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100981-05-3

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CAS No.: 100981-05-3
Name: 5-[BIS(METHYLSULFANYL)METHYLENE]-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE
Article Data: 13
Molecular Structure:
Molecular Structure of 100981-05-3 (5-[BIS(METHYLSULFANYL)METHYLENE]-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE)
Formula: C9H12 O4 S2
Molecular Weight: 248.324
Synonyms: 5-[Bis(methylsulfanyl)methylene]-2,2-dimethyl-[1,3]dioxan-4,6-dione;5-[Bis(methylsulfanyl)methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione;5-[Bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione; Isopropylidene[bis(methylthio)methylene]malonate
Density: 1.308±0.06 g/cm3(Predicted)
Melting Point: 119-120 °C(Solv: tetrahydrofuran (109-99-9); ligroine (8032-32-4))
Boiling Point: 401.1±45.0 °C(Predicted)
PSA: 103.20000
LogP: 1.76010
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Synthetic route
75-15-0

carbon disulfide

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cycl-isopropylidene malonate

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methyl iodide

100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
Stage #1: carbon disulfide; cycl-isopropylidene malonate With triethylamine In dimethyl sulfoxide at 20℃; for 3h;
Stage #2: methyl iodide In dimethyl sulfoxide		81%
Stage #1: carbon disulfide; cycl-isopropylidene malonate With triethylamine In dimethyl sulfoxide at 20℃; for 1h;
Stage #2: methyl iodide In dimethyl sulfoxide at 20℃; Cooling;		52%
In dimethyl sulfoxide for 5h; Ambient temperature;50%
...Expand
74-88-4

methyl iodide

100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
Stage #1: cycl-isopropylidene malonate With carbon disulfide; triethylamine In dimethyl sulfoxide at 20℃; for 1h;
Stage #2: methyl iodide In dimethyl sulfoxide at 0 - 20℃; for 15h;		28.8%
2033-24-1

cycl-isopropylidene malonate

74-88-4

methyl iodide

100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
With carbon disulfide; triethylamine 1) DMSO, 1 h, rt, 2) 14 h; Yield given. Multistep reaction;
With carbon disulfide In N-methyl-acetamide; hexane; ethyl acetate; mineral oil; benzene

5-Dimercaptomethylene-2,2-dimethyl-[1,3]dioxane-4,6-dione; compound with triethyl-amine

74-88-4

methyl iodide

100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
In dimethyl sulfoxide for 4h; Ambient temperature; Yield given;
In dimethyl sulfoxide at 0 - 20℃; for 4h;
2033-24-1

cycl-isopropylidene malonate

silver oxide

silver oxide

100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfoxide / 1 h / Ambient temperature
2: dimethylsulfoxide / 4 h / Ambient temperature
View Scheme
100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

134179-38-7

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine

5-(15-azido-7,10,13-trioxa-2-thia-4-azapentadecan-3-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
In acetonitrile pH=7;100%

CGYTGYTGKD

100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

C52H69N11O21S

Conditions
ConditionsYield
With tris-(2-carboxyethyl)-phosphine hydrochloride In aq. phosphate buffer; acetonitrile pH=7.8;99%

CGTYGYAD

100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

C43H52N8O18S

Conditions
ConditionsYield
With tris-(2-carboxyethyl)-phosphine hydrochloride In aq. phosphate buffer; acetonitrile pH=7.8;99%
100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

615-36-1

2-bromoaniline

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5-[2-bromoanilino(methylthio)methylene]-2,2-dimethyl[1,3]dioxane-4,6-dione

Conditions
ConditionsYield
Stage #1: 5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 1h;
Stage #2: 2-bromoaniline In 2,2,2-trifluoroethanol at 20℃; for 1.5h; Further stages.;		98%
In 2,2,2-trifluoroethanol for 22h; Heating / reflux;88%
100981-05-3

5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

107-15-3

ethylenediamine

100981-11-1

5-(imidazolidin-2-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
In ethanol for 2h; Heating;97%
In dichloromethane for 3h;84%
In methanol; chloroform
Raw Materials
74-88-4
2033-24-1
75-15-0
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