33524-31-1

Basic information

• Product Name: 2,5-DIMETHOXYBENZYL ALCOHOL
• Synonyms: RARECHEM AL BD 0533;2,5-DIMETHOXYBENZYL ALCOHOL;AURORA KA-7072;(2,5-Dimethoxyphenyl)methanol;Benzenemethanol, 2,5-dimethoxy-;2,5-DIMETHOXYBENZYL ALCOHOL 99%;2,5-Dimethoxy-1-(hydroxymethyl)benzene;2,5-Dimethoxybenzenemethanol
• CAS NO: 33524-31-1
• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.19
• EINECS: 251-562-0
• Product Categories: Benzhydrols, Benzyl & Special Alcohols;Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 33524-31-1.mol
• Article Data: 39

Chemical Properties

• Melting Point: 45-48 °C
• Boiling Point: 122-125 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to light yellow/Viscous Liquid
• Density: 1.173 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000354mmHg at 25°C
• Refractive Index: n20/D 1.547(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Methanol
• PKA: 14.16±0.10(Predicted)
• BRN: 1947607
• CAS DataBase Reference: 2,5-DIMETHOXYBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHOXYBENZYL ALCOHOL(33524-31-1)
• EPA Substance Registry System: 2,5-DIMETHOXYBENZYL ALCOHOL(33524-31-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36/37-26
• WGK Germany: 3
• Hazardous Substances Data: 33524-31-1(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow viscous liquid

Uses

Different sources of media describe the Uses of 33524-31-1 differently. You can refer to the following data:
1. 2,5-Dimethoxybenzyl Alcohol can be used as a self-indicating standard for the determination of organolithium reagents
2. 2,5-Dimethoxybenzyl alcohol was used as starting reagent in the synthesis of [(S)S]-3,6-dimethoxy-2-(p-tolylsulfinyl)-benzaldehyde. It was used in the synthesis of daunornycinone. It was also used in the preparation of pillar[n]arenes (n = 5 or 6) via cyclooligomerization reaction with an appropriate Lewis acid catalyst.

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 6207, 1994 DOI: 10.1016/S0040-4039(00)73392-2

InChI:InChI=1/C9H12O3/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-5,10H,6H2,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 495-08-9 gentisyl alcohol 
• 159184-68-6 1,4-dimethoxy-2-(pivaloyloxomethyl)benzene 
• 138250-68-7 2,5-dimethoxybenzyl benzoate 
• 150-78-7 1,4-dimethoxybezene 
• 67698-75-3 2,5-dimethoxybenzyl acetate 
• 60732-17-4 2,5-dimethoxybenzyl bromide 
• 93-02-7 2,5-dimethoxybenzaldehyde 

Downstream Products

• 130716-99-3 4-(2-cyano-2-methylethyl)-2,5-dimethoxybenzyl alcohol 
• 101537-09-1 1,15-bis(2,5-dimethoxyphenyl)-2,5,8,11,14-pentaoxapentadecane 
• 71255-06-6 2-iodo-3,6-dimethoxybenzyl alcohol 
• 81477-74-9 (4-iodo-2,5-dimethoxy-phenyl)-methanol 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 107495-44-3 2-(iodomethyl)-1,4-dimethoxybenzene 
• 161435-89-8 1-tert-butyldimethylsilyloxymethyl-2,5-dimethoxybenzene 
• 308106-37-8 2,5-dimethoxybenzyl-2,5-bis(bromomethyl)benzoate 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 103441-37-8 1,4-dimethoxy-2-methoxymethyl-benzene 
• 601519-39-5 [3,6-Dimethoxy-2-((S)-toluene-4-sulfinyl)-phenyl]-methanol 
• 851182-72-4 2-((2,5-dimethoxyphenyl)methyl)-3-methylcyclohex-3-enecarbaldehyde 
• 851182-74-6 2-((2,5-dimethoxyphenyl)methyl)-1,3-dimethylcyclohex-3-enecarbaldehyde 
• 139617-95-1 2-((2,5-dimethoxyphenyl)methyl)-3-methylthiolene-1,1-dione 

Relevant articles and documents

1-Trifluoromethylisoquinolines from α-Benzylated Tosylmethyl Isocyanide Derivatives in a Modular Approach

The preparation of various 1-trifluoromethylisoquinolines from α-benzylated tosylmethyl isocyanide derivatives and the commercial Togni reagent using a radical cascade is reported. The starting isocyanides are readily prepared in a modular sequence from commercial tosylmethyl isocyanide via sequential double α-alkylation, and the radical reaction proceeds under mild conditions with high efficiency without any transition-metal catalyst via electron catalysis. This valuable protocol has been successfully applied to the total synthesis of CF3-mansouramycin B.

Synthesis of new iron-NHC complexes as catalysts for hydrosilylation reactions

A series of new piano-stool iron(II) complexes comprising N-heterocyclic carbene ligands [Fe(Cp)(CO)2(NHC)]I (NHC = 1,3-disubstituted imidazolidin-2-ylidene) have been synthesized and analyzed by 1H NMR, 13C NMR, IR, elemental analysis and mass spectrometric techniques. These compounds were easily prepared from the reaction of disubstituted imidazolidin-2-ylidene with [FeI(Cp)(CO)2] in toluene at room temperature. These complexes were tested in the catalytic hydrosilylation reaction of aldehydes and ketones with phenylsilane in solvent-free conditions. After a basic hydrolysis step, the corresponding alcohols were obtained in good yields. Copyright

Preparation method of 2,5-dimethoxyphenylacetic acid

The invention belongs to the technical field of drug synthesis, and particularly relates to a preparation method of 2,5-dimethoxyphenylacetic acid, wherein the method comprises the following steps: A,reacting 1,4-dimethoxybenzene in a formylation system to obtain 2,5-dimethoxybenzaldehyde; B, reacting the 2,5-dimethoxybenzaldehyde obtained in the step A with a reducing agent, extracting a reaction system, then combining organic phases, drying, concentrating under reduced pressure and distilling a crude product to obtain 2,5-dimethoxybenzyl alcohol; C, reacting the 2,5-dimethoxybenzyl alcoholobtained in the step B with a bromination reagent to obtain 2-bromomethyl-1,4-dimethoxybenzene; and D, reacting the 2-bromomethyl-1,4-dimethoxybenzene obtained in the step C with magnesium or butyl lithium and carbon dioxide in a solvent to obtain the 2,5-dimethoxyphenylacetic acid. The yield and the total yield of the 2,5-dimethoxyphenylacetic acid obtained by the method disclosed by the invention are both higher than those of 2,5-dimethoxyphenylacetic acid synthesized by a Willegerdt-Kindler method.

CD16A BINDING AGENTS AND USES THEREOF

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3, 5-disubstituted hydantoin compound as well as preparation method and application thereof

The invention provides a 3, 5-disubstituted hydantoin compound as well as a preparation method and an application thereof. The structure of the compound is shown in formula I in the description. The application of the 3, 5-disubstituted hydantoin compound shown in the formula I or solvates, hydrates or salts of the compound in preparation of medicines for treating Alzheimer's disease, vascular dementia and other dementia diseases with memory impairment also belongs to the protection scope. Animal experiments prove that the compound has the effect of saving memory of animal models, has high safety, does not have mutagenicity, can stay in blood for several hours after oral administration and intravenous injection, and can enter the brain.