4-Bromo-3-isopropylanisole

Base Information

• Chemical Name: 4-Bromo-3-isopropylanisole
• CAS No.: 34881-45-3
• Molecular Formula: C10H13BrO
• Molecular Weight: 229.117
• DSSTox Substance ID: DTXSID60471757
• Wikidata: Q82300410
• Mol file: 34881-45-3.mol

Synonyms:4-Bromo-3-isopropylanisole;34881-45-3;1-BROMO-2-ISOPROPYL-4-METHOXYBENZENE;1-bromo-4-methoxy-2-propan-2-ylbenzene;1-Bromo-2-isopropyl-4-methoxy-benzene;1-bromo-4-methoxy-2-(propan-2-yl)benzene;SCHEMBL1494189;2-isopropyl-4-methoxybromobenzene;DTXSID60471757;ITADIVACIVJFJF-UHFFFAOYSA-N;GS2695;MFCD15527198;SB21822;1-isopropyl-3-(4-methoxyphenyl) bromide;CS-0194237;FT-0763717;E91062

Chemical Property of 4-Bromo-3-isopropylanisole

Chemical Property:

• PSA: 9.23000
• LogP: 3.58110
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 228.01498
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-3-isopropylanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-3-isopropylanisole

There total 6 articles about 4-Bromo-3-isopropylanisole 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: 90.0%

3-isopropylanisole (6380-20-7) → 1-bromo-2-isopropyl-4-methoxy-benzene (34881-45-3)

Guidance literature:

With N-Bromosuccinimide; (Z)-N-[3,5-bis(trifluoromethyl)phenyl]-4-(dimethyliminio)pyridine-1(4H)-carbimidothioate; In dichloromethane; at 25 ℃; for 36h; regioselective reaction; Darkness;

DOI:10.1021/acs.orglett.7b01899

Reference yield:

3-isopropylhydroxybenzene (618-45-1) + methyl iodide (74-88-4) → 1-bromo-4-isopropyl-2-methoxy-benzene (820258-23-9) + 1-bromo-2-isopropyl-4-methoxy-benzene (34881-45-3)

Guidance literature:

3-isopropylhydroxybenzene; With bromine; In tetrachloromethane; at -10 - 20 ℃; for 12h;

methyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 4h; Overall yield = 72 %; Overall yield = 6.621 g;

Reference yield:

2-(2-bromo-5-methoxyphenyl) propan-2-ol (853271-15-5) → 1-bromo-2-isopropyl-4-methoxy-benzene (34881-45-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; tert-butyldimethylsilane; In toluene; at 1 - 22 ℃; for 22.5h; Inert atmosphere;

upstream raw materials:

3-isopropylanisole

2-bromo-5-isopropyl-phenol

4-bromo-3-(propan-2-yl)phenol

methyl iodide

Downstream raw materials:

2-isopropyl-4-methoxylbenzoic acid

(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-{5-[(4-bromophenyl)methyl]-2-methoxy-4-(propan-2-yl)phenyl}-D-glucitol

(E)-N-(1-((2-(dimethylamino)ethyl)amino)-2-methyl-1-oxopropan-2-yl)-4-(4-(2-isopropyl-4-methoxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)-2,2-dimethylbut-3-enamide

Refernces

• 1、 -. "METHOD FOR PRODUCING 1,5-ANHYDRO-1-SUBSTITUTED PHENYL-D-GLUCITOL COMPOUNDS". . . Retrieved 2017/07/25.
• 2、 -. "Methods of Using Diaminopyrimidine P2X3 and P2X 2/3 Receptor Modulators for Treatment of Acute and Sub-Acute Cough, Urge to Cough and Chronic Cough, in Respiratory Diseases". Paragraph 0146; 0147. . Retrieved 2015/03/04.