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Triethyl phosphite

Product Name:
Triethyl phosphite
CAS No.
122-52-1
Chemical Name:
Triethyl phosphite
CBNumber:
CB9702666
Molecular Formula:
C6H15O3P
Formula Weight:
166.16
MOL File:
122-52-1.mol
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Triethyl phosphite Property

Melting point:
-112°C
Boiling point:
65 °C
Density 
0.969 g/mL at 25 °C(lit.)
vapor pressure 
<6 hPa (20 °C)
refractive index 
n20/D 1.413(lit.)
Flash point:
130 °F
storage temp. 
Flammables area
form 
liquid
Specific Gravity
0.969
color 
colorless
Odor
characteristic, obnoxious, phosphiteodor
explosive limit
3.75-42.5%(V)
Water Solubility 
slightly soluble
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
Sensitive 
Air & Moisture Sensitive
BRN 
956578
CAS DataBase Reference
122-52-1(CAS DataBase Reference)
NIST Chemistry Reference
Phosphorous acid, triethyl ester(122-52-1)
EPA Substance Registry System
Triethyl phosphite (122-52-1)
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Safety

Hazard Codes 
Xn
Risk Statements 
10-22-36/37/38-20/22
Safety Statements 
16-26-36
RIDADR 
UN 2323 3/PG 3
WGK Germany 
1
RTECS 
TH1130000
10-23
Autoignition Temperature
250 °C
TSCA 
Yes
HS Code 
2920 24 00
HazardClass 
3
PackingGroup 
III
Hazardous Substances Data
122-52-1(Hazardous Substances Data)
Toxicity
LD50 orl-rat: 1840 mg/kg JACTDZ 1,218,92
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N-Bromosuccinimide Price More Price(10)

Sigma-Aldrich Gold
Product number:
T61204
Product name :
Triethyl phosphite
Purity:
98%
Packaging:
5ml
Price:
$16.4
Updated:
2019/12/02
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Sigma-Aldrich Gold
Product number:
T61204
Product name :
Triethyl phosphite
Purity:
98%
Packaging:
4l
Price:
$158
Updated:
2019/12/02
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Alfa Aesar Gold
Product number:
L00339
Product name :
Triethyl phosphite, 98%
Packaging:
500ml
Price:
$38.3
Updated:
2020/06/24
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Alfa Aesar Gold
Product number:
L00339
Product name :
Triethyl phosphite, 98%
Packaging:
100ml
Price:
$20.8
Updated:
2020/06/24
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Strem Chemicals Gold
Product number:
15-6350
Product name :
Triethylphosphite, 98%
Packaging:
250g
Price:
$27
Updated:
2020/06/24
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Triethyl phosphite Chemical Properties,Usage,Production

Chemical Properties

Triethyl phosphite is a clear colorless liquid with a strong foul odor. Insoluble in water; soluble in alcohol and ether. Combustible.Vapors heavier than air.

Uses

Synthesis, plasticizers, stabilizers, lubricant and grease additives.

Uses

Triethyl phosphite is an organophosphorus compound. It is used as a reducing agent; can react with electrophiles to form phosphonates or phosphates; forms a stable complex with copper(I) iodide.
Triethyl phosphite is a very good nucleophile. The carbon adjacent to the bromine is the most electrophilic position, and phosphorus is the only nucleophile. Triethyl phosphite displaces the bromine in an SN2-like process, and back attack by the bromide which is released generates a phosphonate product, in which the α-protons are strongly acidic.

Preparation

Triethyl phosphite is produced in a closed system by reaction of phosphorous trichlorid and ethanol in the presence of an inorganic or organic base. The product is purified by distillation (Bayer AG, 2002a).

Triethyl phosphite is exclusively used as an intermediate for the manufacturing of different products: flame retardants (about 60 %), optical brighteners (about 15 %), pesticides (about 15 %), antioxidants (about 5 %), and pharmaceuticals (about 5 %).

Reactions

This reaction is currently used for the preparation of synthetically useful phosphonate reagents employed in modified retinal studies. Thus, diethyl 3-alkoxycarbonyl-2-propenylphosphonates are prepared in 72-91% yields by the reaction of methyl or ethyl 4-bromocrotonates with triethyl phosphite at 150-160°C. Similarly, diethyl 3-(ethoxycarbonyl)-2 methyl-2-propenylphosphonate is prepared in 81% yield from triethyl phosphite and ethyl 3-methyl-4-chlorocrotonate by heating at 180- 200°C.The diethyl (E)- and (Z)-3-ethoxycarbonyl-3 fluoro-2 -methyl-2-propenylphosphonates are respectively obtained from triethyl phosphite and (E)- or (Z)-4-bromo-2-fuoro-3-methyl-2-butenoates at 140°C.

Reactivity Profile

Triethyl phosphite is colorless, moderately toxic liquid, combustible. Flammable when exposed to heat or flame. When heated to decomposition Triethyl phosphite emits toxic fumes of oxides of phosphorus [Lewis, 3rd ed., 1993, p. 1271].

Health Hazard

Exposure to high concentrations may cause headache, nausea, and dizziness due to reduced chlolinesterase activity.

Fire Hazard

Special Hazards of Combustion Products: May form hazardous decomposition products.

Safety Profile

Moderately toxic by ingestion. A skin and eye irritant. Flammable liquid when exposed to heat, sparks, or flame. When heated to decomposition it emits toxic fumes of POx.

Toxicity evaluation

The acute toxicity after oral, dermal, and inhalation exposure is relatively low. The oral LD50s in rats ranged between 1840 mg/kg bw (females) and 2470 mg/kg bw (males). Symptoms of rapid breathing and tremors were observed prior to death. In mice LD50 values above 3700 mg/kg bw were recorded. The 6-hour inhalation LC50 with an aerosol of 1.6-3.5 μm MMAD in rats was between 11,100 mg/m3 (females) and 11,600 mg/m3 (males). Clinical signs included eye and upper respiratory irritation, salivation and rapid, shallow breathing. The dermal LD50 in rabbits was between 2800 mg/kg bw (males) and > 3000 mg/kg bw (females).

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Triethyl phosphite Suppliers

Global(225)Suppliers
Shanghai heller chemical technology co., ltd.
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Shanghai neon biological technology co., LTD
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021-54252912-8903
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