ChemicalBook > CAS DataBase List > 1,3-Dioxolane

1,3-Dioxolane

Product Name
1,3-Dioxolane
CAS No.
646-06-0
Chemical Name
1,3-Dioxolane
Synonyms
Dioxolane;Dioxolan;1,3-Dioxolan;1,3-Dioxalane;1,3-Dioxlane;1,3-DioxoL;1,3-DIOXACYCLOPENTANE;Dioxlane;dioxolanne;glycoformal
CBNumber
CB5712494
Molecular Formula
C3H6O2
Formula Weight
74.08
MOL File
646-06-0.mol
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1,3-Dioxolane Property

Melting point:
-95 °C (lit.)
Boiling point:
75-76 °C/1.013 hPa
Density 
1.06 g/mL at 25 °C (lit.)
vapor density 
2.6 (vs air)
vapor pressure 
70 mm Hg ( 20 °C)
refractive index 
n20/D 1.401(lit.)
Flash point:
35 °F
storage temp. 
Store at <= 20°C.
solubility 
1000g/l soluble
form 
Liquid
color 
White to off-white
explosive limit
2.1-20.5%(V)
Water Solubility 
SOLUBLE
BRN 
102453
Exposure limits
ACGIH: TWA 20 ppm
Stability:
Below 4°C
InChIKey
WNXJIVFYUVYPPR-UHFFFAOYSA-N
LogP
-0.37 at 20℃
CAS DataBase Reference
646-06-0(CAS DataBase Reference)
NIST Chemistry Reference
1,3-Dioxolane(646-06-0)
EPA Substance Registry System
1,3-Dioxolane (646-06-0)
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Safety

Hazard Codes 
F
Risk Statements 
11
Safety Statements 
16
RIDADR 
UN 1166 3/PG 2
WGK Germany 
1
RTECS 
JH6760000
Autoignition Temperature
525 °F
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29329970
Hazardous Substances Data
646-06-0(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 3000 mg/kg LD50 dermal Rabbit 9074 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.03553
Product name
1,3-Dioxolane
Purity
(stabilised) for synthesis
Packaging
100mL
Price
$58.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.03553
Product name
1,3-Dioxolane
Purity
(stabilised) for synthesis
Packaging
500mL
Price
$99.1
Updated
2024/03/01
Sigma-Aldrich
Product number
184497
Product name
1,3-Dioxolane
Purity
ReagentPlus , contains ~75 ppm BHT as inhibitor, 99%
Packaging
1l
Price
$149
Updated
2024/03/01
Sigma-Aldrich
Product number
184497
Product name
1,3-Dioxolane
Purity
ReagentPlus , contains ~75 ppm BHT as inhibitor, 99%
Packaging
4l
Price
$340
Updated
2024/03/01
TCI Chemical
Product number
D5539
Product name
1,3-Dioxolane (stabilized with BHT)
Purity
>98.0%(GC)
Packaging
25mL
Price
$18
Updated
2024/03/01
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1,3-Dioxolane Chemical Properties,Usage,Production

Description

Dioxolane is a water-white liquid. Molecularweight= 74.09; Boiling point = 74℃; Flash point = 2℃(oc). Hazard Identification (based on NFPA-704 M RatingSystem): Health 2, Flammability 4, Reactivity 2. Soluble in water.

Chemical Properties

Colourless Liquid. Miscible with water, soluble in alcohol, ether and benzene. The azeotrope formed with water, the azeotrope is 70-73°C, and the water content is 6.7%. Decolorize bromine water.

Uses

1,3-Dioxolane is an intermediate for the preparation of Acyclovir (A192400). Also, 1,3-Dioxolane is used in the synthesis of new Vandetanib (V097100) analogs.

Application

1,3-Dioxolane (DOXL) is a cyclic ether. It is a green solvent. It undergoes reaction with C60 to afford an epoxide and 1,3-dioxolane derivative. Reaction has been reported to proceed via a diradical mechanism. A mixture of tetra(ethylene glycol) dimethyl ether (TEGDME) and DOXL has been used to compose the binary electrolyte for use in lithium-sulfur battery. Its efficacy as a solvent in a non-aqueous redox flow battery system has been tested. 1,3-Dioxolane may be used in the fabrication of batteries and capacitors. It may be used as one of the co-solvent to prepare the electrolyte for lithium-sulfur batteries.

