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inquiryDimethyl phosphite CAS:868-85-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermed
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inquiryProduct Name:Dimethyl phosphiteSynonyms:(CH3O)2PHO;bis(hydroxymethyl)phosphineoxide;Dimethoxyphosphine oxide;dimethoxyphosphineoxide;Dimethyl acid phosphite;Dimethyl ester of phosphonic acid;dimethylacidphosphite;Dimethylester kyseliny fosf
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inquiryDMP Dimethyl phosphite Identification: Chemical Name: Dimethyl phosphite Synonyms: Dimethyl hydrogen phosphite; Phosphorous acid dimethyl ester; Dimethylphosphit; Dimethylphosphite; DMP CAS No.: 868-85-9 Molecular Formula: CH3O)2POH Rel
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inquiryProduct Name: Dimethyl phosphite CAS: 868-85-9 MF: C2H7O3P MW: 110.05 EINECS: 212-783-8 Mol File: 868-85-9.mol Dimethyl phosphite Structure Dimethyl phosphite Chemical Properties Boiling point 170-171 °C(lit.) density
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inquiryConditions | Yield |
---|---|
With phosphorus trichloride In dichloromethane for 0.166667h; | 98% |
With phosphorus trichloride | |
With phosphorus trichloride |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; water at 25℃; Sealed tube; | 92% |
With water In tetrahydrofuran at 20℃; Inert atmosphere; | 82% |
With water In methanol | |
With [Pt(H2O)2(1,1'-bis(diphenylphosphanyl)octamethylferrocene)](trifluoromethylsulfonate)2; water In tetrahydrofuran at 20℃; for 0.0833333h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction; | |
With trifluorormethanesulfonic acid In water at 25℃; for 0.5h; Inert atmosphere; |
methanol
Dimethyl 2-(N-tert-butyl-N-methylamino)benzoylphosphonate
B
Dimethyl phosphite
C
Methyl N-methylanthranilate
Conditions | Yield |
---|---|
Heating; | A 90% B 30% C 5% |
Conditions | Yield |
---|---|
With phosphorus trichloride In chloroform at 0℃; for 0.5h; | A 84% B 16% |
Conditions | Yield |
---|---|
With phosphorus trichloride In chloroform at 25℃; for 0.5h; | A 83% B 3% C 14% |
dimethyl benzoylphosphonate
A
benzoic acid hydrazide
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 0℃; for 0.5h; Title compound not separated from byproducts; | A 80% B n/a |
methanol
A
phosphonic Acid
B
Dimethyl phosphite
C
phosphonic acid monomethyl ester
Conditions | Yield |
---|---|
With phosphorus trichloride at 25℃; for 1h; | A 1% B 73% C 26% |
Conditions | Yield |
---|---|
With phosphorous; 10H-phenothiazine; N,N,N,N-tetraethylammonium tetrafluoroborate In N,N-dimethyl-formamide at 53℃; electrolysis; | A 9% B 71% |
methanol
A
trimethyl phosphite
B
Dimethyl phosphite
C
dimethyl methane phosphonate
Conditions | Yield |
---|---|
With phosphorous; tetraethylammonium iodide In acetonitrile at 18℃; electrolysis; | A 70% B 11% C 3% |
With phosphorous; tetraethylammonium iodide In acetonitrile at 18℃; Mechanism; Product distribution; electrolysis; var. nucleophiles; var. temperatures; | A 70% B 11% C 3% |
With phosphorous In acetonitrile at 18℃; Electrolysis; | A 70% B 11% C 3% |
dimethyl <4-(diphenylmethylene)-1,4-dihydro-1-hydroxynaphthyl>phosphonate
A
4-(diphenylmethylene)-1(4H)-naphthalenone
B
Dimethyl phosphite
Conditions | Yield |
---|---|
under 1 Torr; Heating; | A 69% B n/a |
propylamine
dimethyl benzoylphosphonate
A
N-(n-propyl)benzamide
B
α--α--toluol
C
Dimethyl phosphite
Conditions | Yield |
---|---|
In diethyl ether for 0.05h; Ambient temperature; | A 68% B 27% C 7% |
In diethyl ether for 0.05h; Product distribution; Ambient temperature; Substituent effect of alkyl groups of Benzoyl phosphonates in Benzoylation; | A 68% B 27% C 7% |
(2-Oxo-3-phenylamino-2,3-dihydro-1H-indol-3-yl)-phosphonic acid dimethyl ester
A
3-phenylimino-2-indolinone
B
Dimethyl phosphite
Conditions | Yield |
---|---|
at 230℃; under 5 Torr; for 0.5h; Product distribution; | A 55% B n/a |
dimethyl phenylphosphonite
A
methyl phenyl H-phosphonate
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; water at 25℃; Sealed tube; | A 30 %Spectr. B 50% |
dimethyl trimethylsilyl phosphite
acetylacetone
A
Methoxytrimethylsilane
B
(Z)-4-trimethylsiloxypent-3-en-2-one
C
Dimethyl phosphite
Conditions | Yield |
---|---|
at 60 - 70℃; for 4h; Further byproducts given; | A 8.5% B n/a C 6.4% D 20.5% |
