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CAS No. : | 1004-66-6 | MDL No. : | MFCD00008380 |
Formula : | C9H12O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | GFNZJAUVJCGWLW-UHFFFAOYSA-N |
M.W : | 136.19 | Pubchem ID : | 66088 |
Synonyms : |
|
Num. heavy atoms : | 10 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.33 |
Num. rotatable bonds : | 1 |
Num. H-bond acceptors : | 1.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 42.87 |
TPSA : | 9.23 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -4.99 cm/s |
Log Po/w (iLOGP) : | 2.28 |
Log Po/w (XLOGP3) : | 3.02 |
Log Po/w (WLOGP) : | 2.31 |
Log Po/w (MLOGP) : | 2.46 |
Log Po/w (SILICOS-IT) : | 2.76 |
Consensus Log Po/w : | 2.57 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 2.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.96 |
Solubility : | 0.148 mg/ml ; 0.00108 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.88 |
Solubility : | 0.18 mg/ml ; 0.00132 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -3.27 |
Solubility : | 0.0735 mg/ml ; 0.00054 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.0 |
Signal Word: | Danger | Class: | 3 |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | 1993 |
Hazard Statements: | H225-H315-H319-H335 | Packing Group: | Ⅲ |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With aluminium trichloride In 1,2-dichloro-ethane at 20℃; for 3h; | |
53% | With aluminum (III) chloride In 1,2-dichloro-ethane at 0 - 20℃; for 18h; | |
With aluminium trichloride; benzene |
In 1,2-dichloro-ethane | 1.i EXAMPLE 1 (i) Succinic anhydride (22.06 gm) was added to a mixture of 2,6-dimethylanisole (30 g) and anhydrous aluminium trichloride (59 g) in 1,2-dichloroethane (200 ml) at 0° C. The mixture was stirred for 0.5 hr at 0° C. and at room temperature for 4 hr. The mixture was poured onto ice-concentrated hydrochloric acid. After stirring vigorously for 5 min, the mixture was extracted with ethyl acetate. The dried (MgSO4) organic fraction was evaporated to give 4-(3,5-dimethyl-4-methoxyphenyl)-4-oxobutyric acid as white crystals, mp 108° C. | |
In 1,2-dichloro-ethane | 1.i Example 1 i) Succinic anhydride (22.06 gm) was added to a mixture of 2,6-dimethylanisole (30 g) and anhydrous aluminium trichloride (59 g) in 1,2-dichloroethane (200 ml) at 0°C. The mixture was stirred for 0.5 hr at 0°C and at room temperature for 4 hr. The mixture was poured onto ice-concentrated hydrochloric acid. After stirring vigorously for 5 min, the mixture was extracted with ethyl acetate. The dried (MgSO4) organic fraction was evaporated to give 4-(3,5-dimethyl-4-methoxyphenyl)-4-oxobutyric acid as white crystals, mp 108°C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With bromine; In chloroform; | 6-(3,5-Dimethyl-4-methoxyphenyl)-1-hexanol mesylate Bromine is added dropwise to a solution of 2,6-dimethylanisole (12.0 g) in chloroform (100 ml) at about 5. The solution is stirred at 5 for 2 hr and then allowed to warm to 20-25. The reaction mixture is poured into ice-water, and the phases are separated. The chloroform phase is washed with water, aqueous sodium bisulfite solution, then with water, dried over sodium sulfate and concentrated under reduced pressure to give 3,5-dimethyl-4-methoxybromobenzene. | |
With bromine; sodium hydrogencarbonate; In chloroform; | PREPARATION 1 4-Bromo-2,6-dimethylanisole Bromine (31.15 g) is added dropwise to an ice-cold solution of 2,6-dimethylanisole (18.96 g) in chloroform (300 ml). After the addition is complete, the reaction is allowed to stir at ambient temperature overnight. The chloroform solution is washed with cold water (2 *), once with an aqueous saturated solution of sodium bicarbonate, and then again with water. The chloroform extract is dried over sodium sulfate and concentrated under reduced pressure a liquid, which is distilled to give the title compound, bp 55/0.1.5 mm mercury. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With sulfuric acid; nitric acid; acetic acid at 0 - 20℃; for 3h; | |
68% | With sulfuric acid; nitric acid; acetic acid at 0 - 20℃; for 3h; | |
65% | With nitric acid; acetic acid at 0 - 65℃; |
62% | With nitric acid | 3 Synthesis of 2,6-Dimethyl-4-nitroanisole (3) EXAMPLE 3 Synthesis of 2,6-Dimethyl-4-nitroanisole (3) 2,6-Dimethylanisole (2, 36 g, 260 mmol) was added dropwise over 0.5 h to stirred cold cone. nitric acid (200 mL) contained in round-bottom flask; stirring at room temperature was continued for 18 h. The mixture was poured onto crushed ice contained in a 1-L beaker. The resulting bright yellow solid was vacuum-filtered and dried. Recrystallization from ethanol-water gave 2,6-dimethyl-4-nitroanisole (3, 29 g, 62% yield) as a pale yellow solid, mp 90°-91° C. (lit.: Burton, G. W.; Joyce, A.; Ingold, K. U. Arch. Biochem. Biophys., 1982, 221, 281; 89°-91° C.). |