Definition

ChEBI: 1,3-dioxolane is a cyclic acetal that is pentane in which the carbon atoms at positions 1 and 3 are replaced by oxygen atoms respectively. It is a dioxolane and a cyclic acetal.

General Description

A clear colorless liquid. Flash point 35°F. Slightly denser than water. Vapors heavier than air.

Air & Water Reactions

Highly flammable. When exposed to air 1,3-Dioxolane undergoes autooxidation with formation of peroxides. In the distillation process peroxides will concentrate causing violent explosion. Soluble in water.

Reactivity Profile

Ethers, such as 1,3-Dioxolane, can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Flammability and Explosibility

Highly flammable

Industrial uses

1,3-Dioxolane is used to dissolve a wide spectrum of polymeric materials such as acrylates, alkyds, cellulosics, epoxies, polycarbonates, polyesters, urethanes, and vinyl resins. In many cases, 1,3-dioxolane solvent can replace the chlorinated solvents that were used previously to dissolve many of these polymers. The excellent solvency of 1,3-dioxolane for polymeric compositions makes this cyclic ether a valuable component in paint remover formulations. 1,3-Dioxolane is used to treat polyester fibers for improved dye retention, application of cross-linking agents to cellulosic fibers, and bonding of acrylonitrile polymers. 1,3-Dioxolane is used in metal working and electroplating formulations, as a complexing solvent for organometallic and inorganic salts, and in the preparation of lithium battery electrolyte solutions. 1,3-Dioxolane is a valuable reactant in the polymerization reactions to produce polyacetals. Polymerization reactions of dioxolane with itself or with aldehydes and ethers are catalyzed by a Lewis acid to yield the polyacetal polymers. The methylene group (CH2) bonded to the two oxygen atoms in dioxolane is susceptible to radical abstraction of a hydrogen atom and the resultant dioxolane radical species can be added across various double bond configurations.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact and inhalation. A shin and severe eye irritant. Mutation data reported. A very dangerous fire hazard when exposed to heat or flame; can react with oxidizers. Used in lithium batteries. Potentially explosive reaction with lithium perchlorate. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

It is a low-boiling solvent and used forextraction of oils, fats, waxes, dyes, and cellulose derivatives.May be used as a cross-linking agent in phenolic resins.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, getmedical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit

storage

Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with this chemical you should be trainedon its proper handling and storage. Store in tightly closedcontainers in a cool, well-ventilated area away from oxidizers and reducing agents. Where possible, automaticallypump liquid from drums or other storage containers to process containers.

Shipping

This compound requires a shipping label of“FLAMMABLE LIQUID.” It falls in Hazard Class 3 andPacking Group II

Purification Methods

Dry it with solid NaOH, KOH or CaSO4, and distil it from sodium or sodium amalgam. Barker et al. [J Chem Soc 802 1959] heated 34mL of dioxalane under reflux with 3g of PbO2 for 2hours, then cooled and filtered. After adding xylene (40mL) and PbO2 (2g) to the filtrate, the mixture is fractionally distilled. Addition of xylene (20mL) and sodium wire to the main fraction (b 70-71o) led to a vigorous reaction, following which the mixture was again fractionally distilled. Xylene and sodium additions are made to the main fraction (b 73-74o) before it is finally distilled. [Beilstein 19/1 V 6.]

Incompatibilities

Forms explosive mixture with air. Contactwith oxidizers may cause fire and explosion hazard.

