4,6-Dimethyldibenzothiophene supplier

Name
4,6-DIMETHYLDIBENZOTHIOPHENE
EINECS 214-894-7
CAS No. 1207-12-1
Article Data18
CAS DataBase
Density 1.181 g/cm³
Solubility
Melting Point 153-157 °C(lit.)
Formula C₁₄H₁₂S
Boiling Point 364.9 °C at 760 mmHg
Molecular Weight 212.315
Flash Point 130.2 °C
Transport Information
Appearance light yellow to light brown crystalline solid
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4,6-DMDBT;
PSA 28.24000
LogP 4.67130

Synthetic route

: 190841-62-4
Dimethyl-thiocarbamic acid O-(2'-dimethylthiocarbamoyloxy-3,3'-dimethyl-biphenyl-2-yl) ester

A: Dimethyl-thiocarbamic acid S-(2'-dimethylcarbamoylsulfanyl-3,3'-dimethyl-biphenyl-2-yl) ester

B: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
at 285℃; for 0.366667h;	A 80% B 20%

: 5097-05-2
2,2′-sulfinylbis(methylbenzene)

: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With ruthenium(III) chloride trihydrate; silver carbonate; trifluoroacetic acid at 140℃; for 20h; Inert atmosphere;	78%

: 4537-05-7
di-o-tolyl sulfide

: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; silver(I) acetate; potassium carbonate at 130℃; for 24h; Schlenk technique;	75%

: 3-methyl-2-[(2-methylphenyl)sulfanyl]cyclohex-2-en-1-one

A: 1207-12-1
4,6-dimethyldibenzothiophene

B: 89816-78-4
1,2,3,4-tetrahydro-4,6-dimethyldibenzo[b,d]thiophene

Conditions

Conditions	Yield
With polyphosphonic acid; air at 150℃;	A 60% B 19%

: 132-65-0
dibenzothiophene

: 74-88-4
methyl iodide

: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
Stage #1: dibenzothiophene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at -78℃; Stage #2: methyl iodide	49%
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at -15 - 20℃; for 12h;	45%
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine 1.) hexane, 60 deg C, 2 h, 2.) hexane, from -78 deg C to RT, 12 h; Yield given. Multistep reaction;
With n-butyllithium 1) Et2O; Multistep reaction;

: 2-methylphenyl 2-methyl-6-diazophenyl sulfide fluoroborate

: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With copper In dimethyl sulfoxide for 2h; Ambient temperature;	26%

: 32750-14-4
3,3'-dimethyl-[1,1'-biphenyl]-2,2'-diol

: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With phosphorous (V) sulfide at 410℃;
Multi-step reaction with 2 steps 1: 85 percent / NaH / dimethylformamide / 1 h / 85 °C 2: 20 percent / 0.37 h / 285 °C View Scheme

: 7372-88-5
4-methyldibenzothiophene

: 77-78-1
dimethyl sulfate

A: 89816-99-9
4-Ethyldibenzothiophene

B: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With n-butyllithium 1) THF, Et2O, hexane, reflux, 1 h, 2) reflux, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 137-06-4
2-thiocresol

: 591-24-2, 625-96-7
3-Methylcyclohexanone

A: 89816-75-1
2,6-dimethyldibenzothiophene

B: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With sodium hydroxide; selenium; PPA; bromine Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 32750-25-7
2,2'-dimethoxy-3,3'-dimethyl-1,1'-biphenyl

: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 20 °C 2: 85 percent / NaH / dimethylformamide / 1 h / 85 °C 3: 20 percent / 0.37 h / 285 °C View Scheme

: 6909-77-9
4,6-dimethyldibenzothiophene sulfone

A: 78210-32-9
2-hydroxy-3,3'-dimethylbiphenyl

B: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
Stage #1: 4,6-dimethyldibenzothiophene sulfone With sodium hydroxide In water at 300℃; for 1.5h; Autoclave; Stage #2: With hydrogenchloride In Dichlorofluoromethane; water pH=7; Product distribution / selectivity;

