Dimethyl phosphonate supplier

Name
Dimethyl phosphite
EINECS 212-783-8
CAS No. 868-85-9
Article Data99
CAS DataBase
Density 1.2g/mLat 25°C(lit.)
Solubility Soluble in water.
Melting Point
Formula C₂H₇O₃P
Boiling Point 170.499 °C at 760 mmHg
Molecular Weight 110.05
Flash Point 29.444 °C
Transport Information UN 3278
Appearance colourless liquid
Safety 26-36/37
Risk Codes 21-36-10
Molecular Structure
Hazard Symbols Xn
Synonyms Dimethoxyphosphineoxide;Dimethyl acid phosphite;Dimethyl hydrogen phosphite;Dimethyl hydrogenphosphonate;Dimethyl phosphite;Dimethyl phosphonate;Hydrogen dimethylphosphite;Methyl phosphonate ((MeO)2HPO);
PSA 59.00000
LogP 0.66890

Synthetic route

: 67-56-1
methanol

: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With phosphorus trichloride In dichloromethane for 0.166667h;	98%
With phosphorus trichloride
With phosphorus trichloride

: 121-45-9
phosphorous acid trimethyl ester

: 868-85-9
Dimethyl phosphite

Conditions

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;

: 67-56-1
methanol

: 91157-34-5
Dimethyl 2-(N-tert-butyl-N-methylamino)benzoylphosphonate

A: Methyl 2-(N-tert-butyl-N-methylamino)benzoate

B: 868-85-9
Dimethyl phosphite

C: 85-91-6
Methyl N-methylanthranilate

Conditions

Conditions	Yield
Heating;	A 90% B 30% C 5%

...Expand

: 67-56-1
methanol

A: 868-85-9
Dimethyl phosphite

B: Methyl phosphonochloridate

Conditions

Conditions	Yield
With phosphorus trichloride In chloroform at 0℃; for 0.5h;	A 84% B 16%

: 67-56-1
methanol

A: 868-85-9
Dimethyl phosphite

B: Methyl phosphonochloridate

C: 13590-71-1
phosphonic acid monomethyl ester

Conditions

Conditions	Yield
With phosphorus trichloride In chloroform at 25℃; for 0.5h;	A 83% B 3% C 14%

...Expand

: 18106-71-3
dimethyl benzoylphosphonate

A: 613-94-5
benzoic acid hydrazide

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 0℃; for 0.5h; Title compound not separated from byproducts;	A 80% B n/a

: 67-56-1
methanol

A: 13598-36-2
phosphonic Acid

B: 868-85-9
Dimethyl phosphite

C: 13590-71-1
phosphonic acid monomethyl ester

Conditions

Conditions	Yield
With phosphorus trichloride at 25℃; for 1h;	A 1% B 73% C 26%

...Expand

: 67-56-1
methanol

A: 512-56-1
trimethyl phosphite

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With phosphorous; 10H-phenothiazine; N,N,N,N-tetraethylammonium tetrafluoroborate In N,N-dimethyl-formamide at 53℃; electrolysis;	A 9% B 71%

: 67-56-1
methanol

A: 512-56-1
trimethyl phosphite

B: 868-85-9
Dimethyl phosphite

C: 756-79-6
dimethyl methane phosphonate

Conditions

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%

...Expand

: 80094-07-1
dimethyl <4-(diphenylmethylene)-1,4-dihydro-1-hydroxynaphthyl>phosphonate

A: 5690-41-5
4-(diphenylmethylene)-1(4H)-naphthalenone

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
under 1 Torr; Heating;	A 69% B n/a

: 107-10-8
propylamine

: 18106-71-3
dimethyl benzoylphosphonate

A: 10546-70-0
N-(n-propyl)benzamide

B: 16115-01-8
α--α--toluol

C: 868-85-9
Dimethyl phosphite

Conditions

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%

...Expand

: 128967-40-8
(2-Oxo-3-phenylamino-2,3-dihydro-1H-indol-3-yl)-phosphonic acid dimethyl ester

A: 33828-98-7, 101671-27-6
3-phenylimino-2-indolinone

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
at 230℃; under 5 Torr; for 0.5h; Product distribution;	A 55% B n/a