61% | With nitric acid; acetic acid In water at 0 - 65℃; | 2,6-dimethyl-4-nitroanisole (16a) To an ice-cold, stirred solution of 2,6-dimethylanisole 15 (40.00 g,294 mmol) in glacial acetic acid (60 mL) was added dropwise 70% nitric acid (60 mL). After the addition was complete and gas evolution began to subside, the solution was slowly heated to 65 oC resulting in the formation of a pale yellow solution. [CAUTION: It is essential to keep the reaction temperature below 70 oC at all times as, above this, the mixture on occasions detonated with extreme violence; protection by a blast screen in recommended in any event]. The solution was then allowed to cool to ambient temperature and diluted with water (300 mL). Nitrogen was bubbled through the resulting deep brown solution for ca. 0.5 h to remove most of the nitrogen oxides present. The resulting yellow precipitate was separated by vacuum filtration and washed with copious water then crystallised from ethanol to give the nitroanisole 16a (32.6 g, 61%), mp 91.5-93.5 oC (lit.18 mp89-91 oC); 1H NMR δ 2.28 (s, 6H, 2 x Me), 3.71 (s, 3H, OMe), 7.83 (s, 2H, ArH); 13C NMR δ 16.8 (2x Me), 60.3 (OMe), 124.6 (2 x ArCH), 132.7 (2 x ArC), 143.8 (ArC), 162.8 (ArC); m/z (APCI) 152(M-29, 100%). |
With nitric acid; acetic anhydride | ||
With tetrachloromethane; Nitrogen dioxide | ||
With nitric acid; acetic acid at 60 - 70℃; | ||
(nitration); | ||
With nitric acid In acetic acid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | For example to a 500 mL round bottom flask charged with 170 mL of water and compound of formula 54, wherein R3, R4 and R5 are hydrogen, i.e., 2-methoxy-1,3-dimethylbenzene, (5 g, 36.7 mmol) was added KMnO4 (12.2 g, 77.2 mmol). The solution was heated to a gentle reflux using an oil bath until the purple color had disappeared (2 hour). Another batch of KMnO4 (12.2 g, 77.2 mmol) was added and the heating was continued until the purple color was destroyed (2-2.5 hour). The reaction mixture was cooled slightly and the precipitated oxides of manganese were filtered through Celite. After washing the precipitates with warm water (2×50 mL), the filtrate was concentrated under reduced pressure to about its original volume. This concentrated filtrate was acidified to pH 2.5 and the resulting fine white precipitate was filtered and dried overnight under reduced pressure on a high vacuum pump, yielding 2-methoxy isophthalic acid 55 as a white powder (6.8 g, 94% yield).1H-NMR (300 MHz, DMSO-d6) delta: 7.97 (d, 2H), 6.9 (t, 1H), 2.5 (s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With aluminum (III) chloride In dichloromethane | |
nach der Friedel-Craftsschen Methode; | ||
With iron(III) chloride |
With aluminium trichloride In carbon disulfide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | With sodium hydroxide for 1h; Heating; | |
With sodium hydroxide | ||
With alkali |
With sodium hydroxide Behandeln bei Siedetemperatur; | ||
With hydroxide | ||
With sodium hydroxide Heating; | ||
With sodium hydroxide; N-benzyl-trimethylammonium hydroxide In dichloromethane; water for 12h; Ambient temperature; | ||
With sodium hydroxide for 2h; Heating; | ||
With sodium hydroxide 1) H2O, reflux, 2) reflux, 4 h; Yield given. Multistep reaction; | ||
Yield given; | ||
In cyclohexane for 2h; Heating; Yield given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 1.5h; Heating; | |
76% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 80℃; | |
72% | With Perbenzoic acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In tetrachloromethane for 2h; Heating; Irradiation; |
61% | With N-Bromosuccinimide; Perbenzoic acid In tetrachloromethane for 6h; Heating; | |
56% | With N-Bromosuccinimide In tetrachloromethane for 1h; Inert atmosphere; irradiation; | 4.3.3. 2,6-Bis(bromomethyl)anisole 7 Under an atmosphere of Ar, 1,6-dimethylanisole 6 (488 mg, 3.59 mmol) was added dropwise to a suspension of NBS (1.278 mg, 7.18 mmol) in CCl4 (25 mL). After stirring for 60 min under irradiation (125 nm), the reaction mixture was filtered and evaporated under reduced pressure. The crude residue was dissolved in CH2Cl2 and extracted twice with an aqueous solution of NH4Cl (10%). The organic layer was then dried with MgSO4 and evaporated under reduced pressure to afford 7 (590 mg, 56%), which was used in the next step without further purification (7 is a lachrymator). Mp was in agreement with the literature values. |
50% | With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 4h; Heating; | |
43% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 2h; Heating; | |
43% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 2h; Reflux; | |
