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676-97-1

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676-97-1 Usage

Chemical Properties

Methyl phosphonic dichloride is a low melting solid or colorless to pale yellow liquid. Pungent odor.

Uses

suzuki reaction

General Description

Strongly irritates skin. Contact may destroy or irreversibly alter skin tissue. Very toxic by ingestion, inhalation, or by skin absorption. Combustible, though may be difficult to ignite.

Air & Water Reactions

Fumes in moist air to form hydrogen chloride. Reacts with water to form hydrochloric acid, reaction may be violent.

Reactivity Profile

METHYLPHOSPHONIC DICHLORIDE is incompatible with water, strong oxidizing agents, alcohols, bases (including amines).. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Health Hazard

Poisonous if inhaled or swallowed. Contact causes severe burns to skin and eyes.

Fire Hazard

METHYLPHOSPHONIC DICHLORIDE may burn but does not ignite readily. May ignite other combustible materials (wood, paper, oil, etc.). Reacts violently with water. Flammable poisonous gases may accumulate in tanks and hopper cars. Runoff to sewer may create fire or explosion hazard. Contact causes severe burns to skin and eyes. Runoff from fire control or dilution water may cause pollution. Violent reaction with water.

Safety Profile

Poison by inhalation. A corrosive irritant to the eyes, skin, and mucous membranes. When heated to decomposition it emits toxic fumes of Cland POx.

Potential Exposure

Highly flammable; mists or Vapors may form explosive mixture with air. Reacts with moist air forming fumes of hydrogen chloride; may spontaneously ignite. Reacts with water or alcohol, forming hydrochloric acid. The reaction may be violent and ignite unreacted material. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, amines, ethers. May react violently, possibly explosively, when mixed with ethers and trace amounts of metal salts.

Shipping

UN9206 Methyl phosphonic dichloride, Hazard class: 6.1; Labels: 6.1-Poisonous materials, 8-Corrosive material. Domestic (United States), Inhalation Hazard Zone B. UN3390 Toxic by inhalation liquid, corrosive, n.o.s. with an LC50 # 1000 mL/m3 and saturated vapor concentration ≥ 10 LC50 Hazard Class: 6.1; Labels: 6.1- Poisonous materials, 8-Corrosive material, Technical Name Required, Inhalation Hazard Zone B

Purification Methods

Methylphosphonic dichloride [676-97-1] M 132.9, m 33o, 33-37o, b 53-54o/10mm, 64-6 7o/20.5mm, 86o/44mm, 162o/760mm, d 4 1.4382. Fractionally redistil it until the purity as checked by hydrolysis and acidimetry for Clis correct and the distillate should solidify on cooling. [Kinnear & Perren J Chem Soc 3437 1952, Crofts & Kosolapoff J Am Chem Soc 75 3379 1952, for IR see McIvor et al. Can J Chem 34 1611 1956, Beilstein 4 IV 3509.]

Waste Disposal

Use a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed

Check Digit Verification of cas no

The CAS Registry Mumber 676-97-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,7 and 6 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 676-97:
(5*6)+(4*7)+(3*6)+(2*9)+(1*7)=101
101 % 10 = 1
So 676-97-1 is a valid CAS Registry Number.
InChI:InChI=1/CH3Cl2OP/c1-5(2,3)4/h1H3

676-97-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (A14790)  Methylphosphonic dichloride, 98%   

  • 676-97-1

  • 5g

  • 259.0CNY

  • Detail
  • Alfa Aesar

  • (A14790)  Methylphosphonic dichloride, 98%   

  • 676-97-1

  • 25g

  • 1076.0CNY

  • Detail
  • Alfa Aesar

  • (A14790)  Methylphosphonic dichloride, 98%   

  • 676-97-1

  • 100g

  • 3669.0CNY

  • Detail

676-97-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Methylphosphonic Dichloride

1.2 Other means of identification

Product number -
Other names dichlorophosphorylmethane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:676-97-1 SDS

