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110-88-3

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110-88-3 Usage

Description

1,3,5-Trioxane, also known as trioxane, is a transparent crystal or white crystalline solid with a pleasant odor resembling the odor of chloroform. It is the cyclic trimer of formaldehyde and is a saturated organic heteromonocyclic parent that is cyclohexane in which the carbon atoms at positions 1, 3, and 5 are replaced by oxygen atoms. Trioxane melts at 62°C and boils at 115°C without polymerization.

Uses

1. Used in Organic Chemical Processes:
1,3,5-Trioxane is used as a source of anhydrous formaldehyde in various organic chemical processes, such as aldol condensation of amides and syntheses of chloromethyl esters or other plastics.
2. Used in the Synthesis of Polymers and Natural Products:
1,3,5-Trioxane is used as a starting material for the synthesis of polyoxymethylene and hyperbranched polyesters. It is also used in the synthesis of calixarenes, such as calix[4]resorcinarene, calix[6]resorcinarene, and para-tert-butylcalix[8] and [9]arene. Additionally, it is used in the synthesis of various natural products, including (+)-motuporin, (+)-sundiversifolide, (+)-lyconadin A, and (+)-lyconadin B.
3. Used in the Production of Paraformaldehyde:
Paraformaldehyde is a white crystalline solid with an irritating odor. The term "trioxane" specifically applies to the trimer (CH2O)3, but paraformaldehyde is applied to both trioxane and other low polymers or oligomers of formaldehyde.
Chemical Properties:
Trioxane is an unusual chemical and an excellent solvent for many classes of materials. Concentrated aqueous solutions of trioxane have solvent properties that 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.

Air & Water Reactions

Highly flammable. Water soluble.

Reactivity Profile

s-Trioxane 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.

Health Hazard

ACUTE/CHRONIC HAZARDS: s-Trioxane is toxic and flammable. It can emit toxic fumes on contact with acid or acid fumes.

Fire Hazard

s-Trioxane is combustible.

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.

Potential Exposure

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

Shipping

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

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.]

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.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 110-88-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 110-88:
(5*1)+(4*1)+(3*0)+(2*8)+(1*8)=33
33 % 10 = 3
So 110-88-3 is a valid CAS Registry Number.
InChI:InChI=1/C3H6O3/c1-2-4-6-5-3-1/h1-3H2

110-88-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A15639)  1,3,5-Trioxane, 98%   

  • 110-88-3

  • 100g

  • 80.0CNY

  • Detail
  • Alfa Aesar

  • (A15639)  1,3,5-Trioxane, 98%   

  • 110-88-3

  • 250g

  • 117.0CNY

  • Detail
  • Alfa Aesar

  • (A15639)  1,3,5-Trioxane, 98%   

  • 110-88-3

  • 500g

  • 198.0CNY

  • Detail
  • Alfa Aesar

  • (A15639)  1,3,5-Trioxane, 98%   

  • 110-88-3

  • 5000g

  • 1689.0CNY

  • Detail
  • Aldrich

  • (T81108)  1,3,5-Trioxane  ≥99%

  • 110-88-3

  • T81108-25G

  • 258.57CNY

  • Detail
  • Aldrich

  • (T81108)  1,3,5-Trioxane  ≥99%

  • 110-88-3

  • T81108-100G

  • 265.59CNY

  • Detail
  • Aldrich

  • (T81108)  1,3,5-Trioxane  ≥99%

  • 110-88-3

  • T81108-500G

  • 306.54CNY

  • Detail
  • Aldrich

  • (T81108)  1,3,5-Trioxane  ≥99%

  • 110-88-3

  • T81108-2KG

  • 1,140.75CNY

  • Detail

110-88-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3,5-trioxane

1.2 Other means of identification

Product number -
Other names 1,3,5-Trioxane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:110-88-3 SDS