40% | With N-Bromosuccinimide; Perbenzoic acid In tetrachloromethane for 24h; Heating; | |
With N-Bromosuccinimide Irradiation; | ||
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dichloromethane Heating; Irradiation; | ||
With N-Bromosuccinimide In tetrachloromethane | ||
With N-Bromosuccinimide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium In tetrahydrofuran; ethanol at -30℃; for 2h; | |
91% | With 1,3-dimethyl-2-imidazolidinone; lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 185℃; for 12h; further reagent: NaN(SiMe3)2; | |
83% | With lithium; ethylenediamine In tetrahydrofuran at -10℃; for 1h; |
75% | With sodium methylate; 1-dodecylthiol In N,N-dimethyl-formamide at 100℃; for 1h; | |
74% | With potassium <i>tert</i>-butylate; diphenylphosphane In N,N-dimethyl-formamide at 80℃; for 12h; Sealed tube; | |
70% | With boron trichloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78 - 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride In acetic acid for 8h; Ambient temperature; | |
With potassium iodide; thallium(III) trifluoroacetate In trifluoroacetic acid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With nitronium tetrafluoborate In tetrachloromethane at 5 - 10℃; also for 2,6-diisopropylphenol, var. dialkyl phenols; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With antimony pentafluoride In hydrogen fluoride at 0℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With nitrosonium tetrafluoroborate In acetonitrile at 25℃; for 1.5h; | |
65% | With nitrosylsulfuric acid; sulfuric acid; acetic acid at 0℃; for 0.0666667h; | |
With cis-nitrous acid In sulfuric acid at 25℃; other percent of sulphuric acid; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With bromine In tetrachloromethane for 12h; Heating; Irradiation; | |
67% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 19h; Irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | With N-Bromosuccinimide; Perbenzoic acid In tetrachloromethane Heating; | |
With N-Bromosuccinimide In tetrachloromethane for 0.5h; Heating; Irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With bromine In hydrogen fluoride at -45℃; for 0.25h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With bromine In hydrogen fluoride at -45℃; for 1.25h; | |
Multi-step reaction with 4 steps 1.1: nitric acid; acetic acid; sulfuric acid / 3 h / 0 - 20 °C 2.1: acetic acid; hydrogenchloride; zinc / water; ethyl acetate / 4 h / 0 - 20 °C 3.1: bromine / dichloromethane / 0.75 h / 20 °C 4.1: sulfuric acid / ethanol / 0.08 h 4.2: 1.25 h / 20 - 90 °C | ||
Multi-step reaction with 4 steps 1.1: sulfuric acid; acetic acid; nitric acid / 3 h / 0 - 20 °C 2.1: acetic acid; zinc; hydrogenchloride / ethyl acetate / 4 h / 0 - 20 °C 3.1: bromine / dichloromethane / 0.75 h / 20 °C 4.1: sulfuric acid / ethanol / 0.08 h / 20 °C 4.2: 1.25 h / 20 - 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With dimanganese decacarbonyl at 180℃; for 1h; | 1-Methoxy-2,6-dimethylbenzene. General procedure: General procedure for the alkylation of phenols with dimethyl carbonate. A 17-mL stainless steel high-pressure micro reactor was charged with 3 mmol of Mn2(CO)10, W(CO)6, or Co2(CO)8, 100 mmol of the corresponding phenol, and 300 mmol of dimethyl carbonate, and the reactor was hermetically closed and heated for 1 h at 180°C. The reactor was then cooled to room temperature and opened, and the mixture was filtered through a layer of alumina. Unreacted dimethyl carbonate was distilled off, and the residue was distilled under atmospheric or reduced pressure or recrystallized from ethanol. 1-Methoxy-2,6-dimethylbenzene. Yield 99%, bp 74-75°C (20 mm). 13C NMR spectrum, δC, ppm: 15.49 (2C, CH3), 58.88 (OCH3), 123.32 (C4), 128.24 (C3, C5), 130.20 (C2, C6), 156.65 (C1). Found, %: C 79.31; H 8.85. C9H12O. Calculated, %: C 79.37; H 8.88. |
70% | With N-butyl-4-methylpyridinium bromide at 170℃; for 2h; Inert atmosphere; Ionic liquid; Green chemistry; chemoselective reaction; | 1 4.3. Selective O-methylation of phenols and benzyl alcohol General procedure: A mixture of 1 mmol phenols or benzyl alcohols, 1 mL DMC and 1 mmol of IL was taken in a 10 mL RBF fitted with a reflux condenser and placed in an oil bath. The reaction mixture was heated to 170 °C under nitrogen atmosphere for reaction time indicated in Table 2. On completion of reaction, as monitored by TLC using ethyl acetate and petroleum ether (60-80 °C) as eluent, the crude product was extracted with diethyl ether (5 mL × 3), the ether extract washed with water,dried with anhydrous Na2SO4 and solvent removed by evaporation.The crude product obtained was purified by column chromatography on silica gel column and ethyl acetate-petroleum ether as eluent. |
