Name: 150-78-7|1,4-Dimethoxybenzene|98%
Brand: Ambeed
SKU: A754084
Price: 5.0 USD
Availability: InStock
Rating: 98 (28 reviews)

1
[ 150-78-7 ]
[ 652-67-5 ]
[ 162426-86-0 ]
[ 6941-54-4 ]
[ 5306-85-4 ]

Yield	Reaction Conditions	Operation in experiment
17%	at 130℃; for 15 h;	Isosorbide,Methyl etherate and acid catalystAmberlyst-35 was put into a stainless steel reaction kettle,Closed reactor,130 ° C magnetic stirring for 15 hours. among them,The molar ratio of methylating reagent and isosorbide was 50: 1,The mass ratio of catalyst Amberlyst-35 to isosorbide was 0.5: 1. After the reactor was cooled to room temperature,The reaction solution was analyzed by gas chromatography. The conversion of isosorbide and its methylated product yield were calculated by gas chromatography internal standard method,In mole percent.

Reference： [1] Patent: CN105646514, 2016, A, . Location in patent: Paragraph 0029; 0030; 0031; 0032; 0033; 0034

2
[ 150-78-7 ]
[ 39581-55-0 ]

Reference： [1] Patent: CN107365322, 2017, A,

3
[ 107-20-0 ]
[ 504-02-9 ]
[ 150-78-7 ]
[ 16806-93-2 ]

Reference： [1] Patent: EP101004, 1991, B2,

4
[ 68-12-2 ]
[ 150-78-7 ]
[ 7310-97-6 ]

Yield	Reaction Conditions	Operation in experiment
62%	Stage #1: With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at 0℃; for 5.5 h; Inert atmosphere; Reflux Stage #2: at -78℃; for 1 h; Inert atmosphere	A three-necked reactor equipped with a thermometer was charged with 7.0 g (50.67 mmol) of 1,4-dimethoxybenzene, 29.44 g (253.33 mmol) of N,N,N′,N′-tetramethylethylenediamine, and 280 ml of diethyl ether under a nitrogen stream to prepare a homogeneous solution. After cooling the solution to 0° C., 97.4 ml (253.33 mmol) of 2.6 M n-butyllithium (n-hexane solution) was added dropwise to the solution over 30 minutes. After the dropwise addition, the reaction mixture was reacted for 5 hours under reflux, and then cooled to −78° C. After the addition of 18.52 g (253.33 mmol) of N,N-dimethylformamide, the mixture was stirred at −78° C. for 1 hour. After the addition of 350 ml of a 3 N hydrochloric acid aqueous solution to the reaction mixture at −78° C., the mixture was heated to 25° C., and 300 ml of distilled water and 200 ml of a saturated sodium chloride solution were added to the mixture, followed by extraction with 700 ml of chloroform. The chloroform layer was dried over anhydrous sodium sulfate, and sodium sulfate was filtered off. The solvent was evaporated from the filtrate under reduced pressure using a rotary evaporator. The resulting solid was added to 100 ml of toluene. After stirring the mixture for 5 minutes, the resulting crystals were filtered off to obtain 6.1 g of an intermediate A as yellow crystals (yield: 62percent). (0225) The structure of the target product was identified by ¹H-NMR. (0226) ¹H-NMR (500 MHz, CDCl₃, TMS, δ ppm): 10.51 (s, 2H), 7.46 (s, 2H), 3.95 (s, 6H).

Reference： [1] Organic and Biomolecular Chemistry, 2003, vol. 1, # 7, p. 1157 - 1170
[2] Tetrahedron Letters, 2013, vol. 54, # 26, p. 3419 - 3423
[3] Patent: US2015/274647, 2015, A1, . Location in patent: Paragraph 0223-0226
[4] Organometallics, 2012, vol. 31, # 9, p. 3636 - 3646
[5] New Journal of Chemistry, 2016, vol. 40, # 7, p. 5877 - 5884
[6] Patent: CN107382905, 2017, A, . Location in patent: Paragraph 0008; 0081; 0087; 0088

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[ 2591-86-8 ]
[ 150-78-7 ]
[ 7310-97-6 ]

Yield	Reaction Conditions	Operation in experiment
51%	Stage #1: With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane; ethyl acetate at 0℃; Inert atmosphere; Reflux Stage #2: at 0 - 20℃; for 1 h;	To a solution of 1-1 1 ,4-dimethoxybenzene (11.5 g, 83.26 mmol, 1 eq) in distilled Et20(276 mL) was added TMEDA (37,4 mL, 249.78 mmol, 3 eq). At 000, nBuLi at 2.5 M inhexane (100 mL, 249.78 mmol, 3 eq) was added dropwise. The mixture was stirred atreflux overnight under inert atmosphere. At 000, 1-formylpiperidine (27.74 mL, 249.78mmol, 3 eq). was added dropwise. The mixture was stirred at room temperature for 1 h.Following the addition of distilled water (300 mL) and HCI 3 M (57.5 mL), the mixture was extracted with hot CHCI3 (300 mLx4). The organic phase was dried over an hydrous Na2SO4 and filtered. After removing the solvent, the remaining residue was purified by recrystallization in CHCI3 to give an orange solid (9.51 g, 51 percent).1H NMR (300 MHz, ODd3) 6 ppm = 10.51 (s, 2 H, CHO), 7.46 (s, 2 H, Ar), 3.95 (s, 6 H,OH3) data matched with literature reference

Reference： [1] Patent: WO2017/211985, 2017, A1, . Location in patent: Page/Page column 35; 36

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[ 150-78-7 ]
[ 7310-97-6 ]

