Product Name

  • Name

    Orcinol

  • EINECS 207-984-2
  • CAS No. 504-15-4
  • Article Data98
  • CAS DataBase
  • Density 1.21 g/cm3
  • Solubility
  • Melting Point 106-112 °C(lit.)
  • Formula C7H8O2
  • Boiling Point 287 - 290 °C
  • Molecular Weight 124.139
  • Flash Point 159 °C
  • Transport Information
  • Appearance pink-grey to pink-brown cryst. powder or crystals
  • Safety 22-26-36-37/39
  • Risk Codes 22-36/37/38-41-37/38-20/21/22
  • Molecular Structure Molecular Structure of 504-15-4 (Orcinol)
  • Hazard Symbols HarmfulXn
  • Synonyms Resorcinol,5-methyl- (8CI);1,3-Dihydroxy-5-methylbenzene;1,5-Dihydroxy-3-methylbenzene;3,5-Dihydroxytoluene;3-Hydroxy-5-methylphenol;5-Methyl-1,3-benzenediol;5-Methyl-1,3-dihydroxybenzene;5-Methylresorcinol;Orcin;
  • PSA 40.46000
  • LogP 1.40620

Synthetic route

2-[5-(1,1-dimethyl-1-silaethyl)-3-methylphenyl]-2-methyl-2-silapropane
89267-67-4

2-[5-(1,1-dimethyl-1-silaethyl)-3-methylphenyl]-2-methyl-2-silapropane

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.1h; Green chemistry;99%
3-Trimethylstannyl-2-<(trimethylstannyl)methyl>propene
86854-54-8

3-Trimethylstannyl-2-<(trimethylstannyl)methyl>propene

malonoyl dichloride
1663-67-8

malonoyl dichloride

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 4h;93%
5-methyl-2-(2-pyridinylsulfonyl)-1,3-phenylene diacetate
1279130-23-2

5-methyl-2-(2-pyridinylsulfonyl)-1,3-phenylene diacetate

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 50℃;81%
3-benzylsulfonyloxy-5-benzylsulfonyloxymethylphenyl benzylsulfonate

3-benzylsulfonyloxy-5-benzylsulfonyloxymethylphenyl benzylsulfonate

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at 0℃; for 4h;73%
1,3-dimethoxy-5-methylbenzene
4179-19-5

1,3-dimethoxy-5-methylbenzene

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With BBr*(CH3)2 In 1,2-dichloro-ethane at 83.5℃; for 24h;63.7%
5-methylcyclohexan-1,3-dione
4341-24-6

5-methylcyclohexan-1,3-dione

A

orcinol
504-15-4

orcinol

B

3-amino-5-methylphenol
76619-89-1

3-amino-5-methylphenol

Conditions
ConditionsYield
With ethene; 5%-palladium/activated carbon; ammonium acetate In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; under 760.051 Torr; for 6h; Schlenk technique; Molecular sieve;A 13%
B 58%
5-methyl-2-bromocyclohex-2-en-3-ol-1-one
78463-32-8

5-methyl-2-bromocyclohex-2-en-3-ol-1-one

A

orcinol
504-15-4

orcinol

B

4-bromo-5-methyl-1,3-benzenediol
3446-04-6

4-bromo-5-methyl-1,3-benzenediol

C

4,6-dibromo-5-methylresorcinol
78463-33-9

4,6-dibromo-5-methylresorcinol

D

2,4-dibromo-5-methyl-resorcinol
3163-12-0

2,4-dibromo-5-methyl-resorcinol

Conditions
ConditionsYield
In diphenylether heating to 170-174 deg C during 1 h;A 25%
B 45%
C 14%
D 10%
1,7-Bis(2-methyl-1,3-dioxolan-2-yl)-2,4,6-heptantrion
97271-24-4

