2-(Allyloxy)phenol
- Product Name
- 2-(Allyloxy)phenol
- CAS No.
- 1126-20-1
- Chemical Name
- 2-(Allyloxy)phenol
- Synonyms
- o-(allyloxy)phenol;2-(ALLYLOXY)-PHENOL;2-prop-2-enoxyphenol;2-(2-Propenyloxy)phenol;Phenol, 2-(2-propenyloxy)-;Allyl(o-hydroxyphenyl) ether;Phenol, 2-(2-propen-1-yloxy)-;Oxprenolol 2-Allyloxyphenol Impurity;2-Allyloxyphenol,97%(stabilized with MEHQ)
- CBNumber
- CB5683701
- Molecular Formula
- C9H10O2
- Formula Weight
- 150.17
- MOL File
- 1126-20-1.mol
2-(Allyloxy)phenol Property
- Melting point:
- 30.2 °C
- Boiling point:
- 110 °C(Press: 12 Torr)
- Density
- 1.091 g/cm3(Temp: 15 °C)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Dichloromethane
- form
- Oil
- pka
- 9.72±0.35(Predicted)
- color
- Pale Yellow
- InChI
- InChI=1S/C9H10O2/c1-2-7-11-9-6-4-3-5-8(9)10/h2-6,10H,1,7H2
- InChIKey
- FNEJKCGACRPXBT-UHFFFAOYSA-N
- SMILES
- C1(O)=CC=CC=C1OCC=C
Safety
- HS Code
- 2909500090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A569000
- Product name
- 2-Allyloxyphenol
- Packaging
- 10g
- Price
- $2090
- Updated
- 2021/12/16
- Product number
- FA35241
- Product name
- 2-(Allyloxy)phenol
- Packaging
- 10g
- Price
- $3200
- Updated
- 2021/12/16
- Product number
- FA35241
- Product name
- 2-(Allyloxy)phenol
- Packaging
- 25g
- Price
- $5750
- Updated
- 2021/12/16
- Product number
- J11163
- Product name
- 2-(Allyloxy)phenol
- Packaging
- 10mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- OR950199
- Product name
- 2-(Allyloxy)phenol
- Packaging
- 100mg
- Price
- $189
- Updated
- 2021/12/16
2-(Allyloxy)phenol Chemical Properties,Usage,Production
Chemical Properties
Pale Yellow Oil
Uses
2-Allyloxyphenol, isolated from marine actinobacterium, possesses strong antioxidant property and has inhibitory effect towards some bacteria and fungi when applied at concentraions of 0.2-1.75 mg/mL. Used in the preparation of Oxprenolol (O870500), a β-Adrenergic blocker.
Synthesis
120-80-9
106-95-6
1126-20-1
Step 1) Preparation of compound B: Compound B: 2-(allyloxy)phenol Anhydrous potassium carbonate (K2CO3) (6.36 g, 0.046 mol) (6.36 g, 0.046 mol) was added to an anhydrous acetone (20 mL) solution of catechol (Compound A) (5 g, 0.045 mol) in batches over 30 minutes. The reaction mixture was stirred at room temperature for 1 hour. Subsequently, 3-bromo-1-propene (3.84 mL, 0.045 mol) was added slowly and dropwise to the above mixture over 30 minutes. The reaction mixture was heated to 60-70 °C and refluxed for 5 hours. After completion of the reaction, the K2CO3 was removed by filtration. the filtrate was concentrated, extracted with chloroform (3 x 75 mL), the organic phases were combined and washed with brine (1 x 50 mL) and dried with anhydrous sodium sulfate. The crude product was purified by silica gel column chromatography (silica gel; 60-120 mesh) with the eluent being a gradient increasing solvent mixture of chloroform/petroleum ether. The petroleum ether eluate containing 4% chloroform was collected and concentrated to give pure compound B as a viscous orange liquid. Yield: 5.8 g (85%). 1H NMR (300MHz, CDCl3): δ 4.59 (d, J=4.29Hz, 2H), 5.35 (qt, J=17.2,10.46Hz, 2H), 5.69 (s, 1H), 6.04-6.08 (m, 1H), 6.81-6.96 (m, 4H). Mass spectrum (ESI) m/z: 149 [M-H]-.
References
[1] Patent: WO2010/79423, 2010, A1. Location in patent: Page/Page column 19-20
[2] Patent: US2014/135393, 2014, A1. Location in patent: Paragraph 0170-0174
[3] Helvetica Chimica Acta, 2006, vol. 89, # 3, p. 416 - 426
[4] Tetrahedron Letters, 2004, vol. 45, # 12, p. 2631 - 2633
[5] Tetrahedron, 1996, vol. 52, # 17, p. 6187 - 6200
2-(Allyloxy)phenol Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-(Allyloxy)phenol manufacturers
- Product
- 2-(Allyloxy)phenol 1126-20-1
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10
- Release date
- 2024-07-14
- Product
- 2-Allyloxyphenol 1126-20-1
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- 2-(Allyloxy)phenol 1126-20-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 97%
- Supply Ability
- 200kg
- Release date
- 2020-02-01