methanol
tris(4-dimethylaminopyridine)phosphorus(3+) bromide
A
(3-bromopyridin-4-yl)-dimethyl-amine
B
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
Inert atmosphere; | A n/a B 100% |
methanol
4',4'-dimethyl-2λ5-spiro[benzo[1,3,2]dioxaphosphole-2,2'-[1,3,2]oxazaphospholidin]-5'-one
A
2-methoxy-1,3,2-benzodioxaphosphole
B
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 0.5h; Ambient temperature; | A 85% B 5% |
(cyclopentadienyl)(iodomethyl)rhodium(P(OMe3)I
1,2-bis(dimethylphosphanyl)ethane
A
(cyclopentadienyl)(I)rhodium(dpme)(PF6)
B
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With potassium phosphate; tetrahexylammonium chloride; phosphorus trichloride In dichloromethane at 20℃; for 3h; | 65% |
With phosphorus trichloride Herstellung; | |
With pyridine; phosphorus trichloride |
4-methylphenyl isocyanide
B
triphenylphosphine
C
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
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 |
methanol
2-methoxy-2,3-dihydro-1,3,2-benzoxazaphosphole
A
2-amino-phenol
B
2',3'-dihydro-3H-2λ5-[2,2']spirobi(benzo[1,3,2]oxazaphosphole)
C
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
A 17% B 24% C 15% |
methanol
N1-methyl-N1-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosylamido)-N2,N3-tetraethyldiamidophosphite
A
mixture of α- and β-2,3:5,6-di-O-isopropylidene-N-methyl-D-mannofuranosylamine
B
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
at 20℃; for 3h; Product distribution; |
methanol
α-methyllyxo-D-furanoside 2,3,5-bicyclophosphite
A
methyl-α-D-lyxofuranoside
B
phosphorous acid trimethyl ester
methanol
A
trifluoromethan
B
trifluoromethylphosphine
C
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
at 70℃; Product distribution; |
dimethyl phenylphosphonite
sodium methylate
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
In dichloromethane at 25℃; Rate constant; reaction in CH3OH; |
2-methoxy-1,3,2-benzodioxaphosphole
sodium methylate
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Rate constant; reaction in CH3OH; |
perfluoro-2-phosphapropene
A
Difluoromethane
B
trifluoromethan
C
Difluormethyl-phosphonigsaeure-dimethylester
D
Difluormethyl-trifluormethyl-phosphinigsaeure-methylester
E
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
With methanol; sodium methylate Product distribution; further reagents: EtOH/NaOEt, MeOH/NaOEt (80:20), EtOH/NaOMe (70:30); |
phosphorous acid trimethyl ester; protonated form
cyclohexylamine
A
cyclohexyl-ammonium cation
B
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
under 1E-05 - 0.001 Torr; Thermodynamic data; Equilibrium constant; Ambient temperature; Δ G, Δ H; |
methanol
2-ethoxy-2,3-dihydro-1,3,2-benzoxazaphosphole
A
ethyl dimethyl phosphite
B
2-amino-phenol
C
2',3'-dihydro-3H-2λ5-[2,2']spirobi(benzo[1,3,2]oxazaphosphole)
E
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
at -10℃; for 2h; |
methanol
2-ethoxy-2,3-dihydro-1,3,2-benzoxazaphosphole
A
ethyl dimethyl phosphite
B
2-amino-phenol
C
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
2 h at -10 deg C, then at room temp.; |
N1-methyl-N1-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosylamido)-N2,N3-tetramethyldiamidophosphite
A
mixture of α- and β-2,3:5,6-di-O-isopropylidene-N-methyl-D-mannofuranosylamine
B
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
With methanol for 3h; Ambient temperature; |
1-methyltrimethylene N-methyl-N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)amidophosphite
A
mixture of α- and β-2,3:5,6-di-O-isopropylidene-N-methyl-D-mannofuranosylamine
B
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
With methanol for 3h; Ambient temperature; |
N1-methyl-N1-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosylamido)-N2,N3-tetraethyldiamidophosphite
A
mixture of α- and β-2,3:5,6-di-O-isopropylidene-N-methyl-D-mannofuranosylamine
B
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
With methanol for 3h; Ambient temperature; |
Conditions | Yield |
---|---|
With tetramethylammonium |
benzil
phosphorous acid trimethyl ester
2,2,2-trimethoxy-4,5-diphenyl-2,2-dihydro-1,3,2-dioxaphospholene
Conditions | Yield |
---|---|
100% | |
In benzene |
1,3-diphenyl-propane-1,2,3-trione
phosphorous acid trimethyl ester
2,2,2-trimethoxy-4-benzoyl-5-phenyl-2,2-dihydro-1,3,2-dioxaphosphole
Conditions | Yield |
---|---|
In neat (no solvent) | 100% |
In dichloromethane |
4-phthalimidobutyryl chloride
phosphorous acid trimethyl ester
