Phosphorous acid,dimethyl trimethylsilyl ester supplier

Name
DIMETHYL TRIMETHYLSILYL PHOSPHITE
EINECS 252-908-3
CAS No. 36198-87-5
Article Data12
CAS DataBase
Density 0.954 g/mL at 25 °C(lit.)
Solubility
Melting Point
Formula C₅H₁₅O₃PSi
Boiling Point 146.6 °C at 760 mmHg
Molecular Weight 182.232
Flash Point 38.9 °C
Transport Information UN 2920 8/PG 2
Appearance
Safety 26-36/37/39-45
Risk Codes 10-34
Molecular Structure
Hazard Symbols C
Synonyms Dimethyltrimethylsilyl phosphite;Trimethylsilyl dimethyl phosphite;Dimethoxy[(trimethylsilyl)oxy]phosphine;
PSA 41.28000
LogP 2.35760

Synthetic route

: 868-85-9
Dimethyl phosphite

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 36198-87-5
dimethyl trimethylsilyl phosphite

Conditions

Conditions	Yield
at 90℃; for 2h;	89%

: 75-77-4
chloro-trimethyl-silane

: 868-85-9
Dimethyl phosphite

: 36198-87-5
dimethyl trimethylsilyl phosphite

Conditions

Conditions	Yield
Stage #1: Dimethyl phosphite With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: chloro-trimethyl-silane In dichloromethane at 0℃; for 0.5h; Inert atmosphere;	75%
With triethylamine In dichloromethane at 0℃; Inert atmosphere;

: 75-77-4
chloro-trimethyl-silane

: 868-85-9
Dimethyl phosphite

A: 36198-87-5
dimethyl trimethylsilyl phosphite

B: tetramethyl (1-(Benzylamino)-5-phenylpent-4-ene-1,3-diyl)(Z)-bis(phosphonate)

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;	A 75% B n/a

...Expand

: 75-77-4
chloro-trimethyl-silane

: 96-36-6, 868-85-9
methyl phosphite

: 36198-87-5
dimethyl trimethylsilyl phosphite

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane In hexane for 1h; Heating;	67%
With triethylamine In benzene
With sodium 1.) ether, 2.) ether, RT, 1.5 h; Yield given. Multistep reaction;
With triethylamine In dichloromethane at 0℃;
With triethylamine In dichloromethane at 0℃; for 1h;

: 18135-34-7
O,O-dimethyl dithiophosphoric acid S-trimethylsilyl ester

: 121-45-9
phosphorous acid trimethyl ester

A: 2953-29-9
dimethyl S-methyl phosphorodithioate

B: 36198-87-5
dimethyl trimethylsilyl phosphite

Conditions

Conditions	Yield
In diethyl ether Yield given;

...Expand

: 2857-97-8
trimethylsilyl bromide

: 121-45-9
phosphorous acid trimethyl ester

: 36198-87-5
dimethyl trimethylsilyl phosphite

Conditions

Conditions	Yield
In dichloromethane for 1.25h;

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 121-44-8
triethylamine

: triethylammonium dimethyl boranophosphate

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite With borane-THF In tetrahydrofuran Stage #2: triethylamine In methanol	100%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 98-86-2
acetophenone

: 36190-36-0
(1-phenyl-1-trimethylsilanyloxy-ethyl)-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With C4H9O(1-)*C13H27KO6(1+) In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;	99%

: 110-62-3
pentanal

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 100-65-2
N-Phenylhydroxylamine

: C16H30NO4PSi

Conditions

Conditions	Yield
With diethyl ether; lithium perchlorate at 20℃; for 0.25h;	99%

...Expand

: 1468-83-3
1-(thiophen-3-yl)-ethanone

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 1172141-67-1
(1-thiophen-3-yl-1-trimethylsilanyloxy-ethyl)-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With C4H9O(1-)*C13H27KO6(1+) In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	99%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 93-55-0
1-phenyl-propan-1-one

