• Name

  3,5-Dimethoxytoluene

• EINECS 224-048-9
• CAS No. 4179-19-5
• Article Data75
• CAS DataBase
• Density 0.99 g/cm³
• Solubility
• Melting Point 61-62 °C
• Formula C₉H₁₂O₂
• Boiling Point 244 °C at 760 mmHg
• Molecular Weight 152.193
• Flash Point 87.5 °C
• Transport Information
• Appearance Clear colorless to yellow liquid
• Safety 26-36
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• Synonyms Toluene,3,5-dimethoxy- (6CI,7CI,8CI);1,3-Dimethoxy-5-methylbenzene;1-Methyl-3,5-dimethoxybenzene;5-Methyl-1,3-dimethoxybenzene;NSC 72352;
• PSA 18.46000
• LogP 2.01220

Synthetic route

504-15-4

orcinol

74-88-4

methyl iodide

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
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%

73569-69-4

1-methylmethoxy-3,5-dimethoxybenzene

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol under 1706.6 Torr; for 0.5h;	98%

7311-34-4

3,5-dimethoxybenzaldehdye

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 2h;	96%
With hydrogen; palladium on activated charcoal In ethanol at 20℃;	87%
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol
(i) MeMgI, (ii) H2, H2SO4, Pd-C; Multistep reaction;

504-15-4

orcinol

77-78-1

dimethyl sulfate

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
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%

504-15-4

orcinol

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With potassium carbonate; dimethyl sulfate In acetone for 24h; Reflux;	94%
With potassium carbonate; dimethyl sulfate In acetonitrile	82%

64286-79-9

3,5-dimethoxy-1-methylcyclohexa-2,5-diene-1-carboxylic acid

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With lead(IV) tetraacetate In benzene	91%

157843-81-7

3,5-Dimethoxybenzyl pivalate

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); sodium formate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 140℃; for 24h; Inert atmosphere; Schlenk technique;	91%

877-88-3

3,5-dimethoxybenzyl bromide

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether	90.3%
With water; zinc In acetonitrile at 25℃; for 4h; Sealed tube; Inert atmosphere;	66%
With water; zinc In acetonitrile at 25℃; for 4h; Inert atmosphere; Sealed tube;	66%

60319-09-7

3,5-dimethoxyphenyl trifluoromethanesulfonate

917-54-4

methyllithium

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); DavePhos In toluene at 50℃; Inert atmosphere; Schlenk technique;	88%

6443-69-2

3,4,5-trimethoxytoluene

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With potassium In tetrahydrofuran for 24h; Ambient temperature;	87%
With potassium In tetrahydrofuran for 24h; Ambient temperature;	87%

67-56-1

methanol

4341-24-6

5-methylcyclohexan-1,3-dione

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With ethene; 5%-palladium/activated carbon at 130℃; under 2280.15 Torr; for 18h; Pressure; Reagent/catalyst; Time; Autoclave;	86%

4670-10-4

(3,5-dimethoxyphenyl)acetic acid

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With methanol at 40℃; for 24h; Schlenk technique; Irradiation; Inert atmosphere;	86%

N-(3,5-dimethoxybenzyl)-N-isopentylmethanesulfonamide

A

4179-19-5

1,3-dimethoxy-5-methylbenzene

B

39653-31-1

N-isopentylmethanesulfonamide

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 20℃; for 72h; Concentration; Glovebox; UV-irradiation;	A 5% B 82%

20872-08-6

2,6-dimethoxy-4-methylbenzoic acid

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; trifluoroacetic acid In dimethyl sulfoxide; N,N-dimethyl-formamide at 70℃; for 24h;	80%

N-(cyclohexylmethyl)-N-(3,5-dimethoxybenzyl)methanesulfonamide

A

4179-19-5

1,3-dimethoxy-5-methylbenzene

B

362665-04-1

N-(cyclohexylmethyl)-methanesulfonamide

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 20℃; for 72h; Glovebox; UV-irradiation;	A n/a B 80%

N-(3,5-dimethoxybenzyl)-N-isobutylmethanesulfonamide

A

4179-19-5

1,3-dimethoxy-5-methylbenzene

B

133171-80-9

N-isobutylmethanesulfonamide

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 20℃; for 72h; Glovebox; UV-irradiation;	A n/a B 79%

157843-81-7

3,5-Dimethoxybenzyl pivalate

A

4179-19-5

1,3-dimethoxy-5-methylbenzene

B

75-98-9

Trimethylacetic acid

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide for 24h; Inert atmosphere; Glovebox; UV-irradiation;	A 9% B 78%

109283-25-2

(3,5-dimethoxyphenyl)magnesium iodide

(η5-C5H5)Re(NO)(PPh3)(CH2(3,5-C6H3(OCH3)2))

(η5-C5H5)Re(NO)(PPh3)(CH2(3,5-C6H3(OCH3)2))

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 8h;	76%

512-56-1

trimethyl phosphite

365564-07-4

3,5-dimethoxyphenylboronic acid pinacol ester

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With copper(l) iodide; lithium iodide; lithium tert-butoxide at 50℃; for 16h; Inert atmosphere;	69%

1426824-94-3

(E)-1-(((3,7-dimethylocta-2,6-dien-1-yl)oxy)methyl)-3,5-dimethoxybenzene

A

106-24-1

Geraniol

B

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide for 72h; Inert atmosphere; Glovebox; UV-irradiation;	A 64% B 34%

1426824-95-4

1-((decyloxy)methyl)-3,5-dimethoxybenzene

A

112-30-1

1-Decanol

B

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide for 72h; Inert atmosphere; Glovebox; UV-irradiation;	A 60% B 27%

705-76-0

3,5-dimethoxybenzyl alcohol

A

22976-41-6

3,5,3',5'-tetramethoxy-bibenzyl

B

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With triphenylphosphine In 1,4-dioxane at 200℃; for 16h; Autoclave; Inert atmosphere;	A 16% B 50%

108-73-6

3,5-dihydroxyphenol

7311-34-4

3,5-dimethoxybenzaldehdye

A

C21H20O8

B

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol under 760 Torr; for 18h;	A 12% B 32%

...Expand

186581-53-3, 908094-01-9

diazomethane

504-15-4

orcinol

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
In diethyl ether for 120h; Ambient temperature;	22%

7051-16-3

1-chloro-3,5-dimethoxybenzene

75-16-1

methylmagnesium bromide

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
Stage #1: methylmagnesium bromide With iron(III) trifluoride; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: 1-chloro-3,5-dimethoxybenzene In tetrahydrofuran at 20 - 80℃; for 58h; Inert atmosphere;	21%
Stage #1: methylmagnesium bromide With iron(III) trifluoride; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: 1-chloro-3,5-dimethoxybenzene In tetrahydrofuran at 80℃; for 58h; Inert atmosphere; chemoselective reaction;	21%

109669-48-9

tributyl(2,6-dimethoxy-4-methylphenyl)stannane

A

27921-29-5

2,2′,6,6′-tetramethoxyl-4,4′-dimethylbiphenyl

B

4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With copper(II) nitrate In tetrahydrofuran at 23℃; for 1.66667h;	A 14% B n/a

3,5-DIMETHOXYTOLUENE Chemical Properties

3,5-DIMETHOXYTOLUENE Safety Profile