: 2-methylphenyl 2-methyl-6-aminophenyl sulfide

: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With tetrafluoroboric acid; palladium diacetate; sodium nitrite In tetrahydrofuran; water at 0 - 60℃;

: 89816-78-4
1,2,3,4-tetrahydro-4,6-dimethyldibenzo[b,d]thiophene

A: 1207-12-1
4,6-dimethyldibenzothiophene

B: 1,2,3,4,4a,9b-hexahydro-4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With piperidine; nickel phosphide; hydrogen In decalin at 340℃; under 30003 Torr; Kinetics; Reagent/catalyst; Flow reactor;

: 89816-78-4
1,2,3,4-tetrahydro-4,6-dimethyldibenzo[b,d]thiophene

A: 31613-04-4
3,6-dimethyldibenzo[b,d]thiophene

B: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
With tungsten phosphide; hydrogen In decalin at 240℃; under 30003 Torr;

: 1,2,3,4,4a,9b-hexahydro-4,6-dimethyldibenzothiophene

A: 31613-04-4
3,6-dimethyldibenzo[b,d]thiophene

B: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen; tungsten phosphide / decalin / 240 °C / 30003 Torr 2: hydrogen; tungsten phosphide / decalin / 240 °C / 30003 Torr View Scheme

: 51326-26-2
α-bromo-3-methylcyclohex-2-en-1-one

: 137-06-4
2-thiocresol

A: 1207-12-1
4,6-dimethyldibenzothiophene

B: 89816-78-4
1,2,3,4-tetrahydro-4,6-dimethyldibenzo[b,d]thiophene

Conditions

Conditions	Yield
Stage #1: α-bromo-3-methylcyclohex-2-en-1-one; 2-thiocresol Stage #2: With polyphosphoric acid

...Expand

: 137-06-4
2-thiocresol

A: 31613-04-4
3,6-dimethyldibenzo[b,d]thiophene

B: 1207-12-1
4,6-dimethyldibenzothiophene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.2: polyphosphoric acid 2.1: hydrogen; tungsten phosphide / decalin / 240 °C / 30003 Torr View Scheme

: 1207-12-1
4,6-dimethyldibenzothiophene

: 6909-77-9
4,6-dimethyldibenzothiophene sulfone

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; [(η5-C5H5)Mo(CO)3Cl] In decane; dichloromethane at 20℃; for 5h;	100%
With oxygen In decalin at 90℃; under 760.051 Torr; for 7h;	100%
With phthalic anhydride; urea hydrogen peroxide adduct In ethyl acetate at 20℃; Green chemistry;	100%

: 274249-48-8
trisilver(I) tris(3,5-bis(trifluoromethyl)pyrazolate)

: 1207-12-1
4,6-dimethyldibenzothiophene

: C15H3Ag3F18N6*C14H12S

Conditions

Conditions	Yield
In dichloromethane at 5℃; for 48h; Solvent;	90%

: 1207-12-1
4,6-dimethyldibenzothiophene

: 612-75-9
3,3'-dimethyl-biphenyl

Conditions

Conditions	Yield
With 3-Hydroxy-1-methylpiperidine; nickel diacetate; sodium hydride In tetrahydrofuran at 65℃; for 20h;	85%
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran; methanol for 1h; Ambient temperature;	29 % Chromat.
With dodecane; hydrogen sulfide; hydrogen; molybdenum In toluene at 300℃; under 37503.8 Torr; Product distribution; Kinetics; Further Variations:; Catalysts; Reagents; Pressures;