: 1172141-66-0
(1-phenyl-1-trimethylsilanyloxy-propyl)-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With C4H9O(1-)*C13H27KO6(1+) In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	99%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 13707-47-6
2-furaldehyde tosylimine

: 1154063-26-9
dimethyl (furan-2-yl)-(4-methylphenylsulfonamido)methylphosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite; 2-furaldehyde tosylimine In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	99%
With iodine In dichloromethane at 0 - 20℃; Inert atmosphere;	86%
With Amberlyst-15 In dichloromethane at 0℃; for 3h; Inert atmosphere;	86%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 198012-02-1
4-methyl-N-(4-trifluoromethylbenzylidene)-benzenesulfonamide

: 1396319-24-6
dimethyl (((4-methylphenyl)sulfonamido)(4-(trifluoromethyl)phenyl)methyl)phosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite; 4-methyl-N-(4-trifluoromethylbenzylidene)-benzenesulfonamide In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	99%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 81323-59-3
tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoate

: 130568-04-6
t-butyl (2S,4RS)-2-(t-butoxycarbonylamino)-4-(dimethylphosphono)-4-hydroxybutanoate

Conditions

Conditions	Yield
In acetonitrile for 1.5h; Heating;	98%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 13707-46-5
N-tosyl-4-nitrobenzaldimine

: 1154063-22-5
dimethyl (((4-methylphenyl)sulfonamido)(4-nitrophenyl)methyl)phosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite; N-tosyl-4-nitrobenzaldimine In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	98%
With iodine In dichloromethane at 0 - 20℃; Inert atmosphere;	91%
With Amberlyst-15 In dichloromethane at 0℃; for 3.5h; Inert atmosphere;	86%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 73845-02-0
4-methyl-N-(3-nitrobenzylidene)benzenesulfonamide

: 1373284-91-3
dimethyl (4-methylphenylsulfonamido)(3-nitrophenyl)methylphosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite; 4-methyl-N-(3-nitrobenzylidene)benzenesulfonamide In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	98%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 100-65-2
N-Phenylhydroxylamine

: 78-84-2
isobutyraldehyde

: C15H28NO4PSi

Conditions

Conditions	Yield
With diethyl ether; lithium perchlorate at 20℃; for 0.25h;	97%

...Expand

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 123-38-6
propionaldehyde

: 57-14-7
1,1-dimethylhydrazine

: [1-(N',N'-dimethyl-hydrazino)-propyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: propionaldehyde; N,N-Dimethylhydrazine With lithium perchlorate In diethyl ether at 20℃; for 0.0833333h; Stage #2: dimethyl trimethylsilyl phosphite In diethyl ether at 20℃; for 0.25h;	97%

...Expand

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 66-99-9
β-naphthaldehyde

: (S)-dimethyl (hydroxy(naphthalen-2-yl)methyl)phosphonate

Conditions

Conditions	Yield
With 3,3’-bis[3,5-bis(trifluoromethyl)phenyl]-1,1’-binaphthalene-2,2’-sulfonimide In diethyl ether at -78℃; for 96h; Abramov Phosphorylation; enantioselective reaction;	97%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: C14H17N

: dimethyl ((2E,4E)-1-(isopropylamino)-5-phenylpenta-2,4-dien-1-yl)phosphonate

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane for 0.25h; Inert atmosphere; Reflux; regioselective reaction;	97%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 2720-41-4
cyclohexanethione

: 79967-05-8
(1-Trimethylsilanylsulfanyl-cyclohexyl)-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 5 - 20℃;	96%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 57-14-7
1,1-dimethylhydrazine

: 2043-61-0
cyclohexanecarbaldehyde

: [cyclohexyl-(N',N'-dimethyl-hydrazino)-methyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: N,N-Dimethylhydrazine; cyclohexanecarbaldehyde With lithium perchlorate In diethyl ether at 20℃; for 0.0833333h; Stage #2: dimethyl trimethylsilyl phosphite In diethyl ether at 20℃; for 0.25h;	96%