1,7-Bis(2-methyl-1,3-dioxolan-2-yl)-2,4,6-heptantrion

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With barium dihydroxide at 100℃; for 24h;25%
methanol
67-56-1

methanol

umbilicaric acid
30666-92-3

umbilicaric acid

A

orcinol
504-15-4

orcinol

B

methyl orsellinate
3187-58-4

methyl orsellinate

C

4-Hydroxy-2-methoxy-6-methylbenzoesaeure-methylester
3465-63-2

4-Hydroxy-2-methoxy-6-methylbenzoesaeure-methylester

Conditions
ConditionsYield
at 140℃;
methanol
67-56-1

methanol

diploschistesic acid
537-08-6

diploschistesic acid

A

orcinol
504-15-4

orcinol

B

methyl 3-hydroxy orsellinate
19104-07-5

methyl 3-hydroxy orsellinate

Conditions
ConditionsYield
at 150 - 160℃;
3,5-dibromotoluene
1611-92-3

3,5-dibromotoluene

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
at 280 - 300℃; durch Kalischmelze;
With potassium hydroxide at 200℃;
atranol
526-37-4

atranol

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With potassium hydroxide at 320℃;
2,6-dihydroxy-4-methyl-benzoic acid
480-67-1

2,6-dihydroxy-4-methyl-benzoic acid

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With water
bei der Destillation;
orsellinic acid
480-64-8

orsellinic acid

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
beim Schmelzen;
With water
With calcium hydroxide
ethyl orselinate
2524-37-0

ethyl orselinate

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With sodium hydroxide at 90℃; kurzes Kochen der angesaeuerten Reaktionsloesung;
3-bromo-5-methylphenol
74204-00-5

3-bromo-5-methylphenol

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
durch Kalischmelze;
ethyl 2,6-dihydroxy-4-methylbenzoate
90904-35-1

ethyl 2,6-dihydroxy-4-methylbenzoate

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With potassium hydroxide
3-methyl-phenol
108-39-4

3-methyl-phenol

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid at 20℃;
buta-1,3-diene
106-99-0

buta-1,3-diene

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With calcium hydroxide man leitet in das Filtrat CO2 oder neutralisiert mit Schwefelsaeure;
buta-1,3-diene
106-99-0

buta-1,3-diene

A

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With barytes
With methyllithium; calcium carbonate
Dehydracetic acid
520-45-6

Dehydracetic acid

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With sodium hydroxide at 150℃;
toluene
108-88-3

toluene

orcinol
504-15-4

orcinol

methanol
67-56-1

methanol

isoelecanoric acid
110064-65-8

isoelecanoric acid

A

orcinol
504-15-4

orcinol

B

methyl orsellinate
3187-58-4

methyl orsellinate

C

orsellinic acid
480-64-8

orsellinic acid

Conditions
ConditionsYield
for 20h; Heating;A 2 mg
B 23 mg
C 22 mg
for 20h; Product distribution; Heating;A 2 mg
B 23 mg
C 22 mg
1-(phenylsulfinyl)propan-2-one
33840-74-3

1-(phenylsulfinyl)propan-2-one

orcinol
504-15-4

orcinol

Conditions
ConditionsYield
With magnesium methanolate Heating;
lecanoric acid
480-56-8

lecanoric acid

A

orcinol
504-15-4

orcinol

B

3-hydroxy-5-methylphenyl 2,4-dihydroxy-6-methylbenzoate

3-hydroxy-5-methylphenyl 2,4-dihydroxy-6-methylbenzoate

Conditions
ConditionsYield
at 180℃; Product distribution; pyrolysis; rate of decarboxylation;A 0.065 g
B 0.033 g
atranorin
479-20-9

atranorin

A

orcinol
504-15-4

orcinol

B

atranol
526-37-4

atranol

C

2,5-dimethyl-1,3-benzenediol
488-87-9

2,5-dimethyl-1,3-benzenediol

D

2,4-dihydroxy-3,6-dimethyl-benzoic acid methyl ester
4707-47-5

2,4-dihydroxy-3,6-dimethyl-benzoic acid methyl ester

E

methyl haematommate
34874-90-3

methyl haematommate

F

3-hydroxy-2,5-dimethylphenyl 2,4-dihydroxy-3,6-dimethylbenzoate

3-hydroxy-2,5-dimethylphenyl 2,4-dihydroxy-3,6-dimethylbenzoate

Conditions
ConditionsYield
at 230 - 250℃; for 0.75h; Product distribution; pyrolysis;
evernic acid
537-09-7