: 75-78-5
dimethylsilicon dichloride

: 1207-12-1
4,6-dimethyldibenzothiophene

: 4,5,5,6-tetramethyl-5H-dibenzo[b,d]silole

Conditions

Conditions	Yield
Stage #1: 4,6-dimethyldibenzothiophene With N,N,N,N,-tetramethylethylenediamine; lithium In tetrahydrofuran at 20℃; for 7h; Schlenk technique; Inert atmosphere; Stage #2: dimethylsilicon dichloride In tetrahydrofuran at -78 - 20℃; Inert atmosphere; Schlenk technique;	83%

: 1207-12-1
4,6-dimethyldibenzothiophene

A: 6909-77-9
4,6-dimethyldibenzothiophene sulfone

B: 4,6-dimethyldibenzo[b,d]thiophene-5-oxide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide In octane at 59.84℃; for 0.5h; Catalytic behavior; Reagent/catalyst;	A 82.1% B 17.9%
With tert.-butylhydroperoxide; [MoO3(2,2′-bipyridine)]n In decane; dichloromethane at 40℃; for 20h;	A 30% B 56%
With tert.-butylhydroperoxide; [VIVO(N,N-bis(o-hydroxybenzaldehyde)phenylene diamine)] at 40℃; for 6h; Catalytic behavior;	A 53% B 11%

: 1207-12-1
4,6-dimethyldibenzothiophene

: 4,6-dimethyldibenzo[b,d]thiophene-5-oxide

Conditions

Conditions	Yield
With dioxofluoro(bis-dimethylpyrazole) vanadium(V); dihydrogen peroxide In water; acetonitrile at 0 - 20℃; for 12h; Cooling with ice;	80%
With boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid In hexane; dichloromethane at -30℃; Inert atmosphere;	70%
With dihydrogen peroxide In dichloromethane at 60℃; for 4h; Catalytic behavior;	55%

: 6305-89-1
4,8-dinitro-1,5-dichloroanthraquinone

: 1207-12-1
4,6-dimethyldibenzothiophene

: 4,6-dimethyldibenzothiophene:1,5-dichloro-4,8-dinitroanthraquinone

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	80%

: 1207-12-1
4,6-dimethyldibenzothiophene

: 1055331-35-5
3,7-dibromo-4,6-dimethyldibenzo[b,d]thiophene

Conditions

Conditions	Yield
With bromine; acetic acid at 20℃; for 16h;	73%
With bromine In acetic acid at 20℃; for 16h;

: 10297-05-9
1-chloro 4-iodobutane

: 1207-12-1
4,6-dimethyldibenzothiophene

: C18H20ClS(1+)*BF4(1-)

Conditions

Conditions	Yield
With silver tetrafluoroborate In 1,2-dichloro-ethane at 25℃; Inert atmosphere;	71%

: C42H60Ag6N18O12

: 1207-12-1
4,6-dimethyldibenzothiophene

: C21H30Ag3N9O6*C14H12S

Conditions

Conditions	Yield
In diethyl ether; dichloromethane at 20℃; for 72h;	70%

: 6940-78-9
4-chlorobutyl bromide

: 1207-12-1
4,6-dimethyldibenzothiophene

: C18H20ClS(1+)*BF4(1-)

Conditions

Conditions	Yield
With silver tetrafluoroborate In 1,2-dichloro-ethane at 25℃; Inert atmosphere;	68%

: C21H30Cu3N9O6

: 1207-12-1
4,6-dimethyldibenzothiophene

: C21H30Cu3N9O6*C14H12S

Conditions

Conditions	Yield
In diethyl ether; dichloromethane at 20℃; for 72h;	64%

: 1207-12-1
4,6-dimethyldibenzothiophene

: (4RS,4aSR,9bSR)-4,6-dimethyl-1,2,3,4,4a,9b-hexahydrodibenzothiophene

: (4RS,4aRS,9bRS)-4,6-dimethyl-1,2,3,4,4a,9b-hexahydrodibenzothiophene

: (4RS,4aRS,9bSR)-4,6-dimethyl-1,2,3,4,4a,9b-hexahydrodibenzothiophene

: (4RS,4aSR,9bRS)-4,6-dimethyl-1,2,3,4,4a,9b-hexahydrodibenzothiophene

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In acetic acid at 200℃; under 112511 Torr; for 5h;	A 63% B 28% C 9% D n/a
With hydrogen; palladium on activated charcoal In acetic acid at 260℃; under 112509 Torr; for 2h; Further byproducts given;	A 31.5 % Chromat. B 49.8 % Chromat. C 2.1 % Chromat. D 16.6 % Chromat.

