Product Name

  • Name

    1,3,2-DIOXATHIANE 2,2-DIOXIDE

  • EINECS 214-022-5
  • CAS No. 1073-05-8
  • Article Data20
  • CAS DataBase
  • Density 1.452 g/cm3
  • Solubility
  • Melting Point 58-62ºC
  • Formula C3H6 O4 S
  • Boiling Point 240.4ºC at 760 mmHg
  • Molecular Weight 138.144
  • Flash Point 99.2ºC
  • Transport Information
  • Appearance White Crystal Powder
  • Safety Mutation data reported. When heated to decomposition it emits toxic fumes of SOx. See also SULFATES.
  • Risk Codes 40
  • Molecular Structure Molecular Structure of 1073-05-8 (1,3,2-DIOXATHIANE 2,2-DIOXIDE)
  • Hazard Symbols
  • Synonyms 1,3-Propanediol,cyclic sulfate (8CI); Trimethylene sulfate (6CI,7CI); 1,3-Propylene sulfate;NSC 526595; Propano-1,3-diyl sulfate
  • PSA 60.98000
  • LogP 0.74890

Synthetic route

sulfuric acid mono-(3-hydroxy-propyl) ester

sulfuric acid mono-(3-hydroxy-propyl) ester

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With modified ZSM-5 molecular sieve catalyst In toluene at 105 - 115℃; Temperature; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube;92%
2-oxo-1,3,2-dioxathiane
4176-55-0

2-oxo-1,3,2-dioxathiane

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With ruthenium tetroxide In chloroform; water at 0℃; for 0.0125h;87%
With potassium permanganate In acetic acid for 1h; Ambient temperature;20%
With ruthenium trichloride; sodium periodate; sodium hydrogencarbonate In tetrachloromethane; water; acetonitrile at 20℃; for 0.5h;890 mg
trimethyleneglycol
504-63-2

trimethyleneglycol

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
Stage #1: trimethyleneglycol With thionyl chloride In tetrachloromethane for 1.5h; Heating;
Stage #2: With ruthenium trichloride; sodium periodate In water; acetonitrile at 20℃; for 1.5h; Further stages.;
87%
Stage #1: trimethyleneglycol With sodium methylate In toluene for 15h; Reflux;
Stage #2: With fluorosulfonyl fluoride In dichloromethane; toluene at -10 - 0℃; for 2h; Autoclave; Inert atmosphere;
82.7%
Stage #1: trimethyleneglycol With fluorosulfonyl fluoride; sodium sulfate; cetyltrimethylammonim bromide; N-ethyl-N,N-diisopropylamine In acetonitrile at 5 - 10℃; for 1.5h; Inert atmosphere;
Stage #2: With 15-crown-5; 18-crown-6 ether Reflux;
68%
With ruthenium trichloride; sodium periodate; thionyl chloride 1) CCl4, 45 min, reflux, 2) H2O, CCl4, acetonitrile, RT, 2 h; Yield given. Multistep reaction;
With sodium periodate; thionyl chloride; ruthenium trichloride Yield given. Multistep reaction;
ruthenium (III) chloride hydrate

ruthenium (III) chloride hydrate

trimethyleneglycol
504-63-2

trimethyleneglycol

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With sodium periodate; thionyl chloride In carbon tetrachloride (CCl4); diethyl ether; water87%
1,3-diacetoxypropane
628-66-0

1,3-diacetoxypropane

dimethyl sulfate
77-78-1

dimethyl sulfate

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
130 deg C oil bath;56%
1,3-bis-sulfooxy-propane; barium compound

1,3-bis-sulfooxy-propane; barium compound

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
at 180 - 190℃; under 4 Torr;
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With silver sulfate; xylene
With silver sulfate In xylene
barium salt of/the/ trimethylenedisulfuric acid

barium salt of/the/ trimethylenedisulfuric acid

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
at 180 - 190℃; under 4 Torr;
trimethyleneglycol
504-63-2

trimethyleneglycol

oleum

oleum

A

1,3-bis-sulfooxy-propane
79431-21-3

1,3-bis-sulfooxy-propane

B

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With chloroform at 60℃;
sodium salt of 1,3-propane-diol
37480-93-6, 54481-30-0, 59571-05-0

sodium salt of 1,3-propane-diol

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
Stage #1: sodium salt of 1,3-propane-diol With sodium methylate In toluene at -10 - 10℃; for 2h; Inert atmosphere;
Stage #2: With 15-crown-5 In toluene at 20℃; for 1h;
41.5 g
1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

sodium pyrrolidine-N-carbodithioate
872-71-9

sodium pyrrolidine-N-carbodithioate

C13H20NO7S3(1-)*Na(1+)

C13H20NO7S3(1-)*Na(1+)

Conditions
ConditionsYield
In methanol at 20℃;99%
sodium N,N-diethyldithiocarbamate
148-18-5

sodium N,N-diethyldithiocarbamate

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

C13H22NO7S3(1-)*Na(1+)

