2-Bromo-1-methoxy-3-methylbenzene

Base Information

• Chemical Name: 2-Bromo-1-methoxy-3-methylbenzene
• CAS No.: 38197-43-2
• Molecular Formula: C8H9BrO
• Molecular Weight: 201.063
• Hs Code.: 2909309090
• European Community (EC) Number: 894-041-9
• DSSTox Substance ID: DTXSID50472834
• Nikkaji Number: J32.074I
• Wikidata: Q82302004
• Mol file: 38197-43-2.mol

Synonyms:2-Bromo-1-methoxy-3-methylbenzene;38197-43-2;2-Bromo-3-methylanisole;Benzene, 2-bromo-1-methoxy-3-methyl-;2-BROMO-3-METHOXYTOLUENE;MFCD14705101;bromo-3-methylanisole;SCHEMBL4588874;DTXSID50472834;ZPXCHEDAXFJYBZ-UHFFFAOYSA-N;1-bromo-2-methoxy-6-methylbenzene;AKOS016006587;DS-16767;SY240745;CS-0137291;FT-0721945

Chemical Property of 2-Bromo-1-methoxy-3-methylbenzene

Chemical Property:

• Melting Point: 35.5-36.5 °C
• Boiling Point: 110-115 °C(Press: 16 Torr)
• PSA: 9.23000
• Density: 1.378±0.06 g/cm3(Predicted)
• LogP: 2.76610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 199.98368
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

98.5% ^*data from raw suppliers

2-Bromo-1-methoxy-3-methylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)OC)Br

Technology Process of 2-Bromo-1-methoxy-3-methylbenzene

There total 7 articles about 2-Bromo-1-methoxy-3-methylbenzene 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: 96.0%

2-bromo-3-methylphenol (22061-78-5) + methyl iodide (74-88-4) → 2-bromo-3-methylanisole (38197-43-2)

Guidance literature:

With potassium hydroxide; In acetonitrile; at 24 ℃; Inert atmosphere;

DOI:10.1002/anie.201003549

Reference yield: 78.0%

2-methoxy-6-methylbenzeneamine (50868-73-0) → 2-bromo-3-methylanisole (38197-43-2)

Guidance literature:

2-methoxy-6-methylbenzeneamine; With hydrogen bromide; sodium nitrite; In water; at 0 - 5 ℃;

With copper(I) bromide; In water; at 0 - 70 ℃; for 1.75h;

DOI:10.1002/ejoc.201300389

Reference yield:

1-methoxy-3-methyl-2-nitro-benzene (5345-42-6) → 2-bromo-3-methylanisole (38197-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / PtO₂ / propan-2-ol / 2327.2 Torr

2: 1) conc. H₂SO₄, NaNO₂, 2) CuBr, HBr / 1) H₂O, 0-10 deg C, 2) H₂O

With sulfuric acid; hydrogen bromide; hydrogen; copper(I) bromide; sodium nitrite; platinum(IV) oxide; In isopropyl alcohol;

DOI:10.1021/ac00032a004

upstream raw materials:

2-bromo-3-methylphenol

dimethyl sulfate

2-methoxy-6-methylbenzeneamine

1-methoxy-3-methyl-2-nitro-benzene

Downstream raw materials:

2-methoxy-6-methylbenzoyl chloride

2-Butyryl-3-methyl-phenoxyessigsaeure

(1S,3S)-3-(4-Benzyloxy-butyl)-1-((1R,2S)-3-benzyloxy-1,2-dihydroxy-propyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

(1R,3R)-3-(4-Benzyloxy-butyl)-1-((1S,2R)-3-benzyloxy-1,2-dihydroxy-propyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "ACYLAMINO BRIDGED HETEROCYCLIC COMPOUND, AND COMPOSITION AND APPLICATION THEREOF". Paragraph 0174. . Retrieved 2021/11/04.
• 2、 Heescher, Carolin,Schollmeyer, Dieter,Nubbemeyer, Udo. "1,2-asymmetric induction in diastereoselective zwitterionic aza-Claisen rearrangements: Key steps in optically active alkaloid synthesis". supporting information. p. 4399 - 4404. Retrieved 2013/07/26.