676-97-1Synthetic route

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

methylene chloride
74-87-3

methylene chloride

Conditions
ConditionsYield
With thionyl chloride; N-Formylpiperidine for 19h; Heating; various conditions and cactalasts investigated;A 99.2%
B n/a
methylphosphonic acid bis(trimethylsilyl) ester
18279-83-9

methylphosphonic acid bis(trimethylsilyl) ester

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

Conditions
ConditionsYield
With phosphorus pentachloride In tetrachloromethane for 1h; Ambient temperature;A 98%
B n/a
dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide for 4h; Reagent/catalyst; Reflux;96.4%
With thionyl chloride92.8%
With calcium fluoride; thionyl chloride for 20h; Substitution; Heating;92.8%
methylphosphonic acid bis(trimethylsilyl) ester
18279-83-9

methylphosphonic acid bis(trimethylsilyl) ester

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

C

o-phenylene chlorophosphate
1499-17-8

o-phenylene chlorophosphate

Conditions
ConditionsYield
With CPTA 86.5%
B n/a
C n/a
methylphosphonic acid
993-13-5

methylphosphonic acid

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With phosphorus pentachloride for 14h; Chlorination; Heating;81%
With thionyl chloride80%
With phosphorus pentachloride In tetrachloromethane at 45℃; for 12h;
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In chloroform at 50℃; for 0.0833333h;86 % Spectr.
With thionyl chloride
1,3-dichloro-2-butene
926-57-8

1,3-dichloro-2-butene

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

1,2-dichloroethyl phosphorodichloridate
34838-28-3

1,2-dichloroethyl phosphorodichloridate

C

acetyl chloride
75-36-5

acetyl chloride

D

chloromethylphosphonic dichloride
1983-26-2

chloromethylphosphonic dichloride

E

phosphoryl chloride

phosphoryl chloride

Conditions
ConditionsYield
With oxygen; phosphorus trichloride at -10 - 10℃; Product distribution; Mechanism;A n/a
B 80%
C n/a
D n/a
E n/a
With oxygen; phosphorus trichloride at -10 - 10℃; Title compound not separated from byproducts;A n/a
B 80%
C n/a
D n/a
E n/a
With oxygen; phosphorus trichloride at -10 - 10℃;A n/a
B 80%
C n/a
D n/a
E n/a
methylthiophosphonic acid

methylthiophosphonic acid

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With pyridine; thionyl chloride for 4h; Heating;75%
dimethyl methylphosphonothionate
681-06-1

dimethyl methylphosphonothionate

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With pyridine; thionyl chloride for 4h; Heating;71%
O,O-diethyl methanephosphonothionate
6996-81-2

O,O-diethyl methanephosphonothionate

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With pyridine; thionyl chloride for 4h; Heating;65%
methyl-thiophosphonic acid O,O'-dipropyl ester
25371-75-9

methyl-thiophosphonic acid O,O'-dipropyl ester

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With pyridine; thionyl chloride for 4h; Heating;62%
methyl dichlorophosphite
3279-26-3

methyl dichlorophosphite

O-(methylchloroformoimino)methyldichlorophosphonium chloride
143800-66-2

O-(methylchloroformoimino)methyldichlorophosphonium chloride

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

methylene chloride
74-87-3

methylene chloride

C

acetonitrile
75-05-8

acetonitrile

D

POCl3

POCl3

Conditions
ConditionsYield
In diethyl ether at 30℃; for 1h;A 9.8%
B n/a
C n/a
D n/a
In diethyl ether at 30℃; for 1h;A 9.8 g
B n/a
C n/a
D n/a
Dimethoxymethane
109-87-5

Dimethoxymethane

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With nickel(II) iodide; phosphorus trichloride at 250℃;
diisopropyl methanephosphonate
1445-75-6

diisopropyl methanephosphonate

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With thionyl chloride
dibutyl methylphosphonate
2404-73-1

dibutyl methylphosphonate

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With phosphorus pentachloride; chlorine
bis(2-chloroethyl) methylphosphonate
2799-58-8

bis(2-chloroethyl) methylphosphonate

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

methyl-phosphonic acid-(2-chloro-ethyl ester)-chloride
25789-17-7

methyl-phosphonic acid-(2-chloro-ethyl ester)-chloride

Conditions
ConditionsYield
With phosphorus pentachloride
methylphosphinic acid
4206-94-4