Reference： [1] Journal of the American Chemical Society, 2003, vol. 125, # 37, p. 11241 - 11248
[2] European Journal of Organic Chemistry, 1998, # 4, p. 595 - 604
[3] Journal of Medicinal Chemistry, 1984, vol. 27, # 8, p. 1071 - 1077
[4] Tetrahedron, 1983, vol. 39, # 5, p. 781 - 792
[5] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 10, p. 2755 - 2756
[6] New Journal of Chemistry, 2014, vol. 38, # 7, p. 3042 - 3049
[7] Journal of Molecular Structure, 2016, vol. 1106, p. 121 - 129
[8] Patent: WO2015/163817, 2015, A1,
[9] Tetrahedron, 2017, vol. 73, # 20, p. 2886 - 2893
[10] Journal of Materials Chemistry A, 2018, vol. 6, # 2, p. 374 - 382
[11] Journal of the American Chemical Society, 2018, vol. 140, # 3, p. 984 - 992
[12] Journal of Photochemistry and Photobiology A: Chemistry, 2017, vol. 346, p. 194 - 205
[13] Journal of Photochemistry and Photobiology A: Chemistry, 2018, vol. 364, p. 705 - 714
[14] Angewandte Chemie - International Edition, 2018, vol. 57, # 35, p. 11310 - 11315[15] Angew. Chem., 2018, vol. 130, p. 11480 - 11485,6

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[ 150-78-7 ]
[ 68602-57-3 ]
[ 34065-73-1 ]
[ 333-27-7 ]

Reference： [1] Journal of Organic Chemistry, 1987, vol. 52, # 19, p. 4156 - 4159

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[ 150-78-7 ]
[ 68602-57-3 ]
[ 34065-73-1 ]
[ 5672-87-7 ]
[ 333-27-7 ]

Reference： [1] Journal of Organic Chemistry, 1987, vol. 52, # 19, p. 4156 - 4159

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[ 75-36-5 ]
[ 150-78-7 ]
[ 705-15-7 ]

Reference： [1] Gazzetta Chimica Italiana, 1948, vol. 78, p. 16,19
[2] Journal of the American Chemical Society, 1948, vol. 70, p. 1084,1086
[3] Journal of the Chemical Society, 1939, p. 1922,1926
[4] Journal of Medicinal Chemistry, 1975, vol. 18, # 12, p. 1201 - 1204

10
[ 64-19-7 ]
[ 150-78-7 ]
[ 705-15-7 ]

Reference： [1] Archiv der Pharmazie (Weinheim, Germany), 1955, vol. 288, p. 102,107,108

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[ 64-19-7 ]
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[ 705-15-7 ]
[ 1201-38-3 ]

Reference： [1] Archiv der Pharmazie (Weinheim, Germany), 1955, vol. 288, p. 102,107,108

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[ 7446-70-0 ]
[ 60-29-7 ]
[ 75-36-5 ]
[ 150-78-7 ]
[ 705-15-7 ]
[ 1201-38-3 ]

Reference： [1] Gazzetta Chimica Italiana, 1948, vol. 78, p. 16,19
[2] Journal of the Chemical Society, 1939, p. 1922,1926

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[ 150-78-7 ]
[ 17332-11-5 ]
[ 583-69-7 ]

Reference： [1] Journal of Organic Chemistry USSR (English Translation), 1983, p. 997 - 998[2] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 5, p. 1115 - 1116

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[ 150-78-7 ]
[ 615-93-0 ]

Reference： [1] Synthetic Communications, 2002, vol. 32, # 20, p. 3233 - 3239
[2] Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, 1944, vol. 5, p. 38,40

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[ 150-78-7 ]
[ 18113-03-6 ]
[ 18093-12-4 ]
[ 615-67-8 ]

Reference： [1] Journal of Organic Chemistry USSR (English Translation), 1983, p. 997 - 998[2] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 5, p. 1115 - 1116
[3] Journal of Organic Chemistry USSR (English Translation), 1983, p. 997 - 998[4] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 5, p. 1115 - 1116

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[ 150-78-7 ]
[ 18113-03-6 ]
[ 18093-12-4 ]
[ 615-67-8 ]

Reference： [1] Journal of Organic Chemistry USSR (English Translation), 1983, p. 997 - 998[2] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 5, p. 1115 - 1116
[3] Journal of Organic Chemistry USSR (English Translation), 1983, p. 997 - 998[4] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 5, p. 1115 - 1116

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[ 150-78-7 ]
[ 2674-34-2 ]

Yield	Reaction Conditions	Operation in experiment
85%	With bromine In chloroform at 0℃; for 3 h;	Example 2: Preparation of 2,5-dibromo-1 ,4-dimethoxybenzene (2); [00103] In a one liter round-bottom flask, a solution of bromine (35.2 g, 220 mmol) in chloroform (50 ml) was added dropwise to a solution of 1 ,4- dimethoxybenzene (13.8 g, 100 mmol) in chloroform (400 ml) under 0⁰C. After stirring for 3 hours, 100 ml of saturated Na₂CO₃ solution was added. The organic layer was washed with water, brine, and dried over sodium sulfate. The solvent was removed on a rotary evaporator and the residue was performed recrystallization from ethanol to afford pure 2,5-dibromo-1 ,4- dimethoxybenzene (25.8 g, 85percent). ¹HNMR (CDCI₃) 57.128 (s, 2 H), 3.873 (s, 6 H).
83.6%	at 20℃; for 4 h; Sonication	In a 250 ml reaction flask, 20.0 g (0.145 mol, 1.0 eq) of hydroquinone dimethyl ether and 55 ml of glacial acetic acid were added and dissolved by ultrasonic; A solution of 15 ml of Br2 (0.290 mol, 2.0 eq) and 15 ml of glacial acetic acid was added dropwise at room temperature. After 1.5 hours, the mixture was stirred at room temperature for 2.5 h. Placed in the upper refrigerator to 10 below the temperature (not to acetic acid curing) filter; and petroleum ether washing filter cake to give a white solid, vacuum drying and then weight 35.6g, the yield of 83.6percent.
68%	for 16 h; Cooling with ice	1,4-dimethoxybenzene (1.66 g, 12.0 mmol) was dissolved in 25 mL glacial acetic acid and cooled in an ice bath. Bromine (1.3 mL, 25 mmol) was carefully added. The cooling bath was removed and the reaction was stirred for 16 h and then poured over ice. The reaction mixture was extracted 3 x with 100 mL of CHCl₃. The combined organics were dried over MgSO₄, filtered, and the solvents were removed under vacuum. The product was isolated via recrystallization in absolute ethanol to yield white needles (2.40 g, 68percent), mp 140-142 C (lit.⁵ mp 144-145 C). ¹H NMR (CDCl₃): δ 7.12 (s, 2H), 3.86 (s, 6H). The ¹H NMR matches the known spectrum.⁵

