4-Methylbenzyl alcohol

Base Information

• Chemical Name: 4-Methylbenzyl alcohol
• CAS No.: 589-18-4
• Deprecated CAS: 185532-77-8
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Hs Code.: 29062990
• European Community (EC) Number: 209-639-1
• NSC Number: 3992
• UNII: EXZ915A627
• DSSTox Substance ID: DTXSID5025574
• Nikkaji Number: J28.550A
• Wikidata: Q27067434
• Metabolomics Workbench ID: 49446
• ChEMBL ID: CHEMBL90100
• Mol file: 589-18-4.mol

Synonyms:4-methylbenzyl alcohol;para-methylbenzyl alcohol

Chemical Property of 4-Methylbenzyl alcohol

Chemical Property:

• Appearance/Colour: Needles or off-white crystalline powder
• Vapor Pressure: 1.6Pa at 25℃
• Melting Point: 59-61 °C(lit.)
• Refractive Index: 1.5265 (estimate)
• Boiling Point: 218.4 °C at 760 mmHg
• PKA: 14.49±0.10(Predicted)
• Flash Point: 105 °C
• PSA: 20.23000
• Density: 1.022 g/cm³
• LogP: 1.48730
• Storage Temp.: Store at R.T.
• Water Solubility.: Soluble in methanol, ether and ethanol. Slightly soluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 122.073164938
• Heavy Atom Count: 9
• Complexity: 72.6

Purity/Quality:

99% ^*data from raw suppliers

4-Methylbenzyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC1=CC=C(C=C1)CO
• Uses: Perfumery, flavoring dyes, laboratory reagent. 4-Methylbenzyl alcohol is used in fragrances, flavoring and as a laboratory reagent. It is also used as a raw material for the preparation of polycarbonates and 4-methyl-benzaldehyde.

Technology Process of 4-Methylbenzyl alcohol

There total 279 articles about 4-Methylbenzyl alcohol 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: 99.0%

(9H-fluoren-9-yl)methyl 4-methylbenzoate (1036648-29-9) → 4-Methylbenzyl alcohol (589-18-4) + 9-Fluorenylmethanol (24324-17-2)

Guidance literature:

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; for 0.00138889h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.09.111

Reference yield: 94.4%

4-methyl-benzaldehyde (104-87-0) + para-methylacetophenone (122-00-9) → 4-Methylbenzyl alcohol (589-18-4) + CH3C6H4CH(CH3)OH (536-50-5)

Guidance literature:

With sodium tetrahydroborate; tin(ll) chloride; In tetrahydrofuran; for 1.5h; Heating; selectivity, absence of SnCl₂, further solvents;

DOI:10.1246/cl.1987.853

Reference yield: 68.0%

N-(acetyloxy)-N-(((4-methylphenyl)methyl)oxy)benzamide (139259-94-2) → 4-Methylbenzyl alcohol (589-18-4) + Benzohydroxamic acid (495-18-1) + 4-methylbenzyl benzoate (38418-10-9) + benzaldehyde (100-52-7) + benzoic acid anhydride (93-97-0) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With sulfuric acid; water-d2; In [D₃]acetonitrile; at 34.9 ℃; Rate constant; var. conc. of sulfuric acid;

upstream raw materials:

4-methyl-benzoic acid methyl ester

para-xylene

para-chlorotoluene

1-(hydroperoxymethyl)-4-methylbenzene

Downstream raw materials:

9-(4-methylbenzyl)-9H-fluorene

carbamic acid-(4-methyl-benzyl ester)

p-methylbenzyl alcohol acetate

1-(butoxymethyl)-4-methylbenzene

Refernces

• 1、 Verma, Sanny,Nasir Baig,Nadagouda, Mallikarjuna N.,Varma, Rajender S.. "Aerobic oxidation of alcohols in visible light on Pd-grafted Ti cluster". . p. 5577 - 5580. Retrieved 2017.
• 2、 Wang, Jin,Ju, Ming-Yue,Wang, Xinghua,Ma, Yan-Na,Wei, Donghui,Chen, Xuenian. "Hydroboration Reaction and Mechanism of Carboxylic Acids using NaNH2(BH3)2, a Hydroboration Reagent with Reducing Capability between NaBH4and LiAlH4". . p. 5305 - 5316. Retrieved 2021/04/12.
• 3、 Kaicharla, Trinadh,Ngoc, Trung Tran,Teichert, Johannes F.,Tzaras, Dimitrios-Ioannis,Zimmermann, Birte M.. "A Bifunctional Copper Catalyst Enables Ester Reduction with H2: Expanding the Reactivity Space of Nucleophilic Copper Hydrides". supporting information. p. 16865 - 16873. Retrieved 2021/10/20.