methylphosphinic acid

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With phosphorus pentachloride
formaldehyd
50-00-0

formaldehyd

methyldichlorophosphane
676-83-5

methyldichlorophosphane

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

chloromethyl(methyl)phosphinic chloride
26350-26-5

chloromethyl(methyl)phosphinic chloride

Conditions
ConditionsYield
at 200℃; for 2h;
methyldichlorophosphane
676-83-5

methyldichlorophosphane

1,1-dichloro-1-nitrosoethane
677-23-6

1,1-dichloro-1-nitrosoethane

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
at 100℃; Yield given;
methyldichlorophosphane
676-83-5

methyldichlorophosphane

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

chloromethyl(methyl)phosphinic chloride
26350-26-5

chloromethyl(methyl)phosphinic chloride

Conditions
ConditionsYield
With formaldehyd at 200℃; for 2h;
4,4-dimethyl-2-pentyne
999-78-0

4,4-dimethyl-2-pentyne

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

tert-butyl phosphinyl dichloride
4707-95-3

tert-butyl phosphinyl dichloride

C

(2-chloro-5,5-dimethyl-3-penten-3-yl)phosphonic dichloride

(2-chloro-5,5-dimethyl-3-penten-3-yl)phosphonic dichloride

Conditions
ConditionsYield
With oxygen; phosphorus trichloride Yield given. Yields of byproduct given;
O-(Trimethylsilyl)acetohydroxamoyl chloride
86260-81-3

O-(Trimethylsilyl)acetohydroxamoyl chloride

O-(methylchloroformoimino)methyldichlorophosphonium chloride
143800-66-2

O-(methylchloroformoimino)methyldichlorophosphonium chloride

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

C

acetonitrile
75-05-8

acetonitrile

Conditions
ConditionsYield
A 1.5 g
B n/a
C n/a
propenyl chloride
590-21-6

propenyl chloride

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

1,2,2-trichloroethyl phosphorodichloridate
32830-83-4

1,2,2-trichloroethyl phosphorodichloridate

C

1,2-dichloropropyl phosphorodichloridate

1,2-dichloropropyl phosphorodichloridate

D

phosphoryl chloride

phosphoryl chloride

Conditions
ConditionsYield
With oxygen; phosphorus trichloride at -10 - 10℃; Product distribution; Mechanism;
compound of trichloro-methyl-phosphonium chloride with AlCl3

compound of trichloro-methyl-phosphonium chloride with AlCl3

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With water
2-chloropropene
557-98-2

2-chloropropene

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

acetyl chloride
75-36-5

acetyl chloride

C

chloromethyl phosphorodichloridate

chloromethyl phosphorodichloridate

D

chloromethylphosphonic dichloride
1983-26-2

chloromethylphosphonic dichloride

E

phosphoryl chloride

phosphoryl chloride

Conditions
ConditionsYield
With oxygen; phosphorus trichloride at -10 - 10℃; Title compound not separated from byproducts;
With oxygen; phosphorus trichloride at -10 - 10℃; Product distribution; Mechanism;
methylene chloride
74-87-3

methylene chloride

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
Stage #1: methylene chloride With aluminium trichloride; phosphorus trichloride at 25℃; under 3420 Torr; for 2h;
Stage #2: With water In dichloromethane at 0℃;
10.1 g
With phosphorus trichloride In acetonitrile at 30 - 80℃; Autoclave;
methyldichlorophosphane
676-83-5

methyldichlorophosphane

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With oxygen
With sulfuryl dichloride at 0 - 30℃; for 2.41667h; Temperature; Sealed tube;130.7 g
methyl phosphine chloride
20502-96-9

methyl phosphine chloride

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With phosphorus; iodine; chlorine; phosphorus trichloride at 50 - 70℃; for 5h; Temperature; Autoclave;
methanol
67-56-1

methanol

A

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

B

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
With phosphorus trichloride at 70℃;
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

2,2-dimethyl-3-(methylamino)propan-1-ol
16047-86-2

2,2-dimethyl-3-(methylamino)propan-1-ol

2,3,5,5-Tetramethyl-[1,3,2]oxazaphosphinane 2-oxide

2,3,5,5-Tetramethyl-[1,3,2]oxazaphosphinane 2-oxide

Conditions
ConditionsYield
With triethylamine In benzene for 20h; Ambient temperature;100%
1-(2-cyanoethyl)aziridine
1072-66-8

