4-Benzyloxybenzyl alcohol

Base Information

• Chemical Name: 4-Benzyloxybenzyl alcohol
• CAS No.: 836-43-1
• Molecular Formula: C14H14O2
• Molecular Weight: 214.264
• Hs Code.: 29062990
• European Community (EC) Number: 212-649-9
• NSC Number: 131675
• UNII: 2YM4AM9F9J
• DSSTox Substance ID: DTXSID50232450
• Nikkaji Number: J195.110F
• Wikidata: Q27110097
• Metabolomics Workbench ID: 67848
• ChEMBL ID: CHEMBL3278094
• Mol file: 836-43-1.mol

Synonyms:4-Benzyloxybenzyl alcohol;836-43-1;(4-(benzyloxy)phenyl)methanol;p-Benzyloxybenzyl alcohol;4-(Benzyloxy)benzyl alcohol;[4-(Benzyloxy)phenyl]methanol;(4-phenylmethoxyphenyl)methanol;Benzenemethanol, 4-(phenylmethoxy)-;4-Benzyloxybenzylalcohol;p-Benzyloxybenzyl chloride;MFCD00004654;(4-benzyloxyphenyl)methanol;2YM4AM9F9J;CHEBI:29486;EINECS 212-649-9;NSC-131675;4-(PHENYLMETHOXY)BENZENEMETHANOL;ST50308574;UNII-2YM4AM9F9J;4-(benzyloxy)-benzyl alcohol;SCHEMBL126452;(4-benzyloxy-phenyl)-methanol;CHEMBL3278094;4-Benzyloxybenzyl alcohol, 97%;DTXSID50232450;[4-(Benzyloxy)phenyl]methanol #;AMY30258;4-hydroxymethylphenoxy phenyl methane;AB6300;NSC131675;STK513755;AKOS000249554;DS-3965;NSC 131675;BENZYL ALCOHOL, P-(BENZYLOXY)-;SY048605;B1602;CS-0105228;FT-0617667;FT-0662863;EN300-155319;AN-465/13145005;Wang resin, extent of labeling: 1.0 mmol/g loading;Q27110097;Wang resin, extent of labeling: ~1.0 mmol/g loading;Wang resin, extent of labeling: ~1.7 mmol/g loading;Z26232092;Wang resin, extent of labeling: 0.5-0.7 mmol per g resin;Wang resin, extent of labeling: 0.6-1.0 mmol/g loading;Wang resin, 100-200 mesh particle size, extent of labeling: 1.1 mmol/g loading;1228345-97-8;StratoSpheres(TM) PL-Wang resin, 100-200 mesh, extent of labeling: 0.9 mmol/g loading, 1 % cross-linked;StratoSpheres(TM) PL-Wang resin, 100-200 mesh, extent of labeling: 1.7 mmol/g loading, 1 % cross-linked;StratoSpheres(TM) PL-Wang resin, 50-100 mesh, extent of labeling: 1.7 mmol/g loading, 1 % cross-linked

Chemical Property of 4-Benzyloxybenzyl alcohol

Chemical Property:

• Appearance/Colour: off-white powder
• Melting Point: 86-87 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 371.9 °C at 760 mmHg
• PKA: 14.52±0.10(Predicted)
• Flash Point: 170.6 °C
• PSA: 29.46000
• Density: 1.139 g/cm³
• LogP: 2.75790
• Storage Temp.: Store at RT.
• Solubility.: Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 179

Purity/Quality:

98% ^*data from raw suppliers

p-BenzyloxybenzylAlcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/38-36/37/38-20/21/22
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)CO
• Uses: Ethyl 4-benzyloxybenzoate analogue with hypolipidemic activity. 4-Benzyloxybenzyl alcohol was used in the synthesis of:13C-labelled derivatives of the isoflavonoid phytoestrogens, genistein, biochanin A, daidzein and formononetinbenzyl4-(tert-butyldiphenylsiloxy-M1-carbamoyloxymethyl)phenylether

Technology Process of 4-Benzyloxybenzyl alcohol

There total 37 articles about 4-Benzyloxybenzyl 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: 100.0%

ethyl 4-(benzyloxy)benzoate (56441-55-5) → 4-benzyloxybenzyl alcohol (836-43-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0040-4039(00)01394-0

Reference yield: 99.0%

2-[4-(benzyloxy)benzyl]acetic acid (6547-53-1) → 4-benzyloxybenzyl alcohol (836-43-1)

Guidance literature:

With sodium tetrahydroborate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; oxygen; caesium carbonate; In dichloromethane; at 40 ℃; for 40h; Irradiation;

DOI:10.1021/acs.joc.0c00312

Reference yield: 97.0%

4-(benzyloxy)-N,N-dimethylbenzamide (84403-55-4) → 4-benzyloxybenzyl alcohol (836-43-1)

Guidance literature:

With sodium hydride; sodium iodide; zinc(II) iodide; In tetrahydrofuran; mineral oil; at 40 ℃; for 12h; Sealed tube;

DOI:10.1002/anie.201900233

upstream raw materials:

p-benzyloxybenzaldehyde

4-methylphenyl benzyl ether

(4-hydroxyphenyl)methanol

benzyl chloride

Downstream raw materials:

3-(4-benzyloxy-benzyloxy)-benzaldehyde

1-iodomethyl-4-benzyloxybenzene

Dimethyl-carbamic acid 4-benzyloxy-benzyl ester

4-(benzyloxy)benzyl bromide

Refernces

• 1、 Carlet, Federica,Bertarini, Greta,Broggini, Gianluigi,Pradal, Alexandre,Poli, Giovanni. "Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction". . p. 2162 - 2168. Retrieved 2021/04/02.
• 2、 -. "Fumarate related impurity and preparation method and application thereof (by machine translation)". . . Retrieved 2020/02/04.