2,5-Dimethylpyrrole supplier

Name
2,5-Dimethyl-1H-pyrrole
EINECS 210-913-8
CAS No. 625-84-3
Article Data52
CAS DataBase
Density 0.948 g/cm³
Solubility Insoluble in water
Melting Point 6.5oC
Formula C₆H₉N
Boiling Point 165.1 °C at 760 mmHg
Molecular Weight 95.1442
Flash Point 54.4 °C
Transport Information UN 1992 3/PG 3
Appearance clear yellow to orange-brown liquid
Safety 16-26-36/37/39-45
Risk Codes 10-23/24/25-36/37/38
Molecular Structure
Hazard Symbols T,F
Synonyms Pyrrole,2,5-dimethyl- (6CI,7CI,8CI);2,5-Dimethyl-1H-pyrrole;NSC4507;2,5-Dimethylazole;
PSA 15.79000
LogP 1.63150

Synthetic route

: 110-13-4
2,5-hexanedione

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With ammonia In methanol at 0 - 110℃; under 2625.26 Torr; Paal-Knorr pyrrole synthesis;	100%
With aluminum oxide; 1,1,1,3,3,3-hexamethyl-disilazane at 100 - 110℃; for 0.333333h; Product distribution; other diones; var. temperatures and reaction times;	81%
With ammonium carbonate at 95 - 115℃; Product distribution / selectivity; Inert atmosphere;	78%

: 628-16-0
hexa-1,5-diyne

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With AuC27H42N2(1+)*B(C6F5)4(1-)=(AuC27H42N2)(B(C6F5)4); ammonia In benzene-d6 at -60 - 135℃; Inert atmosphere;	96%
With ammonia; AuC27H42N2(1+)*B(C6F5)4(1-)=(AuC27H42N2)(B(C6F5)4) In benzyl methyl ether; benzene-d6 at -60 - 135℃; Product distribution / selectivity;	96%

: Ni{η2-C(N-tBu)CH2CMe3}(C4H2Me2)(PMe3)

A: 625-84-3
2,5-Dimethylpyrrole

: Ni(CO3){C(NH(C(CH3)3)(CH2C(CH3)3))}(P(CH3)3)*H2O

Conditions

Conditions	Yield
With carbon dioxide; water In acetone under N2, addn. of a few drops of H2O to a soln. of the complex, replaceing N2 with CO2 (3 atm), keeping the soln. undistrubed overnight, pptn.; filtered, washed (acetone), vac. dried, elem. anal.;	A n/a B 90%

: 110-13-4
2,5-hexanedione

A: 625-84-3
2,5-Dimethylpyrrole

B: 110466-52-9
2,5-dimethyl-3,4-dihydro-2h-pyrrol-2-ol

Conditions

Conditions	Yield
With ammonia	A 15% B 85%
With ammonium hydroxide at 5 - 10℃; for 10h;
With ammonia Yields of byproduct given;

: 110-13-4
2,5-hexanedione

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid for 0.25h;	81%

: 625-86-5
2,5-dimethylfuran

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With ammonia In n-heptane at 150℃; under 15001.5 Torr; for 3h; Inert atmosphere;	62%
With ammonia Leiten ueber Aluminiumoxid bei 450grad;
With ammonium hydroxide; NaY zeolite (LZY-54) In water at 350℃; under 52476.2 - 130050 Torr; for 4h; Product distribution / selectivity; Inert atmosphere;
With ammonium hydroxide; iron(II) sulfate; aluminium at 300℃;

: Ni{η2-C(N-tBu)CH2CMe3}(C4H2Me2)(PMe3)

: 144-62-7
oxalic acid

A: 625-84-3
2,5-Dimethylpyrrole

: Ni(C2O4){C(NH(C(CH3)3)(CH2C(CH3)3))}(P(CH3)3)*H2O

Conditions

Conditions	Yield
With water In acetone under N2, addn. of solid H2C2O4*2H2O to a soln. of the complex, stirring, room temp., 4 h, pptn.; filtered, washed (acetone), vac. dried, elem. anal.;	A n/a B 60%

...Expand

: 120-89-8
parabanic acid

: Ni{η2-C(N-tBu)CH2CMe3}(C4H2Me2)(PMe3)