110-88-3Synthetic route

2-acetylcyclopentanaone
1670-46-8

2-acetylcyclopentanaone

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

4-butanolide
96-48-0

4-butanolide

C

glutaric anhydride,
108-55-4

glutaric anhydride,

D

formic acid
64-18-6

formic acid

E

1,5-pentanedioic acid
110-94-1

1,5-pentanedioic acid

F

4-Hydroxy-4-methyl-2-pentanone
123-42-2

4-Hydroxy-4-methyl-2-pentanone

G

4-acetoxybutyric acid
26976-72-7

4-acetoxybutyric acid

H

5,6-dioxo-n-heptanoic acid
85951-55-9

5,6-dioxo-n-heptanoic acid

I

2-acetyl-2-hydroxycyclopentanone
1262892-77-2

2-acetyl-2-hydroxycyclopentanone

J

2-acetoxycyclopentanone
52789-75-0

2-acetoxycyclopentanone

K

2-acetyl-2-hydroxymethylcyclopentanone
1167443-17-5

2-acetyl-2-hydroxymethylcyclopentanone

L

1,1'-diacetyl-1,1'-bicyclopentyl-2,2'-dione
1426960-55-5

1,1'-diacetyl-1,1'-bicyclopentyl-2,2'-dione

M

2-acetyl-2,3-epoxycyclopentanone
89540-15-8

2-acetyl-2,3-epoxycyclopentanone

N

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With oxygen; calcium chloride In acetone at 57℃; for 30h;A 1%
B 2%
C 7%
D n/a
E 7%
F 0.014 g
G 2%
H 13%
I 38%
J 2%
K 5%
L 11%
M 2%
N n/a
2-acetylcyclopentanaone
1670-46-8

2-acetylcyclopentanaone

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

4-butanolide
96-48-0

4-butanolide

C

glutaric anhydride,
108-55-4

glutaric anhydride,

D

1,5-pentanedioic acid
110-94-1

1,5-pentanedioic acid

E

2-acetyl-2-hydroxycyclopentanone
1262892-77-2

2-acetyl-2-hydroxycyclopentanone

F

2-acetoxycyclopentanone
52789-75-0

2-acetoxycyclopentanone

G

2-acetyl-2-hydroxymethylcyclopentanone
1167443-17-5

2-acetyl-2-hydroxymethylcyclopentanone

H

2-acetyl-2,3-epoxycyclopentanone
89540-15-8

2-acetyl-2,3-epoxycyclopentanone

Conditions
ConditionsYield
With oxygen In acetone at 20℃; for 4h; Irradiation;A 1%
B 3%
C 3%
D 13%
E 36%
F 1%
G 22%
H 2%
2-acetylcyclopentanaone
1670-46-8

2-acetylcyclopentanaone

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

4-butanolide
96-48-0

4-butanolide

C

glutaric anhydride,
108-55-4

glutaric anhydride,

D

formic acid
64-18-6

formic acid

E

1,5-pentanedioic acid
110-94-1

1,5-pentanedioic acid

F

2-acetyl-2-hydroxycyclopentanone
1262892-77-2

2-acetyl-2-hydroxycyclopentanone

G

2-acetoxycyclopentanone
52789-75-0

2-acetoxycyclopentanone

H

2-acetyl-2-hydroxymethylcyclopentanone
1167443-17-5

2-acetyl-2-hydroxymethylcyclopentanone

I

2-acetyl-2,3-epoxycyclopentanone
89540-15-8

2-acetyl-2,3-epoxycyclopentanone

J

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With oxygen In acetone at 20℃; for 6h; Irradiation;A 2%
B 4%
C 5%
D n/a
E 17%
F 18%
G 2%
H 30%
I 3%
J n/a
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

biphenyl
92-52-4

biphenyl

C

methyl 3-phenylbenzoate
16606-00-1

methyl 3-phenylbenzoate

D

benzene
71-43-2

benzene

Conditions
ConditionsYield
thermische Zersetzung an einem hellrotgluehenden Draht.Thermolysis;
formaldehyd
50-00-0

formaldehyd

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

Conditions
ConditionsYield
With water at 100℃; im Vakuum;
With sulfuric acid at 115℃; im evakuierten Rohr;
With sulfuric acid Destillieren des Reaktionsprodukts mit Kohlendioxyd in Eiswasser;
formaldehyd
50-00-0

formaldehyd

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With phosphotungstic acid; water at 96.5℃; Kinetics; Product distribution; other heteropolyacids;
C15H16N2O4(2+)*HO4P(2-) In methanol; water at 92 - 97℃; for 4h; Product distribution / selectivity;
methanol
67-56-1

methanol

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

formaldehyd
50-00-0

formaldehyd

Conditions
ConditionsYield
With [Ru3Ir(CO)13](1-)*[N(PPh3)2](1+) at 90℃; for 48h; Dehydrogenation; trimerization;
α-polyoxymethylene

