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Trimethyl phosphite
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Name

Trimethyl phosphite

 EINECS 204-471-5
CAS No. 121-45-9 Density 1.052g/mLat 25°C(lit.)
PSA 41.28000 LogP 1.15250
Solubility Hydrolyzes with water. Melting Point -78 °C
Formula C3H9O3P Boiling Point 110.2 °C at 760 mmHg
Molecular Weight 124.076 Flash Point 27.8 °C
Transport Information UN 2329 3/PG 3 Appearance clear colorless liquid
Safety 26 Risk Codes 10-22-36/37/38
Molecular Structure Molecular Structure of 121-45-9 (Trimethyl phosphite) Hazard Symbols HarmfulXn
Synonyms

Fosforyn trojmetylowy;Trimethoxyfosfin;Trimethyl phosphite;

Article Data 66

Trimethyl phosphite Synthetic route

67-56-1

methanol

139111-73-2

tris(4-dimethylaminopyridine)phosphorus(3+) bromide

A

84539-35-5

(3-bromopyridin-4-yl)-dimethyl-amine

B

121-45-9

phosphorous acid trimethyl ester

Conditions
ConditionsYield
Inert atmosphere;A n/a
B 100%
67-56-1

methanol

51145-42-7

4',4'-dimethyl-2λ5-spiro[benzo[1,3,2]dioxaphosphole-2,2'-[1,3,2]oxazaphospholidin]-5'-one

A

20570-25-6

2-methoxy-1,3,2-benzodioxaphosphole

B

121-45-9

phosphorous acid trimethyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.5h; Ambient temperature;A 85%
B 5%

ammonium hexafluorophosphate

97688-35-2

(cyclopentadienyl)(iodomethyl)rhodium(P(OMe3)I

23936-60-9

1,2-bis(dimethylphosphanyl)ethane

A

84330-26-7

(cyclopentadienyl)(I)rhodium(dpme)(PF6)

B

121-45-9

phosphorous acid trimethyl ester

Conditions
ConditionsYield
In benzene dropwise addn. of phosphine to Rh-compound in benzene (N2, Schlenk tube technique), stirring for 1h at room temp., filtn., washing with ether, drying in vac., dissolving in methanol, addn. of NH4PF6, stirring for 10 min; addn. of ether, filtn., washing with ether, recrystn. (acetone/ether);A 83%
B n/a
67-56-1

methanol

121-45-9

phosphorous acid trimethyl ester

Conditions
ConditionsYield
With potassium phosphate; tetrahexylammonium chloride; phosphorus trichloride In dichloromethane at 20℃; for 3h;65%
With phosphorus trichloride Herstellung;
With pyridine; phosphorus trichloride

mer-chloro(dinitrogen)(PPh3)(trimethylphosphite)3rhenium*0.166C6H6

7175-47-5

4-methylphenyl isocyanide

A

chloro(p-tolueneisocyanide)3(P(OMe)3)2rhenium

B

603-35-0

triphenylphosphine

C

121-45-9

phosphorous acid trimethyl ester

Conditions
ConditionsYield
In tetrahydrofuran byproducts: N2; addn. of the isocyanide to the Re compd. in THF and stirring for 2 h at room temp.; filtn., concn. (vac.), addn. of CH2Cl2 or THF, then Et2O, filtn., washing with Et2O and drying in vac.;A 50%
B n/a
C n/a
67-56-1

methanol

7051-21-0

2-methoxy-2,3-dihydro-1,3,2-benzoxazaphosphole

A

95-55-6

2-amino-phenol

B

67528-50-1, 16841-91-1

2',3'-dihydro-3H-2λ5-[2,2']spirobi(benzo[1,3,2]oxazaphosphole)

C

121-45-9

phosphorous acid trimethyl ester

Conditions
ConditionsYield
A 17%
B 24%
C 15%
67-56-1

methanol

80948-53-4

N1-methyl-N1-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosylamido)-N2,N3-tetraethyldiamidophosphite