A: 625-84-3
2,5-Dimethylpyrrole

: Ni(C3O3N2){C(NH(C(CH3)3)(CH2C(CH3)3))}(P(CH3)3)

Conditions

Conditions	Yield
In methanol; acetone under N2, addn. (via canula) of a soln. of H2C3N2O3 in MeOH to a soln. of the complex in acetone, stirring overnight at room temp.; vac. evapn. to dryness, residue triturated with Et2O, pptn., filtered, dried;	A n/a B 60%

...Expand

: 143-33-9
sodium cyanide

: 78133-60-5
N-(2,5-dimethylpyrrol-1-yl)pyridinium iodide

A: 625-84-3
2,5-Dimethylpyrrole

B: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
In water at 100℃; for 0.5h;	A n/a B 33%

...Expand

: 59480-92-1
2,5-dimethyl-Δ3-pyrroline

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 45℃; for 13h;	23%

: 3378-71-0
2,5-dimethylpyrrolide

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With magnesium hydrosilicate; palladium at 300℃;

: 97142-87-5
1-formyl-2,5-dimethyl-pyrrole

: furan-2,3,5(4H)-trione pyridine (1:1)

: 625-84-3
2,5-Dimethylpyrrole

: 2199-52-2
2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With soda lime at 100℃;

: 110-13-4
2,5-hexanedione

A: 3378-71-0
2,5-dimethylpyrrolide

B: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With methanol; ammonia; nickel at 150℃; under 110326 Torr; Hydrogenation;

: 90222-74-5
2,5-dimethyl-1H-pyrrole-3,4-dicarboxylic acid

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
beim Schmelzen;

: 17975-59-6
4-isopropylidene-3-methylisoxazol-5(4H)-one

A: 625-82-1
2,4-dimethyl-1H-pyrrole

B: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
at 550 - 700℃; under 0.0005 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 5044-32-6
(2,5-dimethyl-1H-pyrrol-1-yl)(phenyl)methanone

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
In isopropyl alcohol at 80℃; for 72h; Yield given;

: 50-99-7
D-glucose

: 56-40-6
glycine

A: 98-00-0
(2-furyl)methyl alcohol

B: 625-84-3
2,5-Dimethylpyrrole

C: 28564-83-2
2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one

D: 1072-83-9
2-Acetylpyrrole

E: 64-19-7
acetic acid

F: 802294-64-0
propionic acid

Conditions

Conditions	Yield
In water at 95℃; for 2h; Product distribution; other reaction time, other temperature;

...Expand

: 110466-52-9
2,5-dimethyl-3,4-dihydro-2h-pyrrol-2-ol

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
at 25℃;

2.5-dimethyl-pyrrole-carboxylic acid-(3): 2.5-dimethyl-pyrrole-carboxylic acid-(3)

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
at 210 - 213℃;
With hydrogenchloride

2.5-dimethyl-pyrrole-dicarboxylic acid-(3.4): 2.5-dimethyl-pyrrole-dicarboxylic acid-(3.4)

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
durch Erhitzen ueber den Schmelzpunkt;
With hydrogenchloride

: 534-60-1
5-carboxymethyl-2-methyl-furan-3-carboxylic acid

: ammonium hydroxide

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
at 320℃; im geschlossenen Rohr;

: 110-13-4
2,5-hexanedione

ammonium carbonate: ammonium carbonate

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
at 100 - 115℃;

: 74-88-4
methyl iodide

pyrrole magnesium bromide: pyrrole magnesium bromide

: 625-84-3
2,5-Dimethylpyrrole

: 90222-74-5
2,5-dimethyl-1H-pyrrole-3,4-dicarboxylic acid

strong acids: strong acids

: 625-84-3
2,5-Dimethylpyrrole

: 2,5-dimethyl-2,3-dihydro-pyrrole-2-carboxylic acid

lime/chalk/: lime/chalk/

A: 625-84-3
2,5-Dimethylpyrrole

B 2.5-dimethyl-pyrroline: 2.5-dimethyl-pyrroline

Conditions

Conditions	Yield
bei der Destillation;

...Expand

: 60-29-7
diethyl ether

: 110-13-4
2,5-hexanedione

magnesium amide iodide: magnesium amide iodide

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
Zersetzen des Reaktionsprodukts mit waessr.Ammoniumchlorid-Loesung;