α-polyoxymethylene

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

Conditions
ConditionsYield
With water at 100℃; im Vakuum;
β-polyoxymethylene

β-polyoxymethylene

γ-polyoxymethylene

γ-polyoxymethylene

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

Conditions
ConditionsYield
With water at 100℃; im Vakuum;
diluted formaldehyde

diluted formaldehyde

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

Conditions
ConditionsYield
With nitrogen
polyoxymethylene

polyoxymethylene

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

Conditions
ConditionsYield
With sulfuric acid at 115℃; im Rohr;
sulfuric acid
7664-93-9

sulfuric acid

p-Toluic acid
99-94-5

p-Toluic acid

acetone
67-64-1

acetone

lead-anodes

lead-anodes

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

Conditions
ConditionsYield
at 75℃; Oxydation;
methoxymethyl acetate
4382-76-7

methoxymethyl acetate

water
7732-18-5

water

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

methanol
67-56-1

methanol

C

acetic acid
64-19-7

acetic acid

methoxymethyl acetate
4382-76-7

methoxymethyl acetate

alkali

alkali

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

methanol
67-56-1

methanol

C

acetic acid
64-19-7

acetic acid

2-hydroxymethoxy-2-methyl-butyraldehyde

2-hydroxymethoxy-2-methyl-butyraldehyde

acetic anhydride
108-24-7

acetic anhydride

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

dimer(ic) 2-hydroxy-2-methyl-butyraldehyde

dimer(ic) 2-hydroxy-2-methyl-butyraldehyde

N,O-Dimesyl-N-methylhydroxylamin
80653-57-2

N,O-Dimesyl-N-methylhydroxylamin

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

formaldehyd
50-00-0

formaldehyd

C

N-Methylhydroxylamine
593-77-1

N-Methylhydroxylamine

D

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

E

methanesulfonic acid sodium salt
2386-57-4

methanesulfonic acid sodium salt

F

NH3

NH3

Conditions
ConditionsYield
With sodium hydroxide In water Mechanism; Product distribution; hydrolysis with basic, neutral and acidic aqu. solutions;A 5 % Spectr.
B n/a
C 1 % Spectr.
D n/a
E 33 % Spectr.
F n/a
formaldehyd
50-00-0

formaldehyd

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

methanol
67-56-1

methanol

C

1,1-dimethoxyethane
534-15-6

1,1-dimethoxyethane

D

Methyl formate
107-31-3

Methyl formate

Conditions
ConditionsYield
With water under 75.0075 - 7500.75 Torr; Gas phase; Acidic conditions;
formaldehyd
50-00-0

formaldehyd

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

Dimethoxymethane
109-87-5

Dimethoxymethane

C

Methyl formate
107-31-3

Methyl formate

Conditions
ConditionsYield
silicotungstic acid In water at 100℃; Product distribution; Further Variations:; Catalysts; Temperatures; Cyclization; Cannizzaro reaction; Etherification;
formaldehyd
50-00-0

formaldehyd

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
C7H7O3S(1-)*C10H19O3S(1+) In methanol; water at 92 - 96.5℃; for 3h; Product distribution / selectivity; Heating / reflux;
1-(4-sulfonylbutyl)pyridinium trifluoromethanesulfonate In methanol; water at 92 - 97℃; for 3h; Product distribution / selectivity; Heating / reflux;
CF3O3S(1-)*C8H12NO3S(1+) In methanol; water at 93 - 97℃; for 3h; Product distribution / selectivity; Heating / reflux;
formaldehyd
50-00-0

formaldehyd

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

formic acid
64-18-6

formic acid

C

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
CF3O3S(1-)*C10H19O3S(1+) In methanol; water at 94 - 96.5℃; for 4h; Product distribution / selectivity; Heating / reflux;
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
2CF3O3S(1-)*C11H18N4O3S(2+) In water at 92 - 97℃; for 7h; Product distribution / selectivity; Heating / reflux;
1-butyl-3-methylimidazolium hydrogen sulfate In water at 92 - 97℃; for 7h; Product distribution / selectivity; Heating / reflux;
tetrabutylammonium bis[(trifluoromethane)sulfonyl]imide In water at 93 - 97℃; for 7h; Product distribution / selectivity; Heating / reflux;
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

formic acid
64-18-6

formic acid

C

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
2C7H7O3S(1-)*C15H26N4O6S2(2+) In water at 94 - 96.5℃; for 4h; Product distribution / selectivity;
formaldehyd
50-00-0

formaldehyd

Dimethoxymethane
109-87-5

Dimethoxymethane

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

C11H24O10

C11H24O10

C

C13H28O12

C13H28O12

D

bis-methoxymethoxy-methane
13353-03-2

bis-methoxymethoxy-methane

E

bis(methoxymethyl)ether
628-90-0

bis(methoxymethyl)ether

F

POMM4
13352-75-5

POMM4

G

CH3-(OCH2)8-OCH3
13352-78-8

CH3-(OCH2)8-OCH3

H

Methoxymethoxymethoxymethoxymethoxy-methoxymethoxymethoxymethoxymethoxymethoxy-methane
54261-86-8