...Expand

: 66-71-7
1,10-Phenanthroline

: 36198-87-5
dimethyl trimethylsilyl phosphite

: dimethyl [4-(dimethoxyphosphoryl)-1,2,3,4-tetrahydro-1,10-phenantrolin-2-yl]phosphonate

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane at 45℃; Inert atmosphere; Microwave irradiation; Sealed tube;	96%

: 18135-15-4
thiophosphoric acid O,O'-dimethyl ester-O''-trimethylsilanyl ester

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 71861-22-8
tetramethyl symmetrical monothiopyrophosphate

Conditions

Conditions	Yield
With sulfuryl dichloride In dichloromethane -10 deg C then -40 deg C to R.T.;	95%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 71861-22-8
tetramethyl symmetrical monothiopyrophosphate

Conditions

Conditions	Yield
With sulfur dichloride 1.) from -50 deg C to r.t.; 2.) r.t., 15 min;	95%
With sulfur dichloride In dichloromethane at -50℃;

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 123-72-8
butyraldehyde

: 100-65-2
N-Phenylhydroxylamine

: C15H28NO4PSi

Conditions

Conditions	Yield
With diethyl ether; lithium perchlorate at 20℃; for 0.25h;	95%

...Expand

: 14371-10-9
(E)-3-phenylpropenal

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 100-65-2
N-Phenylhydroxylamine

: C20H28NO4PSi

Conditions

Conditions	Yield
With diethyl ether; lithium perchlorate at 20℃; for 0.25h;	95%

...Expand

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 123-72-8
butyraldehyde

: 57-14-7
1,1-dimethylhydrazine

: [1-(N',N'-dimethyl-hydrazino)-butyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: butyraldehyde; N,N-Dimethylhydrazine With lithium perchlorate In diethyl ether at 20℃; for 0.0833333h; Stage #2: dimethyl trimethylsilyl phosphite In diethyl ether at 20℃; for 0.25h;	95%

...Expand

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 75159-10-3
N-(4-methylbenzylidene)-p-toluenesulfonamide

: 1154063-25-8
dimethyl (4-methylphenyl)(4-methylphenylsulfonamido)methylphosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite; N-(4-methylbenzylidene)-p-toluenesulfonamide In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	95%
With iodine In dichloromethane at 0 - 20℃; Inert atmosphere;	92%
With Amberlyst-15 In dichloromethane at 0℃; for 2.5h; Inert atmosphere;	91%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 63160-16-7
4-nitro-N-(phenylmethylene)benzenesulfonamide

: 1373284-94-6
dimethyl [{[(4-nitrophenyl)sulfonyl]amino}(phenyl)methyl]phosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite; 4-nitro-N-(phenylmethylene)benzenesulfonamide In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	95%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 175355-34-7
N-(cyclohexylmethylene)-4-methylbenzenesulfonamide

: 1373284-93-5
dimethyl cyclohexyl(4-methylphenylsulfonamido)methylphosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite; N-(cyclohexylmethylene)-4-methylbenzenesulfonamide In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	95%

: 110-62-3
pentanal

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 57-14-7
1,1-dimethylhydrazine

: [1-(N',N'-dimethyl-hydrazino)-pentyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: pentanal; N,N-Dimethylhydrazine With lithium perchlorate In diethyl ether at 20℃; for 0.0833333h; Stage #2: dimethyl trimethylsilyl phosphite In diethyl ether at 20℃; for 0.25h;	94%

...Expand

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 57-14-7
1,1-dimethylhydrazine

: 78-84-2
isobutyraldehyde

: [1-(N',N'-dimethyl-hydrazino)-2-methyl-propyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: N,N-Dimethylhydrazine; isobutyraldehyde With lithium perchlorate In diethyl ether at 20℃; for 0.0833333h; Stage #2: dimethyl trimethylsilyl phosphite In diethyl ether at 20℃; for 0.25h;	94%

...Expand

: 4-(4-methylthiophenyl)thiobutyric chloride

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 151426-18-5
tetramethyl 4-(4-methylthiophenyl)thio-1-trimethylsiloxybutylidene-1,1-diphosphonate

