3381-87-1

Basic information

• Product Name: 2-BENZYLOXYBENZYL ALCOHOL
• Synonyms: 2-(Benzyloxy)benzenemethanol;o-Benzyloxybenzyl alcohol;2-Benzylocybenzyl Alcohol;[2-(phenylmethoxy)phenyl]methanol
• CAS NO: 3381-87-1
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.2598
• Mol File: 3381-87-1.mol
• Article Data: 29

Chemical Properties

• Melting Point: 36.5-37.5 °C
• Boiling Point: 155 °C / 4mmHg
• Flash Point: 37 °C
• Appearance: /
• Density: 1.139g/cm³
• Vapor Pressure: 8.32E-06mmHg at 25°C
• Refractive Index: 1.595
• PKA: 14.40±0.10(Predicted)
• CAS DataBase Reference: 2-BENZYLOXYBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZYLOXYBENZYL ALCOHOL(3381-87-1)
• EPA Substance Registry System: 2-BENZYLOXYBENZYL ALCOHOL(3381-87-1)

Safety Data

• RTECS: DN8582000
• Hazardous Substances Data: 3381-87-1(Hazardous Substances Data)

Usage

General Description

2-Benzyloxybenzyl alcohol is a chemical compound with the molecular formula C14H14O2. It is a white solid with a slightly sweet odor, and is commonly used as a building block in the synthesis of various organic compounds. It is often employed in the production of pharmaceuticals, agrochemicals, and other specialty chemicals. 2-Benzyloxybenzyl alcohol is known for its ability to act as a protecting group for alcohols and phenols in organic synthesis, and is also used as a reagent in the preparation of numerous other compounds. Additionally, it has been studied for its potential biological activities, including its antifungal and antibacterial properties.

InChI:InChI=1/C14H14O2/c15-10-13-8-4-5-9-14(13)16-11-12-6-2-1-3-7-12/h1-9,15H,10-11H2

Upstream product

• 100-44-7 benzyl chloride 
• 90-02-8 salicylaldehyde 
• 74511-44-7 o-(benzyloxy)benzonitrile 
• 14389-86-7 2-benzyloxybenzoic acid 
• 611-20-1 salicylonitrile 
• 100-39-0 benzyl bromide 
• 90-01-7 salicylic alcohol 
• 89-95-2 2-methyl-benzyl alcohol 
• 5896-17-3 2-(phenylmethoxy)benzaldehyde 

Downstream Products

• 103633-30-3 2-bromomethylphenyl benzyl ether 
• 68692-52-4 (2-benzyloxy)benzyltriphenylphosphonium bromide 
• 212116-74-0 (Z)-2,3'-dibenzyloxy-4',5'-dimethoxystilbene 
• 212116-75-1 (E)-2,3'-dibenzyloxy-4',5'-dimethoxystilbene 
• 1209470-16-5 C₃₆H₃₂O₆ 
• 1209470-18-7 4',6'-bis[2-(benzyloxy)benzyloxy]-2'-hydroxychalcone 
• 1209470-19-8 7-[2-(benzyloxy)benzyloxy]-5-hydroxyflavanone 
• 1586-01-2 (2-hydroxymethylphenyl)phenylmethanol 
• 74511-44-7 o-(benzyloxy)benzonitrile 
• 29579-11-1 2-(benzyloxy)benzamide 

Relevant articles and documents

Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization

This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.

Cyclic analogue of S-benzylisothiourea that suppresses kynurenine production without inhibiting indoleamine 2,3-dioxygenase activity

Kynurenine is biosynthesised from tryptophan catalysed by indoleamine 2,3-dioxygenase (IDO). The abrogation of kynurenine production is considered a promising therapeutic target for immunological cancer treatment. In the course of our IDO inhibitor programme, formal cyclisation of the isothiourea moiety of the IDO inhibitor 1 afforded the 5-Cl-benzimidazole derivative 2b-6, which inhibited both recombinant human IDO (rhIDO) activity and cellular kynurenine production. Further derivatisation of 2b-6 provided the potent inhibitor of cellular kynurenine production 2i (IC50 = 0.34 μM), which unexpectedly exerted little effect on the enzymatic activity of rhIDO. Elucidation of the mechanism of action revealed that compound 2i suppresses IDO expression at the protein level by inhibiting STAT1 expression in IFN-γ-treated A431 cells. The kynurenine-production inhibitor 2i is expected to be a promising starting point for a novel approach to immunological cancer treatment.

Highly Active Multidentate Ligand-Based Alkyne Metathesis Catalysts

Alkyne metathesis catalysts composed of molybdenum(VI) propylidyne and multidentate tris(2-hydroxylbenzyl)methane ligands have been developed, which exhibit excellent stability (remains active in solution for months at room temperature), high activity, an