4,4'-Dithiodimorpholine supplier

Name
4,4'-Dithiodimorpholine
EINECS 203-103-0
CAS No. 103-34-4
Article Data18
CAS DataBase
Density 1.33 g/cm³
Solubility 215mg/L at 20.2℃
Melting Point 124-130 °C
Formula C₈H₁₆N₂O₂S₂
Boiling Point 371.7 °C at 760 mmHg
Molecular Weight 236.359
Flash Point 154 °C
Transport Information 25kgs
Appearance white to off-white crystalline powder
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms Morpholine,4,4'-dithiodi- (6CI,7CI,8CI);4,4'-Dithiobis[morpholine];4,4'-Dithiodimorpholine;Accel R;Actor R;Bismorpholine disulfide;Bismorpholino disulfide;DTDM;Deovulc M;Di(4-morpholinyl) disulfide;Morpholine disulfide;Morpholinodisulfide;N,N'-Bismorpholine disulfide;N,N'-Dimorpholinyl disulfide;N,N'-Dithiobis[morpholine];N,N'-Dithiodimorpholine;NSC 65239;Nocmaster R 80E;Rhenocure M;RhenocureM/G;Sanfel R;Sulfasan;Sulfasan DTDM;Sulfasan R;Vanax A;Vulnoc R;Rubber accelerator DTDM;
PSA 75.54000
LogP 0.73800

Synthetic route

: 110-91-8
morpholine

: 103-34-4
4,4'-dithiodimorpholine

Conditions

Conditions	Yield
With disulfur dichloride; sodium phosphate at 20℃; for 2h; Reagent/catalyst; Temperature;	95.85%
With disulfur dichloride; sodium hydroxide In dichloromethane; water Cooling with ice;	84.7%
With disulfur dichloride; sodium hydroxide In hexane; water 1.) 0 deg C 2.) r.t.;	80%

: 139558-39-7
morpholino dithionitrite

: 103-34-4
4,4'-dithiodimorpholine

Conditions

Conditions	Yield
In hexane; benzene for 0.5h; Heating;	74%

: 110-91-8
morpholine

: 53402-10-1
thiocamphor

A: 5038-11-9
N,N'-thiodimorpholine

B: 103-34-4
4,4'-dithiodimorpholine

C: 1,11,11-trimethyl-3,4,5,6-tetrathia-tricyclo[6.2.1.0(2,7)]undeca-2(7)-ene

D: 1,12,12-trimethyl-3,4,5,6,7-pentathiatricyclo[7.2.1.0(2,8)]dodeca-2(8)-ene

Conditions

Conditions	Yield
Stage #1: thiocamphor With disulfur dichloride In dichloromethane at 20℃; for 0.166667h; Stage #2: morpholine In dichloromethane at 20℃; for 1h;	A 10% B 60% C n/a D n/a

...Expand

: 5038-11-9
N,N'-thiodimorpholine

A: 16131-52-5
dimorpholinotrisulfide

B: 103-34-4
4,4'-dithiodimorpholine

C: 16131-53-6
N,N'-tetrathiobismorpholine

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate Ambient temperature;	A 18% B 6% C 24%

...Expand

: 110-91-8
morpholine

A: 5038-11-9
N,N'-thiodimorpholine

B: 103-34-4
4,4'-dithiodimorpholine

Conditions

Conditions	Yield
With sulfur; iodine In pyridine Product distribution; Heating; effect of amount of S8; other solvent;

: 103-34-4
4,4'-dithiodimorpholine

: 17356-08-0
thiourea

: C5H11N3OS3

Conditions

Conditions	Yield
In methanol Mechanism; Ambient temperature; also with N,N'-thio- and N,N'-dithiobisamides, other temperature;	90%
In methanol Ambient temperature;	90%

: 103-34-4
4,4'-dithiodimorpholine

: copper(II) perchlorate hexahydrate

: 75-05-8
acetonitrile

: 14057-91-1
tetrakis(acetonitrile)copper(I) perchlorate

Conditions

Conditions	Yield
In acetonitrile byproducts: SO2, O(CH2CH2)2NH2ClO4, HClO4; (N2); stirring at ambient temp.; disolution in hot CH3CN; filtration; evapn.; elem. anal.; NMR;	88%

...Expand

: 103-34-4
4,4'-dithiodimorpholine

: 2958-89-6
N-(chlorosulfanyl)morpholine

Conditions

Conditions	Yield
With sulfuryl dichloride In benzene at 5 - 33℃; for 0.283333h;	87.9%
With sulfuryl dichloride In tetrachloromethane at 60℃; for 2h;	85%
With chlorine In tetrachloromethane at 0 - 5℃;	48%