...Expand

: 67-56-1
methanol

: 7664-41-7
ammonia

: 110-13-4
2,5-hexanedione

Raney nickel: Raney nickel

A: 3378-71-0
2,5-dimethylpyrrolide

B: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
under 110326 Torr;

...Expand

: 74-99-7
prop-1-yne

: 127-06-0
acetone oxime

A: 625-82-1
2,4-dimethyl-1H-pyrrole

B: 625-84-3
2,5-Dimethylpyrrole

C: 2,4-Dimethyl-N-2-propenylpyrrole

D: 2,5-Dimethyl-N-2-propenylpyrrole

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 118 - 128℃; for 6h; Cycloaddition;

...Expand

: 625-84-3
2,5-Dimethylpyrrole

: 2,4,5-tris(methylsulfanyl)-2H-1,3-dithiol-2-ylium tetrafluoroborate

: 2-(2,5-dimethyl-3-pyrrolyl)-4,5-bis-methylthio-1,3-dithiolium-tetrafluoroborate

Conditions

Conditions	Yield
In acetonitrile	100%
In acetonitrile for 4h; Ambient temperature;	99%

: 625-84-3
2,5-Dimethylpyrrole

: 1192-58-1
N-methylpyrrole aldehyde

: 67969-82-8
tetrafluoroboric acid diethyl ether

: BF4(1-)*C12H14N2*H(1+)

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 0.5h;	100%

...Expand

: 625-84-3
2,5-Dimethylpyrrole

: 106-49-0
p-toluidine

: 5044-26-8
2,5-dimethyl-1-p-tolyl-1H-pyrrole

Conditions

Conditions	Yield
In various solvent(s) at 110℃; pH=3;	99%

: 625-84-3
2,5-Dimethylpyrrole

: 102-50-1
2-methyl-4-methoxyaniline

: 1-(4-methoxy-2-methyl-phenyl)-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
In various solvent(s) at 110℃; pH=3;	99%

: 625-84-3
2,5-Dimethylpyrrole

: 97-93-8
triethylaluminum

: 1-(diethylalumino)dimethylpyrrole

Conditions

Conditions	Yield
In toluene at 20℃; for 5h; Glovebox; Inert atmosphere; Schlenk technique;	99%
In toluene at 20℃; for 5h; Inert atmosphere;	99%

: 625-84-3
2,5-Dimethylpyrrole

: 104-94-9
4-methoxy-aniline

: 5044-27-9
1-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
In various solvent(s) at 110℃; pH=3;	98%
With indium(III) tris[bis(trifluoromethanesulfonyl)amide] In 1,4-dioxane at 120℃; for 32h; Schlenk technique; Inert atmosphere;	83%

: 625-84-3
2,5-Dimethylpyrrole

: 1714-29-0
1-bromopyrene

: 2-(pyrene-1-yl)-2,5-dimethyl-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: 2,5-Dimethylpyrrole With n-butyllithium at 0℃; for 0.25h; Inert atmosphere; Stage #2: 1-bromopyrene With bis(dibenzylideneacetone)-palladium(0); ruphos at 100℃; for 12h; Inert atmosphere; regioselective reaction;	96%

: 625-84-3
2,5-Dimethylpyrrole

: 117506-45-3
2-(1,5-dihydro-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)propanedinitrile

: 137123-48-9
2-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-(2,5-dimethyl-1H-pyrrol-3-yl)malononitrile

Conditions

Conditions	Yield
In acetic acid for 2h; Ambient temperature;	95%

: 625-84-3
2,5-Dimethylpyrrole

: 7560-44-3, 20754-21-6, 20754-24-9
methyl 4-chlorocinnamate

: methyl 4-(4-chlorophenyl)-4-(2,5-dimethyl-1H-pyrrol-3-yl)-2-oxobutanoate

Conditions

Conditions	Yield
Stage #1: methyl 4-chlorocinnamate With nickel(II) triflate; C47H72N4O4 In dichloromethane at 35℃; for 0.5h; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In dichloromethane at -20℃; Inert atmosphere; enantioselective reaction;	95%