63%	With bromine In acetic acid at 20℃; for 2 h;	To a solution of 1,4- dimethoxybenzene Q-8 (7.5 g, 53.57 mmol) in acetic acid (25 mL) was added a solution of bromine (17.4 g, 108.9 mmol) in acetic acid (5 mL) at room temperature. After stirring for 2h, the solution was cooled to 10 ⁰C. The resulting fine precipitate was filtered, washed with water (20 mL), and dried under vacuum to obtain compound Q-9 (1Og, 63percent) as a white solid. TLC R_f = 0.5 (petroleum ether - EtOAc, 9.9:0.1); ¹H NMR (CDCl₃) δ 7.10 (s, 2H), 3.84 (s, 6H).
61%	With N-Bromosuccinimide In water; N,N-dimethyl-formamide at 20 - 80℃; for 6 h;	General procedure: To a stirred solution of starting compound (0.5–1.2 mmol) in DMF–H₂O (95:5, v/v, 8–12 mL) mixture was added NBS (4.0–4.2 mmol) at room temperature. The contents were stirred at room temperature about 10 min and then heated for appropriate duration mentioned in Table 2. Progress of the reaction in every case was monitored by TLC analysis. After completion of the reaction, the reaction mixture was cooled to room temperature and quenched with aqueous NaHCO₃ (20percent, 20–30 mL) solution. The insoluble precipitate was isolated by filtration and dried in vacuo. It was further purified by either recrystallization with ethyl acetate/n-hexane mixture or short pad silica gel column chromatography led to pure product.

Reference： [1] Tetrahedron, 1999, vol. 55, # 36, p. 11127 - 11142
[2] Tetrahedron Letters, 1998, vol. 39, # 35, p. 6349 - 6350
[3] Organic Process Research and Development, 2016, vol. 20, # 2, p. 284 - 296
[4] Journal of the American Chemical Society, 2003, vol. 125, # 37, p. 11241 - 11248
[5] Journal of Materials Chemistry A, 2017, vol. 5, # 44, p. 22933 - 22938
[6] Journal of Materials Chemistry A, 2018, vol. 6, # 2, p. 374 - 382
[7] Synlett, 2005, # 17, p. 2664 - 2666
[8] Tetrahedron, 1997, vol. 53, # 30, p. 10357 - 10400
[9] New Journal of Chemistry, 2014, vol. 38, # 6, p. 2229 - 2232
[10] Journal of Organic Chemistry, 1998, vol. 63, # 11, p. 3764 - 3768
[11] Patent: WO2006/93467, 2006, A1, . Location in patent: Page/Page column 26
[12] Synthetic Communications, 2001, vol. 31, # 13, p. 2021 - 2027
[13] Patent: CN106397468, 2017, A, . Location in patent: Paragraph 0012; 0018; 0022
[14] Synthetic Communications, 1998, vol. 28, # 3, p. 499 - 505
[15] Chemical Communications, 2016, vol. 52, # 74, p. 11088 - 11091
[16] Tetrahedron, 2001, vol. 57, # 24, p. 5109 - 5121
[17] Journal of Organic Chemistry, 1980, vol. 45, # 3, p. 378 - 384
[18] Tetrahedron, 2015, vol. 71, # 2, p. 283 - 292
[19] Journal of Organic Chemistry, 2011, vol. 76, # 20, p. 8501 - 8507
[20] Patent: WO2010/129049, 2010, A1, . Location in patent: Page/Page column 111; 113
[21] Tetrahedron Letters, 2014, vol. 55, # 24, p. 3511 - 3515
[22] Synthetic Communications, 1998, vol. 28, # 11, p. 2087 - 2095
[23] Austral. J. scient. Res., 1949, vol. <A> 2, p. 595,599
[24] Chemische Berichte, 1878, vol. 11, p. 1036
[25] Journal of the Chemical Society, 1925, vol. 127, p. 2003
[26] Chemische Berichte, 1878, vol. 11, p. 1036
[27] Synthetic Communications, 2002, vol. 32, # 20, p. 3233 - 3239
[28] Macromolecules, 2002, vol. 35, # 13, p. 4975 - 4982
[29] Organic Letters, 2001, vol. 3, # 3, p. 445 - 447
[30] Canadian Journal of Chemistry, 2008, vol. 86, # 10, p. 976 - 981
[31] Polymer, 2010, vol. 51, # 3, p. 632 - 638
[32] Angewandte Chemie - International Edition, 2018, vol. 57, # 35, p. 11310 - 11315[33] Angew. Chem., 2018, vol. 130, p. 11480 - 11485,6

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[ 150-78-7 ]
[ 2674-34-2 ]
[ 25245-34-5 ]

Reference： [1] Monatshefte fuer Chemie, 1931, vol. 58, p. 92,104
[2] Chemical Papers, 2018, vol. 72, # 11, p. 2893 - 2898

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[ 150-78-7 ]
[ 2674-34-2 ]
[ 25245-34-5 ]

Reference： [1] Chemische Berichte, 1931, vol. 58, p. 92,101

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[ 2680-03-7 ]
[ 150-78-7 ]
[ 52428-09-8 ]

Reference： [1] Tetrahedron Letters, 1996, vol. 37, # 24, p. 4199 - 4202
[2] Tetrahedron, 1996, vol. 52, # 40, p. 12993 - 13006

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[ 52428-09-8 ]

Reference： [1] Tetrahedron Letters, 1996, vol. 37, # 24, p. 4199 - 4202

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[ 150-78-7 ]
[ 50505-61-8 ]

Reference： [1] Journal of Medicinal Chemistry, 1975, vol. 18, # 12, p. 1201 - 1204

23
[ 108-24-7 ]
[ 150-78-7 ]
[ 1201-38-3 ]

