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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
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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)
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Safety

Risk Statements 
36/38-36/37/38
Safety Statements 
24/25-37-26
WGK Germany 
3
RTECS 
SZ6600000
TSCA 
Yes
HS Code 
29319090
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D91071
Product name
Diethyl benzylphosphonate
Purity
99%
Packaging
25g
Price
$110
Updated
2024/03/01
Sigma-Aldrich
Product number
D91071
Product name
Diethyl benzylphosphonate
Purity
99%
Packaging
100g
Price
$263
Updated
2024/03/01
TCI Chemical
Product number
B1795
Product name
Diethyl Benzylphosphonate
Purity
>98.0%(GC)
Packaging
25g
Price
$59
Updated
2024/03/01
Alfa Aesar
Product number
A10645
Product name
Diethyl benzylphosphonate, 99%
Packaging
50g
Price
$98.65
Updated
2024/03/01
Alfa Aesar
Product number
A10645
Product name
Diethyl benzylphosphonate, 99%
Packaging
250g
Price
$430
Updated
2024/03/01
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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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diethyl benzylphosphonate Suppliers

Creasyn Finechem(Tianjin) Co., Ltd.
Tel
022-022-83946278 13820372920
Fax
022-83945176
Email
sales@creasyn.com
Country
China
ProdList
1005
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006608290; 18621169109
Fax
86-21-61259102
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market03@meryer.com
Country
China
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40241
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Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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sales8178@energy-chemical.com
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China
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Accela ChemBio Co.,Ltd.
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021-50795510 4000665055
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021-50795055
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sales@accelachem.com
Country
China
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Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42983
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Shandong Xiya Chemical Co., Ltd
Tel
400-9903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18737
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Syntechem Co.,Ltd
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Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
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12990
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View Lastest Price from diethyl benzylphosphonate manufacturers

Shanghai Joiny Pharmaceutical Co.,LTD
Product
Diethyl benzylphosphonate 1080-32-6
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
500kg
Release date
2023-04-24
Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
Product
DIETHYL BENZYLPHOSPHONATE 1080-32-6
Price
US $5.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
1ton
Release date
2019-08-05

1080-32-6, diethyl benzylphosphonateRelated Search:


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