1-(2-cyanoethyl)aziridine

methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

N-(2-cyanoethyl)-N-(2-chloroethyl)-P-methylphosphonamidic chloride
76081-09-9

N-(2-cyanoethyl)-N-(2-chloroethyl)-P-methylphosphonamidic chloride

Conditions
ConditionsYield
In benzene at 20℃;99%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

p-cresol
106-44-5

p-cresol

O,O-di-4-methylphenyl methylphosphonate
60146-74-9

O,O-di-4-methylphenyl methylphosphonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice;99%
With triethylamine In dichloromethane at 20℃; for 1h;70%
at 160℃; for 6h;65%
With triethylamine In benzene at 50 - 60℃; for 6h;56%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

propan-1-ol
71-23-8

propan-1-ol

methylphosphonic acid dipropyl ester
6410-56-6

methylphosphonic acid dipropyl ester

Conditions
ConditionsYield
With aluminum oxide at 20℃;98%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

acrylic acid
79-10-7

acrylic acid

2-carboxyethyl-methyl-phosphinic acid
15090-23-0

2-carboxyethyl-methyl-phosphinic acid

Conditions
ConditionsYield
Stage #1: methylphosphonic acid dichloroanhydride; acrylic acid at 60 - 80℃; Inert atmosphere;
Stage #2: With water In acetone for 0.166667h; Solvent; Reflux;
98%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

1-ethynyl-4-fluorobenzene
766-98-3

1-ethynyl-4-fluorobenzene

bis((4-fluorophenyl)ethynyl)(methyl)phosphine oxide

bis((4-fluorophenyl)ethynyl)(methyl)phosphine oxide

Conditions
ConditionsYield
Stage #1: 1-ethynyl-4-fluorobenzene With isopropylmagnesium bromide In tetrahydrofuran; 2-methyltetrahydrofuran at -20℃; for 4h; Inert atmosphere;
Stage #2: methylphosphonic acid dichloroanhydride In tetrahydrofuran; 2-methyltetrahydrofuran at -20℃; for 4h;
98%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

O-ethylethylthiophosphonic acid
7776-66-1

O-ethylethylthiophosphonic acid

bis(ethylethoxythiophosphonyl)methylphosphonate
118016-49-2, 118016-53-8, 118099-73-3

bis(ethylethoxythiophosphonyl)methylphosphonate

Conditions
ConditionsYield
With triethylamine In diethyl ether 1.) -45 deg C, 1 h, 2.) 20 deg C, 1 h;97.2%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

isopropyl alcohol
67-63-0

isopropyl alcohol

diisopropyl methanephosphonate
1445-75-6

diisopropyl methanephosphonate

Conditions
ConditionsYield
With aluminum oxide at 20℃;97%
With N,N-diethylaniline
With pyridine
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

methoxydimethylsilyl cyanide
23272-12-0

methoxydimethylsilyl cyanide

A

methyl (cyano)methylphosphonate
101153-04-2

methyl (cyano)methylphosphonate

B

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
at 40 - 45℃; for 0.0833333h;A 87.6%
B 97%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

4-chloro-phenol
106-48-9

4-chloro-phenol

O,O-di-4-chlorophenyl methylphosphonate
6395-59-1

O,O-di-4-chlorophenyl methylphosphonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice;97%
With triethylamine In dichloromethane at 20℃; for 1h;77%
With triethylamine In benzene at 50 - 60℃; for 6h;68%
at 160℃; for 6h;64%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

ethanol
64-17-5

ethanol

Diethyl methylphosphonate
683-08-9

Diethyl methylphosphonate

Conditions
ConditionsYield
With aluminum oxide at 20℃;97%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

2,2,3,3,4,4,5,5-octafluoropentan-1-ol
355-80-6

2,2,3,3,4,4,5,5-octafluoropentan-1-ol

bis(1H,1H,5H-octafluoropentyl) methylphosphonate
65611-29-2

bis(1H,1H,5H-octafluoropentyl) methylphosphonate

Conditions
ConditionsYield
With lithium chloride for 2.5h; bath temperature 170 - 195 deg C;96.8%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