1,3-Dioxolane Preparation Products And Raw materials

Raw materials

Paraformaldehyde Sodium hydroxide

Preparation Products

3-BENZOYL PROPIOPHENONE 4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride 2-[(Acetyloxy)methoxy]ethyl acetate
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1,3-Dioxolane Suppliers

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View Lastest Price from 1,3-Dioxolane manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
1,3-Dioxolane 646-06-0
Price
US $100.00/KG
Min. Order
1KG
Purity
99%min
Supply Ability
200TON
Release date
2024-10-28
Hebei Chuanghai Biotechnology Co,.LTD
Product
1, 3-Dioxolane 646-06-0
Price
US $10.70/KG
Min. Order
10KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-20
Hebei Mojin Biotechnology Co., Ltd
Product
1,3-Dioxolane 646-06-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-28

646-06-0, 1,3-DioxolaneRelated Search:

Diethylene glycol Acetal ETHYLENE OXIDE Paraformaldehyde Pentane 2-Methylbutane Diethylene glycol monobutyl ether 1,3-Cyclopentadiene Ethylene glycol Cyclopentanone Polyethylene Glycol Selenium dioxide Methylcyclopentane Bromocyclopentane Cyclopentane 2-Butoxyethanol Polyethylene Sodium pentanesulfonate

  • 1,3-Dioxolan
  • 1,3-Dioxole, dihydro-
  • 1,3-dioxole,dihydro-
  • 1,3-dixolane
  • glycolmethyleneether
  • Methyleneglycolmethyleneether
  • 1,3-DIOXACYCLOPENTANE
  • 1,3-DIOXOLANE
  • l，3-Dioxolane
  • GLYCOLFORMAL
  • ETHYLENE GLYCOL METHYLENE ETHER
  • FORMALDEHYDE ETHYLENE ACETAL
  • Dioxolane
  • 1,3-Dioxlane
  • 1,3-Dioxalane
  • 1,3-dioxolane stab.
  • Ethylene glycol methylene ether~Formaldehyde ethylene acetal
  • 1,3-DIOXOLANE, ANHYDROUS, 99.8%
  • 1,3-DIOXOLANE, REAGENTPLUS, 99%
  • 1,3-Dioxolane,99.5%,stab.
  • 1,3-Dioxolane,99%
  • 1,3-Dioxolane, 99.8%, anhydrous, stabilized with 75 ppM BHT, AcroSeal
  • 1,3-DIOXOLANE (STABILISED) FOR SYNTHESIS
  • 1,3-Dioxolane.5
  • 1,3-Dioxolane, SuperDry, stabilized with BHT, J&KSeal
  • Dioxlane
  • 1,3-Dioxolane (Stabilized with BHT)
  • 1,3- two oxygenrings
  • 1,3-Dioxolane, 99.8%, SpcDry, stabilized with BHT, Water≤50 ppM (by K.F.), SpcSeal
  • 1,3-Dioxolane, 99.8%, HyDry, with molecular sieves, stabilized with BHT, Water≤50 ppm (by K.F.), HySeal
  • 1,3-Dioxolane anhydrous, contains ~75 ppm BHT as inhibitor, 99.8%
  • 1,3-Dioxolane ReagentPlus(R), contains ~75 ppm BHT as inhibitor, 99%
  • BAIRD PARKER DIPSLIDE
  • 1,3-Dioxolane, stabilized with 75 ppM BHT
  • HYDROCHLORIC ACID 6 MOL/L 6N BIOPHARMA
  • 1,3-Dioxolane4x1L
  • 1,3-DIOXOLANE, REAGENTPLUS, CONTAINS A&
  • 1,3-Dioxolane, 99.9%
  • 1,3-Dioxolane, 99.5%, stabilized with 75 ppm BHT
  • 1,3-Dioxolane, 99.8%, SuperDry, stabilized with BHT, water≤30 ppm, J&KSeal
  • 1,3-dioxolane (formaldehyde ethylene acetyl)
  • dihydro-1,3-dioxole
  • dihydro-3-dioxole
  • Dioxolan
  • dioxolane(non-specificname)
  • dioxolanne
  • Ethylene glycol, formal
  • ethyleneglycolformal
  • Formal glycol
  • formalglycol
  • glycoformal
  • 1,3-DioxoL
  • cis-2-(2,4-Dichlorophenyl)-2-(1H-imidazole-1yl-methyl-4-(p-toluensulfonyl)oxymethyl-1,3-dioxolane
  • 1,3-Dioxolane, stabilized, 99.5%
  • 1,3-Dioxolane, stabilized, 99+%
  • 1,3-Dioxolane (stabilized with Triethylamine)
  • 1,3-Dioxolane, 99.5%, stabilized
  • 1,3-Dioxolane, stabilized