C13H22NO7S3(1-)*Na(1+)

Conditions
ConditionsYield
In methanol at 20℃;97%
pent-1-yn-5-ol
5390-04-5

pent-1-yn-5-ol

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

sodium 3-[4-(3-hydroxypropyl)-1H-1,2,3-triazol-1-yl]propyl sulfate
1383982-25-9

sodium 3-[4-(3-hydroxypropyl)-1H-1,2,3-triazol-1-yl]propyl sulfate

Conditions
ConditionsYield
With sodium azide In water; tert-butyl alcohol at 60℃; for 0.25h; Microwave irradiation; regioselective reaction;96%
sodium N,N-diethyldithiocarbamate
148-18-5

sodium N,N-diethyldithiocarbamate

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Na(1+)*C8H16NO4S3(1-)

Na(1+)*C8H16NO4S3(1-)

Conditions
ConditionsYield
In methanol at 20℃;96%
1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

sodium pyrrolidine-N-carbodithioate
872-71-9

sodium pyrrolidine-N-carbodithioate

C15H24NO8S3(1-)*Na(1+)

C15H24NO8S3(1-)*Na(1+)

Conditions
ConditionsYield
In methanol at 20℃;95%
sodium N,N-diethyldithiocarbamate
148-18-5

sodium N,N-diethyldithiocarbamate

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

C15H26NO8S3(1-)*Na(1+)

C15H26NO8S3(1-)*Na(1+)

Conditions
ConditionsYield
In methanol at 20℃;92%
benzylamine
100-46-9

benzylamine

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

3-(benzylammonio)propyl sulfate
1198271-81-6

3-(benzylammonio)propyl sulfate

Conditions
ConditionsYield
In acetonitrile at 80℃;91%
C5H10NS2(1-)*Na(1+)
65279-33-6

C5H10NS2(1-)*Na(1+)

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

C13H22NO7S3(1-)*Na(1+)

C13H22NO7S3(1-)*Na(1+)

Conditions
ConditionsYield
In methanol at 20℃;91%
C5H10NS2(1-)*Na(1+)
65279-33-6

C5H10NS2(1-)*Na(1+)

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

C15H26NO8S3(1-)*Na(1+)

C15H26NO8S3(1-)*Na(1+)

Conditions
ConditionsYield
In methanol at 20℃;91%
3-Ethynylpyridine
2510-23-8

3-Ethynylpyridine

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

sodium 3-[4-(pyridin-3-yl)-1H-1,2,3-triazol-1-yl]propyl sulfate
1383982-26-0

sodium 3-[4-(pyridin-3-yl)-1H-1,2,3-triazol-1-yl]propyl sulfate

Conditions
ConditionsYield
With sodium azide In water; tert-butyl alcohol at 60℃; for 0.25h; Microwave irradiation; regioselective reaction;90%
1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

propynoic acid ethyl ester
623-47-2

propynoic acid ethyl ester

sodium 3-[4-(ethoxycarbonyl)-1H-1,2,3-triazol-1-yl]propyl sulfate
1383982-27-1

sodium 3-[4-(ethoxycarbonyl)-1H-1,2,3-triazol-1-yl]propyl sulfate

Conditions
ConditionsYield
With sodium azide In water; tert-butyl alcohol at 60℃; for 0.25h; Microwave irradiation; regioselective reaction;90%
C5H9NO2S2
1135256-40-4

C5H9NO2S2

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Na(1+)*C8H14NO6S3(1-)

Na(1+)*C8H14NO6S3(1-)

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol at 20℃;90%
tert-butylamine
75-64-9

tert-butylamine

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

3-(tert-butylammonio)propyl sulfate
1198271-85-0

3-(tert-butylammonio)propyl sulfate

Conditions
ConditionsYield
In acetonitrile at 80℃;89%
2-methyl-acrylic acid 3-dimethylamino-propyl amide
5205-93-6

2-methyl-acrylic acid 3-dimethylamino-propyl amide

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

3-((3-methacrylamidopropyl)dimethylammonio)propyl sulfate

3-((3-methacrylamidopropyl)dimethylammonio)propyl sulfate

Conditions
ConditionsYield
With nitrobenzene In acetonitrile at 50℃; for 24h; Schlenk technique; Inert atmosphere;88.8%
n-Dodecylamine
124-22-1

n-Dodecylamine

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

3-(dodecylammonio)propyl sulfate
1198271-83-8

3-(dodecylammonio)propyl sulfate

Conditions
ConditionsYield
In acetonitrile at 80℃;88%
C5H9NO2S2
1135256-40-4

C5H9NO2S2

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

C15H24NO10S3(1-)*Na(1+)

C15H24NO10S3(1-)*Na(1+)