evernic acid

A

orcinol
504-15-4

orcinol

B

O-methylorcinol
3209-13-0

O-methylorcinol

C

2-hydroxy-4-methoxy-6-methylbenzoic acid
570-10-5

2-hydroxy-4-methoxy-6-methylbenzoic acid

D

3-hydroxy-5-methylphenyl 2,4-dihydroxy-6-methylbenzoate

3-hydroxy-5-methylphenyl 2,4-dihydroxy-6-methylbenzoate

E

3-hydroxy-5-methylphenyl 2-hydroxy-4-methoxy-6-methylbenzoate

3-hydroxy-5-methylphenyl 2-hydroxy-4-methoxy-6-methylbenzoate

Conditions
ConditionsYield
at 180℃; for 1h; Product distribution; pyrolysis; rate of decarboxylation;
isoelecanoric acid
110064-65-8

isoelecanoric acid

A

orcinol
504-15-4

orcinol

B

methyl orsellinate
3187-58-4

methyl orsellinate

C

orsellinic acid
480-64-8

orsellinic acid

Conditions
ConditionsYield
With methanol for 20h; Heating;A 2 mg
B 23 mg
C 22 mg
chromyl acetate
4112-22-5

chromyl acetate

1,3,3-trimethyl-2-oxabicyclo<2.2.2>octan-5-one
101221-23-2

1,3,3-trimethyl-2-oxabicyclo<2.2.2>octan-5-one

A

orcinol
504-15-4

orcinol

B

1,3,3-trimethyl-2-oxabicyclo<2.2.2>octane-5,8-dione
81781-21-7

1,3,3-trimethyl-2-oxabicyclo<2.2.2>octane-5,8-dione

Conditions
ConditionsYield
In acetic acid a) 10 deg C, 10 h, b) RT, overnight; Yield given. Yields of byproduct given;
orcinol
504-15-4

orcinol

acetic anhydride
108-24-7

acetic anhydride

5-methylbenzene-1,3-diyl diacetate
20982-28-9

5-methylbenzene-1,3-diyl diacetate

Conditions
ConditionsYield
dmap at 100℃; for 2.5h;100%
With tin(IV) tetraphenylporphyrin perchlorate at 20℃; for 0.0833333h;99%
With triethylamine In dichloromethane at 0 - 20℃; for 60h;94%
orcinol
504-15-4

orcinol

methyl iodide
74-88-4

methyl iodide

1,3-dimethoxy-5-methylbenzene
4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Heating;100%
With potassium carbonate In acetone Reflux; Inert atmosphere;89%
With potassium carbonate In acetone for 6h; Heating;76%
orcinol
504-15-4

orcinol

N,N-diethylcarbamyl chloride
88-10-8

N,N-diethylcarbamyl chloride

5-Methylphenyl-1,3-bis(N,N-diethylcarbamate)

5-Methylphenyl-1,3-bis(N,N-diethylcarbamate)

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Heating;100%
Stage #1: orcinol With sodium hydride In tetrahydrofuran at 20℃; for 2h;
Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran at 20℃; for 8h;
95%
orcinol
504-15-4

orcinol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

4,5-dimethyl-7-hydroxycoumarin
51786-56-2

4,5-dimethyl-7-hydroxycoumarin

Conditions
ConditionsYield
With perchloric acid at 20℃; Pechmann condensation;98%
With 2-amino pyrimidine nanocellulose-supported palladium nanoparticles In neat (no solvent) at 130℃; for 2h; Pechmann Condensation;97%
With sulfonic acid supported on the silica coated Fe3O4 nanoparticles In neat (no solvent) at 130℃; for 0.416667h; Pechmann Condensation; Green chemistry; chemoselective reaction;94%
orcinol
504-15-4

orcinol

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,4-dihydroxy-6-methylbenzaldehyde
487-69-4

2,4-dihydroxy-6-methylbenzaldehyde

Conditions
ConditionsYield
Stage #1: orcinol; N,N-dimethyl-formamide With trichlorophosphate
Stage #2: With sodium hydroxide
98%
Stage #1: orcinol; N,N-dimethyl-formamide With trichlorophosphate
Stage #2: With sodium hydroxide In water
Stage #3: With hydrogenchloride; water
98%
With trichlorophosphate at 20℃; for 1h;93%
orcinol
504-15-4

orcinol

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

1,1,1,3,3,3-hexamethyl-disilazane

2-[5-(1,1-dimethyl-1-silaethyl)-3-methylphenyl]-2-methyl-2-silapropane
89267-67-4