dimethyl [4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyryl]phosphonate
Conditions | Yield |
---|---|
at 20℃; for 2h; | 100% |
In benzene overnight; | |
In chloroform at 20℃; for 1h; |
Adipic acid dichloride
Dimethyl phosphite
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
at 130 - 135℃; for 6h; | 100% |
Conditions | Yield |
---|---|
at 60℃; for 8h; | 100% |
Conditions | Yield |
---|---|
at 130 - 135℃; for 6h; | 100% |
benzalacetophenone
phosphorous acid trimethyl ester
dimethyl (3-oxo-1,3-diphenylpropyl)phosphonate
Conditions | Yield |
---|---|
With acetic acid | 100% |
Conditions | Yield |
---|---|
at 60℃; for 8h; | 100% |
Conditions | Yield |
---|---|
at 130 - 135℃; for 6h; | 100% |
Conditions | Yield |
---|---|
at 130 - 135℃; for 6h; | 100% |
Conditions | Yield |
---|---|
at 130 - 135℃; for 6h; | 100% |
methyl 2-methoxypyrrolidine-1-carboxylate
phosphorous acid trimethyl ester
2-(Dimethoxy-phosphoryl)-pyrrolidine-1-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane for 3.5h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With acetic acid | 100% |
Conditions | Yield |
---|---|
With acetic acid | 100% |
Conditions | Yield |
---|---|
With acetic acid | 100% |
Conditions | Yield |
---|---|
With acetic acid | 100% |
Conditions | Yield |
---|---|
for 2h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
In diethyl ether 1) -70 deg C, 0.5 h, then 20 deg C, 1 h; | 100% |
Conditions | Yield |
---|---|
In diethyl ether 1) -70 deg C, 0.5 h, then 20 deg C, 1 h; | 100% |
N-(carbomethoxy)-α-methoxydimethylamine
phosphorous acid trimethyl ester
[(Methoxycarbonyl-methyl-amino)-methyl]-phosphonic acid dimethyl ester
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane for 5h; Ambient temperature; | 100% |
phenyl (β-sec-butylethynyl)iodonium tosylate
phosphorous acid trimethyl ester
A
Dimethyl (sec-butylethynyl)phosphonate
B
methyl p-toluene sulfonate
Conditions | Yield |
---|---|
Ambient temperature; | A 63% B 100% |
Bromo-acetic acid (2S,3S,4aR,6S,7R,8aS)-2-acetyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-7-(4-methoxy-benzyloxy)-8a-methyl-octahydro-pyrano[3,2-b]pyran-3-yl ester
phosphorous acid trimethyl ester
(Dimethoxy-phosphoryl)-acetic acid (2S,3S,4aR,6S,7R,8aS)-2-acetyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-7-(4-methoxy-benzyloxy)-8a-methyl-octahydro-pyrano[3,2-b]pyran-3-yl ester
Conditions | Yield |
---|---|
at 70℃; for 3h; | 100% |
methyl 2-[2-chloro-1-(chloromethyl)ethylidene]-1-hydrazinecarboxylate
phosphorous acid trimethyl ester
[3-(Dimethoxy-phosphoryl)-2-(methoxycarbonyl-hydrazono)-propyl]-phosphonic acid dimethyl ester
Conditions | Yield |
---|---|
In toluene for 3h; Heating; | 100% |
2-phenyl-3-(α-chlorobenzyl)quinoxaline
phosphorous acid trimethyl ester
2-phenyl-3-(O,O-dimethylphosphonobenzyl)quinoxaline
Conditions | Yield |
---|---|
for 50h; Heating; | 100% |
2,2,3,3,4,4,5,5-octafluoro-5-chloropentanal
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
In diethyl ether 1) -70 deg C, 0.5 h, then 20 deg C, 1 h; | 100% |
((2E,6E)-(S)-8-Bromo-1-pentyl-octa-2,6-dien-4-ynyloxy)-tert-butyl-dimethyl-silane
phosphorous acid trimethyl ester
[(2E,6E)-(S)-8-(tert-Butyl-dimethyl-silanyloxy)-trideca-2,6-dien-4-ynyl]-phosphonic acid dimethyl ester
Conditions | Yield |
---|---|
In acetonitrile at 60℃; | 100% |
5,5'-dibromo-4,4'-bis(bromomethyl)-3,3'-bithiophene-2,2'-dicarbaldehyde
phosphorous acid trimethyl ester
tetramethyl 5,5'-dibromo-2,2'-diformyl-3,3'-bithiophene-4,4'-diylbis(methylphosphonate)
Conditions | Yield |
---|---|
for 2h; Heating; | 100% |
for 2h; Heating; Yield given; |
Conditions | Yield |
---|---|
With sulfur trioxide In dichloromethane at -95℃; | 100% |
With dihydrogen peroxide In pyridine at -20℃; adding different FeIII compounds; determination of half-lives of reactions; | |
With naphthalene-1,4-dicarbonitrile; water In water; acetonitrile Irradiation; |
Conditions | Yield |
---|---|
With benzophenone; 1-thiopropane; hydrogen sulfide In benzene for 15h; Product distribution; Irradiation; variation of reagents and conditions; | 100% |
With pyridine; sulfur 1.) 0 deg C, 1 h, 2.) room temperature, 1 h; | 70% |
With sulfur at 0℃; for 24h; | 70% |
3-chloro-3-phenylphthalide
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
In acetonitrile at 60℃; for 3h; | 100% |
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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