dimethyl trimethylsilyl phosphite
acetylacetone
A
Methoxytrimethylsilane
B
Dimethyl phosphite
Conditions | Yield |
---|---|
at 60 - 70℃; for 4h; Further byproducts given; | A 8.5% B 6.4% C 20.5% |
dimethyl trimethylsilyl phosphite
acetylacetone
A
Methoxytrimethylsilane
B
Dimethyl phosphite
Conditions | Yield |
---|---|
at 60 - 70℃; for 4h; Further byproducts given; | A 8.5% B 6.4% C 20.5% D 9.2% |
Conditions | Yield |
---|---|
With hypophosphorous acid Ambient temperature; |
morpholine
dimethyl benzoylphosphonate
A
4-benzoylmorpholine
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With water 1.) ether, room temperature, 24 h; 2.) THF, room temperature, 3 h; Yield given. Multistep reaction; |
dimethyl (2-phenylacetyl)phosphonate
A
Dimethyl phosphite
B
2-phenylacetylhydrazine
Conditions | Yield |
---|---|
With hydrazine |
Conditions | Yield |
---|---|
Mechanism; var. aliphatic alcohols, their relative reaction rates; |
propylamine
dimethyl benzoylphosphonate
A
N-(n-propyl)benzamide
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With water 1.) ether, room temperature, 24 h; 2.) THF, room temperature, 3 h; Yield given. Multistep reaction; |
pyrocatechol phosphorochloridite
3,3-Diethoxy-butan-2-one
phosphorous acid trimethyl ester
A
2-ethoxy-1,3,2-benzodioxaphosphole
B
2-methoxy-1,3,2-benzodioxaphosphole
C
[1-(Benzo[1,3,2]dioxaphosphol-2-yloxy)-2-ethoxy-1-methyl-allyl]-phosphonic acid dimethyl ester
D
Dimethyl phosphite
Conditions | Yield |
---|---|
at 20 - 25℃; for 3h; Title compound not separated from byproducts; |
thiophosgene
triisopropyl phosphite
A
trimethyl phosphite
B
C22H49O9P3S
C
Dimethyl phosphite
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; allowed to warm to room temperature over 16h; Title compound not separated from byproducts; |
dimethyl (9-hydroxy-9H-fluoren-9-yl) phosphonate
A
9-fluorenone
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With triethylamine Rate constant; other reagents (n-butyl- and t-butylamine); |
dimethyl benzoylphosphonate
isobutylamine
A
N-isobutyl-benzamide
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With water 1.) ether, room temperature, 24 h; 2.) THF, room temperature, 3 h; Yield given. Multistep reaction; |
dimethyl N,N-diisopropylphosphoramidite
Dimethyl phosphite
Conditions | Yield |
---|---|
With pyridine hydrochloride In pyridine; water for 0.0833333h; |
dimethyl benzoylphosphonate
cyclohexylamine
A
N-benzoylcyclohexylamine
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With water 1.) ether, room temperature, 24 h; 2.) THF, room temperature, 3 h; Yield given. Multistep reaction; |
dimethyl benzoylphosphonate
toluene-4-sulfonic acid
A
benzoic toluene-p-sulphonic anhydride
B
Dimethyl phosphite
Conditions | Yield |
---|---|
In benzene for 12h; Ambient temperature; |
dimethyl benzoylphosphonate
toluene-4-sulfonic acid
A
Dimethyl phosphite
B
phosphonic acid monomethyl ester
Conditions | Yield |
---|---|
1.) benzene, r.t., 12 h; 2.) benzene, 4 h, reflux; Yield given. Multistep reaction. Yields of byproduct given; |
dimethyl (phenoxycarbonyl)phosphonate
A
sodium methyl hydrogen phosphite
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With water In acetonitrile for 0.0833333h; Mechanism; phosphate buffer pH 7.4; |
4-chlorobenzaldehyde
Dimethyl phosphite
dimethyl 1-hydroxy-1-(4-chlorophenyl)methylphosphonate
Conditions | Yield |
---|---|
With triethylamine at 50℃; Pudovik Reaction; Inert atmosphere; Sealed tube; | 100% |
Stage #1: 4-chlorobenzaldehyde With phosphotungstic acid supported on silica-coated magnetic Fe3O4 nanoparticle In neat (no solvent) at 20℃; for 0.25h; Kabachnik-Fields Reaction; Green chemistry; Stage #2: Dimethyl phosphite In neat (no solvent) at 20℃; for 4h; Green chemistry; | 96% |
With potassium phosphate In neat (no solvent) at 20℃; for 0.0666667h; Green chemistry; | 93% |
benzaldehyde
Dimethyl phosphite
dimethyl 1-hydroxy-1-phenylmethylphosphonate
Conditions | Yield |
---|---|
With potassium fluoride for 0.333333h; | 100% |
With potassium fluoride at 20℃; for 0.416667h; Inert atmosphere; | 100% |
Stage #1: benzaldehyde With phosphotungstic acid supported on silica-coated magnetic Fe3O4 nanoparticle In neat (no solvent) at 20℃; for 0.25h; Kabachnik-Fields Reaction; Green chemistry; Stage #2: Dimethyl phosphite In neat (no solvent) at 20℃; for 6h; Solvent; Reagent/catalyst; Time; Green chemistry; | 98% |