2-[5-(1,1-dimethyl-1-silaethyl)-3-methylphenyl]-2-methyl-2-silapropane

Conditions
ConditionsYield
With 1,3-disulfonic acid imidazolium hydrogen sulfate In neat (no solvent) at 20℃; for 0.0833333h; Green chemistry;98%
With 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Neat (no solvent);96%
With succinimide-N-sulfonic acid In acetonitrile at 20℃; for 0.0833333h;96%
In toluene Heating;91%
orcinol
504-15-4

orcinol

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

orcinolbis(diphenyl)phosphinite
315667-10-8

orcinolbis(diphenyl)phosphinite

Conditions
ConditionsYield
With triethylamine In toluene heating;98%
Stage #1: orcinol With dmap; triethylamine In tetrahydrofuran for 0.0833333h; Inert atmosphere;
Stage #2: chloro-diphenylphosphine In tetrahydrofuran for 16h; Inert atmosphere; Reflux;
orcinol
504-15-4

orcinol

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

malononitrile
109-77-3

malononitrile

2-amino-4-(4-chlorophenyl)-7-hydroxy-5-methyl-4H-chromene-3-carbonitrile

2-amino-4-(4-chlorophenyl)-7-hydroxy-5-methyl-4H-chromene-3-carbonitrile

Conditions
ConditionsYield
With 1-(4-ferrocenylbutyl)-3-{3-[dihydroxy(methoxy)silyl]propyl}benzimidazol-3-ium chloride supported on Fe3O4(at)SiO2 core-shell/BiOCl nano-composite In ethanol; water at 20℃; for 0.1h; Sonication;98%
orcinol
504-15-4

orcinol

1,3-dihydroxy-2-iodo-5-methylbenzene
112639-11-9

1,3-dihydroxy-2-iodo-5-methylbenzene

Conditions
ConditionsYield
With iodine; sodium hydrogencarbonate In tetrahydrofuran; water at 0℃; for 1h;97%
With N-iodo-succinimide In acetonitrile at 0℃; for 0.166667h; Inert atmosphere;94.6%
With N-iodo-succinimide In acetonitrile at 0℃; for 0.25h;93%
orcinol
504-15-4

orcinol

ethyl 3-oxo-3-phenylpropionate
94-02-0

ethyl 3-oxo-3-phenylpropionate

5-hydroxy-7-methyl-4-phenyl-2H-chromen-2-one
52604-30-5

5-hydroxy-7-methyl-4-phenyl-2H-chromen-2-one

Conditions
ConditionsYield
With copper(ll) bromide at 80℃; for 0.333333h; Pechmann reaction; neat (no solvent);97%
With nanosilica molybdic acid 2 In neat (no solvent) at 80℃; for 0.333333h; Pechmann Condensation; Green chemistry;88%
With Ag supported on the hydroxyapatite-core-shell magnetic γ-Fe2O3 nanoparticles In neat (no solvent) at 80℃; for 0.7h; Pechmann Condensation; Green chemistry;85%
orcinol
504-15-4

orcinol

2,4-dichloroquinazoline
607-68-1

2,4-dichloroquinazoline

3,5-bis(2-chloroquinazolin-4-yloxy)toluene
1242243-70-4

3,5-bis(2-chloroquinazolin-4-yloxy)toluene

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone at 20℃; for 48h; Inert atmosphere; regioselective reaction;97%
orcinol
504-15-4

orcinol

Chlorodiisopropylphosphane
40244-90-4

Chlorodiisopropylphosphane

C19H34O2P2
1394791-96-8

C19H34O2P2

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox;97%
With triethylamine In tetrahydrofuran at 20℃; for 1h;85%
Stage #1: orcinol With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: Chlorodiisopropylphosphane In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; Glovebox;
orcinol
504-15-4

orcinol

diethyl sulfate
64-67-5

diethyl sulfate

1-methyl-3,5-diethoxybenzene
207226-34-4

1-methyl-3,5-diethoxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 18h; Inert atmosphere; Reflux;97%
orcinol
504-15-4