Conditions

Conditions	Yield
With phosphorous acid trimethyl ester In tetrahydrofuran	94%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 150884-50-7
benzaldehyde N-boc imine

: 71864-40-9
carbamic acid N-[(dimethoxyphosphinyl)phenylmethyl] 1,1-dimethylethyl ester

Conditions

Conditions	Yield
Stage #1: dimethyl trimethylsilyl phosphite; benzaldehyde N-boc imine In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	94%
With C4H9O(1-)*C13H27KO6(1+) In tetrahydrofuran at -40℃; for 3h; Inert atmosphere;	83%

: 36198-87-5
dimethyl trimethylsilyl phosphite

: 51608-60-7
N-(benzylidene)-p-methylbenzenesulfonamide

: 59191-36-5
dimethyl (((4-methylphenyl)sulfonamido)(phenyl)methyl)phosphonate

Conditions

Conditions	Yield
With Amberlyst-15 In dichloromethane at 0℃; for 2h; Inert atmosphere;	94%
With iodine In dichloromethane at 0 - 20℃; Inert atmosphere;	93%
Stage #1: dimethyl trimethylsilyl phosphite; N-(benzylidene)-p-methylbenzenesulfonamide In tetrahydrofuran at 0 - 20℃; for 24h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 0.5h; Inert atmosphere;	93%

Phosphorous acid,dimethyl trimethylsilyl ester Specification

The Phosphorous acid,dimethyl trimethylsilyl ester, with CAS registry number of 36198-87-5, is also known as Trimethylsilyl dimethyl phosphite. It belongs to categories of Organic Building Blocks; Organic Phosphates/Phosphites; Phosphorus Compounds. Its IUPAC name is didecyl phenyl phosphite.

Physical properties about this chemical are: (1) ACD/LogP: 3.51; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): 3.51; (4) ACD/LogD (pH 7.4): 3.51; (5) ACD/BCF (pH 5.5): 272.26; (6) ACD/BCF (pH 7.4): 272.26; (7) ACD/KOC (pH 5.5): 1925.59; (8) ACD/KOC (pH 7.4): 1925.59; (9) # H bond acceptors: 3; (10) # H bond donors: 0; (11) # Freely Rotating Bonds: 4; (12) Polar Surface Area: 41.28 Å²; (13) Flash Point: 38.9 °C; (14) Enthalpy of Vaporization: 36.78 kJ/mol; (15) Boiling Point: 146.6 °C at 760 mmHg; (16) Vapour Pressure: 5.82 mmHg at 25°C.

Preparation of Phosphorous acid,dimethyl trimethylsilyl ester: it is prepared by reaction of chloro-trimethyl-silane with phosphonic acid dimethyl ester. The reaction needs reagent hexamethyldisilazane and solvent hexane as well as other condition of heating for 1 hour. The yield is about 67%.

Phosphorous acid,dimethyl trimethylsilyl is prepared by reaction of chloro-trimethyl-silane with phosphonic acid dimethyl ester.

Uses of Phosphorous acid,dimethyl trimethylsilyl ester: It is used to produce other chemicals. For example, it can produce Dimethyl-1-oxononanphosphonat. It reacts with nonanoyl chloride at the temperature of 50 °C for 30 min. The yield is 69.8%.

Phosphorous acid,dimethyl trimethylsilyl ester is used to produce Dimethyl-1-oxononanphosphonat.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is corrosive, and may destroy living tissue on contact. Meanwhile, it is flammable and may causes burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O(P(OC)O[Si](C)(C)C
(2)InChI: InChI=1/C5H15O3PSi/c1-6-9(7-2)8-10(3,4)5/h1-5H3
(3)InChIKey: HWMXPTIFAGBDIK-UHFFFAOYAC

Product Name

DIMETHYL TRIMETHYLSILYL PHOSPHITE

Synthetic route

Phosphorous acid,dimethyl trimethylsilyl ester Specification

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