...Expand

: 1207-12-1
4,6-dimethyldibenzothiophene

A: 612-75-9
3,3'-dimethyl-biphenyl

B: 103272-52-2
3,3'-dimethylbicyclohexyl

C: 1-methyl-3-(3-methylphenyl)cyclohexane

D: 1,2,3,4,4a,9b-hexahydro-4,6-dimethyldibenzothiophene

E: 89816-78-4
1,2,3,4-tetrahydro-4,6-dimethyldibenzo[b,d]thiophene

Conditions

Conditions	Yield
With hydrogen sulfide; hydrogen In Hexadecane at 300℃; under 54755.5 Torr; for 8h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	A 8.2% B 13.3% C 49% D 10.3% E 19.2%
With hydrogen sulfide; hydrogen In Hexadecane at 300℃; under 54755.5 Torr; for 8h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	A 11.3% B 9.5% C 48.4% D 10.3% E 20.5%
With hydrogen at 299.84℃; under 37503.8 Torr;	A n/a B n/a C 72 %Chromat. D n/a E n/a

...Expand

: 936548-34-4
[(dippe)Pt(H)]2

: 1207-12-1
4,6-dimethyldibenzothiophene

: 210758-50-2
Pt(dippe)(SC14H12)

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: H2; excess of ligand, 120°C, 10 h; crystn. on cooling (0°C); NMR-spectroscopy;	40%

: 1207-12-1
4,6-dimethyldibenzothiophene

A: 612-75-9
3,3'-dimethyl-biphenyl

B: 103272-52-2
3,3'-dimethylbicyclohexyl

C: 1-methyl-3-(3-methylphenyl)cyclohexane

Conditions

Conditions	Yield
With hydrogen In cyclohexane at 280 - 300℃; under 30003 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Flow reactor;	A 5.8% B 9.4% C 34.5%
With α-picoline; aluminum oxide; nickel molybdenum; hydrogen In toluene at 340℃; Product distribution; Further Variations:; Reagents; Temperatures; Solvents;
With hydrogen at 339.85℃; under 23251.9 Torr; Product distribution; Further Variations:; Catalysts;

...Expand

: 1207-12-1
4,6-dimethyldibenzothiophene

: 1055331-37-7
3-bromo-4,6-dimethyldibenzo[b,d]thiophene

Conditions

Conditions	Yield
With bromine; acetic acid at 20℃; for 16h;	34%
With bromine In acetic acid at 20℃; for 16h;

: 1228530-60-6
[Rh2(1,2-bis(diisopropylphosphino)ethane)2(μ-SC12H9)(μ-H)]

: 1207-12-1
4,6-dimethyldibenzothiophene

: [Rh2(1,2-bis(diisopropylphosphino)ethane)2(μ-SH)(μ-H)]

B: [Rh2(1,2-bis(diisopropylphosphino)ethane)2(μ-SC12H7Me2)(μ-H)]

Conditions

Conditions	Yield
With H2 In toluene (N2); soln. of Rh complex and dibenzothiophene (17-20 equiv.) in toluenein NMR tube was freeze-pump-thaw degassed; H2 (1 atm) was added; heated at 135°C for 8.5 d; NMR monitoring; evapd. (vac.); extd. (hexane); evapd.; dissolved in hexane; chromd. (silica, hexane, C6H6); evapd.;	A n/a B 24%

