trans-2-Bromo-1-indanol

Base Information

• Chemical Name: trans-2-Bromo-1-indanol
• CAS No.: 67528-24-9
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.074
• European Community (EC) Number: 822-634-4
• DSSTox Substance ID: DTXSID20908554
• Nikkaji Number: J732.261E
• Wikidata: Q72457180
• Mol file: 67528-24-9.mol

Synonyms:trans-2-Bromo-1-indanol;(1S,2S)-2-bromo-2,3-dihydro-1H-inden-1-ol;Indene bromohydrin;67528-24-9;2S,1S-Bromoindanol;MFCD00151318;SCHEMBL7351826;DTXSID20908554;trans-2-Bromo-1-indanol, 99%;CS-0239802;EN300-219296;EN300-832842;J-001020;rac-(1R,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol

Chemical Property of trans-2-Bromo-1-indanol

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C2=CC=CC=C21)O)Br
• Isomeric SMILES: C1[C@@H]([C@H](C2=CC=CC=C21)O)Br

Technology Process of trans-2-Bromo-1-indanol

There total 8 articles about trans-2-Bromo-1-indanol 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: 69.0%

1-indene (95-13-6) → (1S,2S)-2-bromo-2,3-dihydro-1H-inden-1-ol (67528-24-9,78684-69-2)

Guidance literature:

With water; hydrogen bromide; In dimethyl sulfoxide; at 60 ℃; for 12h; Schlenk technique;

Reference yield: 43.0%

Isopropenyl acetate (108-22-5) + trans-2-bromo-1-indanol (10368-44-2,78684-69-2) → (1S,2S)-2-bromo-2,3-dihydro-1H-inden-1-ol (67528-24-9,78684-69-2) + (1R,2R)-(-)-2-bromo-1-acetoxyindan (85354-34-3)

Guidance literature:

With Novozym 435 lipase; In tert-butyl methyl ether; at 50 ℃; Inert atmosphere; Enzymatic reaction;

DOI:10.1080/00397911.2021.1960378

Reference yield:

Toluene-4-sulfonic acid (S)-1-hydroxy-indan-2-yl ester → (1S,2R)-epoxyindane (768-22-9,71214-81-8,85354-35-4,67528-26-1) + (1S,2S)-2-bromo-2,3-dihydro-1H-inden-1-ol (67528-24-9,78684-69-2) + trans-2-bromo-1-indanol (79465-06-8,78684-69-2)

Guidance literature:

Toluene-4-sulfonic acid (S)-1-hydroxy-indan-2-yl ester; With 1H-imidazole; tert-butyldimethylsilyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

With tetrabutylammomium bromide; In di-isopropyl ether; for 4h; Title compound not separated from byproducts; Heating;

DOI:10.1016/S0957-4166(01)00151-3

upstream raw materials:

(±)-trans-2-bromo-2,3-dihydro-1H-inden-1-yl acetate

(+)-(1S,2S)-trans-2-bromo-1-(methyloxyacetoxy)indan

trans-2-bromo-1-indanol

2,3-dihydro-1-oxo-1H-inden-2-yl-4-methylbenzenesulfonate

Downstream raw materials:

(1S,2R)-epoxyindane

(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

(1R,2S)-amino indanol