(3-Methoxy-2-methylphenyl)methanol

Base Information

• Chemical Name: (3-Methoxy-2-methylphenyl)methanol
• CAS No.: 33797-34-1
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 2909499000
• European Community (EC) Number: 692-896-0
• ChEMBL ID: CHEMBL4539325
• DSSTox Substance ID: DTXSID10574767
• Wikidata: Q82463926
• Mol file: 33797-34-1.mol

Synonyms:(3-methoxy-2-methylphenyl)methanol;33797-34-1;MFCD12031988;3-Methoxy-2-methylbenzyl alcohol;SCHEMBL4122863;CHEMBL4539325;DTXSID10574767;CRKISCPFEDTNCG-UHFFFAOYSA-N;AKOS015991245;AG-0026;SY123700;CS-0037680;EN300-307415;W10533;J-501220;Z1255443548

Chemical Property of (3-Methoxy-2-methylphenyl)methanol

Chemical Property:

• Boiling Point: 261.3±25.0 °C(Predicted)
• PKA: 14.44±0.10(Predicted)
• PSA: 29.46000
• Density: 1.060±0.06 g/cm3(Predicted)
• LogP: 1.49590
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 114

Purity/Quality:

98%min ^*data from raw suppliers

(3-methoxy-2-methylphenyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=C1OC)CO

Technology Process of (3-Methoxy-2-methylphenyl)methanol

There total 8 articles about (3-Methoxy-2-methylphenyl)methanol 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: 100.0%

3-methoxy-2-methylbenzoic acid (55289-06-0) → (3-methoxy-2-methylphenyl)methanol (33797-34-1)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.7b00785

Reference yield: 100.0%

3-methoxy-2-methylbenzoic acid methyl ester (42981-93-1) → (3-methoxy-2-methylphenyl)methanol (33797-34-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃;

DOI:10.1016/S0040-4039(00)00044-7

Reference yield:

2-methyl-3-nitrobenzic acid (1975-50-4) → (3-methoxy-2-methylphenyl)methanol (33797-34-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 98 percent / H₂ / Pd/C / ethanol / 20 °C

2.1: NaNO₂; H₂SO₄ / H₂O / 0 °C

2.2: 99 percent / aq. H₂SO₄ / Heating

3.1: 100 percent / hydrogen chloride / Heating

4.1: 72 percent / K₂CO₃ / acetone / Heating

5.1: 100 percent / LiAlH₄ / diethyl ether / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; hydrogen; potassium carbonate; sodium nitrite; palladium on activated charcoal; In diethyl ether; ethanol; water; acetone; 1.1: Catalytic hydrogenation / 2.1: Diazotization / 2.2: Hydrolysis / 3.1: Esterification / 4.1: Etherification / 5.1: Reduction;

DOI:10.1016/S0040-4039(00)00044-7

upstream raw materials:

3-methoxy-2-methyl-benzaldehyde

aluminum isopropoxide

3-methoxy-2-methylbenzoic acid

3-methoxy-2-methylbenzoic acid methyl ester

Downstream raw materials:

1-(chloromethyl)-3-methoxy-2-methylbenzene

3-methoxy-2-methyl-benzaldehyde

2-(3-methoxy-2-methylphenyl)ethanamine

1,1-dimethylethyl 6-hydroxy-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Refernces

• 1、 Gilmartin, Philip H.,Kozlowski, Marisa C.. "Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products". supporting information. p. 2914 - 2919. Retrieved 2020/04/10.
• 2、 Kurata, Haruto,Kusumi, Kensuke,Otsuki, Kazuhiro,Suzuki, Ryo,Kurono, Masakuni,Komiya, Takaki,Hagiya, Hiroshi,Mizuno, Hirotaka,Shioya, Hiroki,Ono, Takeji,Takada, Yuka,Maeda, Tatsuo,Matsunaga, Norikazu,Kondo, Tetsu,Tominaga, Sachiko,Nunoya, Ken-Ici,Kiyoshi, Hidekazu,Komeno, Masaharu,Nakade, Shinji,Habashita, Hiromu. "Discovery of a 1-Methyl-3,4-dihydronaphthalene-Based Sphingosine-1-Phosphate (S1P) Receptor Agonist Ceralifimod (ONO-4641). A S1P1 and S1P5 Selective Agonist for the Treatment of Autoimmune Diseases". . p. 9508 - 9530. Retrieved 2017/12/26.