91 % Chromat. | at 180℃; for 4.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With K2COO3 In acetone for 72h; Heating; | |
87% | With potassium carbonate In acetone for 72h; Reflux; | |
81% | With potassium hydroxide In dimethyl sulfoxide at 0 - 20℃; for 0.25h; |
75% | With potassium hydroxide In dimethyl sulfoxide at 80℃; for 0.166667h; Microwave irradiation; | |
(i) aq. <Et4N>F, DMF, (ii) /BRN= 969135/; Multistep reaction; | ||
100 % Chromat. | With aluminum oxide; potassium fluoride In acetonitrile for 0.25h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
17% | With hydrogenchloride; acetic acid at 60℃; for 4h; | 6.a Step a) Preparation of 5-Chloromethyl-2-methoxy-1,3-dimethylbenzene; A solution of 2-methoxy-1,3-dimethylbenzene (10 g, 73 mmol) in glacial acetic acid was treated with paraformaldehyde (12 g, 142 mmol), heated to 60° C. with HCl (gas) bubbled in for 4 h and cooled to room temperature. The reaction was poured into water and extracted with ether. The extracts were combined, washed sequentially with water, aqueous saturated sodium bicarbonate and brine, dried over MgSO4 and concentrated in vacuo. The resultant residue was distilled (100° C. and 0.2 mmHg) to give the chloromethylbenzene compound as a clear oil, 2.3 g (17% yield), 1HNMR (DMSO-d6, 300 MHz) δ 2.2 (s, 6H), 3.6 (s, 3H), 4.6 (s, 2H), 7.0 (s, 2H). |
With hydrogenchloride In acetic acid | ||
With hydrogenchloride; zinc(II) chloride |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 38% 2: 1% 3: 23% | With sulfuric acid; iodine; periodic acid In acetic acid at 80 - 85℃; for 12h; Further byproducts given; | |
1: 23% 2: 1% 3: 38% | With sulfuric acid; iodine; periodic acid In acetic acid at 80 - 85℃; for 12h; Yield given. Further byproducts given. Title compound not separated from byproducts; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With kaolin; sodium chlorite; manganese(III) acetylacetonate In dichloromethane at 25℃; for 1.16667h; | |
92% | With aluminum oxide; sodium chlorite; (salen)Mn(III) In dichloromethane at 20℃; for 0.583333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; | |
98 % Spectr. | With tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; | |
With [(POCOP)Ir(H)(acetone)]+[B(C6F5)4]- In o-dichlorobenzene-d4 at 23℃; for 10h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | With dihydroxyphenylselenonium 4-methylphenyl sulfonate In acetic acid at 100 - 110℃; for 0.75h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With molybdenum(V) chloride In dichloromethane at 0℃; for 0.5h; | |
31% | With 1,1,1,3',3',3'-hexafluoro-propanol; tert-butylammonium hexafluorophosphate(V) Electrochemical reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 2-methoxy-1,3-dimethylbenzene; TpMe2Ir(C2H4)2 In benzene at 60℃; for 12h; Stage #2: triethylsilane With hydrogen In cyclohexane at 115℃; for 21h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | With dimethyl sulfoxide; silver carbonate at 150℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: benzene / 12 h / 60 °C 1.2: H2 / cyclohexane / 21 h / 115 °C / 3040 Torr 2.1: tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 52 percent / KMnO4 / H2O / 60 °C 2: SOCl2 / DMF / CH2Cl2 / 1.5 h / Heating | ||
Multi-step reaction with 2 steps 1: KOH, K2MnO4 / H2O / 3 h / 80 °C 2: 42 percent / SOCl2 / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-bromosuccinimide / CCl4 2: 45 percent / sodium hydride / tetrahydrofuran / 12 h / Heating 3: 91 percent / lithium iodide / pyridine / 8 h / Heating | ||
Multi-step reaction with 3 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 52 percent / NaH / tetrahydrofuran / 12 h / Heating 3: 86 percent / anhydr. LiI / pyridine / 8 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-bromosuccinimide / CCl4 2: 45 percent / sodium hydride / tetrahydrofuran / 12 h / Heating | ||
Multi-step reaction with 2 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 52 percent / NaH / tetrahydrofuran / 12 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-bromosuccinimide / CCl4 2: 45 percent / sodium hydride / tetrahydrofuran / 12 h / Heating 3: 91 percent / lithium iodide / pyridine / 8 h / Heating 4: 92 percent / sodium nitrite, nitric acid / H2O / 0.5 h / 20 °C | ||
Multi-step reaction with 4 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 52 percent / NaH / tetrahydrofuran / 12 h / Heating 3: 86 percent / anhydr. LiI / pyridine / 8 h / Heating 4: 86 percent / KNO2, concd. HNO3 / H2O / 0.67 h / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-bromosuccinimide / CCl4 2: 58 percent / sodium hydride / tetrahydrofuran / 12 h / Heating 3: 92 percent / lithium iodide / pyridine / 10 h / Heating | ||