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol at 20℃;88%
4-(3,4,5-trimethoxybenzyl)morpholine
34274-05-0

4-(3,4,5-trimethoxybenzyl)morpholine

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

C17H27NO8S
1529658-14-7

C17H27NO8S

Conditions
ConditionsYield
In acetonitrile at 40℃; for 49h;88%
propargyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
83476-52-2

propargyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

sodium 3-[4-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)-1H-1,2,3-traizol-1-yl]propyl sulfate
1383982-28-2

sodium 3-[4-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)-1H-1,2,3-traizol-1-yl]propyl sulfate

Conditions
ConditionsYield
With sodium azide In water; tert-butyl alcohol at 60℃; for 0.25h; Microwave irradiation; regioselective reaction;87%
cyclohexylamine
108-91-8

cyclohexylamine

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

3-(cyclohexylammonio)propyl sulfate
747374-68-1

3-(cyclohexylammonio)propyl sulfate

Conditions
ConditionsYield
In acetonitrile at 80℃;86%
C5H9NO2S2
1135256-40-4

C5H9NO2S2

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

C13H20NO9S3(1-)*Na(1+)

C13H20NO9S3(1-)*Na(1+)

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol at 20℃;85%
lithium diphenylphosphide
65567-06-8, 4541-02-0

lithium diphenylphosphide

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

C15H16O4PS(1-)*Li(1+)

C15H16O4PS(1-)*Li(1+)

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 5℃;84%
carbon disulfide
75-15-0

carbon disulfide

diethylamine
109-89-7

diethylamine

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Na(1+)*C8H16NO4S3(1-)

Na(1+)*C8H16NO4S3(1-)

Conditions
ConditionsYield
With β‐cyclodextrin; sodium hydroxide In water at 35 - 65℃; Microwave irradiation;84%
Cyclopentamine
1003-03-8

Cyclopentamine

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

3-(cyclopentylammonio)propyl sulfate
1198271-86-1

3-(cyclopentylammonio)propyl sulfate

Conditions
ConditionsYield
In acetonitrile at 80℃;83%
1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

sodium pyrrolidine-N-carbodithioate
872-71-9

sodium pyrrolidine-N-carbodithioate

Na(1+)*C8H14NO4S3(1-)

Na(1+)*C8H14NO4S3(1-)

Conditions
ConditionsYield
In methanol at 20℃;82%
pyrrolidine
123-75-1

pyrrolidine

carbon disulfide
75-15-0

carbon disulfide

1,3,2-dioxathiane 2,2-dioxide
1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Na(1+)*C8H14NO4S3(1-)

Na(1+)*C8H14NO4S3(1-)

Conditions
ConditionsYield
With β‐cyclodextrin; sodium hydroxide In water at 35 - 65℃; Microwave irradiation;80%

Trimethylene sulfate Chemical Properties

IUPAC Name:1,3,2-Dioxathiane 2,2-dioxide (1073-05-8)
Synonyms: 1,3-Propanediol, cyclic sulphate ; 1,3-Propylene sulfate ; 1,3-Propylenesulfate ; Trimethylene sulfate ; Trimethylenesulfate ; 1,3,2-Dioxathiane 2,2-dioxide ; 1,3-Propanediol cyclic sulfate ; 1,3-Propylenesulphate
CAS: 1073-05-8
MF: C3H6O4S
MW: 138.14
MS:
EINECS: 214-022-5
Product Categories: Heterocyclic Compounds
Mol File: 1073-05-8.mol
Surface Tension: 41.8 dyne/cm 
Density: 1.452 g/cm3 
Flash Point: 99.2 °C
Melting point:58-62°C 
Enthalpy of Vaporization: 45.8 kJ/mol 
Boiling Point: 240.4 °C at 760 mmHg 
Vapour Pressure: 0.0589 mmHg at 25°C 
Appearance:  Trimethylene sulfate (1073-05-8) is white solid.

Trimethylene sulfate Uses

1.Trimethylene sulfate (1073-05-8) is used in lithium secondary battery electrolyte additive ,can improve the electrolyte at low temperature performance while preventing PC molecules embedded in the graphite electrode;
2.Trimethylene sulfate (1073-05-8) is used in organic synthesis, pharmaceutical intermediates.

Trimethylene sulfate Toxicity Data With Reference

1.    

dnr-omi 690 µg/plate

    BIZNAT    Biologisches Zentralblatt. 95 (1976),463.
2.    

mmo-sat 100 nmol/plate

    CBINA8    Chemico-Biological Interactions. 19 (1977),241.

Trimethylene sulfate Consensus Reports

Reported in EPA TSCA Inventory.

Trimethylene sulfate Safety Profile

Hazard Codes  Xn
Risk Statements  40
40:  Limited evidence of a carcinogenic effect 
Safety Statements  22-36
22:  Do not breathe dust
36:  Wear suitable protective clothing    
RTECS  TY4560000

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