2-(6-chloro-1H-indol-3-yl)acetic acid

Base Information

• Chemical Name: 2-(6-chloro-1H-indol-3-yl)acetic acid
• CAS No.: 1912-44-3
• Molecular Formula: C10H8 Cl N O2
• Molecular Weight: 209.63
• Hs Code.: 2933990090
• European Community (EC) Number: 833-971-1
• NSC Number: 295295
• DSSTox Substance ID: DTXSID90315534
• Nikkaji Number: J687.703F
• Wikidata: Q82068737
• ChEMBL ID: CHEMBL85570
• Mol file: 1912-44-3.mol

Synonyms:2-(6-chloro-1H-indol-3-yl)acetic acid;1912-44-3;6-Chloroindole-3-acetic acid;(6-Chloro-1H-indol-3-yl)-acetic acid;1H-Indole-3-aceticacid,6-chloro-(9CI);MFCD09751729;NSC295295;CHEMBL85570;SCHEMBL840736;DTXSID90315534;6-Chloro-1H-indole-3-aceticacid;6-Chloro-1H-indole-3-acetic acid;1h-indole-3-acetic acid,6-chloro-;1H-Indole-3-acetic acid, 6-chloro-;AKOS011344348;CS-W021419;FD13085;FS-3662;NSC 295295;NSC-295295;SB34714;1H-INDOLE-3-ACETICACID,6-CHLORO;2-(6-chloro-1H-indol-3-yl)aceticacid;SY058611;FT-0696759;EN300-60377;A880381;Z940713564

Chemical Property of 2-(6-chloro-1H-indol-3-yl)acetic acid

Chemical Property:

• Vapor Pressure: 1.01E-08mmHg at 25°C
• Melting Point: 182-184℃ (decomposition)
• Boiling Point: 445.6°Cat760mmHg
• PKA: 4.37±0.30(Predicted)
• Flash Point: 223.3°C
• PSA: 53.09000
• Density: 1.483g/cm³
• LogP: 2.44840
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.0243562
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(6-Chloro-1H-indol-3-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC=C2CC(=O)O

Technology Process of 2-(6-chloro-1H-indol-3-yl)acetic acid

There total 6 articles about 2-(6-chloro-1H-indol-3-yl)acetic acid 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: 38.0%

→ 6-chloroindole-3-acetic acid (1912-44-3)

Guidance literature:

Reference yield:

2-oxo-2-(6-chloro-1H-indol-3-yl)acetic acid (929005-85-6) → 6-chloroindole-3-acetic acid (1912-44-3)

Guidance literature:

2-oxo-2-(6-chloro-1H-indol-3-yl)acetic acid; With potassium hydroxide; hydrazine; In water; at 180 ℃; for 3.66667h;

With hydrogenchloride; In chloroform; water; pH=1 - 2;

Reference yield:

6-chloroindole (17422-33-2) → 6-chloroindole-3-acetic acid (1912-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nBuLi / tetrahydrofuran / 0 °C

1.2: ZnCl₂

2.1: aq. NaOH / methanol

With sodium hydroxide; n-butyllithium; In tetrahydrofuran; methanol;

DOI:10.1016/S0960-894X(02)00505-X

upstream raw materials:

6-chloroindole

chloroacetonitrile

(6-chloro-1H-indol-3-yl)acetic acid ethyl ester

2-oxo-2-(6-chloro-1H-indol-3-yl)acetic acid

Downstream raw materials:

methyl 2-(6-chloro-1H-indol-3-yl)acetate

2-(1-methyl-6-phenyl-1H-indol-3-yl)ethanol

methyl 2-(1-methyl-6-phenyl-indol-3-yl)acetate

C₆₈H₈₄ClN₇O₁₃SSi₂

Refernces

• 1、 Lozano, Oscar,Blessley, George,Martinez Del Campo, Teresa,Thompson, Amber L.,Giuffredi, Guy T.,Bettati, Michela,Walker, Matthew,Borman, Richard,Gouverneur, Veronique. "Organocatalyzed enantioselective fluorocyclizations". . p. 8105 - 8109. Retrieved 2011/10/03.
• 2、 -. "Indole-3-acetic acid derivatives". . . Retrieved 2008/06/13.