Yield	Reaction Conditions	Operation in experiment
50%	at 20℃; for 1.5 h;	General procedure: An oven-dried vial was charged with anisole 1a (0.75 mmol, 1.0 equiv), acetic anhydride 2a (1.5 mmol, 2.0 equiv) and TFA (0.8 mL). The reaction mixture was stirred at room temperature and monitored by TLC or GC-MS. The reaction typically took 1.5 h to complete. Upon completion, aqueous sodium hydrogen carbonate was added and the aqueous phase was extracted with ethyl acetate (3 x 20 mL). The combined organic layers were dried over Na₂SO₄ and concentrated. The crude product was purified by silica gel column chromatography to afford ketone product 3a. Alternatively, the product can also be obtained without workup: upon completion, the solvent was removed under reduced pressure and the residue was subjected to silica gel flash column chromatography.
42%	With Hierarchical-Beta zeolite In neat (no solvent) at 119.84℃; for 4 h; Green chemistry	General procedure: In a typical acylation reaction, substrate, acetic anhydrideand catalyst (activated at 473 K) were mixed in a 25 mL roundbottom flask. Reactions were conducted at a desired temper-ature for a stipulated time period. The reaction mixture wasanalyzed using gas chromatography (GC) (Yonglin 6100; BP-5; 30 m × 0.25 mm × 0.25 m). Reactant conversion and productselectivity were obtained using GC. Products were confirmedusing GC–MS (Schimadzu GCMS-QP 2010 Ultra; Rtx-5 Sil Ms;30 m × 0.25 mm × 0.25 m). In most of the cases, products werealso confirmed by the authentic samples obtained from Aldrich(based on the retention time of the authentic sample in the GC anal-ysis). In the case of indole acylation, products were also confirmedusing NMR.
29%	at 80℃; for 0.5 h; Ionic liquid	Typical procedure: Bi(OTf)₃ (0.0328 g, 0.05 mmol), [BMI][PF₆] (0.5 g), anisole (0.108 g, 1 mmol), and acetic anhydride (0.102 g, 1 mmol) were stirred at 80 °C for 30 min. After cooling, the reaction mixture was extracted by diethyl ether (2 .x. 40 mL). The ether layer was decanted, washed with water, aqueous NaHCO₃, and brine, and dried over MgSO₄. The solvent was then removed on a rotary evaporator. The residue was purified by flash chromatography (n-hexane/ethyl acetate = 9:1) to give 4-methoxyacetophenone (0.120 g, 80percent yield).

Reference： [1] Journal of Sulfur Chemistry, 2011, vol. 32, # 5, p. 463 - 473
[2] Tetrahedron Letters, 2018, vol. 59, # 10, p. 869 - 872
[3] Applied Catalysis A: General, 2015, vol. 493, p. 129 - 141
[4] Tetrahedron Letters, 2012, vol. 53, # 2, p. 222 - 224
[5] Journal of the American Chemical Society, 1945, vol. 67, p. 808
[6] Tetrahedron Letters, 1990, vol. 31, # 27, p. 3933 - 3936
[7] Synthetic Communications, 2011, vol. 41, # 5, p. 754 - 761
[8] European Journal of Organic Chemistry, 2012, # 16, p. 3132 - 3141

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[ 1201-38-3 ]

Yield	Reaction Conditions	Operation in experiment
9%	With indium(III) tosylate In dodecane; nitromethane for 17 h; Schlenk technique; Reflux	General procedure: Into a Schlenk flask were introduced 20 mL of nitromethane,2 mmol of 1,3-dimethoxybenzene, 10 mol percent of catalyst and4 mmol of acetyl chloride, with 0.5 mmol of dodecane for GC monitoring. The solutions were heated at reflux. The reactionswere followed by gas chromatography, by analysis of aliquots.The products were obtained after extraction by diethyl ether andpurification by column chromatography. All products are knowncompounds.

Reference： [1] European Journal of Organic Chemistry, 2012, # 16, p. 3132 - 3141
[2] Advanced Synthesis and Catalysis, 2010, vol. 352, # 17, p. 3031 - 3044
[3] Synthetic Communications, 2012, vol. 42, # 10, p. 1432 - 1444
[4] Advanced Synthesis and Catalysis, 2004, vol. 346, # 6, p. 599 - 602
[5] Journal of Organic Chemistry, 2004, vol. 69, # 20, p. 6953 - 6956
[6] Journal of Chemical Research, 2005, # 2, p. 80 - 81
[7] Helvetica Chimica Acta, 1981, vol. 64, # 8, p. 2741 - 2745
[8] Tetrahedron, 2015, vol. 71, # 38, p. 6813 - 6817
[9] Biochemical Preparations, 1955, vol. 4, p. 6,11
[10] Journal of Biological Chemistry, 1949, vol. 179, p. 365,367
[11] Recueil des Travaux Chimiques des Pays-Bas, 1945, vol. 64, p. 214,216
[12] Scientific Papers of the Institute of Physical and Chemical Research (Japan), 1932, vol. 18, p. 51,58[13] Chem. Zentralbl., 1932, vol. 103, # I, p. 2169
[14] Biochemical Preparations, 1955, vol. 4, p. 6,11
[15] Journal of Biological Chemistry, 1949, vol. 179, p. 365,367
[16] Recueil des Travaux Chimiques des Pays-Bas, 1945, vol. 64, p. 214,216
[17] Scientific Papers of the Institute of Physical and Chemical Research (Japan), 1932, vol. 18, p. 51,58[18] Chem. Zentralbl., 1932, vol. 103, # I, p. 2169
[19] Biochemical Preparations, 1955, vol. 4, p. 6,11
[20] Journal of Biological Chemistry, 1949, vol. 179, p. 365,367
[21] Recueil des Travaux Chimiques des Pays-Bas, 1945, vol. 64, p. 214,216
[22] Scientific Papers of the Institute of Physical and Chemical Research (Japan), 1932, vol. 18, p. 51,58[23] Chem. Zentralbl., 1932, vol. 103, # I, p. 2169
[24] Chemische Berichte, 1904, vol. 37, p. 3995
[25] Journal of Medicinal Chemistry, 1975, vol. 18, # 12, p. 1201 - 1204
[26] Helvetica Chimica Acta, 2003, vol. 86, # 8, p. 2754 - 2759