: 18351-42-3
dimethyl phenylphosphonite

A: 16390-98-0
methyl phenyl H-phosphonate

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; water at 25℃; Sealed tube;	A 30 %Spectr. B 50%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 123-54-6
acetylacetone

A: 1825-61-2
Methoxytrimethylsilane

B: 25145-04-4
(Z)-4-trimethylsiloxypent-3-en-2-one

C: 868-85-9
Dimethyl phosphite

D: dimethyl<1-methyl-3-oxo-1-(trimethylsiloxy)butyl>phosphonate

Conditions

Conditions	Yield
at 60 - 70℃; for 4h; Further byproducts given;	A 8.5% B n/a C 6.4% D 20.5%

...Expand

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 123-54-6
acetylacetone

A: 1825-61-2
Methoxytrimethylsilane

B: 868-85-9
Dimethyl phosphite

C: dimethyl<1-methyl-3-oxo-1-(trimethylsiloxy)butyl>phosphonate

Conditions

Conditions	Yield
at 60 - 70℃; for 4h; Further byproducts given;	A 8.5% B 6.4% C 20.5%

...Expand

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 123-54-6
acetylacetone

A: 1825-61-2
Methoxytrimethylsilane

B: 868-85-9
Dimethyl phosphite

C: dimethyl<1-methyl-3-oxo-1-(trimethylsiloxy)butyl>phosphonate

D: 5-(dimethoxyphosphinyl)-2-methoxy-3,5-dimethyl-3-(trimethylsiloxy)-1,2-oxaphospholane 2-oxide

Conditions

Conditions	Yield
at 60 - 70℃; for 4h; Further byproducts given;	A 8.5% B 6.4% C 20.5% D 9.2%

...Expand

: 149-73-5
trimethyl orthoformate

: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With hypophosphorous acid Ambient temperature;

: 110-91-8
morpholine

: 18106-71-3
dimethyl benzoylphosphonate

A: 1468-28-6
4-benzoylmorpholine

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With water 1.) ether, room temperature, 24 h; 2.) THF, room temperature, 3 h; Yield given. Multistep reaction;

...Expand

: 51463-66-2
dimethyl (2-phenylacetyl)phosphonate

A: 868-85-9
Dimethyl phosphite

B: 937-39-3
2-phenylacetylhydrazine

Conditions

Conditions	Yield
With hydrazine

: 67-56-1
methanol

: 4712-55-4
diphenyl hydrogen phosphite

: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
Mechanism; var. aliphatic alcohols, their relative reaction rates;

: 107-10-8
propylamine

: 18106-71-3
dimethyl benzoylphosphonate

A: 10546-70-0
N-(n-propyl)benzamide

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With water 1.) ether, room temperature, 24 h; 2.) THF, room temperature, 3 h; Yield given. Multistep reaction;

...Expand

: 1641-40-3
pyrocatechol phosphorochloridite

: 51933-13-2
3,3-Diethoxy-butan-2-one

: 121-45-9
phosphorous acid trimethyl ester

A: 10072-02-3
2-ethoxy-1,3,2-benzodioxaphosphole

B: 20570-25-6
2-methoxy-1,3,2-benzodioxaphosphole

C: 144748-40-3
[1-(Benzo[1,3,2]dioxaphosphol-2-yloxy)-2-ethoxy-1-methyl-allyl]-phosphonic acid dimethyl ester

D: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
at 20 - 25℃; for 3h; Title compound not separated from byproducts;

...Expand

: 463-71-8
thiophosgene

: 116-17-6
triisopropyl phosphite

A: 512-56-1
trimethyl phosphite

B: 101632-67-1
C22H49O9P3S

C: 868-85-9
Dimethyl phosphite

D: [(Diisopropoxy-phosphoryl)-(diisopropoxy-phosphorylsulfanyl)-methyl]-phosphonic acid diisopropyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; allowed to warm to room temperature over 16h; Title compound not separated from byproducts;

...Expand

: 34881-14-6
dimethyl (9-hydroxy-9H-fluoren-9-yl) phosphonate

A: 486-25-9
9-fluorenone

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With triethylamine Rate constant; other reagents (n-butyl- and t-butylamine);

: 18106-71-3
dimethyl benzoylphosphonate

: 78-81-9
isobutylamine

A: 5705-57-7
N-isobutyl-benzamide

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With water 1.) ether, room temperature, 24 h; 2.) THF, room temperature, 3 h; Yield given. Multistep reaction;

