18529-47-0

Basic information

• Product Name: 6-[(E)-3-Hydroxy-3-methyl-1-butenyl]-7-methoxy-2H-1-benzopyran-2-one
• Synonyms: 6-[(E)-3-Hydroxy-3-methyl-1-butenyl]-7-methoxy-2H-1-benzopyran-2-one;6-[(E)-3-Hydroxy-3-methyl-1-butenyl]-7-methoxycoumarin;Suberenol;trans-Suberenol
• CAS NO: 18529-47-0
• Molecular Formula: C15H16O4
• Molecular Weight: 0
• Mol File: 18529-47-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 466.9°C at 760 mmHg
• Flash Point: 176.7°C
• Appearance: /
• Density: 1.224g/cm³
• Vapor Pressure: 1.62E-09mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 6-[(E)-3-Hydroxy-3-methyl-1-butenyl]-7-methoxy-2H-1-benzopyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-[(E)-3-Hydroxy-3-methyl-1-butenyl]-7-methoxy-2H-1-benzopyran-2-one(18529-47-0)
• EPA Substance Registry System: 6-[(E)-3-Hydroxy-3-methyl-1-butenyl]-7-methoxy-2H-1-benzopyran-2-one(18529-47-0)

Safety Data

• Hazardous Substances Data: 18529-47-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H16O4/c1-15(2,17)7-6-11-8-10-4-5-14(16)19-13(10)9-12(11)18-3/h4-9,17H,1-3H3/b7-6+

Upstream product

• 531-59-9 7-methoxycoumarin 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 114032-19-8 6-(3-hydroxy-3-methylbut-1-yn-1-yl)-7-methoxy-2H-chromen-2-one 
• 115152-07-3 6-Iodo-7-methoxy-2H-chromen-2-one 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 6626-15-9 4-Bromoresorcinol 
• 54102-22-6 6-bromoumbelliferone 
• 581-31-7 suberosin 
• 54102-23-7 6-bromo-7-methoxycoumarin 
• 115-18-4 2-methyl-3-buten-2-ol 

Downstream Products

• 129722-89-0 acrimarine-F 

Relevant articles and documents

Synthesis of Acrimarins from 1,3,5-Trioxygenated-9-acridone Derivatives

1,3,5-Trihydroxy-9(10H)-acridinone (1) was prepared from 3-hydroxyanthranillic acid with phloroglucinol. 1,3-Dihydroxy-5-methoxy-9(10H)-acridinone (2) was prepared from 3-methoxyanthranillic acid and phloroglucinol. Methylation of 1 under different conditions gave 1-hydroxy-3,5-dimethoxy (3), 1-hydroxy-3,5-dimethoxy-10-methyl (4), 1-hydroxy-3,5-dimethoxy-4-methyl (5), 1,3,5-trimethoxy-10-methyl (6) and 1,3,5-trimethoxy-4,10-dimethyl (7) analogues. Demethylation of 4 afforded the 1,3,5-trihydroxy-10-methyl analogue 8. Condensation of acridones 1, 2, 3 and 4 individually with E-suberenol (9) gave four novel acrimarins (acridone-coumarin dimers) 10, 11, 12 and 13 respectively, while the acridone 8 gave previously reported acrimarin-G (14).

Spectrometric Elucidation of Acrimarines, the First Naturally Occuring Acridone-Coumarin Dimers

The structures of acrimarine-A (1), -B (2), -C (3), -D (4), -E (5), -F (6), and -G (7), novel acridone alkaloids carrying a coumarin unit, from the root of Citrus funadoko have been elucidated by spectrometric studies using 1H-13C long-range COSY experiments; acrimarine-A (1) and -F (6) have also been synthesized from the corresponding acridones and coumarins.