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Sigma-Aldrich

Benzyl phenyl ether

98%

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Linear Formula:
C6H5CH2OC6H5
CAS Number:
Molecular Weight:
184.23
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

bp

286-287 °C (lit.)

mp

39-41 °C (lit.)

SMILES string

C(Oc1ccccc1)c2ccccc2

InChI

1S/C13H12O/c1-3-7-12(8-4-1)11-14-13-9-5-2-6-10-13/h1-10H,11H2

InChI key

BOTNYLSAWDQNEX-UHFFFAOYSA-N

General description

Benzyl phenyl ether is a reactive organic oxygenate, containing ether as functional group, present in subbituminous and bituminous coals. It reacts with aluminium bromide in chlorobenzene solution to afford a mixture of phenol, o-benzyl phenol and dichlorodiphenylmethane. It is a useful as model compound in catalytic chemistry to represent the a-O4 ether bond in lignin and coal. It contains a weak ether bond of 234kJ/mol and belongs to the most thermo-labile compounds in lignin and low rank coal. Influence of alkali carbonates, common additives in biomass conversion, on the reaction pathways of BPE in superheated water has been reported. Cesium-exchanged heteropolyacid catalyzed decomposition of benzyl phenyl ether to aromatics has been investigated. Photo-Claisen rearrangements of benzyl phenyl ether was investigated in cation-exchanged Y zeolites and polyethylenes of differing crystallinities.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Understanding the influence of active (zeolite) and passive (polyethylene) reaction cages on photo-Claisen rearrangements of aryl benzyl ethers.
Gu W, et al.
Langmuir, 16(17), 6977-6981 (2000)
Hongliang Wang et al.
ChemSusChem, 11(15), 2562-2568 (2018-07-04)
Hydrodeoxygenation of biorefinery lignin-rich wastes to jet fuel hydrocarbons offers a significant opportunity for enhancing the overall operational efficiency, carbon conversion efficiency, economic viability, and sustainability of biofuels production. However, these wastes usually mainly contain lignin with sugars, furans, and
Catalytic decomposition of benzyl phenyl ether to aromatics over cesium-exchanged heteropolyacid catalyst.
Park HW, et al.
Korean Journal of Chemical Engineering, 28(5), 1177-1180 (2011)
Tibo De Saegher et al.
Materials (Basel, Switzerland), 13(3) (2020-02-09)
Monometallic cerium layered double hydroxides (Ce-LDH) supports were successfully synthesized by a homogeneous alkalization route driven by hexamethylenetetramine (HMT). The formation of the Ce-LDH was confirmed and its structural and compositional properties studied by XRD, SEM, XPS, iodometric analyses and
Influence of alkali carbonates on benzyl phenyl ether cleavage pathways in superheated water.
Roberts V, et al.
Applied Catalysis. B, Environmental, 95(1), 71-77 (2010)

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