3,4-Dihydro-4-methyl-1H-2-benzopyran

Base Information

• Chemical Name: 3,4-Dihydro-4-methyl-1H-2-benzopyran
• CAS No.: 26164-08-9
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 2932999099
• European Community (EC) Number: 247-490-4
• UNII: FE49FN9YAP
• DSSTox Substance ID: DTXSID80885337
• Nikkaji Number: J308.394B
• Mol file: 26164-08-9.mol

Synonyms:3,4-Dihydro-4-methyl-1H-2-benzopyran;26164-08-9;1H-2-Benzopyran, 3,4-dihydro-4-methyl-;4-Methylisochroman;4-methyl-isochroman;EINECS 247-490-4;FE49FN9YAP;UNII-FE49FN9YAP;ISOCHROMAN, 4-METHYL-;SCHEMBL6448475;DTXSID80885337

Chemical Property of 3,4-Dihydro-4-methyl-1H-2-benzopyran

Chemical Property:

• Vapor Pressure: 0.0797mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 234.7 °C at 760 mmHg
• Flash Point: 91.3 °C
• PSA: 9.23000
• Density: 1.006 g/cm³
• LogP: 2.32030
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1COCC2=CC=CC=C12

Technology Process of 3,4-Dihydro-4-methyl-1H-2-benzopyran

There total 6 articles about 3,4-Dihydro-4-methyl-1H-2-benzopyran 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: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (RS)-2-phenyl-1-propanol (1123-85-9) → (+/-)-4-methylisochroman (26164-08-9)

Guidance literature:

With hydrogenchloride; at 20 ℃;

Reference yield: 56.0%

1-Allyloxymethyl-2-chloro-benzene → (+/-)-4-methylisochroman (26164-08-9)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; Ni(cyclam)Br₂; In N,N-dimethyl-formamide; at 20 ℃; for 6h; electrolysis, Mg rod anode, carbon fiber cathode, 0.3 A/dm²;

DOI:10.1016/0040-4039(95)00782-8

Reference yield: 53.0%

(+/-)-[1-[(2-methoxyethoxy)methoxy]propan-2-yl]benzene (1217293-64-5) → (+/-)-4-methylisochroman (26164-08-9)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo902519j

upstream raw materials:

formaldehyd

(RS)-2-phenyl-1-propanol

1-((allyloxy)methyl)-2-bromobenzene

(+/-)-[1-[(2-methoxyethoxy)methoxy]propan-2-yl]benzene

Downstream raw materials:

cis-3,4-dihydro-1-phenyl-4-methyl-1H-2-benzopyran

trans-3,4-dihydro-1-phenyl-4-methyl-1H-2-benzopyran

1-(4-methoxyphenyl)-4-methylisochroman

trans-1,3-dimethyl-indane

Refernces

• 1、 Pihlaja, K.,Mattinen, J.,Kleinpeter, E.,Meusinger, R.,Duscheck, Ch.,Borsdorf, R.. "A 1H and 13C NMR Conformational Study of Methyl-Substituted Isochromanes". . p. 754 - 758. Retrieved 1985.
• 2、 Zhou, Mei-Yan,Kong, Shan-Shan,Zhang, Ling-Qiong,Zhao, Ming,Duan, Jin-Ao,Ou-Yang, Zhen,Wang, Min. "CuBr2 catalyzed bromination/oxidation of isochromans to benzaldehyde derivatives". . p. 3962 - 3964. Retrieved 2013/07/25.
• 3、 Bailey, William F,Mealy, Michael J,Wiberg, Kenneth B. "Comparative study of anionic and radical cyclization for the preparation of 1,3-dimethylindans: highly stereoselective preparation of cis-1,3-disubstituted indans via intramolecular carbolithiation.". . p. 791 - 794. Retrieved 2007/10/03.