: 625-84-3
2,5-Dimethylpyrrole

: 15854-56-5
3-methoxy-cinnamic acid methyl ester

: methyl 4-(2,5-dimethyl-1H-pyrrol-3-yl)-4-(3-methoxyphenyl)-2-oxobutanoate

Conditions

Conditions	Yield
Stage #1: 3-methoxy-cinnamic acid methyl ester With nickel(II) triflate; C47H72N4O4 In dichloromethane at 35℃; for 0.5h; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In dichloromethane at -20℃; Inert atmosphere; enantioselective reaction;	95%

: 625-84-3
2,5-Dimethylpyrrole

: 20883-96-9
methyl 3-(thiophen-2-yl)acrylate

: methyl 4-(2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-4-(thiophen-2-yl)butanoate

Conditions

Conditions	Yield
Stage #1: methyl 3-(thiophen-2-yl)acrylate With nickel(II) triflate; C47H72N4O4 In dichloromethane at 35℃; for 0.5h; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In dichloromethane at -20℃; Inert atmosphere; enantioselective reaction;	95%

: 625-84-3
2,5-Dimethylpyrrole

: methyl 3-(furan-2-yl)acrylate

: methyl 4-(2,5-dimethyl-1H-pyrrol-3-yl)-4-(furan-2-yl)-2-oxobutanoate

Conditions

Conditions	Yield
Stage #1: methyl 3-(furan-2-yl)acrylate With nickel(II) triflate; C47H72N4O4 In dichloromethane at 35℃; for 0.5h; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In dichloromethane at -20℃; Inert atmosphere; enantioselective reaction;	95%

: 625-84-3
2,5-Dimethylpyrrole

: 420089-28-7
(2E,4E)-5-Phenyl-penta-2,4-dienoic acid methyl ester

: methyl (E)-4-(2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-6-phenylhex-5-enoate

Conditions

Conditions	Yield
Stage #1: (2E,4E)-5-Phenyl-penta-2,4-dienoic acid methyl ester With nickel(II) triflate; C47H72N4O4 In dichloromethane at 35℃; for 0.5h; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In dichloromethane at -20℃; Inert atmosphere; enantioselective reaction;	95%

: 625-84-3
2,5-Dimethylpyrrole

: 106-50-3
1,4-phenylenediamine

: 60176-19-4
1-amino-4-(2,5-dimethylpyrrol-1-yl)benzene

Conditions

Conditions	Yield
With indium(III) tris[bis(trifluoromethanesulfonyl)amide] In 1,4-dioxane at 120℃; for 48h; Concentration; Schlenk technique; Inert atmosphere;	95%

: 625-84-3
2,5-Dimethylpyrrole

: 62-53-3
aniline

: (E)-2,5-dimethyl-3-(phenyldiazenyl)-1H-pyrrole

Conditions

Conditions	Yield
Stage #1: aniline With hydrogenchloride In water at 0℃; for 0.0833333h; Stage #2: With sodium nitrite In water at 0℃; for 1h; Stage #3: 2,5-Dimethylpyrrole In pyridine; methanol; water at 0℃; for 1h;	95%

: 625-84-3
2,5-Dimethylpyrrole

: 7560-44-3, 20754-21-6, 20754-24-9
methyl 4-chlorocinnamate

: methyl 4-(4-chlorophenyl)-4-(2,5-dimethyl-1H-pyrrol-3-yl)-2-oxobutanoate

Conditions

Conditions	Yield
Stage #1: methyl 4-chlorocinnamate With nickel(II) triflate; C43H64N4O4 In toluene at 35℃; for 0.5h; Friedel-Crafts Alkylation; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In toluene at -20℃; Friedel-Crafts Alkylation; Inert atmosphere; enantioselective reaction;	94%

: 625-84-3
2,5-Dimethylpyrrole

: methyl 3-(furan-2-yl)acrylate

: methyl 4-(2,5-dimethyl-1H-pyrrol-3-yl)-4-(furan-2-yl)-2-oxobutanoate

Conditions

Conditions	Yield
Stage #1: methyl 3-(furan-2-yl)acrylate With nickel(II) triflate; C43H64N4O4 In toluene at 35℃; for 0.5h; Friedel-Crafts Alkylation; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In toluene at -20℃; Friedel-Crafts Alkylation; Inert atmosphere; enantioselective reaction;	94%