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Reference： [1] Synthesis, 2004, # 13, p. 2165 - 2168
[2] Journal of Organic Chemistry, 1980, vol. 45, # 3, p. 501 - 506
[3] Journal of Organic Chemistry, 1996, vol. 61, # 26, p. 9546 - 9547

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[ 150-78-7 ]
[ 705-15-7 ]
[ 1201-38-3 ]

Reference： [1] Archiv der Pharmazie (Weinheim, Germany), 1955, vol. 288, p. 102,107,108

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[ 1201-38-3 ]

Reference： [1] Synthetic Communications, 1999, vol. 29, # 10, p. 1687 - 1695

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[ 1201-38-3 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 2894 - 2900

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[ 75-36-5 ]
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Reference： [1] Gazzetta Chimica Italiana, 1948, vol. 78, p. 16,19
[2] Journal of the Chemical Society, 1939, p. 1922,1926

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[ 75-65-0 ]
[ 7323-63-9 ]

Reference： [1] Journal of Fluorine Chemistry, 1985, vol. 27, p. 401 - 410

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Reference： [1] Journal of the American Chemical Society, 1942, vol. 64, p. 937

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[ 7323-63-9 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 2000, vol. 73, # 12, p. 2779 - 2782

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Reference： [1] Zhurnal Obshchei Khimii, 1946, vol. 16, p. 145,154[2] Chem.Abstr., 1947, p. 108

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Reference： [1] Zhurnal Obshchei Khimii, 1946, vol. 16, p. 145,154[2] Chem.Abstr., 1947, p. 108

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Reference： [1] Journal of the American Chemical Society, 1942, vol. 64, p. 937

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[ 98-95-3 ]
[ 115-11-7 ]
[ 150-78-7 ]
[ 21112-37-8 ]
[ 7323-63-9 ]

Reference： [1] Zhurnal Obshchei Khimii, 1946, vol. 16, p. 145,154[2] Chem.Abstr., 1947, p. 108

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Reference： [1] Journal of the American Chemical Society, 1997, vol. 119, # 21, p. 4846 - 4855

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[ 53581-81-0 ]

Reference： [1] Journal of Medicinal Chemistry, 1975, vol. 18, # 12, p. 1201 - 1204

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Yield	Reaction Conditions	Operation in experiment
90%	With N-Bromosuccinimide In neat (no solvent) at 20℃; for 1.5 h; Milling; Green chemistry	General procedure: 1-Methoxy-3,5-dimethylbenzene(100mg, 0.73 mmol), N-Bromosuccinimide (NBS,260 mg,1.46 mmol) and one ball (5 mmdiameter, stainless steel) were transferred to a milling jar (10 mL, stainlesssteel). The ball-milling operation was performed and the progress of reaction was monitored by TLC/¹H NMR.[1]After completion, the reaction mixture was transferred into 30 mL ethyl acetate and cooled at 0 °C. The product was isolated as filtrate upon paper filtration and waste succinimide as precipitate. The resulting filtrate were concentrated in vacuo to isolate 250 mg (yield: 85percent) of 2b as colourless powder. To test the efficiency in large scale, the reaction was also performed for the mono-bromination of 1-methoxy-3,5-dimethylbenzene in 1.3 g scale for 1 h and the product was isolated in 87percent yield.[1] The milling apparatus was stopped and small portion of the sample was collected from the reaction jar to study either TLC/ proton NMR. Following, the reaction was started again andthis operation time was excluded for reporting the reaction timing.
90%	With N-Bromosuccinimide In neat (no solvent) at 20℃; for 1.5 h; Milling; Green chemistry	General procedure: 1-Methoxy-3,5-dimethylbenzene (100mg, 0.73 mmol), N-Bromosuccinimide (NBS,260 mg,1.46 mmol) and one ball (5 mmdiameter, stainless steel) were transferred to a milling jar (10 mL, stainlesssteel). The ball-milling operation was performed and the progress of reactionwas monitored by TLC/¹H NMR.[1]After completion, the reaction mixture was transferred into 30 mL ethyl acetateand cooled at 0 °C. The product was isolated as filtrate upon paper filtrationand waste succinimide as precipitate. The resulting filtrate were concentrated in vacuoto isolate 250 mg (yield: 85percent) of 2bas colourless powder. To test the efficiency in largescale, the reaction was also performed for the mono-bromination of1-methoxy-3,5-dimethylbenzene in 1.3 g scale for 1 h and the product wasisolated in 87percent yield.[1] Themilling apparatus was stopped and small portion of the sample was collectedfrom the reaction jar to study either TLC/ proton NMR. Following, the reaction was started again andthis operation time was excluded for reporting the reaction timing.
75%	at 50℃; for 6 h;	Synthesis of 2-bromo-1,4-dimethoxybenzene0.28 g (2.03 mmol; manufactured by Tokyo Chemical Industry Co., Ltd.) of 1,4-dimethoxybenzene and 0.98 g (2.09 mmol) of DITB obtained in Example 1 as a brominating agent and 4 mL of acetic acid were added to a test tube , And the mixture was stirred at 50 ° C. for 6 hours. After completion of the reaction, quantitative determination using gas chromatography (internal standard substance: chlorobenzene) confirmed the formation of the target product in a yield of 75percent.

