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Benzyl vinyl ether

Product Name
Benzyl vinyl ether
CAS No.
935-04-6
Chemical Name
Benzyl vinyl ether
Synonyms
BenzylVinylEther;Vinyl benzyl ether;1-(Benzyloxy)ethene;Benzyl ethenyl ether;ethenoxymethylbenzene;Vinyloxymethyl-benzene;[(ethenyloxy)methyl]benzene;Benzene,[(ethenyloxy)methyl]-;Benzyl vinyl ether/((Vinyloxy)methy)benzene
CBNumber
CB51073941
Molecular Formula
C9H10O
Formula Weight
134.18
MOL File
935-04-6.mol
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Benzyl vinyl ether Property

Boiling point:
183-184 °C
Density 
0.9710 g/cm3
Flash point:
68 °C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
liquid
color 
Colourless
Specific Gravity
0.97
InChI
InChI=1S/C9H10O/c1-2-10-8-9-6-4-3-5-7-9/h2-7H,1,8H2
InChIKey
AZDCYKCDXXPQIK-UHFFFAOYSA-N
SMILES
C1(COC=C)=CC=CC=C1
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Safety

HS Code 
2909309090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
V757088
Product name
(Vinyloxymethyl)benzene
Packaging
100mg
Price
$90
Updated
2021/12/16
AK Scientific
Product number
1335AL
Product name
(Vinyloxymethyl)benzene
Packaging
10g
Price
$165
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM1052718
Product name
BENZYL VINYL ETHER
Purity
95.00%
Packaging
5MG
Price
$450.03
Updated
2021/12/16
AK Scientific
Product number
1335AL
Product name
(Vinyloxymethyl)benzene
Packaging
100g
Price
$583
Updated
2021/12/16
Alichem
Product number
935046
Product name
((Vinyloxy)methyl)benzene
Packaging
5g
Price
$1142.4
Updated
2021/12/16
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Benzyl vinyl ether Chemical Properties,Usage,Production

Uses

Benzyl vinyl ether is an organic raw material intermediate compound used in the synthesis of 2-(Benzyloxy)acetaldehyde and 3-(Benzyloxy)cyclobutanone.

Application

A crystalline poly(benzyl vinyl ether) (PBVE) was obtained by the polymerization of benzyl vinyl ether (BVE). The benzyl vinyl ether polymerization has been investigated in toluene by Et3Al-TiCJ4 catalyst. When the catalyst preparation and the monomer addition were carried out at 0°C, and the reaction mixture was brought to 60°C, an insoluble polymeric product was obtained with poly(benzyl vinyl ether) (PBVE). This was formed by the reaction of PBVE and TiC14 in the catalyst system and the subsequent hydrolysis of the reaction product. The living cationic polymerization of benzyl vinyl ether was achieved by the CH3CH(OiBu)OCOCHil)/EtAICl2 initiating system in the presence of added bases. Polymerizations in the presence of ethyl acetate at below 0°C in a non-polar solvent (toluene or CCl4 ) gave living polymers with a narrow molecular weight distribution (MWD) (Mw/M. - 1.1)[1-2].

Synthesis

Benzyl vinyl ether is prepared by the reaction of vinyl acetate and benzyl alcohol. The steps are as follows:
Benzyl alcohol (5.18 mL, 50.0 mmol) and vinyl acetate (9.22 mL, 100 mmol, 2.0 equiv) are added to a suspension of [Ir(cod)Cl]2 (336 mg, 0.500 mmol, 1 mol %) and Na2CO3 (3.18 g, 30.0 mmol, 0.6 equiv) in toluene (50 mL). After stirring for 2 hours at 100° C., the mixture obtained is cooled down to ambient temperature and filtered on Celite. The filtrate is concentrated under reduced pressure and the residue purified by flash chromatography on silica gel (petroleum ether/EtOAc: 98/2) in order to produce a yellow oil (5.15 g, 77%). 1H-NMR (CDCl3, 400 MHz) δ 7.39-7.29 (m, 5H), 6.57 (dd, J=14.3 Hz and J=6.8 Hz, 1H), 4.76 (s, 2H), 4.30 (dd, J=14.3 Hz and J=2.0 Hz, 1H), 4.08 (dd, J=6.8 Hz and J=2.0 Hz, 1H).

References

[1] Sadahito Aoshima, Eiichi Kobayashi, Shigeyuki Iwasa. “Living Cationic Polymerization of Benzyl Vinyl Ether and Its Block Copolymers with Narrow Molecular Weight Distribution.” Polymer Journal 26 8 (1994): 912–919.
[2] Heimei Yuki. “Polymerization of Benzyl Vinyl Ether with a Ziegler Catalyst and Reaction of Poly(benzyl vinyl ether) with TiCl4.” Polymer Journal 1 3 (1970): 271–277.

Benzyl vinyl ether Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Benzyl vinyl ether manufacturers

Hebei Fengqiang Trading Co., LTD
Product
BenzylVinylEther 935-04-6
Price
US $100.00/drum
Min. Order
1drum
Purity
99
Supply Ability
5000
Release date
2023-09-15
Henan Aochuang Chemical Co.,Ltd.
Product
BenzylVinylEther 935-04-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-17
Career Henan Chemical Co
Product
BenzylVinylEther 935-04-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200kg
Release date
2019-08-30

935-04-6, Benzyl vinyl etherRelated Search:


  • BenzylVinylEther
  • Vinyloxymethyl-benzene
  • 1-(Benzyloxy)ethene
  • Benzyl ethenyl ether
  • Vinyl benzyl ether
  • Benzene,[(ethenyloxy)methyl]-
  • [(ethenyloxy)methyl]benzene
  • ethenoxymethylbenzene
  • Benzyl vinyl ether/((Vinyloxy)methy)benzene
  • 935-04-6