: 625-84-3
2,5-Dimethylpyrrole

: 60-29-7
diethyl ether

: 1184-58-3
dimethylaluminum chloride

: C12H24AlNO

Conditions

Conditions	Yield
Stage #1: 2,5-Dimethylpyrrole; diethyl ether With n-butyllithium In hexane at -78 - 20℃; Inert atmosphere; Glovebox; Schlenk technique; Stage #2: dimethylaluminum chloride In diethyl ether; hexane at -78℃; Inert atmosphere; Glovebox; Schlenk technique;	94%

...Expand

: 625-84-3
2,5-Dimethylpyrrole

: bis(trimethylsilyl)amido(pentaisopropylcyclopentadienyl)iron(II)

: 2,5-dimethylpyrrolyl(pentaisopropylcyclopentadienyl)iron(II)

Conditions

Conditions	Yield
In pentane at 20℃; for 20h; Inert atmosphere;	94%

: 625-84-3
2,5-Dimethylpyrrole

: 108-86-1
bromobenzene

: 2-phenyl-2,5-dimethyl-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: 2,5-Dimethylpyrrole With n-butyllithium at 0℃; for 0.25h; Inert atmosphere; Stage #2: bromobenzene With bis(dibenzylideneacetone)-palladium(0); ruphos at 100℃; Inert atmosphere;	94%

: 625-84-3
2,5-Dimethylpyrrole

: 104-92-7
1-bromo-4-methoxy-benzene

: 2-(4-methoxyphenyl)-2,5-dimethyl-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: 2,5-Dimethylpyrrole With n-butyllithium at 0℃; for 0.25h; Inert atmosphere; Stage #2: 1-bromo-4-methoxy-benzene With bis(dibenzylideneacetone)-palladium(0); ruphos at 100℃; for 12h; Inert atmosphere; regioselective reaction;	94%

: 625-84-3
2,5-Dimethylpyrrole

: 42175-03-1
methyl ester of m-chlorocinnamic acid

: methyl 4-(3-chlorophenyl)-4-(2,5-dimethyl-1H-pyrrol-3-yl)-2-oxobutanoate

Conditions

Conditions	Yield
Stage #1: methyl ester of m-chlorocinnamic acid With nickel(II) triflate; C47H72N4O4 In dichloromethane at 35℃; for 0.5h; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In dichloromethane at -20℃; Inert atmosphere; enantioselective reaction;	93%

: 625-84-3
2,5-Dimethylpyrrole

: 7560-43-2, 20754-20-5, 50363-84-3
methyl 3-(4-methylphenyl)acrylate

: methyl 4-(2,5-dimethyl-1H-pyrrol-3-yl)-2-oxo-4-(p-tolyl)butanoate

Conditions

Conditions	Yield
Stage #1: methyl 3-(4-methylphenyl)acrylate With nickel(II) triflate; C47H72N4O4 In dichloromethane at 35℃; for 0.5h; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In dichloromethane at -20℃; Inert atmosphere; enantioselective reaction;	93%

: 625-84-3
2,5-Dimethylpyrrole

: 529-28-2
4-iodoanisol

: 2-(2-methoxyphenyl)-2,5-dimethyl-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: 2,5-Dimethylpyrrole With n-butyllithium at 0℃; for 0.25h; Inert atmosphere; Stage #2: 4-iodoanisol With bis(dibenzylideneacetone)-palladium(0); ruphos at 100℃; for 12h; Inert atmosphere;	93%

: 625-84-3
2,5-Dimethylpyrrole

: tetrakis(dimethylamido)titanium(IV)

: 1202170-29-3
Ti(σ-2,5-dimethylpyrrolyl)(NMe2)3

Conditions

Conditions	Yield
In toluene under Ar, Schlenk techniques; soln. of dimethylpyrrole in toluene added dropwise into cooled (-50°C) and stirred Ti(NMe2)4 in toluene, yellow soln. turned orange during react., warming to room temp., stirring overnight; volatiles removed in vac., recrystn. (hexane, -80°C), filtered, dried (vac.); elem. anal.;	92%

