5-Bromomethyl-indan

Base Information

• Chemical Name: 5-Bromomethyl-indan
• CAS No.: 501649-52-1
• Molecular Formula: C₁₀H₁₁Br
• Molecular Weight: 211.101
• Hs Code.: 2903999090
• Mol file: 501649-52-1.mol

Synonyms:5-Bromomethyl-indan

Chemical Property of 5-Bromomethyl-indan

Chemical Property:

• Boiling Point: 116-117 °C(Press: 4 Torr)
• PSA: 0.00000
• Density: 1.426±0.06 g/cm3(Predicted)
• LogP: 3.07020

Purity/Quality:

99% ^*data from raw suppliers

5-Bromomethyl-indan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Bromomethyl-indan is a building block used in the preparation of biologically active small molecules.

Technology Process of 5-Bromomethyl-indan

There total 6 articles about 5-Bromomethyl-indan 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: 46.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + INDANE (496-11-7) → 5,6-bis(bromomethyl)-2,3-dihydro-1H-indene (91089-33-7) + 5-(bromomethyl)-2,3-dihydro-1H-indene (501649-52-1)

Guidance literature:

With hydrogen bromide; acetic acid; at 0 - 80 ℃;

DOI:10.1055/s-0030-1260145

Reference yield:

(2,3-dihydro-1H-inden-5-yl)methanol (51632-06-5) → 5-(bromomethyl)-2,3-dihydro-1H-indene (501649-52-1)

Guidance literature:

With pyridine; chloroform; benzene; Reagens 4: PBr₃;

Reference yield:

indan-5-amine (24425-40-9) → 5-(bromomethyl)-2,3-dihydro-1H-indene (501649-52-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: aq. hydrobromic acid; sodium nitrite / 0.33 h / 0 - 5 °C

1.2: 42 percent / copper(I) bromide; aq. hydrobromic acid / 0.67 h / 60 °C

2.1: tert-butyllithium / diethyl ether; pentane / 1 h / -70 °C

2.2: diethyl ether / 1 h / -70 - 10 °C

3.1: 23.1 g / sodium borohydride / ethanol / 1.5 h / 0 - 20 °C

4.1: thionyl bromide / CH₂Cl₂ / 1 h / 20 °C

With sodium tetrahydroborate; sulfurous dibromide; hydrogen bromide; tert.-butyl lithium; sodium nitrite; In diethyl ether; ethanol; dichloromethane; pentane;

DOI:10.1016/j.bmcl.2005.08.038

upstream raw materials:

(2,3-dihydro-1H-inden-5-yl)methanol

indan-5-amine

5-bromoindane

indan-5-carbaldehyde

Downstream raw materials:

3-(2.3-Dihydro-1H-inden-5-yl)-propanoic acid

indan-5-ylmethylamine

5-chloromethylindane

Refernces

• 1、 Kotha, Sambasivarao,Krishna, Nimita Gopal,Misra, Shilpi,Khedkar, Priti. "Synthesis of linearly and angularly fused indane-based constrained α-amino acid derivatives". experimental part. p. 2945 - 2950. Retrieved 2011/10/19.