Multi-step reaction with 3 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 51 percent / NaH / tetrahydrofuran / 12 h / Heating 3: 83 percent / anhydr. LiI / pyridine / 10 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-bromosuccinimide / CCl4 2: 58 percent / sodium hydride / tetrahydrofuran / 12 h / Heating | ||
Multi-step reaction with 2 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 51 percent / NaH / tetrahydrofuran / 12 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-bromosuccinimide / CCl4 2: 58 percent / sodium hydride / tetrahydrofuran / 12 h / Heating 3: 92 percent / lithium iodide / pyridine / 10 h / Heating 4: 93 percent / sodium nitrite, nitric acid / H2O / 0.5 h / 20 °C | ||
Multi-step reaction with 4 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 51 percent / NaH / tetrahydrofuran / 12 h / Heating 3: 83 percent / anhydr. LiI / pyridine / 10 h / Heating 4: 75 percent / KNO2, concd. HNO3 / H2O / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-bromosuccinimide / CCl4 2: 51 percent / sodium hydride / tetrahydrofuran / 12 h / Heating 3: 70 percent / lithium iodide / pyridine / 6 h / Heating | ||
Multi-step reaction with 3 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 37 percent / NaH / tetrahydrofuran / 12 h / Heating 3: 61 percent / anhydr. LiI / pyridine / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-bromosuccinimide / CCl4 2: 51 percent / sodium hydride / tetrahydrofuran / 12 h / Heating | ||
Multi-step reaction with 2 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 37 percent / NaH / tetrahydrofuran / 12 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-bromosuccinimide / CCl4 2: 51 percent / sodium hydride / tetrahydrofuran / 12 h / Heating 3: 70 percent / lithium iodide / pyridine / 6 h / Heating 4: 92 percent / sodium nitrite, nitric acid / H2O / 0.5 h / 20 °C | ||
Multi-step reaction with 4 steps 1: 79 percent / N-bromosuccinimide, azobisisobutyronitrile / CCl4 / 1.5 h / Heating 2: 37 percent / NaH / tetrahydrofuran / 12 h / Heating 3: 61 percent / anhydr. LiI / pyridine / Heating 4: 67 percent / KNO2, concd. HNO3 / H2O / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With sodium hydroxide; dimethyl sulfate In water | 2 Synthesis of 2,6-Dimethylanisole (2) EXAMPLE 2 Synthesis of 2,6-Dimethylanisole (2) Sodium hydroxide (20 g, 500 mmol) was dissolved in distilled water (200 mL) and placed in a round-bottom flask fitted with a reflux condenser. To the solution were added sequentially 2,6-dimethylphenol (1, 61 g, 500 mmol) and dimethyl sulfate (48 mL, 500 mmol). The mixture was heated at 60° C. for about 17 h, cooled, and transferred to a separatory funnel. The organic layer was separated, and the aqueous layer was extracted with benzene. The combined organic layers were washed sequentially with 10% aq. sodium hydroxide and brine, and dried (MgSO4). Concentration of the solution gave 2,6-dimethylanisole (2, 39 g, 57% yield), bp 179°-182° C./750 torr (lit.: Burton, G. W.; Joyce, A.; Ingold, K. U. Arch. Biochem. Biophys., 1982, 221, 281; 181° C.), as a colorless oil. |
Multi-step reaction with 2 steps 1: 1) NaH / 1) THF 2) 3h, room temperature 2: 84 percent Chromat. / DMAP / 2 h / 140 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: HNO3; acetic acid anhydride 2: Raney nickel; diethyl ether / Hydrogenation | ||
Multi-step reaction with 2 steps 1: glacial acetic acid; aqueous HNO3 / 60 - 70 °C 2: iron; aqueous hydrochloric acid | ||
Multi-step reaction with 2 steps 1: acetic acid; nitric acid / water / 0 - 65 °C 2: palladium 10% on activated carbon / cyclohexane; ethanol / 14 h / 80 °C |
Multi-step reaction with 2 steps 1: nitric acid; acetic acid; sulfuric acid / 3 h / 0 - 20 °C 2: acetic acid; hydrogenchloride; zinc / water; ethyl acetate / 4 h / 0 - 20 °C | ||
Multi-step reaction with 2 steps 1: sulfuric acid; acetic acid; nitric acid / 3 h / 0 - 20 °C 2: acetic acid; zinc; hydrogenchloride / ethyl acetate / 4 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
48% | In tetrahydrofuran; hexane | 68.1 Step 1 Step 1 1-Cyclohexyl-2-(2'-methoxy-3'-methyl)phenyl-1-ethanol n-Butyl lithium (14.0 mL of a 2.5 M solution in hexane, 35 mmol) was added dropwise to a solution of 4.95 mL (35 mmol) of 2,6-dimethyl anisole in 60 mL of dry THF at 0° C. and the resultant mixture was stirred at 0° C. for 1 h, and then at ambient temperature for 4 h. The reaction mixture was then cooled to 0° C., treated with 4.2 mL (35 mmol) of cyclohexane carboxaldehyde, allowed to warm to ambient temperature again and poured into saturated aqueous ammonium chloride solution. The cloudy mixture was extracted with diethyl ether and the ether solution was washed with water and brine and concentrated in vacuo. The residue was purified on silica gel eluted with hexane:diethyl ether (5:1 v/v) to give 4.2 g (48% yield) of the title compound. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane; toluene | 4-[3,5-Dimethyl-4-methoxyphenyl)butanol 4-[3,5-Dimethyl-4-methoxyphenyl)butanol A mixture of 2,6-dimethylanisole (4.45 g), succinic anhydride (4.80 g) and aluminum chloride (4.70 g) in toluene (60 ml) is stirred for 2.7 hr at 20°-25°. A 100 ml aliquot of methylene chloride is added for solubility. The reaction is run for 6 hr. The reaction is poured onto ice and extracted with methylene chloride-isopropanol. The organic phase is washed with saline, dried over sodium sulfate, concentrated and dried under reduced pressure overnight to give a solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane | 30.a EXAMPLE 30 (a) 13.6 g of 2,6-dimethylanisole was dissolved in 30 ml of methylene chloride, and 16 g of anhydrous aluminum chloride was added. Then, with water cooling, 11 g of propionyl chloride was added dropwise. The mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water, and the organic layer was separated and washed with water. The solvent was evaporated to give 18.7 g of 2,6-dimethyl-4-propionylanisole. IR, νmaxfilm (cm-1): 1690. NMR, δCDCl3ppm: 1.19 (3H, t, J=7 Hz), 2.33 (6H, s), 2.93 (2H, q, J=7 Hz), 3.73 (3H, s), 7.62 (2H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | 5.d d. d. Preparation of 2-ethyl-3-(3,5-dimethyl-4-methoxy-benzoyl)-benzo[b]thiophene Into a half-litre flask equipped with a mechanical stirrer were introduced 27.1 g (0.121 mol) of 2-ethyl-3-chlorocarbonyl-benzo[b]thiophene, 16.5 g (0.121 mol) of 2,6-dimethyl-anisole and 120 ml of dichlorethane. The mixture was cooled to 5° C by means of an ice-bath and while stirring 24.2 g (0.181 mol) of aluminium chloride were added gradually. The mixture was then allowed to return to room temperature and stirring was maintained for 24 hours. The solution was hydrolyzed with diluted hydrochloric acid and the organic and aqueous phases were separated by decantation. The organic phase was washed with water, then with a sodium hydroxide solution, and finally dried and evaporated to dryness. The excess of 2,6-dimethyl-anisole was eliminated by heating under slight vacuum. 27.8 g of 2-ethyl-3-(3,5-dimethyl-4-methoxy-benzoyl)-benzo[b]thiophene were obtained. Yield 71%. Oily, not crystallized. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; sodium hydroxide In dichloromethane | 1.A (A) (A) (2-Thienyl) (3,5-dimethyl-4-methoxyphenyl)ketone Into a solution of 60 g of 2,6-dimethyl anisole and 62.7 g of the chloride of 2-thiophene carboxylic acid in 250 ml of anhydrous methylene chloride there was introduced over 30 minutes 58.5 g of aluminium chloride while maintaining the temperature at about 10° C. The reaction medium was brought to the reflux temperature of the solvent for 21/2 hours, then poured onto one kg of crushed ice mixed with 150 ml of concentrated hydrochloric acid. The organic phase was decanted, the aqueous phase extracted with methylene chloride, and the organic phase washed with an aqueous solution of sodium hydroxide, then with water. After drying and evaporation of the solvent, 110 g of an oil was isolated which was distilled under reduced pressure to give 89 g of ketone. Boiling point (14 mm Hg)=225° C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With hydrogenchloride | 12 Reaction of 2,6-dimethyl phenol with N-t-butyl-N',N',N",N"-tetramethyl guanidine/iodomethane EXAMPLE 12 Reaction of 2,6-dimethyl phenol with N-t-butyl-N',N',N",N"-tetramethyl guanidine/iodomethane 0.547 g of N-t-butyl-N',N',N",N"-tetramethyl guanidine (3.20 mmoles) and then 1 ml of iodomethane (16.1 mmoles) are added to a solution of 0.349 g of 2,6-dimethylphenol (2.86 mmoles) in 2 ml of anhydrous ether. After 30 minutes, the solvents are evaporated and the product is distributed between ether and an aqueous 1M hydrochloric acid solution. The ethereal extract is dried over anhydrous sodium sulfate, filtered and evaporated to give 0.31 g of 2,6-dimethyl anisole in the form of a pale yellow chromatographically homogeneous oil (NMR, IR, TLC); yield 80%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; formaldehyd In acetic acid | 4 3,5-Dimethyl-4-methoxybenzyl chloride (I) PREPARATION 4 3,5-Dimethyl-4-methoxybenzyl chloride (I) Hydrogen chloride gas is bubbled into a solution of formaldehyde (37%), glacial acetic acid (100 ml), and 2,6-dimethylanisole (21.8 g). After a short period of time, an exothermic reaction occurs and the reaction temperature rises to about 40°. The reaction mixture is cooled to about 20° with ice bath. Hydrogen chloride gas is continually bubbled through the reaction solution for 5.5 hours. A gas chromatogram indicates the starting material is consumed. The hydrogen chloride bubbling is discontinued and the solution is then heated on a steam bath for 15 minutes. After cooling to 20°-25°, the reaction is diluted with water and ether. The phases are separated and the aqueous phase is extracted a second time with ether. The combined ether extracts are washed with water (3 *) and then with saline, dried over sodium sulfate, and concentrated under reduced pressure to a liquid, which is distillation under a house vacuum to give the title compound, bp. 145°-150°. