ChemicalBook--->CAS DataBase List--->110-88-3

110-88-3

110-88-3 Structure

110-88-3 Structure
IdentificationMore
[Name]

s-Trioxane
[CAS]

110-88-3
[Synonyms]

1,3,5-TRIOXACYCLOHEXANE
1,3,5-TRIOXANE
METAFORMALDEHYDE
S-TRIOXAN
S-TRIOXANE
SYM-TRIOXANE
TRIFORMOL
TRIOXYMETHYLENE
1,3,5-Trioxan
Aldeform
Formaldehyde, trimer
formaldehyde,trimer
Marvosan
Metaformaldehyd
Paraformal
s-Tioxane
s-Trixane
Triossimetilene
Trioxan
Trioxane
[EINECS(EC#)]

203-812-5
[Molecular Formula]

C3H6O3
[MDL Number]

MFCD00006563
[Molecular Weight]

90.08
[MOL File]

110-88-3.mol
Chemical PropertiesBack Directory
[Appearance]

Paraformaldehyde is a white crystalline solid. Irritating odor. The term “trioxane” applies specifically to this trimer (CH2O)3 but paraformaldehyde is applied both to trioxane and other low polymers or oligomers of formaldehyde.
[Melting point ]

59-62 °C(lit.)
[Boiling point ]

112-115 °C
[density ]

1.17
[vapor pressure ]

7.5 hPa (20 °C)
[refractive index ]

1.4168 (estimate)
[Fp ]

113 °F
[storage temp. ]

Flammables area
[solubility ]

221g/l
[form ]

Crystals or Crystalline Flakes
[color ]

Colorless to white
[explosive limit]

3.6-28.7%(V)
[Water Solubility ]

221 g/L (25 ºC)
[Specific Heat Capacity]

Cp(crystal):1.23668J/(g·K),at 25℃
[Merck ]

14,9734
[Sublimation ]

115 ºC
[BRN ]

102769
[Henry's Law Constant]

9.6×10-1 mol/(m3Pa) at 25℃, Yaws (2003)
[InChI]

1S/C3H6O3/c1-4-2-6-3-5-1/h1-3H2
[InChIKey]

BGJSXRVXTHVRSN-UHFFFAOYSA-N
[SMILES]

C1OCOCO1
[CAS DataBase Reference]

110-88-3(CAS DataBase Reference)
[NIST Chemistry Reference]

1,3,5-Trioxane(110-88-3)
[EPA Substance Registry System]

110-88-3(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS02,GHS07,GHS08
[Signal word ]

Danger
[Hazard statements ]

H228-H335-H361d
[Precautionary statements ]

P201-P210-P308+P313
[Hazard Codes ]

F,Xn
[Risk Statements ]

R11:Highly Flammable.
R37:Irritating to the respiratory system.
R63:Possible risk of harm to the unborn child.
[Safety Statements ]

S36/37:Wear suitable protective clothing and gloves .
S46:If swallowed, seek medical advice immediately and show this container or label .
[RIDADR ]

UN 1325 4.1/PG 2
[WGK Germany ]

1
[RTECS ]

YK0350000
[Autoignition Temperature]

777 °F
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

4.1
[PackingGroup ]

III
[HS Code ]

29126000
[Storage Class]

4.1B - Flammable solid hazardous materials
[Hazard Classifications]

Flam. Sol. 1
Repr. 2
STOT SE 3
[Safety Profile]

Mutation data reported. Can evolve toxic formaldehyde fumes when heated strongly or in contact with strong acids or acid fumes. Flammable liquid when exposed to heat, flame, or oxidzers. May explode when heated. Explosive in the form of vapor when exposed to heat or flame. Explodes on impact, possibly due to peroxide contamination. Mixtures with hydrogen peroxide are explosives sensitive to heat, shock, or contact with lead. Mixtures with liquid oxygen are highly explosive. Incompatible with oxidizing materials. To fight fire, use foam, CO2, or dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also FORMALDEHYDE.
[Hazardous Substances Data]

110-88-3(Hazardous Substances Data)
[Toxicity]

LD50 orally in Rabbit: 8190 mg/kg LD50 dermal Rabbit > 3980 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Paraformaldehyde-->formaldehyde-->Cyclopentanone, 2-(acetyloxy)--->2-Acetylcyclopentanone-->Glutaric anhydride-->Glutaric acid
[Preparation Products]

Glycine-->Acetochlor-->Chloromethyl methyl ether-->Methyl 3-methyl-2-butenoate-->3,4-(Methylenedioxy)phenylacetonitrile-->2-Chloro-5-chloromethylthiophene-->Bis(2,3,3,3-tetrachloropropyl) ether-->water-proofing agent PF-->Chloromethyl butyl ether-->methyl triC^{9~11^} alkyl ammonium chloride-->Piperonyl chloride-->Chloromethyl iso-propyl ether-->Chloromethyl ethyl ether-->Hexahydro-1,3,5-tris(hydroxyethyl)-s-triazine
Hazard InformationBack Directory
[General Description]