orcinol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

5-hydroxy-4,7-dimethylcoumarin
6335-27-9

5-hydroxy-4,7-dimethylcoumarin

Conditions
ConditionsYield
With nanosilica molybdic acid 2 In neat (no solvent) at 80℃; for 0.333333h; Pechmann Condensation; Green chemistry;96%
With Polyvinylpolypyrrolidone supported BF3 complex In ethanol for 2h; Pechmann condensation; Reflux;95%
With copper(ll) bromide at 80℃; for 0.166667h; Pechmann reaction; neat (no solvent);93%
orcinol
504-15-4

orcinol

benzaldehyde
100-52-7

benzaldehyde

malononitrile
109-77-3

malononitrile

2-amino-7-hydroxy-5-methyl-4-phenyl-4H-chromene-3-carbonitrile

2-amino-7-hydroxy-5-methyl-4-phenyl-4H-chromene-3-carbonitrile

Conditions
ConditionsYield
With 1-(4-ferrocenylbutyl)-3-{3-[dihydroxy(methoxy)silyl]propyl}benzimidazol-3-ium chloride supported on Fe3O4(at)SiO2 core-shell/BiOCl nano-composite In ethanol; water at 20℃; for 0.133333h; Sonication;96%
orcinol
504-15-4

orcinol

2,4,6-tribromo-3,5-dihydroxytoluene
3163-24-4

2,4,6-tribromo-3,5-dihydroxytoluene

Conditions
ConditionsYield
With benzyltriphenylphosphonium tribromide; calcium carbonate In methanol; dichloromethane at 20℃; for 0.5h;95%
With 1-benzyl-1-aza-4-azoniabicyclo<2.2.2>octane bromide; calcium carbonate In methanol at 20℃; for 0.166667h;95%
With benzyltrimethylammonium tribromide In methanol; dichloromethane for 1h; Ambient temperature;92%
orcinol
504-15-4

orcinol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,3-dimethoxy-5-methylbenzene
4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;95%
With potassium carbonate In acetone for 24h; Heating;92%
With potassium carbonate In acetone for 24h; Heating;92%
orcinol
504-15-4

orcinol

2,4-dihydroxy-6-methylbenzaldehyde
487-69-4

2,4-dihydroxy-6-methylbenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride; dicyanozinc In diethyl ether for 2h;95%
With hydrogenchloride; water; dicyanozinc 1.) Et2O, 25 deg C, 2.) 60 deg C; Yield given. Multistep reaction;
orcinol
504-15-4

orcinol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

1,3-bis(methoxymethoxy)-5-methylbenzene
82265-37-0

1,3-bis(methoxymethoxy)-5-methylbenzene

Conditions
ConditionsYield
Stage #1: orcinol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.25h; Inert atmosphere;
Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide; mineral oil for 18h; Inert atmosphere;
95%
With sodium hydride In N,N-dimethyl-formamide at 18℃; for 18h;93%
Stage #1: orcinol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.666667h;
Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide; mineral oil for 16h;
93%
orcinol
504-15-4

orcinol

2-(2-(2-chloroethoxy)ethoxy)tetrahydro-2H-pyran
54533-84-5

2-(2-(2-chloroethoxy)ethoxy)tetrahydro-2H-pyran

3,5-Bis(5-tetrahydropyranyloxy-3-oxa-1-pentyloxy)toluene
134252-89-4

3,5-Bis(5-tetrahydropyranyloxy-3-oxa-1-pentyloxy)toluene

Conditions
ConditionsYield
With sodium hydroxide In butan-1-ol Substitution;95%
orcinol
504-15-4

orcinol

nickel dichloride

nickel dichloride

Ni(2+)*C6HCH3O2(NO)2(2-)*2H2O=Ni(C6HCH3O2(NO)2)*2H2O

Ni(2+)*C6HCH3O2(NO)2(2-)*2H2O=Ni(C6HCH3O2(NO)2)*2H2O

Conditions
ConditionsYield
With sodium acetate; NaNO2 In ethanol; water addn. of resorcinol (in EtOH) to soln. of NaOAc and NiCl2 (in H2O), addn. of NaNO2 (in H2O), stirring (1 week); filtration, washing (H2O, EtOH, several h), drying (50°C, 0.1 mm); elem. anal.;95%
orcinol
504-15-4