Methoxymethoxymethoxymethoxymethoxy-methoxymethoxymethoxymethoxymethoxymethoxy-methane

I

CH3-(OCH2)7-OCH3
13353-04-3

CH3-(OCH2)7-OCH3

J

C14H30O13

C14H30O13

K

C15H32O14

C15H32O14

L

CH3-(OCH2)6-OCH3
13352-77-7

CH3-(OCH2)6-OCH3

Conditions
ConditionsYield
With sulfuric acid at 55 - 115℃; Inert atmosphere;
ethanol
64-17-5

ethanol

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

diethyl acetal
105-57-7

diethyl acetal

C

diethyl ether
60-29-7

diethyl ether

D

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With silicon carbide at 250℃; under 750.075 Torr; for 3h; Temperature;
ethanol
64-17-5

ethanol

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

diethyl acetal
105-57-7

diethyl acetal

C

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With silicon carbide at 225℃; under 750.075 Torr; for 3h;
ethanol
64-17-5

ethanol

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

diethyl acetal
105-57-7

diethyl acetal

C

acetaldehyde
75-07-0

acetaldehyde

D

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With silicon carbide; hydrotalcite at 150℃; under 750.075 Torr; for 3h;
ethanol
64-17-5

ethanol

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With silicon carbide at 150℃; under 750.075 Torr; for 3h;
ethanol
64-17-5

ethanol

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

acetaldehyde
75-07-0

acetaldehyde

C

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With silicon carbide at 150℃; under 750.075 Torr; for 3h;
ethanol
64-17-5

ethanol

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

diethyl acetal
105-57-7

diethyl acetal

Conditions
ConditionsYield
With silicon carbide at 200℃; under 750.075 Torr; for 3h;
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

N-methyl-1-phenylmethanesulfonamide
19299-41-3

N-methyl-1-phenylmethanesulfonamide

3-methyl-3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide
61199-72-2

3-methyl-3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide

Conditions
ConditionsYield
With Amberlyst 15 In 1,2-dichloro-ethane at 35℃; for 3h;100%
With methanesulfonic acid; trifluoroacetic acid at 35℃; for 0.5h;78%
With silica-supported molybdophosphoric heteropolyacid In toluene at 110℃; for 4.5h;68%
With methanesulfonic acid In trifluoroacetic acid
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

phenyl-methanesulfonic acid amide
4563-33-1

phenyl-methanesulfonic acid amide

3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide
33183-87-8

3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide

Conditions
ConditionsYield
With Amberlyst 15 In 1,2-dichloro-ethane at 80℃; for 3h;100%
With sulfated zirconia at 115℃; for 6h;82%
With amberlyst 15H+ resin In 1,2-dichloro-ethane at 80℃;79%
With methanesulfonic acid; acetic anhydride In 1,2-dichloro-ethane at 35℃; for 4h;68%
With silica-supported molybdophosphoric heteropolyacid In toluene at 110℃; for 4.5h;62%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

N-ethyl-benzylsulfonamide
85952-14-3

N-ethyl-benzylsulfonamide

3-ethyl-3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide
33050-15-6

3-ethyl-3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide

Conditions
ConditionsYield
With Amberlyst 15 In 1,2-dichloro-ethane at 35℃; for 3h;100%
With sulfated zirconia at 115℃; for 3h;96%
With methanesulfonic acid; trifluoroacetic acid at 35℃; for 0.5h;88%
With silica-supported molybdophosphoric heteropolyacid In toluene at 110℃; for 4.5h;88%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

N-isopropyl-1-phenyl methanesulfonamide
85952-15-4

N-isopropyl-1-phenyl methanesulfonamide

3-Isopropyl-3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide
110654-43-8

