Isochroman-1-carboxylic acid

Base Information

• Chemical Name: Isochroman-1-carboxylic acid
• CAS No.: 13328-85-3
• Molecular Formula: C10H10O3
• Molecular Weight: 178.18500
• Hs Code.: 2932999099
• European Community (EC) Number: 827-943-8
• DSSTox Substance ID: DTXSID10390106
• Mol file: 13328-85-3.mol

Synonyms:Isochroman-1-carboxylic acid;13328-85-3;3,4-dihydro-1H-isochromene-1-carboxylic acid;3,4-dihydro-1H-2-benzopyran-1-carboxylic acid;1H-2-Benzopyran-1-carboxylic acid, 3,4-dihydro-;Oprea1_661773;Oprea1_778230;isochromane-1-carboxylic acid;SCHEMBL2720399;DTXSID10390106;ZHCPCHSZBGPHCK-UHFFFAOYSA-N;HMS1703J15;AR3056;MFCD00457636;AKOS000547675;AKOS022473978;BS-13811;3,4-dihydro-1H-isochromene-1-carboxylicacid;CS-0075082;EU-0008492;FT-0710030;EN300-29227;A926542;SR-01000465342;SR-01000465342-1;F0914-7167;Z255149974

Chemical Property of Isochroman-1-carboxylic acid

Chemical Property:

• PSA: 46.53000
• LogP: 1.38500
• XLogP3: 1.4
• 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

Isochroman-1-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(C2=CC=CC=C21)C(=O)O

Technology Process of Isochroman-1-carboxylic acid

There total 4 articles about Isochroman-1-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: 43.0%

2-phenylethanol (60-12-8) + Glyoxilic acid (298-12-4) → 3,4-dihydro-1H-2-benzopyran-1-carboxylic acid (13328-85-3) + Isochroman-1-carbonsaeure-2'-phenylethylester

Guidance literature:

With sulfuric acid; In water; at 95 ℃; for 19h; Yield given;

DOI:10.1002/ardp.19943271209

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + tributyl(3,4-dihydro-1H-isochromen-1-yl)stannane (1359987-56-6) → 3,4-dihydro-1H-2-benzopyran-1-carboxylic acid (13328-85-3)

Guidance literature:

carbon dioxide; tributyl(3,4-dihydro-1H-isochromen-1-yl)stannane; With cesium fluoride; In N,N-dimethyl-formamide; at 60 ℃; for 3h; under 750.075 Torr;

With hydrogenchloride; In diethyl ether; water; N,N-dimethyl-formamide; at 0 ℃; pH=2; Inert atmosphere;

DOI:10.1021/jo202597p

Reference yield:

2-phenylethanol (60-12-8) + glyoxalic acid monohydrate (6000-59-5,1152495-30-1) → 3,4-dihydro-1H-2-benzopyran-1-carboxylic acid (13328-85-3)

Guidance literature:

In hexane; water; trifluoroacetic acid;

upstream raw materials:

methyl 3,4-dihydro-1H-isochromene-1-carboxylate

2-phenylethanol

Glyoxilic acid

glyoxalic acid monohydrate

Downstream raw materials:

isochroman-1-ylmethanol

methyl 3,4-dihydro-1H-isochromene-1-carboxylate

C₁₇H₁₄ClNO₃

4-(isochroman-1-ylcarbonylamino)benzoic acid