52289-55-1

Basic information

• Product Name: 4-METHOXY-2-METHYLBENZYL ALCOHOL
• Synonyms: RARECHEM AL BD 0867;4-METHOXY-2-METHYLBENZYL ALCOHOL;(2-METHYL-4-METHOXYPHENYL)METHANOL;(4-Methoxy-2-Methylphenyl)Methanol
• CAS NO: 52289-55-1
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19
• Product Categories: Benzhydrols, Benzyl & Special Alcohols
• Mol File: 52289-55-1.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 95°C/0.1mm
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-METHOXY-2-METHYLBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-2-METHYLBENZYL ALCOHOL(52289-55-1)
• EPA Substance Registry System: 4-METHOXY-2-METHYLBENZYL ALCOHOL(52289-55-1)

Safety Data

• Hazardous Substances Data: 52289-55-1(Hazardous Substances Data)

Usage

General Description

4-Methoxy-2-methylbenzyl alcohol is a chemical compound with the molecular formula C9H12O2. It is a pale yellow liquid with a floral and sweet odor. 4-METHOXY-2-METHYLBENZYL ALCOHOL is often used as a fragrance ingredient in various cosmetic and personal care products, such as perfumes, lotions, and soaps. 4-Methoxy-2-methylbenzyl alcohol is also used as a flavoring agent in food and beverages. Additionally, it has some antifungal and antibacterial properties, which makes it a useful ingredient in some pharmaceutical formulations and disinfectant products. Overall, 4-Methoxy-2-methylbenzyl alcohol is a versatile chemical with various applications in the fragrance, flavor, and pharmaceutical industries.

Upstream product

• 578-39-2 4-hydroxy-2-methylbenzoic acid 
• 1028202-57-4 5-methoxy-1,3-dihydroisobenzofuran 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 57556-31-7 4-hydroxy-2-methylbenzoic acid methyl ester 
• 4685-47-6 3,4-dimethylanisole 
• 52289-54-0 4-methoxysalicylaldehyde 
• 133826-75-2 acetic acid 4-methoxy-2-methyl-benzyl ester 
• 6245-57-4 4-methoxy-2-methylbenzoic acid 
• 35598-05-1 methyl 4-methoxy-2-methylbenzoate 
• 84658-09-3 4-methoxy-2-methylbenzyl chloride 
• 64-19-7 acetic acid 

Downstream Products

• 6245-57-4 4-methoxy-2-methylbenzoic acid 
• 84658-09-3 4-methoxy-2-methylbenzyl chloride 
• 935740-89-9 [4-methoxy-2-{(trimethylsilyl)methyl}phenyl]methyl methyl carbonate 
• 65844-56-6 methyl 1,2,3,4-tetrahydro-7-methoxy-2-naphthalenecarboxylate 
• 133826-75-2 acetic acid 4-methoxy-2-methyl-benzyl ester 
• 5456-94-0 2,4-dibromo-5-methylanisole 
• 27060-75-9 4-bromo-3-methylanisole 

Relevant articles and documents

On the Necessity of Nucleobase Protection for 2-Thiouracil for Fmoc-Based Pseudo-Complementary Peptide Nucleic Acid Oligomer Synthesis

A selection of benzyl-based protecting groups for thiouracil (SU) for the synthesis of pseudo-complementary peptide nucleic acid (PNA) has been evaluated. The 4-methoxybenzyl-protecting group that has found use for SU during Boc-based oligomerization is also suitable for Fmoc-based oligomerization. Furthermore, it is demonstrated that SU protection is unnecessary for the successful synthesis of thiouracil-containing PNA. The new 2-thiothymine (ST) PNA monomer has also been prepared and incorporated into an oligomer and its binding to complementary PNA evaluated.

Incorporation of Pseudo-complementary Bases 2,6-Diaminopurine and 2-Thiouracil into Serinol Nucleic Acid (SNA) to Promote SNA/RNA Hybridization

Serinol nucleic acid (SNA) is a promising candidate for nucleic acid-based molecular probes and drugs due to its high affinity for RNA. Our previous work revealed that incorporation of 2,6-diaminpurine (D), which can form three hydrogen bonds with uracil, into SNA increases the melting temperature of SNA-RNA duplexes. However, D incorporation into short self-complementary regions of SNA promoted self-dimerization and hindered hybridization with RNA. Here we synthesized a SNA monomer of 2-thiouracil (sU), which was expected to inhibit base pairing with D by steric hindrance between sulfur and the amino group. To prepare the SNA containing D and sU in high yield, we customized the protecting groups on D and sU monomers that can be readily deprotected under acidic conditions. Incorporation of D and sU into SNA facilitated stable duplex formation with target RNA by suppressing the self-hybridization of SNA and increasing the stability of the heteroduplex of SNA and its complementary RNA. Our results have important implications for the development of SNA-based probes and nucleic acid drugs.

PNA monomers fully compatible with standard Fmoc-based solid-phase synthesis of pseudocomplementary PNA

Here we report the synthesis of new PNA monomers for pseudocomplementary PNA (pcPNA) that are fully compatible with standard Fmoc chemistry. The thiocarbonyl group of the 2-thiouracil (sU) monomer was protected with the 4-methoxy-2-methybenzyl group (MMPM), while the exocyclic amino groups of diaminopurine (D) were protected with Boc groups. The newly synthesized monomers were incorporated into a 10-mer PNA oligomer using standard Fmoc chemistry for solid-phase synthesis. Oligomerization proceeded smoothly and the HPLC and MALDI-TOF MS analyses indicated that there was no remaining MMPM on the sU nucleobase. The new PNA monomers reported here would facilitate a wide range of applications, such as antigene PNAs and DNA nanotechnologies.