3-Isopropyl-3,4-dihydro-1H-benzo[d][1,2]thiazine 2,2-dioxide

Conditions
ConditionsYield
With Amberlyst 15 In 1,2-dichloro-ethane at 35℃; for 3h;100%
With methanesulfonic acid; trifluoroacetic acid at 35℃; for 0.5h;90%
With silica-supported molybdophosphoric heteropolyacid In toluene at 110℃; for 4.5h;87%
With sulfated zirconia at 115℃; for 6h;57%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

acetic acid
64-19-7

acetic acid

4,5-dimethoxy-N-(3-hydroxypropyl) salicylamide
153528-91-7

4,5-dimethoxy-N-(3-hydroxypropyl) salicylamide

2,3-dihydro-6,7-dimethoxy-3-(3-acetoxypropyl)-4H-1,3-benzoxazin-4-one
153528-89-3

2,3-dihydro-6,7-dimethoxy-3-(3-acetoxypropyl)-4H-1,3-benzoxazin-4-one

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate for 16h; Ambient temperature;100%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

tert-butyl 2-(5-bromo-2-nitrophenyl)ethanoate
878672-60-7

tert-butyl 2-(5-bromo-2-nitrophenyl)ethanoate

tert-butyl 2-(5-bromo-2-nitrophenyl)propenoate
1033265-31-4

tert-butyl 2-(5-bromo-2-nitrophenyl)propenoate

Conditions
ConditionsYield
With piperidine; acetic acid In benzene for 48h; Knoevenagel-type condensation; Heating;100%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

tert-butyl 2-(5-chloro-2-nitrophenyl)ethanoate
81327-28-8

tert-butyl 2-(5-chloro-2-nitrophenyl)ethanoate

tert-butyl 2-(5-chloro-2-nitrophenyl)propenoate
1033265-33-6

tert-butyl 2-(5-chloro-2-nitrophenyl)propenoate

Conditions
ConditionsYield
With piperidine; acetic acid In benzene for 120h; Knoevenagel-type condensation; Heating;100%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

C17H27ClO2Si
1350837-04-5

C17H27ClO2Si

C18H29ClO3Si
1350837-05-6

C18H29ClO3Si

Conditions
ConditionsYield
Stage #1: 1,3,5-Trioxan; C17H27ClO2Si With zirconium(IV) chloride In dichloromethane for 2h; Inert atmosphere;
Stage #2: With sodium hydrogencarbonate In dichloromethane
100%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

(2S,3R,4S,5S)-tert-butyl 4-nitro-3,5-diphenylpyrrolidine-2-carboxylate

(2S,3R,4S,5S)-tert-butyl 4-nitro-3,5-diphenylpyrrolidine-2-carboxylate

C22H26N2O4

C22H26N2O4

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 48h; Inert atmosphere;100%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

acetic anhydride
108-24-7

acetic anhydride

bis(acetoxymethyl)ether
4082-91-1

bis(acetoxymethyl)ether

Conditions
ConditionsYield
With perchloric acid at 65 - 110℃; Inert atmosphere;99.7%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

A

iodo(iodomethoxy)methane
60833-52-5

iodo(iodomethoxy)methane

B

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

Conditions
ConditionsYield
With trimethylsilyl iodide at 40℃; for 10h;A 99.5%
B 98%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

o-bis(mercaptomethyl)benzene
2388-68-3

o-bis(mercaptomethyl)benzene

1,5-dihydrobenzo[e]-1,3-dithiepine
7216-19-5

1,5-dihydrobenzo[e]-1,3-dithiepine

Conditions
ConditionsYield
With Montmorillonite KSF In benzene for 1.5h; Heating;99%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

α-p-methoxy phenoxymethyl β-N-carbomethoxy aminoxyethanol
93624-87-4

α-p-methoxy phenoxymethyl β-N-carbomethoxy aminoxyethanol

carbomethoxy-3 p-methoxy phenoxymethyl-5 tetrahydrodioxazine-1,4,2
93625-07-1

carbomethoxy-3 p-methoxy phenoxymethyl-5 tetrahydrodioxazine-1,4,2

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 4h; Heating;99%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

Mesitol
527-60-6

Mesitol

3,5-bis(bromomethyl)-2,4,6-trimethylphenol
194211-77-3

3,5-bis(bromomethyl)-2,4,6-trimethylphenol

Conditions
ConditionsYield
With hydrogen bromide; acetic acid for 2h; Heating;99%
With hydrogen bromide; acetic acid for 3h; Reflux;95%
With hydrogen bromide; acetic acid for 2h; Heating;90%
With hydrogen bromide In acetic acid
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

