Chroman-8-carboxylic acid

Base Information

• Chemical Name: Chroman-8-carboxylic acid
• CAS No.: 31457-16-6
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• Hs Code.: 2932999099
• European Community (EC) Number: 877-964-1
• DSSTox Substance ID: DTXSID60507363
• Wikidata: Q82363550
• Mol file: 31457-16-6.mol

Synonyms:chroman-8-carboxylic acid;31457-16-6;chromane-8-carboxylic acid;3,4-dihydro-2H-chromene-8-carboxylic acid;3,4-dihydro-2H-1-benzopyran-8-carboxylic acid;MFCD12198122;chroman-8-carboxylicacid;SCHEMBL984448;DTXSID60507363;LOFOWPRKKPHPDW-UHFFFAOYSA-N;Chroman-8-carboxylic acid , 97%;AKOS006344811;chroman-8-carboxylic acid, AldrichCPR;SB36538;AS-36157;SY065537;CS-0107186;FT-0756020;EN300-125479;Z1201626365

Chemical Property of Chroman-8-carboxylic acid

Chemical Property:

• PSA: 46.53000
• LogP: 1.70980
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

97% ^*data from raw suppliers

chroman-8-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C(=CC=C2)C(=O)O)OC1

Technology Process of Chroman-8-carboxylic acid

There total 10 articles about Chroman-8-carboxylic 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: 65.0%

2-(8-Chromanyl)-4,4-dimethyl-2-oxazoline (75948-75-3) → 3,4-dihydro-2H-1-benzopyran-8-carboxylic acid (31457-16-6)

Guidance literature:

With hydrogenchloride; for 18h; Heating;

DOI:10.1021/jo00317a027

Reference yield:

chromane (493-08-3) + carbon dioxide (124-38-9,18923-20-1) → 3,4-dihydro-2H-1-benzopyran-8-carboxylic acid (31457-16-6)

Guidance literature:

chromane; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 2.66667h; Heating / reflux;

carbon dioxide; In diethyl ether; hexane; at 20 ℃;

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → 3,4-dihydro-2H-1-benzopyran-8-carboxylic acid (31457-16-6)

Guidance literature:

Multi-step reaction with 7 steps

1: potassium carbonate / acetone / 60 h

2: sodium hydride / 1) 20 min at 0 deg C 2) reflux for 12 h

3: sodium hydroxide / 1) 1h reflux with NaOH 2) concentrated HCl

4: thionyl chloride

5: sodium hydroxide; boron trifluoride-tetrahydrofuran complex; dihydrogen peroxide / 2) at 55-60 deg C for 90 min

6: sodium hydride / tetrahydrofuran / 20 h / Heating

7: hydrogenchloride / 18 h / Heating

With hydrogenchloride; sodium hydroxide; thionyl chloride; boron trifluoride-tetrahydrofuran complex; dihydrogen peroxide; sodium hydride; potassium carbonate; In tetrahydrofuran; acetone;

DOI:10.1021/jo00317a027

upstream raw materials:

2-(8-Chromanyl)-4,4-dimethyl-2-oxazoline

methyl 2-allyloxybenzoate

2-Methoxy-3-allylbenzoic Acid

2-Allyl-6-(carbomethoxy)anisole

Downstream raw materials:

chroman-8-carbonyl chloride