...Expand

: 122194-07-4
dimethyl N,N-diisopropylphosphoramidite

: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With pyridine hydrochloride In pyridine; water for 0.0833333h;

: 18106-71-3
dimethyl benzoylphosphonate

: 108-91-8
cyclohexylamine

A: 1759-68-8
N-benzoylcyclohexylamine

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With water 1.) ether, room temperature, 24 h; 2.) THF, room temperature, 3 h; Yield given. Multistep reaction;

...Expand

: 18106-71-3
dimethyl benzoylphosphonate

: 104-15-4
toluene-4-sulfonic acid

A: 13079-28-2
benzoic toluene-p-sulphonic anhydride

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
In benzene for 12h; Ambient temperature;

...Expand

: 18106-71-3
dimethyl benzoylphosphonate

: 104-15-4
toluene-4-sulfonic acid

A: 868-85-9
Dimethyl phosphite

B: 13590-71-1
phosphonic acid monomethyl ester

Conditions

Conditions	Yield
1.) benzene, r.t., 12 h; 2.) benzene, 4 h, reflux; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 72304-75-7
dimethyl (phenoxycarbonyl)phosphonate

A: 56317-55-6
sodium methyl hydrogen phosphite

B: 868-85-9
Dimethyl phosphite

Conditions

Conditions	Yield
With water In acetonitrile for 0.0833333h; Mechanism; phosphate buffer pH 7.4;

: 104-88-1
4-chlorobenzaldehyde

: 868-85-9
Dimethyl phosphite

: 6329-48-2
dimethyl 1-hydroxy-1-(4-chlorophenyl)methylphosphonate

Conditions

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%

: 100-52-7
benzaldehyde

: 868-85-9
Dimethyl phosphite

: 6329-46-0, 79296-54-1, 97995-93-2, 147731-04-2
dimethyl 1-hydroxy-1-phenylmethylphosphonate

Conditions

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%

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 868-85-9
Dimethyl phosphite

: 130190-35-1
dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate

Conditions

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%

: 111-50-2
Adipic acid dichloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [6-(Dimethoxy-phosphoryl)-1,6-bis-(dimethoxy-phosphoryloxy)-hexyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 130 - 135℃; for 6h;	100%

...Expand

: 10027-07-3
suberoyl chloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [1,8,8-Tris-(dimethoxy-phosphoryl)-1,8-dihydroxy-octyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 60℃; for 8h;	100%

...Expand

: 10027-07-3
suberoyl chloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [8-(Dimethoxy-phosphoryl)-1,8-bis-(dimethoxy-phosphoryloxy)-octyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 130 - 135℃; for 6h;	100%

...Expand

: 121-44-8
triethylamine

: 868-85-9
Dimethyl phosphite

: 122833-31-2
phosphonic acid monomethyl ester methyltriethylammonium salt

Conditions

Conditions	Yield
at 70℃; for 6h;	100%
In methanol for 2h; Heating;

: 868-85-9
Dimethyl phosphite

: 75-50-3
trimethylamine

: tetramethylammonium methyl hydrogen phosphite

Conditions

Conditions	Yield
at 20℃; for 24h;	100%

: 142-79-0
pimeloyl chloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [1,7,7-Tris-(dimethoxy-phosphoryl)-1,7-dihydroxy-heptyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 60℃; for 8h;	100%

...Expand

: 142-79-0
pimeloyl chloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [7-(Dimethoxy-phosphoryl)-1,7-bis-(dimethoxy-phosphoryloxy)-heptyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 130 - 135℃; for 6h;	100%

...Expand

: 123-98-8
azelaoyl chloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [9-(Dimethoxy-phosphoryl)-1,9-bis-(dimethoxy-phosphoryloxy)-nonyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 130 - 135℃; for 6h;	100%

...Expand

: 111-19-3
sebacoyl chloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [10-(Dimethoxy-phosphoryl)-1,10-bis-(dimethoxy-phosphoryloxy)-decyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 130 - 135℃; for 6h;	100%

