[2-(Allyloxy)phenyl]methanol

Base Information

• Chemical Name: [2-(Allyloxy)phenyl]methanol
• CAS No.: 26906-01-4
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID70456510
• Nikkaji Number: J76.644E
• Wikidata: Q82279050
• Mol file: 26906-01-4.mol

Synonyms:[2-(Allyloxy)phenyl]methanol;26906-01-4;(2-(Allyloxy)phenyl)methanol;(2-prop-2-enoxyphenyl)methanol;[2-(prop-2-en-1-yloxy)phenyl]methanol;2-(allyloxy)benzyl alcohol;2-(ALLYLOXY)PHENYL]METHANOL 95%;2-Allyloxybenzenemethanol;SCHEMBL3594662;DTXSID70456510;YMNIXHJCEMKHML-UHFFFAOYSA-N;BBA90601;MFCD08442406;AKOS000125319;SB84976;BS-37569;CS-0267377;FT-0690540;EN300-1716508

Chemical Property of [2-(Allyloxy)phenyl]methanol

Chemical Property:

• Boiling Point: 97.5-98.0 °C(Press: 1 Torr)
• PKA: 14.41±0.10(Predicted)
• PSA: 29.46000
• Density: 1.056±0.06 g/cm3(Predicted)
• LogP: 1.74370
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 134

Purity/Quality:

98% ^*data from raw suppliers

[2-(allyloxy)phenyl]methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=CC=CC=C1CO

Technology Process of [2-(Allyloxy)phenyl]methanol

There total 10 articles about [2-(Allyloxy)phenyl]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%

2-(allyloxy)benzaldehyde (28752-82-1) → 2-allyloxybenzyl alcohol (26906-01-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 1h; Heating;

DOI:10.1055/s-2006-942540

Reference yield: 97.0%

salicylic alcohol (90-01-7) + allyl bromide (106-95-6) → 2-allyloxybenzyl alcohol (26906-01-4)

Guidance literature:

With potassium carbonate; In acetone; for 12h; Reflux; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00971

Reference yield: 91.0%

(2-allyloxybenzyloxy)-tert-butyldimethylsilane → 2-allyloxybenzyl alcohol (26906-01-4)

Guidance literature:

indium(III) chloride; In water; acetonitrile; for 2h; Heating;

DOI:10.1039/b004937i

upstream raw materials:

salicylic alcohol

allyl bromide

2-(allyloxy)benzaldehyde

ethyl 2-(allyloxy)benzoate

Downstream raw materials:

2-(allyloxy)benzaldehyde

2,3-dihydro-3-hydroxymethyl-4H-benzopyran-4-one

1-(allyloxy)-2-(chloromethyl)benzene

C₁₃⁽¹³⁾CH₁₄N₂O₄

Refernces

• 1、 Dallman, Johnathan,Lansakara, Ashabha,Nguyen, Thi,Weeramange, Chamitha,Hulangamuwa, Wasundara,Rafferty, Ryan J.. "The winding road of the uvaretin class of natural products: From total synthesis to bioactive agent discovery". . p. 1420 - 1431. Retrieved 2019/08/21.
• 2、 Navaratne, Primali V.,Grenning, Alexander J.. "Tetrahydrobenzochromene Synthesis Enabled by a Deconjugative Alkylation/Tsuji-Saegusa-Ito Oxidation on Knoevenagel Adducts". supporting information. p. 4566 - 4570. Retrieved 2018/08/09.