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With oxygen; palladium diacetate; trifluoroacetic acid In dimethyl sulfoxide at 100℃; for 10h; Molecular sieve; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | With oxygen; palladium diacetate; silver carbonate; Trimethylacetic acid at 130℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 77% 2: 5% | With (C5H5)Y(CH2C6H4NMe2-o)2; trityl tetrakis(pentafluorophenyl)borate In toluene at 70℃; for 24h; Inert atmosphere; Glovebox; regioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine Glovebox; Inert atmosphere; | |
70% | With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 80℃; for 24h; Sealed tube; Inert atmosphere; | |
With 2,6-di-tert-butyl-pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer In tetrahydrofuran at 80℃; for 24h; Glovebox; Inert atmosphere; Sealed tube; |
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 80℃; for 24h; Inert atmosphere; regioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With tert.-butylnitrite; N-hydroxyphthalimide; palladium diacetate In acetonitrile at 70℃; for 24h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; trifluoroacetic anhydride at 80℃; for 1.5h; | 13 Example 13 Add compound 1m (0.3mmol), rhodium acetate dimer (0.45%mmol) and iodobenzenediethyl ester (0.3mmol) in a 10mL pressure tube, then add trifluoroacetic anhydride (1.5mL), and put it in The reaction was magnetically stirred in an oil bath at 80°C for 1.5 hours. After the completion of the reaction, the reaction was quenched with saturated sodium bicarbonate for 15 mL, and then extracted with ethyl acetate (20 mL×3), the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, and separated by column chromatography. (Petroleum ether: ethyl acetate=10:1, v/v) A white solid of 2m was obtained with a yield of 78%. |
63% | With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; trifluoroacetic anhydride; bis-[(trifluoroacetoxy)iodo]benzene at 80℃; for 1.5h; Sealed tube; | |
57% | Stage #1: 2-methoxy-1,3-dimethylbenzene With (p-cymene)ruthenium(II) chloride; bis-[(trifluoroacetoxy)iodo]benzene In 1,2-dichloro-ethane at 80℃; for 3h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water; ethylene dibromide at 20℃; for 1h; Inert atmosphere; Schlenk technique; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | Stage #1: 2-methoxy-1,3-dimethylbenzene With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; potassium <i>tert</i>-butylate In hexane; n-heptane at 0℃; for 0.25h; Inert atmosphere; Stage #2: chloro-trimethyl-silane In hexane; n-heptane at 0℃; for 1h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With trifluoromethylsulfonic anhydride In dichloromethane at 20℃; for 24h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: phthalic anhydride; 2-methoxy-1,3-dimethylbenzene With aluminum (III) chloride In 1,2-dichloro-ethane for 17h; Cooling with ice; Reflux; Stage #2: methylhydrazine In ethanol Reflux; | 4-(4-hydroxy-3,5-dimethylphenyl)-2-methyl-1(2H)-phthalazinone (4) General procedure C: to a solution of phthalic anhydride (222 mg, 1.50 mmol) in dichloroethane (10 mL) was added reactant 2,6-dimethylanisole (122 mg, 1.00 mmol). The solution was cooled in an ice bath. (0366) Aluminum chloride (400 mg, 3.00 mmol) was added portionwise. The ice bath was removed after 10 min and warmed to room temperature over 1 h. The reaction mixture was refluxed overnight (16 h), cooled to room temperature, and poured carefully into a stirred solution of ice /l N HC1 (500 mL) The organic layer was separated, and the aqueous layer was extracted with EA (250 mL>=:3). The combined organic layers were dried over magnesium sulfate, filtered, concentrated, and redissolved in EtOH (15 mL). Methyhydrazine (157 3.00 mmol) was added, the mixture was refluxed overnight, cooled to room temperature and concentrated. The residue was purified by flash column chromatography on silica gel (eluent: dichloromethane/methanol, 0-10%) to give the title compound as white solid (186 mg, 66%). ESI-MS m/z: 281.1298 [M+H]+; Purity: 90.5%. (0367) 1H NMR (400 MHz, DMSO-i/6) δ 8.64 (s, 1H), 8.40 - 8.28 (m, 1H), 7.94 - 7.82 (m, 2H), 7.82 - 7.70 (0368) (m, 1H), 7.14 (s, 2H), 3.75 (s, 3H), 2.24 (s, 6H). 