73%	With bromine; acetic acid In methanol; chloroform at 0℃; for 3 h;	Example 1 : Preparation of 2,5-dimethoxybromobenzene (1); [00101] In a one liter round-bottom flask, a solution of bromine (16.0 g, 100 mmol) in acetic acid (50 ml) was added dropwise to a solution of 1 ,4- dimethoxybenzene (13.8 g, 100 mmol) in chloroform and methanol (400 ml) at 0⁰C. After stirring for 3 hours, 500 ml of saturated Na₂CO₃ solution was added. The organic layer was washed with water, brine and dried over sodium sulfate. After the solvent was removed on a rotary evaporator, the residue was distilled under reduced pressure to yield 15.8 g of 2,5- dimethoxybromobenzene (yield 73percent) ¹HNMR (CDCI₃) 57.148 (s, 1 H), 6.859 EPO <DP n="28"/>(s, 2 H), 3.869 (s, 3 H), 3.785 (s, 3 H).
67 %Chromat.	With carbon dioxide; oxygen; lithium bromide; copper(ll) bromide In water at 100℃; for 12 h; Autoclave; Green chemistry	General procedure: A mixture of substrate (1 mmol), CuBr₂ (22.4 mg, 10 molpercent), LiBr (130.3 mg, 1.5 equiv.), and 0.05 mL of water was placed in a 50 mL stainless steel autoclave equipped with an inner glass tube in room temperature. CO₂ (4 MPa) and O₂ (1 MPa) were subsequently introduced into the autoclave and the system was heated under the predetermined reaction temperature for 15 min to reach the equilibration. Then the final pressure was adjusted to the desired pressure by introducing the appropriate amount of CO₂. The mixture was stirred continuously for the desired reaction time. After cooling, products were diluted with acetone and analyzed by gas chromatograph (Shimadzu GC-2014) equipped with a capillary column (RTX-17 30 m × 25 μm and RTX-wax 30 m × 25 μm) using a flame ionization detector by comparing the retention times of authentic samples. The residue was purified by column chromatography on silica gel (200–300 mesh, eluting with petroleum ether/ethyl acetate from petroleum ether to 50:1) to afford the desired product. The isolated products were further identified with NMR spectra (Bruker 400 MHz) and GC–MS or GCD, which are consistent with those reported in the literature.
90 %Chromat.	With ammonium metavanadate; perchloric acid; tetrabutylammomium bromide; dihydrogen peroxide In chloroform; water at 20℃; for 0.416667 h;	General procedure: NH₄VO₃ (5 molpercent) and H₂O₂ (200 molpercent) were placed in a flask. After complete dissolution of the catalyst, TBAB (3 mmol) was added and the mixture was stirred at room temperature. Then, Et₂O (10 ml) and aromatic substrate (1 mmol) were added to the mixture. Finally, by slow drip, 1 ml of 1N HClO₄ solution was added. After adding the acid, the colour of the reaction changed from yellow to red due to the formation of oxomonoperoxovanadium. Conversion was followed by TLC and determined by GC. The phases were separated and the aqueous phase was extracted with CH₂Cl₂ (15 ml x3). The organic phases were pooled, washed with brine, dried over Na₂SO₄ and filtered. The solvent was removed under reduced pressure and the resulting crude product was purified by column chromatography with Hex:AcOEt.

Reference： [1] Helvetica Chimica Acta, 1983, vol. 66, # 4, p. 1068 - 1077
[2] Helvetica Chimica Acta, 1983, vol. 66, # 4, p. 1068 - 1077
[3] Journal of Organic Chemistry, 2002, vol. 67, # 13, p. 4487 - 4493
[4] Angewandte Chemie - International Edition, 2010, vol. 49, # 11, p. 2028 - 2032
[5] Tetrahedron Letters, 2003, vol. 44, # 9, p. 1815 - 1817
[6] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447
[7] Dalton Transactions, 2011, vol. 40, # 40, p. 10481 - 10490
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[9] Synthetic Communications, 1998, vol. 28, # 11, p. 2087 - 2095
[10] Tetrahedron Letters, 2004, vol. 45, # 25, p. 4887 - 4890
[11] Phosphorus, Sulfur and Silicon and the Related Elements, 2005, vol. 180, # 5-6, p. 1235 - 1240
[12] Acta Chemica Scandinavica, 1999, vol. 53, # 9, p. 714 - 720
[13] Tetrahedron, 2008, vol. 64, # 40, p. 9619 - 9624
[14] Tetrahedron Letters, 2014, vol. 55, # 13, p. 2154 - 2156
[15] Tetrahedron Letters, 2015, vol. 55, # 13, p. 2154 - 2156
[16] Tetrahedron Letters, 1998, vol. 39, # 35, p. 6349 - 6350
[17] Tetrahedron, 1999, vol. 55, # 36, p. 11127 - 11142
[18] Journal of Organic Chemistry, 2010, vol. 75, # 24, p. 8701 - 8704
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[21] Journal of Chemical Research, Miniprint, 2000, # 3, p. 417 - 429
[22] Synthetic Communications, 2001, vol. 31, # 13, p. 2021 - 2027
[23] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 10, p. 2637 - 2640
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[25] International Journal of Chemical Kinetics, 2016, vol. 48, # 2, p. 98 - 105
[26] Patent: JP2018/162218, 2018, A, . Location in patent: Paragraph 0039; 0040; 0041
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[28] Patent: WO2006/93467, 2006, A1, . Location in patent: Page/Page column 25-26
[29] Australian Journal of Chemistry, 2000, vol. 53, # 4, p. 245 - 256
[30] Tetrahedron Letters, 2007, vol. 48, # 45, p. 7969 - 7973
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[32] Synthetic Communications, 2007, vol. 37, # 8, p. 1381 - 1388
[33] Tetrahedron, 1982, vol. 38, # 8, p. 1105 - 1112
[34] Bulletin de la Societe Chimique de France, 1981, vol. 1, # 1-2, p. 42 - 48
[35] Justus Liebigs Annalen der Chemie, 1944, vol. 556, p. 1,7
[36] Austral. J. scient. Res., 1949, vol. <A> 2, p. 595,597, 598
[37] Rev. Fac. Cienc. quim. Univ. La Plata, 1950, vol. 25, p. 49,53
[38] Journal of Organic Chemistry, 1949, vol. 14, p. 911
[39] Chemische Berichte, 1890, vol. 23, p. 3255
[40] Ukrainskii Khimicheskii Zhurnal (Russian Edition), 1957, vol. 23, p. 341[41] Chem.Abstr., 1958, p. 4599
[42] Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 68, # 1-4, p. 261 - 292
[43] Synthetic Communications, 1999, vol. 29, # 4, p. 591 - 597
[44] Catalysis Today, 2012, vol. 194, # 1, p. 38 - 43
[45] Tetrahedron Letters, 2016, vol. 57, # 50, p. 5644 - 5648

