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| CAS No.: | 151-10-0 |
|---|---|
| Name: | Dimethoxybenzene |
| Article Data: | 205 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H10O2 |
| Molecular Weight: | 138.166 |
| Synonyms: | Benzene,m-dimethoxy- (8CI);3-Methoxyanisole;NSC 8699;Resorcinol dimethyl ether;m-Dimethoxybenzene;m-Methoxyanisole; |
| EINECS: | 205-783-4 |
| Density: | 1.055 g/cm3 |
| Melting Point: | -52 °C |
| Boiling Point: | 217.499 °C at 760 mmHg |
| Flash Point: | 87.778 °C |
| Solubility: | insoluble in water |
| Appearance: | colorless transparent liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 24/25 |
| PSA: | 18.46000 |
| LogP: | 1.70380 |
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| Conditions | Yield |
|---|---|
| With trifluoroacetic acid; palladium(II) trifluoroacetate In dimethyl sulfoxide; N,N-dimethyl-formamide at 70℃; for 24h; | 100% |
| With palladium(II) trifluoroacetate; trifluoroacetic acid In dimethyl sulfoxide; N,N-dimethyl-formamide at 70℃; for 24h; | 100% |
| With copper(I) oxide; N,N,N,N,-tetramethylethylenediamine In 1-methyl-pyrrolidin-2-one at 140℃; for 2h; Inert atmosphere; | 92% |
| Conditions | Yield |
|---|---|
| With 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; for 7h; UV-irradiation; | A 100% B n/a |
| Conditions | Yield |
|---|---|
| With Methyl formate; copper(l) chloride In methanol at 110℃; for 2h; Autoclave; | 98% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone at 65℃; for 25h; | 96% |
| With potassium carbonate In acetone for 4h; Reflux; | 94% |
| With potassium carbonate In acetone for 0.0666667h; Heating; Microwave irradiation; | 91% |
| Conditions | Yield |
|---|---|
| With silver carbonate In dimethyl sulfoxide at 140℃; for 16h; | 96% |
| With silver(I) acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 16h; Inert atmosphere; | 89% |
| With palladium diacetate; dimethyl sulfoxide; silver carbonate; copper(ll) bromide In tetrahydrofuran at 110℃; for 36h; | 15% |
- 23112-96-1
(2,6-dimethoxyphenyl)boronic acid
- 151-10-0
1,3-Dimethoxybenzene
| Conditions | Yield |
|---|---|
| With n-butyl acrylate; SiO2-Rh(0) In water; toluene at 100℃; for 48h; | 95% |
| With acetic acid In 1,4-dioxane at 100℃; for 5h; Enzymatic reaction; | 91% |
| With acetic acid at 130℃; for 3h; Green chemistry; | 88% |
| Conditions | Yield |
|---|---|
| Stage #1: 3-methoxyphenyl bromide With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 1.5h; Stage #2: methyl iodide With cetyltrimethylammonim bromide In 1,4-dioxane; water at 100℃; for 1h; | 94% |
- 133730-34-4
2,4-dimethoxyphenylboronic acid
- 151-10-0
1,3-Dimethoxybenzene
| Conditions | Yield |
|---|---|
| With acetic acid In 1,4-dioxane at 100℃; for 5h; Enzymatic reaction; | 93% |
| Conditions | Yield |
|---|---|
| With sodium In toluene; butan-1-ol at 111℃; for 3.5h; | A 8% B 92% |
A
- 59115-48-9
2-(4'-methoxyphenyl)-7-methoxynaphthalene
B
- 151-10-0
1,3-Dimethoxybenzene
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In water at 80℃; for 0.5h; Diels-Alder Cycloaddition; | A 92% B n/a |
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Consensus Reports
Specification
The Resorcinol dimethyl ether with CAS registry number of 151-10-0 is also known as Methoxyanisole, m-. The IUPAC name is 1,3-Dimethoxybenzene. It belongs to product categories of Aromatic Ethers; Benzene derivates. Its EINECS registry number is 205-783-4. In addition, the formula is C8H10O2 and the molecular weight is 138.16. This chemical is a colorless transparent liquid and should be stored in sealed containers in cool, dry place and away from oxidizing agents.
Physical properties about Resorcinol dimethyl ether are: (1)ACD/LogP: 2.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.24; (4)ACD/LogD (pH 7.4): 2.24; (5)ACD/BCF (pH 5.5): 29.66; (6)ACD/BCF (pH 7.4): 29.66; (7)ACD/KOC (pH 5.5): 393.908; (8)ACD/KOC (pH 7.4): 393.908; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 18.46Å2; (13)Index of Refraction: 1.488; (14)Molar Refractivity: 39.61 cm3; (15)Molar Volume: 137.438 cm3; (16)Polarizability: 15.703×10-24cm3; (17)Surface Tension: 29.614 dyne/cm; (18)Density: 1.005 g/cm3; (19)Flash Point: 87.778 °C; (20)Enthalpy of Vaporization: 43.539 kJ/mol; (21)Boiling Point: 217.499 °C at 760 mmHg; (22)Vapour Pressure: 0.195 mmHg at 25 °C.
Preparation of Resorcinol dimethyl ether: it is prepared by reaction of resorcinol with dimethyl sulfate. Firstly, resorcinol with sodium hydroxide solution are mixed. Secondly, add dimethyl sulfate to the reaction mixture under stirring at 26-30 °C. After the methylation reaction, product is obtained by separation, washing and distillation.
Uses of Resorcinol dimethyl ether: it is used as intermediate such as pharmaceutical intermediate, naphthalene dyes, paints and plastics intermediates. This chemical is also can be used as intermediate in organic synthesis. Besides, it is used to produce 2,4-dimethoxy-benzaldehyde by reaction with N,N-dimethyl-formamide. The reaction needs reagents POCl3, silica gel with other condition of microwave irradiation (300 w) for 1.5 min. The yield is about 85%.
When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, avoid contact with skin and eyes.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: COC1=CC(=CC=C1)OC
2. InChI: InChI=1S/C8H10O2/c1-9-7-4-3-5-8(6-7)10-2/h3-6H,1-2H3
3. InChIKey: DPZNOMCNRMUKPS-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 900mg/kg (900mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 46, Pg |