diethyl benzylphosphonate
- Product Name
- diethyl benzylphosphonate
- CAS No.
- 1080-32-6
- Chemical Name
- diethyl benzylphosphonate
- Synonyms
- BENV-006;NSC 62294;Diethylbenzylphosphonat;DIETHYL BENZOPHOSPHONATE;DIETHYLBENZYLPHOSPHORATE;DIETHYL BENZYLPHOSPHONATE;DIETHOXY BENZYLPHOSPHONATE;Diethylα-toluenephosphonate;Diethyl phosphonate, benzyl-;diethyl à-toluenephosphonate
- CBNumber
- CB5696730
- Molecular Formula
- C11H17O3P
- Formula Weight
- 228.22
- MOL File
- 1080-32-6.mol
diethyl benzylphosphonate Property
- Boiling point:
- 106-108 °C1 mm Hg(lit.)
- Density
- 1.095 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.497(lit.)
- Flash point:
- >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- form
- Liquid
- Specific Gravity
- 1.10
- color
- Clear colorless to slightly yellow
- Water Solubility
- Insoluble in water.
- BRN
- 2580931
- CAS DataBase Reference
- 1080-32-6(CAS DataBase Reference)
- EPA Substance Registry System
- Phosphonic acid, (phenylmethyl)-, diethyl ester (1080-32-6)
Safety
- Risk Statements
- 36/38-36/37/38
- Safety Statements
- 24/25-37-26
- WGK Germany
- 3
- RTECS
- SZ6600000
- TSCA
- Yes
- HS Code
- 29319090
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- D91071
- Product name
- Diethyl benzylphosphonate
- Purity
- 99%
- Packaging
- 25g
- Price
- $110
- Updated
- 2024/03/01
- Product number
- D91071
- Product name
- Diethyl benzylphosphonate
- Purity
- 99%
- Packaging
- 100g
- Price
- $263
- Updated
- 2024/03/01
- Product number
- B1795
- Product name
- Diethyl Benzylphosphonate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $59
- Updated
- 2024/03/01
- Product number
- A10645
- Product name
- Diethyl benzylphosphonate, 99%
- Packaging
- 50g
- Price
- $98.65
- Updated
- 2024/03/01
- Product number
- A10645
- Product name
- Diethyl benzylphosphonate, 99%
- Packaging
- 250g
- Price
- $430
- Updated
- 2024/03/01
diethyl benzylphosphonate Chemical Properties,Usage,Production
Chemical Properties
CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID
Uses
Diethyl benzylphosphonate is used as a reactant for synthesis of 3,5-dihydroxy-4-isopropylstilbene for treatment of skin disorders and natural cytotoxic marine products of polyketide origin via intramolecular Diels-Alder reactions. It is also used as reactant for cyclization of aryl ethers, amines and amides & for investigating the effects of functional groups on the performance of clue organic LEDs.
Uses
Reactant for synthesis of:
3,5-dihydroxy-4-isopropylstilbene for treatment of skin disorders
Natural cytotoxic marine products of polyketide origin via intramolecular Diels-Alder reactions
Stilbenes via on-column oxidation of vicinal diols and Horner-Emmons reactions
Inhibitors of teh Wnt pathway for colon cancer repression using Wadsworth-Emmons reactions
Antimalarial drug analogs against P. falciparum
Reactant for:
Cyclization of aryl ethers, amines, and amides
Investigating the effects of functional groups on the performance of clue organic LEDs
Preparation
Diethyl benzylphosphonate was synthesized according to the previously published procedure [1]. Benzylphosphonic acid (1 mmol, 172 mg) and triethyl orthoacetate (30 mmol, 5.5 mL) were mixed overnight at 90 °C. The completion of the reaction was monitored by 31P NMR. After the completion of the reaction, an excess of the orthoester was evaporated under reduced pressure. The crude product was purified via a short silica gel column (hexanes/ethyl acetate). The compound 1 was isolated as a transparent oil with 98% yield (0.98 mmol, 224 mg). 1H NMR (400 MHz, DMSO-d6) δ 7.39–7.14 (m, 5H), 3.94 (dq, JH-P = 7.9, JH-H = 7.0, 4H), 3.21 (d, JH-P = 21.6 Hz, 2H), 1.16 (t, JH-H = 7.0 Hz, 6H); 13C NMR (101 MHz, DMSO-d6) δ 132.3 (d, JC-P = 9.0 Hz), 129.7 (d, JC-P = 6.6 Hz), 128.2 (d, JC-P = 3.0 Hz), 126.4 (d, JC-P = 3.4 Hz), 61.3 (d, JC-P = 6.5 Hz), 32.3 (d, JC-P = 135.1 Hz), 16.1 (d, JC-P = 5.8 Hz); 31P NMR (162 MHz, DMSO-d6) δ 26.5. The NMR data are in accordance with those reported in literature [2].
Synthesis Reference(s)
Tetrahedron Letters, 29, p. 1513, 1988 DOI: 10.1016/S0040-4039(00)80339-1
Synthesis, p. 222, 1981 DOI: 10.1055/s-1981-29393
References
[1] DAMIAN TRZEPIZUR. Selective Esterification of Phosphonic Acids.[J]. Molecules, 2021. DOI:10.3390/molecules26185637.
[2] PETER J. THORNTON. Nucleoside Phosphate and Phosphonate Prodrug Clinical Candidates[J]. Journal of Medicinal Chemistry, 2016, 59 23: 10400-10410. DOI:10.1021/acs.jmedchem.6b00523.
[3] GASTON LAVEN. ChemInform Abstract: Preparation of Benzylphosphonates via a Palladium(0)-Catalyzed Cross-Coupling of H-Phosphonate Diesters with Benzyl Halides. Synthetic and Mechanistic Studies.[J]. ChemInform, 2010, 41 40. DOI:10.1002/chin.201040191.
[4] ANNA BRODZKA. The Synthesis and Evaluation of Diethyl Benzylphosphonates as Potential Antimicrobial Agents.[J]. Molecules, 2022. DOI:10.3390/molecules27206865.
diethyl benzylphosphonate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from diethyl benzylphosphonate manufacturers
- Product
- Diethyl benzylphosphonate 1080-32-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 500kg
- Release date
- 2023-04-24
- Product
- Diethyl benzylphosphonate 1080-32-6
- Price
- US $1.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 tons
- Release date
- 2020-01-16
- Product
- DIETHYL BENZYLPHOSPHONATE 1080-32-6
- Price
- US $5.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2019-08-05