3-tert-butyl-2-hydroxybenzaldehyde
24623-65-2

3-tert-butyl-2-hydroxybenzaldehyde

3-tert-butyl-5-(chloromethyl)-2-hydroxybenzaldehyde
183017-88-1

3-tert-butyl-5-(chloromethyl)-2-hydroxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride at 40℃; for 72h;99%
With hydrogenchloride In water at 60℃; for 72h;97%
With hydrogenchloride In water at 40℃; for 72h;90%
With hydrogenchloride In water at 45 - 50℃; for 48h;90%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)]butan-1-one

1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)]butan-1-one

C15H19NO2S2
1101186-75-7

C15H19NO2S2

Conditions
ConditionsYield
With titanium tetrachloride; triethylamine optical yield given as %de;99%
Stage #1: 1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)]butan-1-one With titanium tetrachloride In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With triethylamine In dichloromethane at 0℃; for 0.55h;
Stage #3: 1,3,5-Trioxan With titanium tetrachloride In dichloromethane at 0℃; for 2h; optical yield given as %de; diastereoselective reaction;
81%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

pentamethylbenzene,
700-12-9

pentamethylbenzene,

2,3,4,5,6,-pentamethylbenzyl bromide
53442-65-2

2,3,4,5,6,-pentamethylbenzyl bromide

Conditions
ConditionsYield
With hydrogen bromide; acetic acid for 2.5h; Inert atmosphere; Reflux;99%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

4-nitro-aniline
100-01-6

4-nitro-aniline

N,N-Dimethyl-4-nitroaniline
100-23-2

N,N-Dimethyl-4-nitroaniline

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 48h; Inert atmosphere; chemoselective reaction;99%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

phenoxazine
135-67-1

phenoxazine

10-Methyl-10H-phenoxazine
25782-99-4

10-Methyl-10H-phenoxazine

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 24h; Inert atmosphere; chemoselective reaction;99%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

benzonitrile
100-47-0

benzonitrile

1,3,5-tribenzoylhexahydro-1,3,5-triazine
5434-82-2

1,3,5-tribenzoylhexahydro-1,3,5-triazine

Conditions
ConditionsYield
With phenylsulfonic acid functionalized mesoporous silica In 1,2-dichloro-ethane Reflux;98.1%
With sulfuric acid
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

4-Sulfamoylmethyl-benzoic acid
110654-41-6

4-Sulfamoylmethyl-benzoic acid

C27H27N3O12S3
110654-57-4

C27H27N3O12S3

Conditions
ConditionsYield
With methanesulfonic acid; trifluoroacetic acid at 35℃; for 0.5h;98%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

ruthenium trichloride hydrate

ruthenium trichloride hydrate

dicarbonyldichlororuthenium

dicarbonyldichlororuthenium

Conditions
ConditionsYield
In formic acid aq. formic acid; Ru-contg. compd. (20.5 mmol) and paraformaldehyde were added to a soln. of formic acid; the soln. was heated at reflux for 5 h; then orange soln. was cooled in an ice bath and stored in the freezer overnight (-4°C); the solvent was removed by rotary evapn.; the solid was washed with hexane and dried in vac.;98%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

N-butyl-1-phenylmethanesulfonamide
69688-96-6

N-butyl-1-phenylmethanesulfonamide

N-butyl-3,4-dihydro-1H-2,3-benzothiazine 2,2-dioxide
1254217-19-0

N-butyl-3,4-dihydro-1H-2,3-benzothiazine 2,2-dioxide

Conditions
ConditionsYield
With sulfated zirconia at 115℃; for 3h;98%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

N-propyl-2-naphthylmethanesulfonamide

N-propyl-2-naphthylmethanesulfonamide

2-propyl-1,4-dihydro-2H-naphtho[1,2-d]3,2-thiazine 3,3-dioxide

2-propyl-1,4-dihydro-2H-naphtho[1,2-d]3,2-thiazine 3,3-dioxide

Conditions
ConditionsYield
With Amberlyst XN-1010 In 1,2-dichloro-ethane at 80℃; for 3h;98%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

iodo(iodomethoxy)methane
60833-52-5

iodo(iodomethoxy)methane

Conditions
ConditionsYield
With trimethylsilyl iodide at 40℃; for 15h;98%
With trimethylsilyl iodide at 40℃; Darkness;88.2%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