...Expand

: 107-15-3
ethylenediamine

: 868-85-9
Dimethyl phosphite

: ethylenediamine monoalkylammonium salt of monomethyl phosphonate

Conditions

Conditions	Yield
In methanol at 50℃; for 2h;	100%

: 107-10-8
propylamine

: 868-85-9
Dimethyl phosphite

: phosphonic acid monomethyl ester methylpropylammonium salt

Conditions

Conditions	Yield
at 5℃; for 24h;	100%

: 50-00-0
formaldehyd

: 868-85-9
Dimethyl phosphite

: 24630-67-9
hydroxymethyl-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With potassium carbonate In methanol at 65℃;	100%
With potassium carbonate In methanol at 20℃; for 1h; Pudovik reaction;	98%
	83%

: 18031-40-8
(S)-(-)-perillaldehyde

: 868-85-9
Dimethyl phosphite

: [Hydroxy-((S)-4-isopropenyl-cyclohex-1-enyl)-methyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 24h; Ambient temperature;	100%

: 100-52-7
benzaldehyde

: 868-85-9
Dimethyl phosphite

: 62-53-3
aniline

: 26624-91-9
dimethyl (phenyl)(phenylamino)methylphosphonate

Conditions

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%

...Expand

: 868-85-9
Dimethyl phosphite

: 740805-26-9
(3S,4R,5S)-3,4-isopropylidenedioxy-5-methyl-1-pyrroline-N-oxide

: dimethyl (2S,3R,4R,5S)-N-hydroxy-3,4-isopropylidenedioxy-5-methylpyrrolidine-2-phosphonate

Conditions

Conditions	Yield
at 40℃; for 20h;	100%

: 459-57-4
4-fluorobenzaldehyde

: 868-85-9
Dimethyl phosphite

: 183240-18-8
(+/-)-dimethyl hydroxy(4-fluorophenyl)methylphosphonate

Conditions

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%

: 82113-65-3
bis(trifluoromethanesulfonyl)amide

: 868-85-9
Dimethyl phosphite

: dimethoxy(hydroxy)phosphonium bis(trifluoromethanesulfonyl)azanide

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 3h;	100%

: 14385-49-0
8-(4'-methoxyphenoxy)acetophenone

: 868-85-9
Dimethyl phosphite

: 4202-12-4
1-phenylvinyl dimethyl phosphate

Conditions

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃; Inert atmosphere;	100%

: N-(p-bromophenyl)tetrahydroisoquinoline

: 868-85-9
Dimethyl phosphite

: 1435940-00-3
dimethyl (2-(4-bromophenyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)phosphonate

Conditions

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.

: C38H51O2P3Pd

: 868-85-9
Dimethyl phosphite

: C22H43O3P3Pd

Conditions

Conditions	Yield
at 25℃; for 1h; Inert atmosphere;	100%

: 55664-33-0
bis(tricyclohexylphosphine)platinum(0)

: 868-85-9
Dimethyl phosphite

: C38H73O3P3Pt

Conditions

Conditions	Yield
In benzene-d6 at 20℃; for 15h; Glovebox; Inert atmosphere;	100%

: 13657-16-4
3-benzyl-1,3-oxazolidine

: 868-85-9
Dimethyl phosphite

: 73215-14-2
dimethyl <methyl>phosphonate

Conditions

Conditions	Yield
at 30 - 40℃; for 2h;	99.6%

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 459-57-4
4-fluorobenzaldehyde

: 868-85-9
Dimethyl phosphite

: [(2,6-Dioxo-1,2,3,6-tetrahydro-pyrimidin-4-ylamino)-(4-fluoro-phenyl)-methyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With dibenzo-24-crown ether In benzene for 4h; Heating;	99%

...Expand

: 459-57-4
4-fluorobenzaldehyde

: 868-85-9
Dimethyl phosphite

: 5-fluorocytosine

: [(5-Fluoro-2-oxo-2,3-dihydro-pyrimidin-4-ylamino)-(4-fluoro-phenyl)-methyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With dibenzo-24-crown ether In benzene for 4h; Heating;	99%

...Expand

: 98-13-5
Phenyltrichlorosilane

: 868-85-9
Dimethyl phosphite

: 148320-91-6
{(CH3O)2PO}3SiC6H5

Conditions

Conditions	Yield
With triethylamine In pentane for 72h; Ambient temperature;	99%

: 103697-17-2
(4-iodophenyl)phosphonate de diethyle

: 868-85-9
Dimethyl phosphite

: 1-(diethoxyphosphinoyl)-4-(dimethoxyphosphinoyl)benzene

Conditions

Conditions	Yield
With potassium tert-butylate In ammonia for 0.333333h; Irradiation;	99%

