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Triethyl phosphite
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Name

Triethyl phosphite

 EINECS 204-552-5
CAS No. 122-52-1 Density 0.989
PSA 41.28000 LogP 2.32280
Solubility slightly soluble in water Melting Point -112°C
Formula C6H15O3P Boiling Point 159.8 °C at 760 mmHg
Molecular Weight 166.157 Flash Point 54.1 °C
Transport Information UN 2323 3/PG 3 Appearance clear colorless liquid
Safety 16-26-36 Risk Codes 10-22-36/37/38-20/22
Molecular Structure Molecular Structure of 122-52-1 (Triethyl phosphite) Hazard Symbols HarmfulXn
Synonyms

Ethylphosphite, (EtO)3P (7CI);Ethyl phosphite, Et3PO3 (4CI);NSC 5284;Triethoxyphosphine;Tris(ethoxy)phosphine;

Article Data 127

Triethyl phosphite Synthetic route

64-17-5

ethanol

122-52-1

triethyl phosphite

Conditions
ConditionsYield
With ammonia; N,N-dimethyl-aniline; phosphorus trichloride In 1,2-dichloro-benzene at 10℃; pH=6 - 9; Temperature; pH-value;99.71%
With triethanolamine; phosphorus trichloride In toluene at 15 - 50℃; for 2.7h; Reagent/catalyst;96%
With Tri-n-octylamine; sodium carbonate; triethylamine; phosphorus trichloride In hexane at 5℃; for 2h; Temperature; Reagent/catalyst;83.7%
109-83-1

(2-hydroxyethyl)(methyl)amine

589-57-1

diethyl phosphorylchloridite

A

7077-42-1

2-ethoxy-3-methyl-1,3,2-oxazaphospholidine

B

122-52-1

triethyl phosphite

Conditions
ConditionsYield
at 10 - 15℃;A 67%
B 92%
21646-99-1

diphosphorous acid tetraethyl ester

122-51-0

orthoformic acid triethyl ester

A

65600-72-8

ethyl P-(diethoxymethyl)phosphonite

B

122-52-1

triethyl phosphite

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 3h; argon atmosphere;A 89%
B 69%
64-17-5

ethanol

96529-96-3

diethoxyphosphino ethyl cyclohexylphosphonate

A

4546-15-0

ethyl hydrogen cyclohexylphosphonate

B

122-52-1

triethyl phosphite

Conditions
ConditionsYield
In benzene for 1h; Heating; argon atmosphere;A 0.93 g
B 87%
64-17-5

ethanol

127088-86-2

S-(2-cyanoethyl) N,N,N',N'-tetraisopropylthiophosphorodiamidite

A

Thiophosphorous acid S-(2-cyano-ethyl) ester O,O'-diethyl ester

B

C11H23N2OPS

C

122-52-1

triethyl phosphite

Conditions
ConditionsYield
With 1H-tetrazole In acetonitrile at 25℃; for 0.166667h;A 5%
B 85%
C 7%
With 1H-tetrazole In acetonitrile at 25℃; for 0.166667h;A 22%
B 18%
C 60%
589-57-1

diethyl phosphorylchloridite

7077-42-1

2-ethoxy-3-methyl-1,3,2-oxazaphospholidine

A

22082-71-9

2-chloro-3-methyl-1,3,2-oxazaphospholidine

B

122-52-1

triethyl phosphite

Conditions
ConditionsYield
at 100℃; for 1h;A 83%
B 57%
1498-42-6

phosphorodichloridous acid ethyl ester

64-17-5

ethanol

A

589-57-1

diethyl phosphorylchloridite

B

122-52-1

triethyl phosphite

Conditions
ConditionsYield
With triethylamine In tolueneA 82%
B 18%
64-17-5

ethanol

79948-06-4

O,O-diethyl-N-butyl-N-isobutenyl aminophosphite

A

6898-75-5

N-isobutylidenebutylamine

B

122-52-1

triethyl phosphite

Conditions
ConditionsYield
at 20℃; for 1440h;A 72.5%
B 81.7%
79948-06-4

O,O-diethyl-N-butyl-N-isobutenyl aminophosphite

A

6898-75-5

N-isobutylidenebutylamine

B

122-52-1

triethyl phosphite

Conditions
ConditionsYield
With ethanol at 20℃; for 1440h; further reagents;A 72.5%
B 81.7%
64-17-5

ethanol

73868-59-4

2-diethylamido-4-oxo-1,3-dimethyl-1,3,2-diazaphosphorinane

122-52-1

triethyl phosphite

Conditions
ConditionsYield
at 70℃; for 3h;81%

Triethyl phosphite Specification

The Triethyl phosphite is an organic compound with the formula C6H15O3P. The IUPAC name of this chemical is triethyl phosphite. With the CAS registry number 122-52-1, it is also named as Ethyl phosphite. The product's categories are Phosphonate Chemicals; Phosphite Ligands; Catalysis and Inorganic Chemistry; Phosphorus Compounds. Besides, it is a clear colorless liquid, which should be stored in cool and ventilated place.

The Triethyl phosphite is used as a plastic stabilizer and plasticizer, and also used as medicine, pesticide intermediates. It is used to produce analgesic pizotifen, viagra and other pesticides fenitrothion, and also used as plasticizers, stabilizers, lubricants and grease additives.

Physical properties about Triethyl phosphite are: (1)ACD/LogP: 0.67; (2)ACD/LogD (pH 5.5): 0.67; (3)ACD/LogD (pH 7.4): 0.67; (4)ACD/BCF (pH 5.5): 1.89; (5)ACD/BCF (pH 7.4): 1.89; (6)ACD/KOC (pH 5.5): 54.86; (7)ACD/KOC (pH 7.4): 54.86; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 41.28 Å2; (11)Flash Point: 54.1 °C; (12)Enthalpy of Vaporization: 38.01 kJ/mol; (13)Boiling Point: 159.8 °C at 760 mmHg; (14)Vapour Pressure: 3.19 mmHg at 25°C.

Preparation: this chemical can be prepared by ethanol, phosphorus trichloride and ammonia. This reaction will need reagent Xylene.

When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful by inhalation and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and keep away from sources of ignition - No smoking.

You can still convert the following datas into molecular structure:
(1)SMILES: O(P(OCC)OCC)CC
(2)InChI: InChI=1/C6H15O3P/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3
(3)InChIKey: BDZBKCUKTQZUTL-UHFFFAOYAP
(4)Std. InChI: InChI=1S/C6H15O3P/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3
(5)Std. InChIKey: BDZBKCUKTQZUTL-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 6203mg/m3/6H (6203mg/m3) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 218, 1992.
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 5, Pg. 286, 1953.
mouse LD50 oral 3720mg/kg (3720mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION		 Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 218, 1992.
rabbit LD50 skin 2800mg/kg (2800mg/kg)   Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 218, 1992.
rat LC50 inhalation 11063mg/m3/6H (11063mg/m3) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 218, 1992.
rat LD50 oral 1840mg/kg (1840mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION		 Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 218, 1992.

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