40
[ 150-78-7 ]
[ 2674-34-2 ]
[ 25245-34-5 ]

Reference： [1] Monatshefte fuer Chemie, 1931, vol. 58, p. 92,104
[2] Chemical Papers, 2018, vol. 72, # 11, p. 2893 - 2898

41
[ 7789-69-7 ]
[ 150-78-7 ]
[ 2674-34-2 ]
[ 25245-34-5 ]

Reference： [1] Chemische Berichte, 1931, vol. 58, p. 92,101

42
[ 150-78-7 ]
[ 51560-21-5 ]

Yield	Reaction Conditions	Operation in experiment
97%	With iodine; periodic acid In methanol at 70℃; for 4 h; Inert atmosphere	Following the procedure by Ko et al,3 a solution of H5106 (2.92 g, 12.5 mmol) in methanol (25 mL) was stirred for 10 mm, then iodine (6.38 g, 25.0 mmol) was added to the mixture. 1,4-Dimethoxybenzene 8 (2.70 g, 20.0 mmol) was addedand the mixture was then heated at 70 °C for 4 h. The mixture was poured into a solution of Na55203 (5.00 g, 31.6 mmol) in water (50 mL). The solution was filtered and the precipitate was washed with methanol (20 mL), redissolved in CH2CI2 (20 mL) and filtered through a sintered funnel and the filtrate was evaporated in vacuo to afford title product 9 as a white solid (7.52 g, 97percent). 1H NMR (400 MHz; CDCI3)3.82 (6H, s, CH3), 7.19 (2H, s, Ar). The 1H NMR data was in agreement with literature values.4
94%	With iodine; periodic acid In methanol for 4 h; Reflux	Periodic acid (14.63 g, 64.2 mmol) was dissolved in 100 mL of methanol, added elemental iodine (31.82 g, 125 mmol), stirred for 10 minutes at room temperature, was added 1,4-bis (methyloxy) benzene (13.82 g, 100 mmol), the reaction was heated at reflux for 4 h.The reaction solution was poured into saturated sodium thiosulfate solution and a white solid was precipitated, filtered, washed with a little cold methylene chloride and methanol successively to give B as a white solid, 94percent yield.
77%	With potassium iodate; sulfuric acid; iodine; acetic acid In water for 24 h; Reflux	1,4-dimethoxybenzene (5, 5.314 g, 38.46 mmol), iodineresublimedcrystals (11.715 g, 46.16 mmol) and potassium iodate(4.116 g, 19.23 mmol) were dissolved in 131 mL of CH3COOH:H2-SO4:H2O (120:1:10). The reaction mixturewas allowed to stir underreflux for 24 h to obtain a dark reddish solution. After this, 200 mLof a saturated solution of sodium sulfite was added inducing precipitationof the product. The pale yellow solid formed was filteredand washed with sodium sulfite, ethanol and chloroform to give abright white powder (77percent yield). m,p.: 173e175 C; Lit 171e174 C[38]. 1H NMR (400 MHz, CDCl3): d 3.76 (s, 6H, OCH3), 7.12 (s, 2H, H-3) ppm. 13C NMR (100 MHz, CDCl3): d 67.85, 164.15, 96.21,132.41 ppm.

71%	With sulfuric acid; iodine; iodic acid; acetic acid In tetrachloromethane for 12 h; Heating / reflux	Example 3.2; Synthesis of 2,5-diiodo- 1,4-dimethoxybenzene; <n="31"/>The reaction mixture, 1,4-dimethoxybenzene (5.00 g, 36.19 mmol), iodine (8.27 g, 32.58 mmol), HIO₃ (3.90 g, 22.17 mmol), H₂SO₄ (30 percent) (11.7 ml), acetic acid (63.3 ml), in 15 ml of Tetrachloromethane was refluxed for 12 hours. Then, the mixture was cooled to room temperature, the solvent was concentrated at reduced pressure and the crude product was collected by filtration and washed with acetone. A white solid was isolated (10.02g, yield 71 percent).
52.3%	With sulfuric acid; dihydrogen peroxide; iodine In methanolReflux	Methanol (200ml) was placed in a round bottomed flask to which 1,4-dimethoxybenzene (2.76g, 20mmol) was added followed by iodine pellets (5.2g, 20mmol) and a catalytic amount of sulfuric acid. The flask was then brought to reflux and hydrogen peroxide (40ml, 40mmol) was slowly added over several minutes. The reaction mixture was refluxed for several hours until white crystals spontaneously formed. The mixture was then cooled, filtered and the crystals washed with cold methanol. Further recrystallization was carried out in methanol to yield 1,4-diiodo2,5-dimethoxybenzene (4.1g, 52.3percent).

Reference： [1] Patent: WO2018/47101, 2018, A1, . Location in patent: Page/Page column 68; 73
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43
[ 150-78-7 ]
[ 51560-21-5 ]
[ 90064-46-3 ]

Reference： [1] Organic Process Research and Development, 2003, vol. 7, # 1, p. 98 - 100

44
[ 150-78-7 ]
[ 2100-42-7 ]
[ 51560-21-5 ]
[ 25245-35-6 ]

Reference： [1] Organic Process Research and Development, 2003, vol. 7, # 1, p. 98 - 100

45
[ 150-78-7 ]
[ 51560-21-5 ]
[ 25245-35-6 ]

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[4] Patent: WO2006/73124, 2006, A1, . Location in patent: Page/Page column 17-18; 24

46
[ 150-78-7 ]
[ 14753-51-6 ]

Reference： [1] Macromolecules, 2002, vol. 35, # 13, p. 4975 - 4982
[2] Patent: CN106397468, 2017, A,

47
[ 150-78-7 ]
[ 4640-29-3 ]

Reference： [1] Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1983, vol. 38, # 7, p. 866 - 872

48
[ 68-12-2 ]
[ 150-78-7 ]
[ 5312-97-0 ]