3,4,5-trimethoxy-benzaldehyde
Dimethyl phosphite
dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate
Conditions | Yield |
---|---|
With dibutylamine In diethyl ether at 20℃; for 3h; | 100% |
With sodium methylate In methanol at 50℃; | 96.5% |
With methanol; sodium for 0.5h; Heating; | 90% |
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% |
triethylamine
Dimethyl phosphite
phosphonic acid monomethyl ester methyltriethylammonium salt
Conditions | Yield |
---|---|
at 70℃; for 6h; | 100% |
In methanol for 2h; Heating; |
Conditions | Yield |
---|---|
at 20℃; for 24h; | 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% |
Conditions | Yield |
---|---|
In methanol at 50℃; for 2h; | 100% |
Conditions | Yield |
---|---|
at 5℃; for 24h; | 100% |
formaldehyd
Dimethyl phosphite
hydroxymethyl-phosphonic acid dimethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 65℃; | 100% |
With potassium carbonate In methanol at 20℃; for 1h; Pudovik reaction; | 98% |
83% |
(S)-(-)-perillaldehyde
Dimethyl phosphite
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 24h; Ambient temperature; | 100% |
benzaldehyde
Dimethyl phosphite
aniline
dimethyl (phenyl)(phenylamino)methylphosphonate
Conditions | Yield |
---|---|
With tin(ll) chloride at 20℃; under 760.051 Torr; for 2.5h; Kabachnik-Fields reaction; neat (no solvent); | 100% |
at 80℃; for 0.0333333h; Product distribution; Further Variations:; Temperatures; microwave irradiation; Kobachnik-Fields reaction; microwave irradiation; | 98% |
With zirconium(IV) oxychloride at 20℃; for 0.0833333h; | 98% |
Dimethyl phosphite
(3S,4R,5S)-3,4-isopropylidenedioxy-5-methyl-1-pyrroline-N-oxide
Conditions | Yield |
---|---|
at 40℃; for 20h; | 100% |
4-fluorobenzaldehyde
Dimethyl phosphite
(+/-)-dimethyl hydroxy(4-fluorophenyl)methylphosphonate
Conditions | Yield |
---|---|
With dibutylamine In diethyl ether at 20℃; for 3h; | 100% |
With triethylamine In acetone for 0.166667h; Pudovik Reaction; Reflux; | 96% |
With guanidine supported magnetic Fe3O4 nanoparticle In neat (no solvent) at 80℃; for 3.5h; | 85% |
bis(trifluoromethanesulfonyl)amide
Dimethyl phosphite
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 3h; | 100% |
8-(4'-methoxyphenoxy)acetophenone
Dimethyl phosphite
1-phenylvinyl dimethyl phosphate
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 20℃; Inert atmosphere; | 100% |
Dimethyl phosphite
dimethyl (2-(4-bromophenyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)phosphonate
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; cobalt(II) acetate hydrate In acetonitrile at 80℃; for 16h; | 100% |
With 10-methylacridine-3(10H)-one In methanol for 11h; Irradiation; | 78% |
With oxygen In 1,4-dioxane at 80℃; for 30h; | 67% |
With C44Cl8F20N4Pd; oxygen; potassium carbonate In methanol; acetonitrile for 3h; UV-irradiation; | 76 %Spectr. |
Conditions | Yield |
---|---|
at 25℃; for 1h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In benzene-d6 at 20℃; for 15h; Glovebox; Inert atmosphere; | 100% |
3-benzyl-1,3-oxazolidine
Dimethyl phosphite
dimethyl <methyl>phosphonate
Conditions | Yield |
---|---|
at 30 - 40℃; for 2h; | 99.6% |
Conditions | Yield |
---|---|
With dibenzo-24-crown ether In benzene for 4h; Heating; | 99% |
Conditions | Yield |
---|---|
With dibenzo-24-crown ether In benzene for 4h; Heating; | 99% |
Conditions | Yield |
---|---|
With triethylamine In pentane for 72h; Ambient temperature; | 99% |
(4-iodophenyl)phosphonate de diethyle
Dimethyl phosphite
Conditions | Yield |
---|---|
With potassium tert-butylate In ammonia for 0.333333h; Irradiation; | 99% |
benzaldehyde
Dimethyl phosphite
dimethyl (S)-phenyl(hydroxy)methylphosphonate
Conditions | Yield |
---|---|
Stage #1: benzaldehyde; Dimethyl phosphite With C41H64AlClN2O2; potassium carbonate In diethyl ether at -30℃; for 24h; Stage #2: With hydrogenchloride; water In diethyl ether optical yield given as %ee; enantioselective reaction; | 99% |
With C38H48N4P(1+)*Cl(1-); potassium tert-butylate In tetrahydrofuran at -98℃; for 4h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 97% |
(R)-LaLi3(binaphthoxide)3 In tetrahydrofuran at -78℃; for 8h; Yield given; |
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