5-Chloro-2-indanone

Base Information

• Chemical Name: 5-Chloro-2-indanone
• CAS No.: 74444-81-8
• Molecular Formula: C9H7ClO
• Molecular Weight: 166.607
• Hs Code.: 2914700090
• Mol file: 74444-81-8.mol

Synonyms:5-Chloro-2-indanone;

Chemical Property of 5-Chloro-2-indanone

Chemical Property:

• Vapor Pressure: 0.00303mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 284.2 °C at 760 mmHg
• Flash Point: 127.7 °C
• PSA: 17.07000
• Density: 1.312 g/cm³
• LogP: 2.00770
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloro-1H-inden-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Chloro-2-indanone

There total 6 articles about 5-Chloro-2-indanone 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: 62.0%

Formic acid 5-chloro-1-hydroxy-indan-2-yl ester (74444-80-7) → 5-chloro-1,3-dihydro-2H-inden-2-one (74444-81-8)

Guidance literature:

With sulfuric acid;

Reference yield: 47.0%

1-chloro-4-(prop-2-yn-1-yl)benzene (70090-69-6) → 5-chloro-1,3-dihydro-2H-inden-2-one (74444-81-8)

Guidance literature:

With 2,6-dichloropyridine N-oxide; methanesulfonic acid; C₄₅H₅₇AuF₆NO₉PS₂; In chloroform; at 20 ℃; for 0.25h;

DOI:10.1002/anie.201301015

Reference yield:

(4-chlorophenyl)acetaldehyde (4251-65-4) → 5-chloro-1,3-dihydro-2H-inden-2-one (74444-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triphenylphosphine / dichloromethane / 0.5 h / 0 °C

1.2: 3 h / 0 °C

2.1: tert.-butyl lithium / tetrahydrofuran / -78 - 20 °C

3.1: 2,6-dichloropyridine N-oxide; methanesulfonic acid; C₄₅H₅₇AuF₆NO₉PS₂ / chloroform / 0.25 h / 20 °C

With 2,6-dichloropyridine N-oxide; methanesulfonic acid; C₄₅H₅₇AuF₆NO₉PS₂; tert.-butyl lithium; triphenylphosphine; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1002/anie.201301015

upstream raw materials:

Formic acid 5-chloro-1-hydroxy-indan-2-yl ester

6-chloro-1H-indene

(4-chlorophenyl)acetaldehyde

4-chlorobenzaldehyde

Downstream raw materials:

5-chloro-2,3-dihydro-1H-inden-2-ylamine

(3E/Z)-6-chloro-3-(3-chloro-2-fluorobenzylidene)-1,3-dihydro-2H-indol-2-one

(2'R,3S,4'S,5R)-6-chloro-4'-(3-chloro-2-fluorophenyl)-N-(trans-4-hydroxycyclohexyl)-2'-neopentyl-2-oxospiro[indoline-3,3'-pyrrolidine]-5'-carboxamide trifluoroacetate

C₄₃H₄₆Cl₂FN₃O₄

Refernces

• 1、 Grouiller,Nioche,Barailler,et al.. "p-Chlorophenylalanine analogs and derivatives: Synthesis, biochemical and pharmacological properties". . p. 139 - 146. Retrieved 2007/10/02.