Yield	Reaction Conditions	Operation in experiment
92%	Stage #1: With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2 h; Stage #2: at 0℃; for 2 h; Stage #3: With ammonia; iodine In tetrahydrofuran; hexane; water at 0 - 20℃; for 2 h;	General procedure: n-Butyllithium (1.67 M solution in hexane, 2.9 mL, 4.8 mmol) was added dropwise into a solution of 1,3-dimethoxybenzene (0.55 g, 4.0 mmol) in THF (5 mL) at 0 °C and the mixture was stirred for 2 h at the same temperature. Then, DMF (0.34 mL, 4.4 mmol) was added to the mixture and the obtained mixture was stirred at 0 °C. After 2 h at the same temperature, aq NH₃ (8 mL, 120 mmol) and I₂ (1.12 g, 4.4 mmol) were added and stirred for 2 h at rt. The reaction mixture was quenched with satd aq Na₂SO₃ (15 mL) and was extracted with Et₂O (3.x.20 mL). The organic layer was washed with brine and dried over Na₂SO₄ to provide 2,6-dimethoxybenzonitrile in over 80percent purity. The product was purified by a short column chromatography on silica gel (Hexane/EtOAc=3:1) to give pure 2,6-dimethoxybenzonitrile in 91percent yield as a colorless solid.

Reference： [1] Synlett, 2010, # 10, p. 1562 - 1566
[2] Tetrahedron, 2011, vol. 67, # 5, p. 958 - 964

49
[ 93-61-8 ]
[ 150-78-7 ]
[ 5312-97-0 ]

Yield	Reaction Conditions	Operation in experiment
71%	Stage #1: at 0℃; for 0.5 h; Stage #2: at 100℃; for 10 h; Stage #3: With ammonia; iodine In tetrahydrofuran; water; N,N-dimethyl-formamide at 20℃; for 3 h;	General procedure: To an ice cooled solution of N-methylformanilide (2.2 mmol) was added dropwise diphosphoryl chloride (2.2 mmol). The solution was stirred for 30 min at 0 °C, and then 1,2-dimethoxybenzene (276.3 mg, 2 mmol) in DMF (1.0 mL) was added dropwise. After being stirred for 10 h at 100 °C, I₂ (1015.2 mg, 4 mmol), aq NH₃ (4 mL, 28-30percent) and THF (1 mL) were added to the reaction mixture. The obtained mixture was stirred for 3 h at rt. After the reaction, the mixture was poured into aq satd Na₂SO₃ solution and extracted with CHCl₃ (3.x.20 mL). The organic layer was dried over Na₂SO₄, filtered, and evaporated. The product was purified by flash short column chromatography (Hexane:AcOEt=3:1) to afford 3,4-dimethoxybenzonitrile as a white solid in 92percent yield.

Reference： [1] Tetrahedron, 2012, vol. 68, # 24, p. 4588 - 4595

50
[ 150-78-7 ]
[ 5312-97-0 ]

Reference： [1] Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1983, vol. 38, # 7, p. 866 - 872
[2] Justus Liebigs Annalen der Chemie, 1906, vol. 344, p. 46[3] Chemische Berichte, 1905, vol. 38, p. 796

51
[ 506-68-3 ]
[ 150-78-7 ]
[ 5312-97-0 ]

Reference： [1] Helvetica Chimica Acta, 1920, vol. 3, p. 266

52
[ 143-33-9 ]
[ 150-78-7 ]
[ 5312-97-0 ]
[ 874-90-8 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1989, # 2, p. 156 - 167

53
[ 150-78-7 ]
[ 1758-25-4 ]

Reference： [1] Nippon Kagaku Zasshi, 1958, vol. 79, p. 1110,1112, 1113[2] Chem.Abstr., 1960, p. 5557
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990, # 4, p. 1041 - 1045

54
[ 105-39-5 ]
[ 150-78-7 ]
[ 1758-25-4 ]

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55
[ 108-24-7 ]
[ 150-78-7 ]
[ 1758-25-4 ]

Reference： [1] Journal of the Indian Chemical Society, 1967, vol. 44, # 5, p. 398 - 399

56
[ 121-43-7 ]
[ 150-78-7 ]
[ 107099-99-0 ]

Reference： [1] Journal of the American Chemical Society, 1994, vol. 116, # 17, p. 7895 - 7896

57
[ 150-78-7 ]
[ 107099-99-0 ]

Reference： [1] Journal of the Chemical Society, Dalton Transactions, 2002, # 22, p. 4224 - 4235
[2] Chemistry - A European Journal, 2000, vol. 6, # 1, p. 123 - 128

58
[ 73183-34-3 ]
[ 150-78-7 ]
[ 1073339-07-7 ]

Reference： [1] Chemical Communications, 2010, vol. 46, # 18, p. 3170 - 3172
[2] Chemical Communications, 2010, vol. 46, # 18, p. 3170 - 3172

59
[ 150-78-7 ]
[ 25015-63-8 ]
[ 1073339-07-7 ]
[ 1338777-82-4 ]

Reference： [1] ACS Catalysis, 2018, vol. 8, # 6, p. 5017 - 5022

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

CAS No. :	150-78-7	MDL No. :	MFCD00008401
Formula :	C₈H₁₀O₂	Boiling Point :	213°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	-
M.W :	138.16 g/mol	Pubchem ID :	9016
Synonyms :

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
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P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
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

[ CAS No. 150-78-7 ]

Quality Control of [ 150-78-7 ]

Related Doc. of [ 150-78-7 ]

Product Details of [ 150-78-7 ]

Safety of [ 150-78-7 ]

Application In Synthesis of [ 150-78-7 ]

[ 150-78-7 ] Synthesis Path-Upstream 1~59

[ 150-78-7 ] Synthesis Path-Downstream 1~25

Related Functional Groups of
[ 150-78-7 ]

Aryls

Ethers

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

[ CAS No. 150-78-7 ]

Quality Control of [ 150-78-7 ]

Related Doc. of [ 150-78-7 ]

Product Details of [ 150-78-7 ]

Safety of [ 150-78-7 ]

Application In Synthesis of [ 150-78-7 ]

[ 150-78-7 ] Synthesis Path-Upstream 1~59

[ 150-78-7 ] Synthesis Path-Downstream 1~25

Related Functional Groups of [ 150-78-7 ]

Aryls

Ethers

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 150-78-7 ]