13C NMR (101 MHz, DMSO) δ 158.17, 154.10, 146.27, 133.21, 131.63, 129.29, 128.90, 127.37, 126.91, 126.20, 125.48, 124.27, 48.61, 16.67. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With phosphorus pentoxide; phosphoric acid at 90℃; for 4h; | 8.1 (1) Synthesis of Compound 2030: 85% phosphoric acid (90.0 mL) was added to a three-necked flask at room temperature.Under mechanical stirring, phosphorus pentoxide (200.0 g) was added, and the reaction was stirred for 60 minutes to obtain polyphosphoric acid.The reaction system was placed in a heating oil bath to maintain the oil bath temperature at 90 °C.2,6-dimethylanisole, (136.19, 20.0 g, 147.0 mmol),p-Methoxybenzoic acid (152.15, 24.0 g, 160 mmol) was mechanically stirred for 4 hours, and the reaction mixture was gradually deepened from yellow to yellow.The reaction solution was poured into crushed ice, and the mixture was extracted with 3×100 ml of ethyl acetate.The ethyl acetate phase was dried over anhydrous sodium sulfate for 4 hours, then filtered, and the filtrate concentrate was recrystallized from petroleum ether ethyl acetate (V/V = 5:1).2030 (270.32, 29.8 g, 110.3 mmol), yield 75.0%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
35% | With iodosodilactone at 90℃; for 18h; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With dipotassium peroxodisulfate; palladium diacetate at 80℃; for 24h; | 2 Example 2 In a 50mL thick-walled high-pressure resistant reaction tube, add a stir bar,Phenol ether (4.09 g, 30.0 mmol),Alkyne (206.3mg, 1.0mmol),Catalyst palladium (II) acetate (22.4mg, 0.1mmol),Oxidant potassium persulfate (540.6mg, 2.0mmol),The reaction system was placed in an oil bath at 80 ° C. for 24 h.The reaction system was cooled to room temperature, and phenol ether was removed by freeze-drying.The crude product was separated by silica gel column chromatography to obtain a pale yellow solid (201.2 mg, yield: 87%). |
83% | With dipotassium peroxodisulfate; palladium diacetate; acetic acid at 80℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tert-Butyl peroxybenzoate; palladium diacetate In 1,2-dichloro-ethane at 100℃; for 4h; Overall yield = 65 percent; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tert-Butyl peroxybenzoate; palladium diacetate In 1,2-dichloro-ethane at 100℃; for 4h; Overall yield = 72 percent; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With tetrabutylammonium tetrafluoroborate; sodium hydrogencarbonate In dichloromethane at 20℃; for 0.666667h; Electrochemical reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | Stage #1: 2-methoxy-1,3-dimethylbenzene With thianthrene-5-oxide; trifluoromethylsulfonic anhydride In acetonitrile at -20 - 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; Stage #2: acetophenone With palladium diacetate; cesium fluoride; XPhos In N,N-dimethyl-formamide; acetonitrile at 80℃; for 11h; Inert atmosphere; Schlenk technique; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With potassium carbonate In dimethyl sulfoxide at 80℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 2h; Inert atmosphere; Overall yield = 60 percent; Overall yield = 0.24 g; Optical yield = 8 percent de; | 2.4 General procedure for the synthesis of 4-aryl-2-hydroxytetralins (14). General procedure: Synthesis of 4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydronaphthalen-2-ol (14aa). Borontrifluoride etherate (48%, 1.54 mmol, 1.10 equiv) was added dropwise into the mixture ofaldehyde 13a (1.40 mmol, 1.00 equiv) and veratrole (1.47 mmol, 1.05 equiv) dissolved inanhydr. CH2Cl2 (6 mL) at 0 °C in an inert atmosphere of N2. The resultant solution was stirredfor further 2 h at 0 C, then quenched with saturated aqueous NaCl (10 mL), and extractedwith CH2Cl2 (2 × 10 mL). The combined organic layers were dried over Na2SO4 and filtered,and the filtrate was concentrated under reduced pressure. The residue was purified bycolumn chromatography on silica gel eluting with EA/PE (boiling point range 6090 C) (v/v =1:4) to give 14aa. Colorless oil. 0.28 g, 70%, cis/trans = 49:51. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; Bathocuproine at 120℃; for 24h; Inert atmosphere; Sealed tube; regioselective reaction; |
Tags: 1004-66-6 synthesis path| 1004-66-6 SDS| 1004-66-6 COA| 1004-66-6 purity| 1004-66-6 application| 1004-66-6 NMR| 1004-66-6 COA| 1004-66-6 structure
[ 14107-97-2 ]
1,3,5-Trimethoxy-2-methylbenzene
Similarity: 0.96
[ 14538-50-2 ]
2,5-Dimethoxy-1,3-dimethylbenzene
Similarity: 0.96
[ 14107-97-2 ]
1,3,5-Trimethoxy-2-methylbenzene
Similarity: 0.96
[ 14538-50-2 ]
2,5-Dimethoxy-1,3-dimethylbenzene
Similarity: 0.96
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Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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