1-Bromo-2,3,4-trimethoxybenzene

Base Information

• Chemical Name: 1-Bromo-2,3,4-trimethoxybenzene
• CAS No.: 10385-36-1
• Molecular Formula: C9H11 Br O3
• Molecular Weight: 247.089
• Hs Code.: 2909309090
• NSC Number: 84516
• DSSTox Substance ID: DTXSID00292665
• Nikkaji Number: J1.028.152K
• Wikidata: Q82031063
• Mol file: 10385-36-1.mol

Synonyms:1-bromo-2,3,4-trimethoxybenzene;10385-36-1;2,3,4-(Trimethoxy)bromobenzene;2 3 4-(TRIMETHOXY)BROMOBENZENE 99;NSC84516;Benzene, 1-bromo-2,3,4-trimethoxy-;trimethoxy bromobenzene;NCIOpen2_004640;SCHEMBL772484;4-bromopyrogallol trimethyl ether;DTXSID00292665;HKCQJLVIFMFOTG-UHFFFAOYSA-N;BCP32471;1-Bromo-2,3,4-trimethoxy-benzene;2 3 4-(Trimethoxy)bromobenzene99;MFCD01318955;NSC-84516;AKOS009603889;s10816;2 3 4-(TRIMETHOXY)BROMOBENZENE;DS-10998;CS-0150639;2,3,4-(TRIMETHOXY)BROMOBENZENE, 99%;EN300-1910986;A818588;J-001047;1-bromo-2,3,4-trimethoxy-benzene;5-Bromo-1,2,3-trimethoxybenzene;1-Bromo-2,3,4-trimethoxybenzene;Benzene,1-bromo-2,3,4-trimethoxy-

Chemical Property of 1-Bromo-2,3,4-trimethoxybenzene

Chemical Property:

• Vapor Pressure: 0.0163mmHg at 25°C
• Refractive Index: n20/D 1.549(lit.)
• Boiling Point: 263.9°Cat760mmHg
• Flash Point: 104.4°C
• PSA: 27.69000
• Density: 1.391g/cm³
• LogP: 2.47490
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.98916
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Bromo-2,3,4-trimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)Br)OC)OC

Technology Process of 1-Bromo-2,3,4-trimethoxybenzene

There total 9 articles about 1-Bromo-2,3,4-trimethoxybenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1,2,3-trimethoxybenzene (634-36-6) → 2,3,4-trimethoxybromobenzene (10385-36-1)

Guidance literature:

With benzyltriphenylphosphonium peroxodisulfate; potassium bromide; In acetonitrile; for 2h; Heating;

DOI:10.1080/00397910601033906

Reference yield: 90.0%

1,2,3-trimethoxybenzene (634-36-6) + (E)-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (95279-92-8) → 2-bromo-3-(4-methoxyphenyl)-1-(2-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)propan-1-one + 2,3,4-trimethoxybromobenzene (10385-36-1)

Guidance literature:

With N-Bromosuccinimide; 4 A molecular sieve; sodium hydrogencarbonate; samarium(III) trifluoromethanesulfonate; In acetonitrile; at 15 ℃; for 4h;

DOI:10.1021/ol070813t

Reference yield: 80.0%

1,2,3-trimethoxybenzene (634-36-6) + 3-(4-methoxy-phenyl)acrylic acid methyl ester (3901-07-3) → 2-bromo-3-(4-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)propionic acid methyl ester + 2,3,4-trimethoxybromobenzene (10385-36-1)

Guidance literature:

With N-Bromosuccinimide; 4 A molecular sieve; sodium hydrogencarbonate; samarium(III) trifluoromethanesulfonate; In acetonitrile; at 15 ℃; for 12h;

DOI:10.1021/ol070813t

upstream raw materials:

2-bromo-pyridine

1,2,3-trimethoxybenzene

phosphorus pentabromide

bromine

Downstream raw materials:

1-piperidine-3,4,5-trimethoxybenzene

Butyl-methyl-(3,4,5-trimethoxy-phenyl)-amine

2-(3,4,5-Trimethoxy-phenyl)-butyronitrile

Octyl-(3,4,5-trimethoxy-phenyl)-amine

Refernces

• 1、 Seganish, W. Michael,Mowery, Molly E.,Riggleman, Shaundra,DeShong, Philip. "Palladium-catalyzed homocoupling of aryl halides in the presence of fluoride". . p. 2117 - 2121. Retrieved 2005.
• 2、 Hirano, Masao,Yakabe, Shigetaka,Monobe, Hiroyuki,Morimoto, Takashi. "Regioselective aromatic monobromination of alkyl phenyl ethers with NaClO2, NaBr, Mn(acac)3, and Montmorillonite K10 in dichloromethane". . p. 669 - 676. Retrieved 1998.
• 3、 Albadi, Jalal,Tajik, Hassan,Keshavarz, Mosadegh,Abedini, Masoumeh. "Poly(4-vinylpyridinium bromochromate): An efficient reagent for bromination of aromatic compounds". . p. 179 - 181. Retrieved 2013.
• 4、 Seganish, W. Michael,DeShong, Philip. "Palladium-catalyzed cross-coupling of aryl triethylammonium bis(catechol) silicates with aryl bromides using microwave irradiation". . p. 4379 - 4381. Retrieved 2004.
• 5、 Tajik, Hassan,Mohammadpoor-Baltork, Iraj,Albadi, Jalal. "Bromination of some aromatic compounds with potassium bromide in the presence of benzyltriphenylphosphonium peroxodisulfate". . p. 323 - 328. Retrieved 2007.
• 6、 Tsoukala, Anna,Liguori, Lucia,Occhipinti, Giovanni,Bj?rsvik, Hans-Rene?. "A novel simple and efficient bromination protocol for activated arenes". . p. 831 - 833. Retrieved 2009.
• 7、 Mondal, Haripriyo,Sk, Md Raja,Maji, Modhu Sudan. "Cooperativity within the catalyst: alkoxyamide as a catalyst for bromocyclization and bromination of (hetero)aromatics". supporting information. p. 11501 - 11504. Retrieved 2020/10/12.