Isochroman

Base Information

• Chemical Name: Isochroman
• CAS No.: 493-05-0
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 29329990
• European Community (EC) Number: 207-774-0
• NSC Number: 63362
• UNII: 2CA7RAZ2PM
• DSSTox Substance ID: DTXSID50197757
• Nikkaji Number: J6.065H
• Wikidata: Q27115605
• Metabolomics Workbench ID: 54877
• Mol file: 493-05-0.mol

Synonyms:Isochroman;493-05-0;Isochromane;3,4-dihydro-1H-2-benzopyran;3,4-Dihydro-1H-isochromene;1H-2-Benzopyran, 3,4-dihydro-;2CA7RAZ2PM;EINECS 207-774-0;MFCD00006913;NSC-63362;3,4-dihydro-1H-benzo[c]pyran;NSC63362;Isochroman, 99%;UNII-2CA7RAZ2PM;SCHEMBL8262;1H-2-Benzopyran,4-dihydro-;3,4-Dihydro-1H-2-benzopyrane;3,4-Dihydro-1H-isochromene #;CHEBI:33225;DTXSID50197757;NSC 63362;AKOS009157107;AC-5320;AM85788;CS-W002017;PS-4588;SY018228;1,2,3,4-TETRAHYDROBENZO(C)PYRAN;3,4-Dihydro-1H-2-benzopyran;isochromane;FT-0614301;I0514;EN300-52549;A871817;Q27115605;Z756090080

Chemical Property of Isochroman

Chemical Property:

• Appearance/Colour: clear colorless to yellowish liquid
• Vapor Pressure: 0.112mmHg at 25°C
• Melting Point: 4.35°C
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 228.3 °C at 760 mmHg
• Flash Point: 65.6 °C
• PSA: 9.23000
• Density: 1.053 g/cm³
• LogP: 1.75930
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

Isochroman ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCC2=CC=CC=C21
• Uses: Isochroman is a mycotoxins that inhibits the growth of Bacillus thuringiensis and causes morphological abnormalities in the cells.

Technology Process of Isochroman

There total 95 articles about Isochroman 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: 99.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-phenylethanol (60-12-8) → isochromane (493-05-0)

Guidance literature:

With hydrogenchloride; In water; at 36 ℃; for 20h;

Reference yield: 84.0%

1-(2-methoxyethoxy)methoxy-2-phenylethane (81616-92-4) → isochromane (493-05-0)

Guidance literature:

titanium tetrachloride; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)96149-5

Reference yield: 81.0%

2-(2-hydroxyethyl)benzyl alcohol (6346-00-5) → isochromane (493-05-0)

Guidance literature:

With [(C₆H₆)(PCy₃)(CO)RuH]⁺*BF₄^?; In chlorobenzene; at 50 ℃; for 3h;

DOI:10.1021/cs5012537

upstream raw materials:

1H-isochromene

formaldehyd

2-phenylethanol

2-(2-hydroxyethyl)benzyl alcohol

Downstream raw materials:

1-Bromoisochromane

3,4-Dihydro-1-phenyl-1H-benzopyran

2-(2-chloromethylphenyl)-ethanol acetate

2-phenyl-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Chen, Di,Pan, Fuyou,Gao, Jianrong,Yang, Jianguo. "Iron-catalyzed direct C(sp3)-H amination reactions of isochroman derivatives with primary arylamines under mild conditions". . p. 2085 - 2088. Retrieved 2013.
• 2、 Xu, Xiaoming,Zhong, Ying,Xing, Qingzhao,Gao, Ziwei,Gou, Jing,Yu, Binxun. "Ytterbium-Catalyzed Intramolecular [3 + 2] Cycloaddition based on Furan Dearomatization to Construct Fused Triazoles". . p. 5176 - 5181. Retrieved 2020/07/14.
• 3、 Qurban, Saira,Du, Yu,Gong, Jun,Lin, Shao-Xia,Kang, Qiang. "Enantioselective synthesis of tetrahydroisoquinoline derivatives via chiral-at-metal rhodium complex catalyzed [3+2] cycloaddition". . p. 249 - 252. Retrieved 2019/01/04.