8-Bromoisochroman

Base Information

• Chemical Name: 8-Bromoisochroman
• CAS No.: 846037-83-0
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• European Community (EC) Number: 841-433-2
• Nikkaji Number: J2.444.753G
• Mol file: 846037-83-0.mol

Synonyms:8-bromoisochroman;846037-83-0;8-Bromo-isochroman;8-Bromoisochromane;8-Bromo-3,4-dihydro-1H-2-benzopyran;8-bromo-3,4-dihydro-1H-isochromene;1H-2-Benzopyran, 8-bromo-3,4-dihydro-;SCHEMBL5369024;WIB03783;MFCD22536208;AM805907;AS-63351;CS-0037565;EN300-160464

Chemical Property of 8-Bromoisochroman

Chemical Property:

• PSA: 9.23000
• LogP: 2.52180
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

95.0% ^*data from raw suppliers

8-bromo-3,4-dihydro-1H-isochromene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC2=C1C=CC=C2Br

Technology Process of 8-Bromoisochroman

There total 5 articles about 8-Bromoisochroman 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: 45.0%

2-Methoxyethoxymethyl chloride (3970-21-6) + 2-(3-bromophenyl)ethan-1-ol (28229-69-8) → 8-bromo-3,4-dihydro-1H-isochromene (846037-83-0)

Guidance literature:

2-Methoxyethoxymethyl chloride; 2-(3-bromophenyl)ethan-1-ol; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2.5h; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 20 ℃;

DOI:10.1021/jo4000674

Reference yield: 17.0%

1-bromo-3-(2-((2-methoxyethoxy)methoxy)ethyl)benzene (846037-84-1) → 6-bromo-3,4-dihydro-1H-isochromene (182949-90-2) + 8-bromo-3,4-dihydro-1H-isochromene (846037-83-0)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 ℃; for 0.75h;

DOI:10.1016/j.tetlet.2007.02.121

Reference yield: 4.0%

1-Bromo-3-(2-chloromethoxy-ethyl)-benzene → 6-bromo-3,4-dihydro-1H-isochromene (182949-90-2) + 8-bromo-3,4-dihydro-1H-isochromene (846037-83-0)

Guidance literature:

With sulfuric acid; at 80 - 90 ℃; for 5h;

upstream raw materials:

1-bromo-3-(2-((2-methoxyethoxy)methoxy)ethyl)benzene

2-(3-bromophenyl)ethan-1-ol

2-Methoxyethoxymethyl chloride

Downstream raw materials:

2-(8-bromoisochroman-1-yl)-1-phenylethanone

Refernces

• 1、 Liu, Xigong,Sun, Bin,Xie, Zhiyu,Qin, Xiaojun,Liu, Lei,Lou, Hongxiang. "Manganese dioxide-methanesulfonic acid promoted direct dehydrogenative alkylation of sp3 C-H bonds adjacent to a heteroatom". . p. 3104 - 3112. Retrieved 2013/06/05.
• 2、 Unterhalt,Joestingmeier. "New substituted isochromans". . p. 641 - 644. Retrieved 2007/10/03.