5-Chloroisoindoline

Base Information

• Chemical Name: 5-Chloroisoindoline
• CAS No.: 127168-76-7
• Molecular Formula: C8H9Cl2N
• Molecular Weight: 153.611
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00564157
• Wikidata: Q72452762
• Mol file: 127168-76-7.mol

Synonyms:5-Chloroisoindoline;127168-76-7;5-Chloro-2,3-dihydro-1H-isoindole;1H-Isoindole, 5-chloro-2,3-dihydro-;C8H8ClN;5- chloroisoindoline;SCHEMBL329312;5-chloro-2,3-dihydroisoindole;DTXSID00564157;KDKRSWXFLFTSII-UHFFFAOYSA-N;AB6849;MFCD11223563;AKOS006308774;SB64129;AS-44804;CS-0443785;A16001;EN300-153303;J-517396

Chemical Property of 5-Chloroisoindoline

Chemical Property:

• Boiling Point: 237℃
• PKA: 8.60±0.20(Predicted)
• Flash Point: 97℃
• PSA: 12.03000
• Density: 1.214
• LogP: 3.07400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 153.0345270
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloroisoindoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(CN1)C=C(C=C2)Cl

Technology Process of 5-Chloroisoindoline

There total 5 articles about 5-Chloroisoindoline 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: 98.0%

5-chloro-2-p-tosylisoindoline (127168-77-8) → 5-chloro-2,3-dihydro-1H-isoindole (127168-76-7)

Guidance literature:

With hydrogen bromide; phenol; In isopropyl alcohol; at 126 ℃; for 4h;

Reference yield:

4-chloro-1,2-dimethylbenzene (615-60-1) → 5-chloro-2,3-dihydro-1H-isoindole (127168-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 2 h / 75 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 90 °C

2.2: 4 h / 90 °C

3.1: phenol; hydrogen bromide / isopropyl alcohol / 4 h / 126 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen bromide; sodium hydride; phenol; In N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;

Reference yield:

1,2-bis(bromomethyl)-4-chlorobenzene (31684-14-7) → 5-chloro-2,3-dihydro-1H-isoindole (127168-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 90 °C

1.2: 4 h / 90 °C

2.1: phenol; hydrogen bromide / isopropyl alcohol / 4 h / 126 °C

With hydrogen bromide; sodium hydride; phenol; In N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

4-chlorophthalic anhydride

5-chloro-2-p-tosylisoindoline

4-chloro-1,2-dimethylbenzene

1,2-bis(bromomethyl)-4-chlorobenzene

Downstream raw materials:

5-chloro-2,3-dihydro-1H-isoindole hydrochloride

(2,4-bis-benzyloxy-5-isopropyl-phenyl)-(5-chloro-1,3-dihydro-isoindol-2-yl)-methanone

C₁₉H₁₇ClF₃NO₄S

Refernces

• 1、 -. "FLUOROALLYLAMINE DERIVATIVE AND USE THEREOF". Paragraph 0181. . Retrieved 2020/03/17.
• 2、 -. "ALLOSTERIC PROTEIN KINASE MODULATORS". Page/Page column 96. . Retrieved 2010/04/30.