orcinol

4,6-Dichloro-2-(methylthio)pyrimidine
6299-25-8

4,6-Dichloro-2-(methylthio)pyrimidine

1,3-bis(6-chloro-2-methylpyrimidin-4-yloxy)benzene
1142360-37-9

1,3-bis(6-chloro-2-methylpyrimidin-4-yloxy)benzene

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone at 20℃; for 48h; Inert atmosphere;95%
orcinol
504-15-4

orcinol

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

pyrimidine-2,4,6-triol
67-52-7

pyrimidine-2,4,6-triol

8-hydroxy-6-methyl-5-(p-tolyl)-1,5-dihydro-2H-chromeno[2,3-d]pyrimidine-2,4(3H)-dione

8-hydroxy-6-methyl-5-(p-tolyl)-1,5-dihydro-2H-chromeno[2,3-d]pyrimidine-2,4(3H)-dione

Conditions
ConditionsYield
With nano Fe3O4(at) SiO2(at)BenzIm-Fc[Cl]/ZnCl2 In ethanol; water at 20℃; for 0.333333h; Sonication;95%
orcinol
504-15-4

orcinol

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

malononitrile
109-77-3

malononitrile

2-amino-7-hydroxy-5-methyl-4-(p-tolyl)-4H-chromene-3-carbonitrile

2-amino-7-hydroxy-5-methyl-4-(p-tolyl)-4H-chromene-3-carbonitrile

Conditions
ConditionsYield
With 1-(4-ferrocenylbutyl)-3-{3-[dihydroxy(methoxy)silyl]propyl}benzimidazol-3-ium chloride supported on Fe3O4(at)SiO2 core-shell/BiOCl nano-composite In ethanol; water at 20℃; for 0.133333h; Sonication;95%
orcinol
504-15-4

orcinol

carbon dioxide
124-38-9

carbon dioxide

orsellinic acid
480-64-8

orsellinic acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 40℃; under 15001.5 Torr; for 24h; Kolbe-Schmidt Synthesis; Autoclave;95%
orcinol
504-15-4

orcinol

2,2,6-trimethyl-4H-1,3-dioxin-4-one
5394-63-8

2,2,6-trimethyl-4H-1,3-dioxin-4-one

4,5-dimethyl-7-hydroxycoumarin
51786-56-2

4,5-dimethyl-7-hydroxycoumarin

Conditions
ConditionsYield
Stage #1: 2,2,6-trimethyl-4H-1,3-dioxin-4-one With dihydroxy-poly(ethylene glycol) of MW = 4000 In toluene for 5h; Heating;
Stage #2: orcinol With titanium tetrachloride In tetrahydrofuran at 20℃; for 0.583333h; von Pechmann reaction;
94%
orcinol
504-15-4

orcinol

1,3-dimethoxy-5-methylbenzene
4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions
ConditionsYield
With potassium carbonate; dimethyl sulfate In acetone for 24h; Reflux;94%
With potassium carbonate; dimethyl sulfate In acetonitrile82%
orcinol
504-15-4

orcinol

acetyl chloride
75-36-5

acetyl chloride

2',6'-dihydroxy-4'-methylacetophenone
1634-34-0

2',6'-dihydroxy-4'-methylacetophenone

Conditions
ConditionsYield
With aluminum (III) chloride In chlorobenzene at 40 - 70℃; for 1.5h; Inert atmosphere;94%
With aluminum (III) chloride In chlorobenzene at 20 - 70℃; Friedel Crafts acylation;89%
With aluminum (III) chloride In chlorobenzene at 0 - 70℃; for 2.5h;75%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;
With aluminum (III) chloride In chlorobenzene at 70℃; Friedel-Crafts Acylation;
orcinol
504-15-4

orcinol

ethyl (2-chloroaceto)acetate
638-07-3

ethyl (2-chloroaceto)acetate

4-(chloromethyl)-7-hydroxy-5-methyl-2H-chromen-2-one
1380390-20-4

4-(chloromethyl)-7-hydroxy-5-methyl-2H-chromen-2-one

Conditions
ConditionsYield
Stage #1: ethyl (2-chloroaceto)acetate With sulfuric acid at 0℃;
Stage #2: orcinol at 20℃;
94%
With sulfuric acid at 0 - 20℃; for 3h;94%
With silica gel supported zirconyl chloride octahydrate at 90℃; for 0.133333h; Pechmann condensation reaction;81%
With sulfuric acid In water at -5℃;80%

