiesSchoenflies notation

Physicochemical properties

Melting point: 45 to · 45.0 to 49.0 °C
Boiling point: 135 °C/4mmHg · 135°C/4mmHg(lit.)
Density: 1.2 · 1.200±0.06 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility: soluble in Methanol
form: powder to crystal
color: White to Almost white
InChI: InChI=1S/C4H6O3/c5-4-6-2-1-3-7-4/h1-3H2
InChIKey: YFHICDDUDORKJB-UHFFFAOYSA-N
SMILES: O1CCCOC1=O
FDA UNII: 4316 AQ174Q · 4316AQ174Q
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319
Precautionary statements: 264 · P264-P280-P305+P351+P338+P337+P313
Risk Statements: 22 · 22-36
Safety Statements: 24 · 24/25
HS Code: 29147000 · 29147000

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (95.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 08-06-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17640

Hazard Classes and CategoriesAcute Tox. 4 (95.5%)

Safety data

hs_code: 29147000
risk_code: 22-36
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Hazard statements: H319
Precautionary statements: P264-P280-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 2 items

Description1,3-Dioxan-2-one is a cyclic carbonate ester with the chemical formula C4H6O3. 1,3-Dioxan-2-one, also known as Trimethylene Carbonate, is a colorless solid and 6-membered cyclic carbonate ester used to manufacture medical device biodegradable polymers. This potential monomer continues to play an overwhelming role in synthesizing aliphatic polycarbonates and polyurethanes, which are of interest for biomedical applications because of their low toxicity and biodegradability. The most common preparation of 1,3-dioxan-2-one (six-membered cyclic carbonate) monomers involves the reaction of 1,3-diols with phosgene derivatives or carbon monoxide[1].

Uses1,3-Dioxan-2-one is used to synthesize polytrimethylene carbonate (PTMC).