: 103-34-4
4,4'-dithiodimorpholine

: 199620-14-9, 13007-92-6
chromium(0) hexacarbonyl

: 136921-41-0
Cr(CO)5(O(CH2CH2)2NSSN(CH2CH2)2O)

Conditions

Conditions	Yield
In tetrahydrofuran Irradiation (UV/VIS); under purified nitrogen; irradn. of Cr(CO)6 for 90 min at room temp.; addn. of S2(N(CH2CH2)2O)2, stirring for 1 h; removal of solvent in vacuo; sublimation of excess of Cr(CO)6; residue dissolved in n-hexane; filtration; concn.; elem. anal.;	80%

: 103-34-4
4,4'-dithiodimorpholine

: 16131-52-5
dimorpholinotrisulfide

Conditions

Conditions	Yield
With tritylsulfenyl chloride In chloroform at 20℃; for 24h;	75%

: 536-57-2
p-toluene sulfinic acid

: 103-34-4
4,4'-dithiodimorpholine

A: 5962-57-2
bis-(toluene-4-sulfonyl)-disulfane

B: 84655-87-8
SS-morpholino 4-toluene(dithioperoxo)sulfonate

Conditions

Conditions	Yield
In dichloromethane for 2h; Ambient temperature;	A 7% B 62%

...Expand

: 536-57-2
p-toluene sulfinic acid

: 103-34-4
4,4'-dithiodimorpholine

A: 72087-93-5
morpholinium p-toluenethiosulfonate

B: 84655-87-8
SS-morpholino 4-toluene(dithioperoxo)sulfonate

Conditions

Conditions	Yield
In dichloromethane for 2h; Ambient temperature;	A n/a B 62%

...Expand

: 103-34-4
4,4'-dithiodimorpholine

: 51010-74-3
morpholinosulfur trifluoride

Conditions

Conditions	Yield
With potassium fluoride; chlorine In acetonitrile at 10 - 20℃; for 5.5h;	60%

: 149-30-4
2-thioxo-3H-1,3-benzothiazole

: 103-34-4
4,4'-dithiodimorpholine

: 95-32-9
2-morpholin-4-yldisulfanyl-benzothiazole

Conditions

Conditions	Yield
With ethanol

: 103-34-4
4,4'-dithiodimorpholine

: 463-58-1
carbon oxide sulfide

: bis-(morpholine-4-carbonyl)-trisulfane

Conditions

Conditions	Yield
With benzene

: 103-34-4
4,4'-dithiodimorpholine

: 556-61-6
methyl thioisocyanate

: N-methyl-morpholine-4-carbonimidic acid thio anhydride

Conditions

Conditions	Yield
With benzene at 140℃; unter vermindertem Druck;

: 103-34-4
4,4'-dithiodimorpholine

: 106-45-6
para-thiocresol

: 25769-92-0
di-(4-tolyl)-tetrasulfide

Conditions

Conditions	Yield
With ethanol

: 56342-50-8
2-methyl-2,3-dihydro-[1,4]dithiino[2,3-c]pyrrole-5,7-dione

: 103-34-4
4,4'-dithiodimorpholine

: 62582-70-1
2-methyl-6-morpholin-4-ylsulfanyl-2,3-dihydro-[1,4]dithiino[2,3-c]pyrrole-5,7-dione

Conditions

Conditions	Yield
With pyridine; silver nitrate In methanol

: 35919-88-1
2-phenyl-2,3-dihydro-[1,4]dithiino[2,3-c]pyrrole-5,7-dione

: 103-34-4
4,4'-dithiodimorpholine

: 62582-69-8
6-morpholin-4-ylsulfanyl-2-phenyl-2,3-dihydro-[1,4]dithiino[2,3-c]pyrrole-5,7-dione

Conditions

Conditions	Yield
With pyridine; silver nitrate In methanol

: 103-34-4
4,4'-dithiodimorpholine

: 103-72-0
phenyl isothiocyanate

: 36930-74-2
morpholine-4-carbothioic acid N-morpholin-4-yldisulfanyl-anilide

Conditions

Conditions	Yield
In toluene

: 103-34-4
4,4'-dithiodimorpholine

: 107-13-1
acrylonitrile

A: 3-morpholin-4-ylsulfanyl-propionitrile

B: 111-97-7
3,3'-thiobis-propanenitrile

Conditions

Conditions	Yield
(i) Li, liq. NH3, (ii) /BRN= 605310/; Multistep reaction;

...Expand

: 103-34-4
4,4'-dithiodimorpholine

: 74-88-4
methyl iodide

A: 4-methyldisulfanyl-morpholine

B: 4837-30-3
1-(methylthio)morpholine

Conditions

Conditions	Yield
(i) Li, liq. NH3, (ii) /BRN= 969135/; Multistep reaction;