Orcinol Chemical Properties

Molecular Structure of Orcinol (CAS NO.504-15-4):

IUPAC Name: 5-methylbenzene-1,3-diol
CAS Number: 504-15-4
Molecular Formula: C7H8O2
Molecular Weight: 124.14
EINECS: 225-193-0 
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 40.46 Å2
Index of Refraction: 1.594
Molar Refractivity: 34.84 cm3
Molar Volume: 102.5 cm3
Surface Tension: 51.6 dyne/cm
Enthalpy of Vaporization: 55.06 kJ/mol
Vapour Pressure: 0.00122 mmHg at 25°C
Density: 1.21g/cm3
Melting Point: 108 - 111°C
Boiling Point: 287 - 290°C
Flash Point: 159°C
liansport Information: 25kgs
Sensitive: Air Sensitive
Merck: 14,6864
BRN: 1071903
Product Categories: Alcohols and Derivatives; Aromatic Phenols

Orcinol Toxicity Data With Reference

1.    

orl-rat LD50:844 mg/kg

    GTPPAF    Gigiena Truda i Professionalnaya Patologiya v Estonskoi SSR. Labor Hygiene and Occupational Pathology in the Estonian SSR. 8 (1972),145.
2.    

scu-rat LDLo:1000 mg/kg

    RMSRA6    Revue Medicale de la Suisse Romande. 15 (1895),561.
3.    

orl-mus LD50:772 mg/kg

    HYSAAV    Hygiene and Sanitation: English Translation of Gigiena Sanitariya. 34 (4-6),(1969),16.
4.    

ipr-mus LD50:405 mg/kg

    CTYAD8    Zhongcaoyao. Chinese Herbal Medicine. 12 (1981),410.
5.    

ivn-mus LD50:290 mg/kg

    CTYAD8    Zhongcaoyao. Chinese Herbal Medicine. 12 (1981),410.
6.    

orl-rbt LD50:2400 mg/kg

    HYSAAV    Hygiene and Sanitation: English Translation of Gigiena Sanitariya. 34 (4-6),(1969),16.
7.    

orl-gpg LD50:1687 mg/kg

    HYSAAV    Hygiene and Sanitation: English Translation of Gigiena Sanitariya. 34 (4-6),(1969),16.
8.    

scu-gpg LDLo:600 mg/kg

    RMSRA6    Revue Medicale de la Suisse Romande. 15 (1895),561.
9.    

scu-frg LDLo:50 mg/kg

    RMSRA6    Revue Medicale de la Suisse Romande. 15 (1895),561.
10.    

skn-mam LD50:7800 mg/kg

  &nb

Orcinol Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Orcinol Safety Profile

Poison by subcutaneous and intravenous routes. Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of Orcinol (CAS NO.504-15-4):
Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38-41-37/38-20/21/22
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R41:Risk of serious damage to the eyes. 
R37/38:Irritating to respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-26-36-37/39
S22:Do not breathe dust. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: 2811
WGK Germany: 3
 RTECS: VH2100000
 PackingGroup: III
HS Code: 29072900

Orcinol Specification

  Orcinol , with CAS number of 504-15-4, can be called 1,3-Dihydroxy-5-methylbenzene ; 1,5-Dihydroxy-3-methylbenzene ; 3,5-Dihydroxytoluene ; 3-Hydroxy-5-methylphenol ; 5-Methyl-1,3-benzenediol ; 5-Methyl-1,3-dihydroxybenzene ; 5-Methylresorcinol ; Orcin . It is a pink-grey to pink-brown cryst. powder or crystal. Orcinol (CAS NO.504-15-4) can be used in organic synthesis, pharmaceutical intermediate and also can used as analytical reagent.

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