2-methyl-6,7-dihydrobenzo[b]thiophene-4(5H)-one
5279-03-8

2-methyl-6,7-dihydrobenzo[b]thiophene-4(5H)-one

2-Methyl-5-methylene-6,7-dihydro-5H-benzo[b]thiophen-4-one
95526-48-0

2-Methyl-5-methylene-6,7-dihydro-5H-benzo[b]thiophen-4-one

Conditions
ConditionsYield
With N-methylanilinium trifluoroacetate In tetrahydrofuran97%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

N-isopropyl-2-naphthylmethanesulfonamide

N-isopropyl-2-naphthylmethanesulfonamide

2-isopropyl-1,4-dihydro-2H-naphtho[1,2-d]3,2-thiazine 3,3-dioxide

2-isopropyl-1,4-dihydro-2H-naphtho[1,2-d]3,2-thiazine 3,3-dioxide

Conditions
ConditionsYield
With Amberlyst XN-1010 In 1,2-dichloro-ethane at 80℃; for 3h;97%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

2-perfluorohexylethanethiol
34451-26-8

2-perfluorohexylethanethiol

(F-hexyl-2 ethylthio) methanol
114857-05-5

(F-hexyl-2 ethylthio) methanol

Conditions
ConditionsYield
With triethylamine at 0℃; Mechanism;96%
With triethylamine at 0℃;96%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

C22H23F4NO4
1078725-44-6

C22H23F4NO4

C23H23F4NO4
1078725-45-7

C23H23F4NO4

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In ethyl acetate at 80℃;96%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

N-butyl-2-naphthylmethanesulfonamide

N-butyl-2-naphthylmethanesulfonamide

2-butyl-1,4-dihydro-2H-naphtho[1,2-d]3,2-thiazine 3,3-dioxide

2-butyl-1,4-dihydro-2H-naphtho[1,2-d]3,2-thiazine 3,3-dioxide

Conditions
ConditionsYield
With Amberlyst XN-1010 In 1,2-dichloro-ethane at 80℃; for 3h;96%

110-88-3Related news

Short CommunicationCommentary on “Measurement and correlation of solubility of 1,3,5-trioxane (cas 110-88-3) in binary solvents from (288.15 to 328.15) K”08/23/2019

Combined Nearly Ideal Binary Solvent/Redlich-Kister (CNIBS/R-K) equations reported by Li and coworkers [J. Mol. Liq. 234 (2017) 469–480] for calculating the solubility of 1,3,5-trioxane in four binary aqueous-organic solvent mixtures do not describe the solute's observed solubility in the ...detailed

Grand canonical Monte Carlo simulation study of cyclohexane, oxane, 1,4-dioxane, and 1,3,5-trioxane (cas 110-88-3) confined in carbon slit pore08/22/2019

A grand canonical Monte Carlo (GCMC) simulation has been conducted to investigate the adsorption of cyclohexane, oxane, 1,4-dioxane, and 1,3,5-trioxane into a carbon slit pores with widths of 0.8, 1.0, and 1.2 nm at 298 K. Particular emphasis has been paid to the effect of molecular size and sha...detailed

Short CommunicationMeasurement and correlation of solubility of 1,3,5-trioxane (cas 110-88-3) in binary solvents from (288.15 to 328.15) K08/20/2019

The solubilities of 1,3,5-trioxane were measured by a dynamic method in binary solvents (methanol-water, ethanol-water, isopropanol-water and dimethoxymethane-water) at the temperature range (288.15 to 328.15) K at atmosphere pressure. The solubility increased with increasing of temperature in a...detailed

110-88-3Relevant articles and documents

The salt effect on the yields of trioxane in reaction solution and in distillate

Yin, Liuyi,Hu, Yufeng,Zhang, Xianming,Qi, Jianguang,Ma, Weiting

, p. 37697 - 37702 (2015)