...Expand

: 1207-12-1
4,6-dimethyldibenzothiophene

A: 4,6-dimethyl-2,3,4,4a-tetrahydrodibenzothiophene

B: 4,6-dimethyl-1,2,3,9b-tetrahydrodibenzothiophene

C: 612-75-9
3,3'-dimethyl-biphenyl

D: 89816-78-4
1,2,3,4-tetrahydro-4,6-dimethyldibenzo[b,d]thiophene

Conditions

Conditions	Yield
With hydrogen sulfide; hydrogen; molybdenum In toluene at 320℃; under 37503 Torr; for 240h; Further byproducts given;	A n/a B n/a C n/a D 13.7%

...Expand

: 67-56-1
methanol

: 1207-12-1
4,6-dimethyldibenzothiophene

A: 7372-88-5
4-methyldibenzothiophene

B: 92-52-4
biphenyl

C: 612-75-9
3,3'-dimethyl-biphenyl

D: 643-93-6
3-methylbiphenyl

Conditions

Conditions	Yield
catalyst CMA-1; Co(II),Mo(VI),Al(III) at 450℃; Product distribution;	A 6% B n/a C 9% D 7%

...Expand

: 1207-12-1
4,6-dimethyldibenzothiophene

A: 612-75-9
3,3'-dimethyl-biphenyl

B: 1-methyl-3-(3-methylphenyl)cyclohexane

Conditions

Conditions	Yield
With hydrogen; Co-Mo-Al (sulfided) at 360℃; under 40503.2 Torr; Rate constant; Product distribution; Mechanism; other supported catalysts Co-Mo and Ni-Mo also with zeolites;
With hydrogen; CMLX In various solvent(s) at 340℃; for 2h; Product distribution; Kinetics; Further Variations:; Catalysts; reaction times;
With molybdenum carbide; hydrogen; aluminium In decalin at 339.85℃; under 30002.4 Torr; Kinetics; Product distribution; Further Variations:; Reagents;

4,6-Dimethyldibenzothiophene Chemical Properties

Molecular Structure of 4,6-Dimethyldibenzothiophene (CAS No.1207-12-1):

Molecular Formula: C₁₄H₁₂S
Molecular Weight: 212.3101
CAS No: 1207-12-1
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 28.24 Å²
Index of Refraction: 1.706
Molar Refractivity: 69.97 cm³
Molar Volume: 179.6 cm³
Surface Tension: 48.1 dyne/cm
Density: 1.181 g/cm³
Flash Point: 130.2 °C
Enthalpy of Vaporization: 58.71 kJ/mol
Boiling Point: 364.9 °C at 760 mmHg
Vapour Pressure: 3.42E-05 mmHg at 25°C
InChI: InChI=1/C₁₄H₁₂S/c1-9-5-3-7-11-12-8-4-6-10(2)14(12)15-13(9)11/h3-8H,1-2H3
InChIKey: MYAQZIAVOLKEGW-UHFFFAOYAM
Std. InChI: InChI=1S/C₁₄H₁₂S/c1-9-5-3-7-11-12-8-4-6-10(2)14(12)15-13(9)11/h3-8H,1-2H3
Std. InChIKey: MYAQZIAVOLKEGW-UHFFFAOYSA-N
IUPAC Name: 4,6-Dimethyldibenzothiophene
Product Categories: API intermediates;Benzothiophenes;Building Blocks;Heterocyclic Building Blocks

4,6-Dimethyldibenzothiophene Safety Profile

Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3

4,6-Dimethyldibenzothiophene Specification

4,6-Dimethyldibenzothiophene (CAS No.1207-12-1), its synonyms are Dibenzothiophene, 4,6-dimethyl- ; 4,6-Dimethyldibenzo[b,d]thiophene .

Product Name

4,6-DIMETHYLDIBENZOTHIOPHENE

Synthetic route

4,6-Dimethyldibenzothiophene Chemical Properties

4,6-Dimethyldibenzothiophene Safety Profile

4,6-Dimethyldibenzothiophene Specification

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