40180-96-9

Basic information

• Product Name: 1-(2,5-dimethoxyphenyl)propan-2-ol
• Synonyms: Phenethyl alcohol, 2,5-dimethoxy-alpha-methyl-
• CAS NO: 40180-96-9
• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.2429
• Mol File: 40180-96-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 304.9°C at 760 mmHg
• Flash Point: 138.2°C
• Density: 1.062g/cm³
• Vapor Pressure: 0.000373mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: 1-(2,5-dimethoxyphenyl)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,5-dimethoxyphenyl)propan-2-ol(40180-96-9)
• EPA Substance Registry System: 1-(2,5-dimethoxyphenyl)propan-2-ol(40180-96-9)

Safety Data

• Hazardous Substances Data: 40180-96-9(Hazardous Substances Data)

Usage

General Description

1-(2,5-Dimethoxyphenyl)propan-2-ol, also known as G-8, is a chemical compound with the molecular formula C11H16O3. It is a white crystalline solid with a molecular weight of 196.24 g/mol. 1-(2,5-Dimethoxyphenyl)propan-2-ol belongs to the class of phenethylamines and is commonly used as a precursor in the synthesis of various psychoactive substances, including hallucinogenic drugs like 2C-G and G-2. It also exhibits some pharmacological effects on its own, such as altering the serotonin and dopamine levels in the brain, but its specific biological activities are not well characterized. G-8 is considered a controlled substance in many countries due to its potential for abuse and dependence.

Upstream product

• 40180-97-0 2-(2-Acetoxy-propyl)-hydrochinondimethylether 
• 62890-98-6 2,5-dimethoxyphenylmagnesium bromide 
• 75-56-9 methyloxirane 
• 187737-37-7 propene 
• 150-78-7 1,4-dimethoxybezene 
• 25245-34-5 1-bromo-2,5-dimethoxybenzene 

Downstream Products

• 82301-06-2 3,4-dihydro-5,8-dimethoxy-3-methyl-1H-benzopyran 
• 82301-09-5 5,8-Dimethoxy-3-methyl-1-p-tolyl-isochroman 
• 82301-08-4 5,8-Dimethoxy-3-methyl-1-phenyl-isochroman 
• 82301-10-8 5,8-Dimethoxy-1-(4-methoxy-phenyl)-3-methyl-isochroman 
• 77404-73-0 2-(β-tosyloxypropyl)-1,4-dimethoxybenzene 
• 14293-24-4 1-(2',5'-dimethoxyphenyl)propan-2-one 
• 262603-22-5 2-(β-benzenesulfonyloxypropyl)-1,4-dimethoxybenzene 
• 262603-21-4 2-(β-p-nitrobenzenesulfonyloxypropyl)-1,4-dimethoxybenzene 
• 2801-68-5 2,5-dimethoxyphenylisopropylamine 
• 195001-16-2 5,8-dimethoxy-4a-methyl-4,4a,9,10-tetrahydro-3H-phenanthren-2-one 
• 170753-14-7 3-(2',5'-dimethoxyphenyl)butan-2-one 
• 170753-16-9 6-(2',5'-dimethoxyphenyl)-3-methoxy-6-methylcyclohex-2-enone 
• 170753-15-8 4-(2,5-Dimethoxy-phenyl)-4-methyl-cyclohexane-1,3-dione 
• 195001-15-1 4-(2,5-Dimethoxy-phenyl)-4-methyl-3-(1-trimethylsilanyl-vinyl)-cyclohex-2-enone 

Relevant articles and documents

Approaches to Polycyclic 1,4-Dioxygenated Xanthones. Application to Total Synthesis of the Aglycone of IB-00208

(Chemical Equation Presented). Hexacyclic xanthone natural products such as IB-00208 present a formidable challenge in organic synthesis. A new approach to polycyclic 1,4-dioxygenated xanthones from benzocyclobutenones has been developed and applied to the first total synthesis of the aglycone of IB-00208. The 22-step synthesis features an acetylide stitching process that joins an aryl aldehyde with an angularly fused benzocyclobutenone, which was prepared by a ring-closing metathesis reaction. The resulting acetylenic benzocyclobutenone diol underwent a Moore rearrangement to give an intermediate that was further elaborated to the aglycone of IB-00208 as a mixture of hydroquinone-quinone tautomers.

New route to 2-(β-aminopropyl)-1,4-dimethoxybenzene

A new synthetic route was proposed and an original procedure developed for preparing 2-(β-aminopropyl)-1,4-dimethoxybenzene, which is an important intermediate in synthesis of a blue developing dye for color instant-picture process of the Polaroid type.

High pressure nucleophilic fluoride-ion substitution reactions: Formation of fluoroalkylbenzenes

A series of 1-phenyl-2-tosyloxy- and 1-phenyl-3-tosyloxyalkanes was synthesized and then subjected to tetrabutylammonium fluoride in THF under 15 kbar (1.5 GPa), 8 kbar or 1 bar pressures. The resultant substitution and elimination reaction product distributions were analyzed. The application of pressure enhanced the progress of the fluoride-ion substitution reactions. The degree of selectivity of the one reaction over the other was found to be a function of tosylate substrate structure and the amount of pressure applied. The exclusive formation of fluoroalkanes from 1-phenyl-2-tosyloxyalkane substrates under 15 kbar pressure demonstrated the potential of the pressure method for prospective use in fluorine-18 radiolabelling applications.