: 625-84-3
2,5-Dimethylpyrrole

: 20883-99-2
p-Phenyl-zimtsaeuremethylester

: methyl 4-([1,1'-biphenyl]-4-yl)-4-(2,5-dimethyl-1H-pyrrol-3-yl)-2-oxobutanoate

Conditions

Conditions	Yield
Stage #1: p-Phenyl-zimtsaeuremethylester With nickel(II) triflate; C43H64N4O4 In toluene at 35℃; for 0.5h; Friedel-Crafts Alkylation; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In toluene at -20℃; Friedel-Crafts Alkylation; Inert atmosphere; enantioselective reaction;	92%

: 625-84-3
2,5-Dimethylpyrrole

: 20883-95-8
3,4-Dichlor-zimtsaeure-methylester

: methyl 4-(3,4-dichlorophenyl)-4-(2,5-dimethyl-1H-pyrrol-3-yl)-2-oxobutanoate

Conditions

Conditions	Yield
Stage #1: 3,4-Dichlor-zimtsaeure-methylester With nickel(II) triflate; C47H72N4O4 In dichloromethane at 35℃; for 0.5h; Inert atmosphere; Stage #2: 2,5-Dimethylpyrrole In dichloromethane at -20℃; Inert atmosphere; enantioselective reaction;	92%

: 625-84-3
2,5-Dimethylpyrrole

: 824-79-3
sodium 4-methylbenzenesulfinate

: 2,5-dimethyl-3,4-bis(p-tolylthio)-1H-pyrrole

Conditions

Conditions	Yield
With hydrogenchloride; 1-hexyl-3-methyl-1-imidazolium bromide In water at 80℃; for 6h; chemoselective reaction;	92%

2,5-Dimethylpyrrole Specification

The 1H-Pyrrole,2,5-dimethyl-, with the CAS registry number 625-84-3, is also known as 2,5-Dimethylazole. It belongs to the product categories of Building Blocks; Heterocyclic Building Blocks; Pyrroles. Its EINECS number is 210-913-8. This chemical's molecular formula is C₆H₉N and molecular weight is 95.15. What's more, its systematic name is 2,5-dimethyl-1H-pyrrole. It should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, strong acids and fire. It is used to synthesize organic intermediates.

Physical properties of 1H-Pyrrole,2,5-dimethyl- are: (1)ACD/LogP: 1.67; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.67; (4)ACD/LogD (pH 7.4): 1.67; (5)ACD/BCF (pH 5.5): 10.95; (6)ACD/BCF (pH 7.4): 10.95; (7)ACD/KOC (pH 5.5): 193; (8)ACD/KOC (pH 7.4): 193; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 4.93 Å²; (13)Index of Refraction: 1.516; (14)Molar Refractivity: 30.33 cm³; (15)Molar Volume: 100.3 cm³; (16)Polarizability: 12.02×10^-24cm³; (17)Surface Tension: 33.9 dyne/cm; (18)Density: 0.948 g/cm³; (19)Flash Point: 54.4 °C; (20)Enthalpy of Vaporization: 38.51 kJ/mol; (21)Boiling Point: 165.1 °C at 760 mmHg; (22)Vapour Pressure: 2.5 mmHg at 25°C.

Preparation of 1H-Pyrrole,2,5-dimethyl-: this chemical can be prepared by hexane-2,5-dione and 1,1,1,3,3,3-hexamethyl-disilazane. This reaction will need reagent triflic acid with the reaction time of 15 min. The yield is about 81%.

1H-Pyrrole,2,5-dimethyl- can be prepared by hexane-2,5-dione and 1,1,1,3,3,3-hexamethyl-disilazane

Uses of 1H-Pyrrole,2,5-dimethyl-: it can be used to produce 2,5-dimethyl-3,4-bis-thiocyanato-pyrrole. It will need reagent Br₂ and solvent methanol. The yield is about 82%.

1H-Pyrrole,2,5-dimethyl- can be used to produce 2,5-dimethyl-3,4-bis-thiocyanato-pyrrole

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: c1(ccc(n1)C)C
(2)Std. InChI: InChI=1S/C6H9N/c1-5-3-4-6(2)7-5/h3-4,7H,1-2H3
(3)Std. InChIKey: PAPNRQCYSFBWDI-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	59mg/kg (59mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 6, 1990.

Product Name

2,5-Dimethyl-1H-pyrrole

Synthetic route

2,5-Dimethylpyrrole Specification

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