: 100-52-7
benzaldehyde

: 868-85-9
Dimethyl phosphite

: 97995-93-2
dimethyl (S)-phenyl(hydroxy)methylphosphonate

Conditions

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;

Dimethyl phosphonate Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 , 1990,p. 85.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 , 1990,p. 85.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NTP Carcinogenesis Studies (gavage); No Evidence: mouse NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-287 ,1985. ; Clear Evidence: rat NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-287 ,1985. . Reported in EPA TSCA Inventory.

Dimethyl phosphonate Standards and Recommendations

DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans

Dimethyl phosphonate Specification

The Dimethyl phosphonate, with the CAS registry number 868-85-9 and EINECS registry number 212-783-8, is also called phosphonic acid, dimethyl ester. It is a kind of colourless liquid, and belongs to the following product categories: Pharmaceutical Intermediates; Organic Building Blocks; Organic Phosphates/Phosphites; Phosphorus Compounds. And the molecular formula of this chemical is C₂H₇O₃P. What's more, It is used intermediate in production of insecticides or herbicides, and it is also used as organophosphorus pesticides dipterex and herbicide glyphosate.

The physical properties of Dimethyl phosphonate are as following: (1)ACD/LogP: -1.28; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 59 Å²; (7)Flash Point: 29.444 °C; (8)Enthalpy of Vaporization: 39.018 kJ/mol; (9)Boiling Point: 170.499 °C at 760 mmHg; (10)Vapour Pressure: 1.945 mmHg at 25°C.

Preparation of Dimethyl phosphonate: It can be prepared by methanol and phosphorus trichloride:
3CH₃OH+PCl₃→(CH₃O)₂POH+2HCl+CH₃Cl

Uses of Dimethyl phosphonate: It can react with cyclohexanone to produce (1-hydroxy-cyclohexyl)-phosphonic acid dimethyl ester. This reaction will need catalyst 1,5,7-triazabicyclo[4.4.0]dec-5-ene with temperature of 0°C, and the yield is about 78%.

Dimethyl phosphonate can react with cyclohexanone to produce (1-hydroxy-cyclohexyl)-phosphonic acid dimethyl ester

You should be cautious while dealing with this chemical. It is a kind of flammable chemical, and irritates eyes, and it is also harmful in contact with skin. Therefore, you had better take the following instructions: Wear suitable protective clothing and gloves, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=P(OC)OC
(2)InChI: InChI=1/C2H7O3P/c1-4-6(3)5-2/h6H,1-2H3
(3)InChIKey: HZCDANOFLILNSA-UHFFFAOYAF

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LC	inhalation	> 7100mg/m³/6H (7100mg/m³)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BLOOD: HEMORRHAGE	National Technical Information Service. Vol. OTS0537047,
guinea pig	LD50	oral	900mg/kg (900mg/kg)	AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 36(4), Pg. 22, 1992.
mouse	LC	inhalation	> 7100mg/m³/6H (7100mg/m³)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA	National Technical Information Service. Vol. OTS0537047,
mouse	LD50	oral	1831mg/kg (1831mg/kg)	AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 36(4), Pg. 22, 1992.
mouse	LD50	subcutaneous	2610mg/kg (2610mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 36(4), Pg. 22, 1992.
rabbit	LD50	skin	681mg/kg (681mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA	National Technical Information Service. Vol. OTS0537044,
rat	LC50	inhalation	> 20gm/m³ (20000mg/m³)		Albright & Wilson Inc. Vol. #OPB-3, Pg. 1984,
rat	LD50	oral	3040mg/kg (3040mg/kg)		National Toxicology Program Technical Report Series. Vol. NTP-TR-287, Pg. 1985,
rat	LD50	subcutaneous	2970mg/kg (2970mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 36(4), Pg. 22, 1992.

Product Name

Dimethyl phosphite

Synthetic route

Dimethyl phosphonate Consensus Reports

Dimethyl phosphonate Standards and Recommendations

Dimethyl phosphonate Specification

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