Batch reaction experiments were performed to investigate the salt effect on the yield of trioxane in the reaction solution. The salts considered include NaHSO4, Na2SO4, NaH2PO4, Na2HPO4, KCl, NaCl, LiCl, ZnCl2, MgCl2, and FeCl3. The effects of the anionic structure and the cation charge density on the yield of trioxane in the reaction solution were elucidated and the mechanisms that govern such effects were established. It is shown that the first four salts exerted a negative effect on the yield of trioxane in the reaction solution and such an effect increased progressively from left to right. This trend is due to the formation of NaHSO4, H3PO4, or (H3PO4 and NaH2PO4), which decreased the concentration of H+ in the solution. The latter six salts showed a positive effect on the yield of trioxane in the reaction solution. The salt effect paralleled the ability of the salt to decrease the water activity of the reaction solution and followed the order KCl 2 2 3. Continuous production experiments were performed to investigate the salt effect on the concentration of trioxane in the distillate. The salts considered were KCl, NaCl, LiCl, ZnCl2, MgCl2, and FeCl3, and the salt effect increased progressively from left to right. Such an effect was shown to be determined by the ability of the salt to increase the yield of trioxane in the reaction solution and to increase the relative volatilities of trioxane and water and of trioxane and oligomers.

Study of trioxane production process with super- or subcritical fluid as solvent and extractant

Tanaka, Michio,Ogino, Kenji

, p. 1927 - 1932 (2006)

A super- or subcritical fluid was used as a reaction solvent for nonaqueous trioxane synthesis instead of common organic solvents. The generation of trioxane from paraformaldehyde was observed in the presence of the catalyst when carbon dioxide reached a supercritical region, suggesting that the supercritical carbon dioxide acted as the reaction solvent. In the case of Freon 12, the trioxane was effectively produced even in a subcritical state. Copyright Taylor & Francis Group, LLC.

Selective Reduction of CO2 to CH4 by Tandem Hydrosilylation with Mixed Al/B Catalysts

Chen, Jiawei,Falivene, Laura,Caporaso, Lucia,Cavallo, Luigi,Chen, Eugene Y.-X.

, p. 5321 - 5333 (2016)

This contribution reports the first example of highly selective reduction of CO2 into CH4 via tandem hydrosilylation with mixed main-group organo-Lewis acid (LA) catalysts [Al(C6F5)3 + B(C6F5)3] {[Al] + [B]}. As shown by this comprehensive experimental and computational study, in this unique tandem catalytic process, [Al] effectively mediates the first step of the overall reduction cycle, namely the fixation of CO2 into HCOOSiEt3 (1) via the LA-mediated C - O activation, while [B] is incapable of promoting the same transformation. On the other hand, [B] is shown to be an excellent catalyst for the subsequent reduction steps 2-4, namely the hydrosilylation of the more basic intermediates [1 to H2C(OSiEt3)2 (2) to H3COSiEt3 (3) and finally to CH4] through the frustrated Lewis pair (FLP)-type Si-H activation. Hence, with the required combination of [Al] and [B], a highly selective hydrosilylative reduction of CO2 system has been developed, achieving high CH4 production yield up to 94%. The remarkably different catalytic behaviors between [Al] and [B] are attributed to the higher overall Lewis acidity of [Al] derived from two conflicting factors (electronic and steric effects), which renders the higher tendency of [Al] to form stable [Al]-substrate (intermediate) adducts with CO2 as well as subsequent intermediates 1, 2, and 3. Overall, the roles of [Al] and [B] are not only complementary but also synergistic in the total reduction of CO2, which render both [Al]-mediated first reduction step and [B]-mediated subsequent steps catalytic.

Methanesulfinylation of Benzyl Halides with Dimethyl Sulfoxide

Fu, Duo,Dong, Jun,Du, Hongguang,Xu, Jiaxi

, p. 2752 - 2758 (2020/01/31)

A phenyltrimethylammonium tribromide-mediated nucleophilic substitution/oxygen transformation reaction of benzyl halides with DMSO has been developed. In this transition-metal-free reaction, DMSO acts as not only a solvent but also a "S(O)Me" source, thus providing a convenient method for the efficient and direct synthesis of various benzyl methyl sulfoxides.

METHOD OF PRODUCING TRIOXANE

-

Paragraph 0039-0041, (2016/04/09)

Disclosed is a method of producing trioxane, including: (A) preparing trioxane from a high-concentration formaldehyde aqueous solution in the presence of an acid catalyst; (B) distilling a mixture including trioxane; (C) liquefying the distilled gas mixture; (D) mixing the liquefied liquid mixture with an extraction solvent and separating the mixture into an aqueous phase and a solvent phase; (E) distilling the solvent phase to give trioxane, and mixing the aqueous phase with the extraction solvent to give a mixture, which is then separated into an aqueous phase and a solvent phase; and (F) discharging the aqueous phase separated in (E) out of the system, and recirculating the solvent phase so as to be reused in (D) and (E).

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