Transparent crystals or white crystalline solid with a pleasant odor resembling the odor of chloroform. Melts at 62°C; boils at 115°C without polymerization. The cyclic trimer of formaldehyde.
[Reactivity Profile]

1,3,5-TRIOXANE(110-88-3) is stable under normal laboratory conditions but is unstable in the presence of acids, which initiate polymerization. Sublimes readily. May react with oxidizing matter . A stable polymeric product of formaldehyde that in the presence of strong aqueous acids will depolymerize (reforming the parent formaldehyde). Inert to strong alkalis. Readily converted in non aqueous solutions to the monomeric formaldehyde by small concentrations of acid---the rate of conversion is directly proportional to the concentration of the acid.
[Air & Water Reactions]

Highly flammable. Water soluble.
[Health Hazard]

ACUTE/CHRONIC HAZARDS: This compound is toxic and flammable. It can emit toxic fumes on contact with acid or acid fumes.
[Potential Exposure]

Paraformaldehyde is used in polyacetal resin manufacture; as a food additive; and as an odorless fuel.
[Fire Hazard]

This chemical is combustible.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 30 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Medical observation is recommended for 24-48 hours after breathing overexposure, as pulmonary edema may be
[Shipping]

UN2213 Paraformaldehyde, Hazard Class: 4.1; Labels: 4.1-Flammable solid.
[Incompatibilities]

Paraformaldehyde dust forms an explosive mixture with air. Decomposes on contact with oxidizers, strong acids; acid fumes; and bases; with elevated temperatures, forming formaldehyde. May explode when heated. May explode on impact if peroxide contamination develops. Mixtures with hydrogen peroxide or liquid oxygen are explosives sensitive to heat, shock, or contact with lead.
[Chemical Properties]

Paraformaldehyde is a white crystalline solid. Irritating odor. The term “trioxane” applies specifically to this trimer (CH2O)3 but paraformaldehyde is applied both to trioxane and other low polymers or oligomers of formaldehyde.
[Chemical Properties]

Trioxane is a most unusual chemical. It is an excellent solvent for many classes of materials. Concentrated aqueous solutions of trioxane have solvent properties which are not possessed by trioxane itself. Molten trioxane dissolves numerous organic compounds, such as naphthalene, urea, camphor, dichlorobenzene, etc. It is stable in alkaline or neutral solutions, yet it is depolymerized to formaldehyde by small amounts of strong acid or acid-forming materials, and the rate of depolymerization can be readily controlled.
[Waste Disposal]

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
[Uses]

1,3,5-Trioxane is widely used as a source of anhydrous formaldehyde.
It can be used to synthesize:
  • Polyoxymethylene and hyperbranched polyesters.
  • Calixarenes such as calix[4]resorcinarene, calix[6]resorcinarene and para-tert-butylcalix[8] and [9]arene.
  • Various natural products including (?)-motuporin, (+)-sundiversifolide, (+)-lyconadin A and (?)-lyconadin B.

[Uses]

1,3,5-Trioxane is used in organic chemical processes such as aldol condensation of amides and syntheses of chloromethyl esters or other plastics.
[Definition]

ChEBI: A saturated organic heteromonocyclic parent that is cyclohexane in which the carbon atoms at positions 1, 3 and 5 are replaced by oxygen atoms.
[Production Methods]

Trioxymethylene is commercially produced primarily through the acid-catalysed trimerisation of formaldehyde, typically using concentrated aqueous solutions at elevated temperatures and pressures, with sulphuric acid, hydrochloric acid, or emerging acidic ionic liquids as catalysts. The cyclic trimer precipitates or is distilled from the reaction mixture, followed by purification via recrystallisation or vacuum distillation to yield the active substance.
[Purification Methods]

Crystallise 1,3,4-trioxane from sodium-dried diethyl ether or water, and dry it over CaCl2. It can also be purified by zone refining. [Beilstein 19 H 381, 19 II 392, 19 III/IV 4710, 19/9 V 103.]
[Pesticide Type]

Fungicide; Fumigant
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

metaformaldehyde(110-88-3).msds
Spectrum DetailBack Directory
[Spectrum Detail]

1,3,5-trioxane(110-88-3)MS
1,3,5-trioxane(110-88-3)1HNMR
1,3,5-trioxane(110-88-3)13CNMR
1,3,5-trioxane(110-88-3)IR1
1,3,5-trioxane(110-88-3)IR2
1,3,5-trioxane(110-88-3)IR3
1,3,5-trioxane(110-88-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

s-Trioxane, 99.5+%(110-88-3)
[Alfa Aesar]

1,3,5-Trioxane, 98%(110-88-3)
[Sigma Aldrich]

110-88-3(sigmaaldrich)
[TCI AMERICA]

1,3,5-Trioxane,>99.0%(GC)(110-88-3)
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