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| CAS No.: | 762-04-9 |
|---|---|
| Name: | Diethyl phosphite |
| Article Data: | 258 |
| Molecular Structure: | |
|
|
|
| Formula: | C4H11O3P |
| Molecular Weight: | 138.103 |
| Synonyms: | Ethylphosphite, (EtO)2(HO)P (6CI);Diethoxyphosphine oxide;Diethyl acid phosphite;Diethyl hydrogen phosphite;Phosphonic acid,diethyl ester;Diethyl phosphonate;Hydrogendiethyl phosphite;NSC 2665;Diethyl phosphonate;Ethyl phosphonate;phosphonic acid, diethyl ester; |
| EINECS: | 212-091-6 |
| Density: | 1.072g/mLat 25°C(lit.) |
| Melting Point: | -70 °C |
| Boiling Point: | 204.072 °C at 760 mmHg |
| Flash Point: | 82.222 °C |
| Solubility: | miscible (hydrolysis) in water |
| Appearance: | colourless liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38-43 |
| Safety: | 26-36/37/39-28-27 |
| PSA: | 59.00000 |
| LogP: | 1.44910 |
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| Conditions | Yield |
|---|---|
| In 1,2-dichloro-ethane for 24h; Ambient temperature; molar ratio 1:1; | 98% |
| Conditions | Yield |
|---|---|
| With sodium carbonate at 120℃; under 760.051 Torr; Reflux; Inert atmosphere; | 94.5% |
| With titanium(IV) isopropylate at 40℃; for 18h; | 62% |
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propylamine
- 3277-27-8
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A
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diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate
B
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N-(n-propyl)benzamide
C
- 762-04-9
phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| In diethyl ether for 20h; Product distribution; Ambient temperature; variation of time, different solvents, reaction with several amines; | A 55% B 94% C 33% |
| In diethyl ether for 20h; Ambient temperature; | A 55% B 94% C 33% |
| Conditions | Yield |
|---|---|
| With potassium naphthalenide In tetrahydrofuran at -78℃; for 1h; | 94% |
| With samarium diiodide In tetrahydrofuran for 3h; Heating; | 10% |
- 64-17-5
ethanol
- 7719-12-2, 52843-90-0
phosphorus trichloride
A
- 75-00-3
chloroethane
B
- 762-04-9
phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| at 85℃; under 30.003 Torr; Addition of ca.3% diethyl phosphite (triethyl phosphite or ethyl chloride are also possible); | A n/a B 94% |
| Conditions | Yield |
|---|---|
| With trifluorormethanesulfonic acid; water at 25℃; Sealed tube; | 93% |
| With water In tetrahydrofuran at 20℃; Inert atmosphere; | 87% |
| With lithium chloride at 200℃; das Lithium-Verbindung (Lithium-diaethyl-phophit) ensteht; |
| Conditions | Yield |
|---|---|
| With phosphorus trichloride at 5℃; | 90% |
| With phosphorus trichloride | 90% |
| With phosphorus trichloride In chloroform at 5 - 20℃; for 3.16667h; | 84.5% |
| Conditions | Yield |
|---|---|
| With N,N-diethyl-1,1,1-trimethylsilanamine at 110℃; for 0.5h; Inert atmosphere; | 86% |
- 64-17-5
ethanol
- 65611-14-5
1,2,3-trihydrotetrafluoropropyl dichlorophosphite
A
- 65611-25-8
phosphonic acid bis-(2,2,3,3-tetrafluoro-propyl) ester
B
- 762-04-9
phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| Ambient temperature; | A n/a B n/a C 85% |
- 123-38-6
propionaldehyde
- 122-52-1
triethyl phosphite
A
- 41760-72-9
diethyl (1-hydroxypropyl)phosphonate
B
- 762-04-9
phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| With hydrogenchloride In diethyl ether; dichloromethane at -10℃; for 1h; | A 84% B n/a |
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Consensus Reports
Reported in EPA TSCA Inventory.
Specification
The Diethyl phosphite, with the CAS registry number 762-04-9 and EINECS registry number 212-091-6, is also called phosphonic acid, diethyl ester. And the molecular formula of this chemical is C4H11O3P. It is a kind of colorless liquid, and belongs to the following product categories: Pharmaceutical Intermediates; Organic Building Blocks; Organic Phosphates/Phosphites; Catalysis and Inorganic Chemistry; Phosphorus Compounds; Phosphorus Precursors.
The physical properties of Diethyl phosphite are as following: (1)ACD/LogP: -0.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 18; (8)ACD/KOC (pH 7.4): 18; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 59 Å2.
Preparation of Diethyl phosphite: It can be prepared by absolute ethyl alcohol and phosphorus trichloride. The reaction will need the solvent carbon tetrachloride. The raction time is 1 hour with the temperature of 70°C. And the solvent can be removed by pressure reduction.
3C2H5OH+PCl3→(C2H5O)2PHO+C2H5Cl+2HCl↑
Uses of Diethyl phosphite: It can be used as intermediate of extraction agent and phosphoric acid esters. It is also used as solvent and acid acceptor in the synthesis of polypeptide. What's more, it is also used in the synthetic reaction, such as reduction of phenol.
You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and may also cause sensitization by skin contact. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Take off immediately all contaminated clothing; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer).
You can still convert the following datas into molecular structure:
(1)SMILES: O=P(OCC)OCC
(2)InChI: InChI=1/C4H11O3P/c1-3-6-8(5)7-4-2/h8H,3-4H2,1-2H3
(3)InChIKey: MJUJXFBTEFXVKU-UHFFFAOYAQ
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rabbit | LD50 | skin | 2020uL/kg (2.02mL/kg) | American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969. | |
| rat | LD50 | oral | 3900mg/kg (3900mg/kg) | Albright & Wilson Inc. Vol. #OPB-3, Pg. 1984, |