...Expand

: 110-91-8
morpholine

: 103-34-4
4,4'-dithiodimorpholine

A: 5038-11-9
N,N'-thiodimorpholine

B: N-4-thiamorpholine

Conditions

Conditions	Yield
at 70 - 80℃;

...Expand

: 103-34-4
4,4'-dithiodimorpholine

: 431-35-6
3-bromo-1,1,1-trifluoroacetone

: 132288-68-7
1,1,1-Trifluoro-3-morpholin-4-yl-3-thioxo-propan-2-one

Conditions

Conditions	Yield
With morpholine 1.) DMF, 10 min, 100 deg C 2.) DMF, 20 deg C, 30 min; Yield given. Multistep reaction;

: 103-34-4
4,4'-dithiodimorpholine

: 108-91-8
cyclohexylamine

A: N-4-thiamorpholine

B: N-Cyclohexyl-S-morpholin-4-yl-thiohydroxylamine

Conditions

Conditions	Yield
at 70 - 80℃;

...Expand

: 103-34-4
4,4'-dithiodimorpholine

: 109-89-7
diethylamine

A: N-4-thiamorpholine

B: N,N-Diethyl-S-morpholin-4-yl-thiohydroxylamine

Conditions

Conditions	Yield
at 70 - 80℃;

...Expand

: 103-34-4
4,4'-dithiodimorpholine

: 201230-82-2
carbon monoxide

: 100-39-0
benzyl bromide

: 56368-47-9
morpholine-4-carbothioic acid S-benzyl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene 1.) 1 atm, r.t.; Yield given. Multistep reaction;

...Expand

: 103-34-4
4,4'-dithiodimorpholine

: 201230-82-2
carbon monoxide

: 106-95-6
allyl bromide

: Morpholine-4-carbothioic acid S-allyl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene 1.) 1 atm, r.t.; Yield given. Multistep reaction;

...Expand

4,4'-Dithiodimorpholine Chemical Properties

Molecular Structure of 4,4'-Dithiodimorpholine (CAS NO. 103-34-4):

IUPAC Name: 4-Morpholin-4-yldisulfanylmorpholine
Molecular Formula: C₈H₁₆N₂O₂S₂
Molecular Weight: 236.354840 g/mol
Index of Refraction: 1.619
Molar Refractivity: 62.27 cm³
Molar Volume: 177.4 cm³
Surface Tension: 57.8 dyne/cm
Density: 1.33 g/cm³
Flash Point: 178.6 °C
Enthalpy of Vaporization: 61.87 kJ/mol
Boiling Point: 371.7 °C at 760 mmHg
Vapour Pressure: 1.02E-05 mmHg at 25 °C
Melting Point: 124-125 °C
Storage Temp.: Refrigerator
BRN: 0126214
EINECS: 203-103-0
Product Categories: Rubber Chemicals;Industrial/Fine Chemicals;SULFUR DONOR

4,4'-Dithiodimorpholine Production

4,4'-Dithiodimorpholine can be get by the reaction of MORPHOLINE and SULFUR chloride.

4,4'-Dithiodimorpholine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LC50	inhalation	1624mg/m3 (1624mg/m3)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(3), Pg. 90, 1988.
mouse	LD50	intraperitoneal	50mg/kg (50mg/kg)	National Technical Information Service. Vol. AD277-689,
mouse	LD50	intravenous	100mg/kg (100mg/kg)	U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02252,
mouse	LD50	oral	1660mg/kg (1660mg/kg)	Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 798, 1961.
rat	LD50	oral	4300mg/kg (4300mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(12), Pg. 67, 1986.

4,4'-Dithiodimorpholine Safety Profile

Safety Information of 4,4'-Dithiodimorpholine (CAS NO. 103-34-4):
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection
RTECS: QE3325000

4,4'-Dithiodimorpholine Specification

4,4'-Dithiodimorpholine with cas registry number of 103-34-4 is also called Di(morpholin-4-yl) disulphide ; Morpholine, 4,4'-dithiobis- ; N,N'-Bismorpholine disulfide ; N,N'-Dithiodimorfolin ; N,N'-Dithiodimorfolin [Czech] ; N,N-Dithiodimorpholine ; Sanfel R ; Sulfasan ; Sulfasan R ; USAF B-17 ; USAF EK-T-6645 ; Vanax A ; Vulnoc ; Morpholine, 4,4'-dithiodi- . It is applicable to be natural rubber and synthetic rubber.

Product Name

4,4'-Dithiodimorpholine

Synthetic route

4,4'-Dithiodimorpholine Chemical Properties

4,4'-Dithiodimorpholine Production

4,4'-Dithiodimorpholine Toxicity Data With Reference

4,4'-Dithiodimorpholine Safety Profile

4,4'-Dithiodimorpholine Specification

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