A

80948-50-1, 80948-51-2

mixture of α- and β-2,3:5,6-di-O-isopropylidene-N-methyl-D-mannofuranosylamine

B

121-45-9

phosphorous acid trimethyl ester

Conditions
ConditionsYield
at 20℃; for 3h; Product distribution;
67-56-1

methanol

90213-29-9

α-methyllyxo-D-furanoside 2,3,5-bicyclophosphite

A

22416-73-5

methyl-α-D-lyxofuranoside

B

121-45-9

phosphorous acid trimethyl ester

67-56-1

methanol

1-N-methyl-3,5,6-tri-O-methyl-α-D-glucofuranosylamine 1,2-N,O-cyclodiethylphosphoramidite

A

1-N-methyl-3,5,6-tri-O-methyl-α,β-D-glucofuranosylamine

B

121-45-9

phosphorous acid trimethyl ester

67-56-1

methanol

1-N-methyl-3,5,6-tri-O-methyl-α-D-glucofuranosylamine 1,2-N,O-cyclodiethylphosphoramidite

A

1-N-methyl-3,5,6-tri-O-methyl-α,β-D-glucofuranosylamine

B

121-45-9

phosphorous acid trimethyl ester

Trimethyl phosphite Specification

The Trimethyl phosphite, with its CAS registry number 121-45-9, is a kind of clear colorless liquid with a strong foul odor. This chemical is sensitive to air and moisture. It can also be named as fosforyntrojmetylowy;Methyl phosphite ((MeO)3P); P(OCH3)3; Phosphonousacidtrimethylester; Trimethoxyfosfin. As to its usage, it is widely applied in many ways. It could be used as the organic phosphorus pesticide intermediates, such as for the dichlorvos, phosphorous amines and monocrotophos; And it could also be used as flame retardants of plastic and wood, as well as catalyst of synthetic polymer and additive of painting.

Physical properties about Trimethyl phosphite are: (1)ACD/LogP: -0.797; (2)ACD/LogD (pH 5.5): -0.80; (3)ACD/LogD (pH 7.4): -0.80; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 8.78; (7)ACD/KOC (pH 7.4): 8.78; (8)#H bond acceptors:3; (9)#Freely Rotating Bonds: 3; (10)Flash Point: 27.778 °C; (11)Enthalpy of Vaporization: 33.446 kJ/mol; (12)Boiling Point: 110.229 °C at 760 mmHg; (13)Vapour Pressure: 28.1490001678467 mmHg at 25°C

Uses of Trimethyl phosphite: Trimethyl phosphite could react with chloro-triphenyl-methane to produce trityl-phosphonic acid dimethyl ester. This reaction could react in the temperature of 140 - 175 ℃.

When you are dealing with this chemical, you should be very careful. For being a kind of harmful chemical, it may cause damage to health. And it is irritating to eyes, respiratory system and skin and it will be very dangerous if swallowed. Therefore, if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: COP(OC)OC
(2)InChI: InChI=1S/C3H9O3P/c1-4-7(5-2)6-3/h1-3H3
(3)InChIKey: CYTQBVOFDCPGCX-UHFFFAOYSA-N 

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LC inhalation > 32700mg/m3/6 (32700mg/m3) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 National Technical Information Service. Vol. OTS0537047,
mouse LCLo inhalation 32700mg/m3/6H (32700mg/m3) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE		 National Technical Information Service. Vol. OTS0537047,
mouse LD50 intraperitoneal 4180mg/kg (4180mg/kg)   Environmental Research. Vol. 9, Pg. 1, 1975.
mouse LD50 oral 4280mg/kg (4280mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 National Technical Information Service. Vol. OTS0540442,
rabbit LD50 skin 2600mg/kg (2600mg/kg)   American Industrial Hygiene Association Journal. Vol. 34, Pg. 286, 1973.
rat LCLo inhalation 32700mg/m3/6H (32700mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE		 National Technical Information Service. Vol. OTS0537047,
rat LD50 oral 1600mg/kg (1600mg/kg)   Albright & Wilson Inc. Vol. #OPB-3, Pg. 1984,

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