(R,R)-TADDOL
93379-48-7

(R,R)-TADDOL

(3aR,8aR)-tetrahydro-2,2,6-trimethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin 6-oxide
1399829-81-2

(3aR,8aR)-tetrahydro-2,2,6-trimethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin 6-oxide

Conditions
ConditionsYield
Stage #1: (R,R)-TADDOL With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 1h;
Stage #2: methylphosphonic acid dichloroanhydride In tetrahydrofuran at -78 - 20℃; for 3.5h;
96%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

(±)-6-hydroxy-2,5,7,8-tetramethyl chroman-2-carboxylic acid hexadecyl ester

(±)-6-hydroxy-2,5,7,8-tetramethyl chroman-2-carboxylic acid hexadecyl ester

(±)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid hexadecyl ester-6-methylphosphonyl chloride ester

(±)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid hexadecyl ester-6-methylphosphonyl chloride ester

Conditions
ConditionsYield
With triethylamine In diethyl ether at 20℃; for 8h; Inert atmosphere; Large scale;96%
With triethylamine In diethyl ether at 20℃; for 8h; Inert atmosphere;96%
With caesium carbonate; triethylamine In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

methanol
67-56-1

methanol

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
With aluminum oxide at 20℃;95%
With triethylamine80%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

N-allyl (L)-leucine methyl ester
73270-65-2

N-allyl (L)-leucine methyl ester

C3H5NHCHC4H9CO2CH3POClCH2
384824-23-1

C3H5NHCHC4H9CO2CH3POClCH2

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane Substitution; Heating;95%
With dmap; triethylamine In dichloromethane Substitution; Heating;
With dmap; triethylamine In dichloromethane Heating;
With dmap; triethylamine In dichloromethane Heating;
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

[(14)N]-p-nitrophenol

[(14)N]-p-nitrophenol

(14)N-bis(p-nitrophenyl) methylphosphonate

(14)N-bis(p-nitrophenyl) methylphosphonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice;95%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

isobutyl hydrogen methylphosphonite
25296-66-6

isobutyl hydrogen methylphosphonite

Conditions
ConditionsYield
With ammonia In cyclohexane at -10℃; for 2h;95%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

tert-butylamine
75-64-9

tert-butylamine

P-methyl-N-t-butylphosphonamidic chloride
88652-78-2

P-methyl-N-t-butylphosphonamidic chloride

Conditions
ConditionsYield
In diethyl ether for 40h; Ambient temperature;94%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

phenol
108-95-2

phenol

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice;94%
With triethylamine In dichloromethane for 1h; Ambient temperature;86%
With triethylamine In dichloromethane at 0 - 20℃; for 3h;86%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

Allylbenzylamine
4383-22-6

Allylbenzylamine

C11H15ClNOP
920526-03-0

C11H15ClNOP

Conditions
ConditionsYield
Stage #1: methylphosphonic acid dichloroanhydride With dmap; triethylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: Allylbenzylamine In dichloromethane at 40℃; for 3h;
94%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

tetrafluoroethane-β-sultone
697-18-7

tetrafluoroethane-β-sultone

chlorosulfuric acid trifluorovinyl ester
923-15-9

chlorosulfuric acid trifluorovinyl ester

Conditions
ConditionsYield
In dichloromethane at -10°C;94%
In dichloromethane at -10°C;94%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

ethanol
64-17-5

ethanol

ethyl methylphosphinate
16391-07-4

ethyl methylphosphinate

Conditions
ConditionsYield
With ammonia In cyclohexane at -10℃; for 1h;93.3%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

4-nitro-phenol
100-02-7

4-nitro-phenol

O,O-di-4-nitrophenyl methylphosphonate
6395-57-9

O,O-di-4-nitrophenyl methylphosphonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice;93%
With triethylamine In dichloromethane at 20℃; for 4h; Cooling with ice;91%
With triethylamine In dichloromethane at 20℃; for 4h; Cooling with ice;91%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

bis(2,2,2-trifluoroethyl)(methyl)phosphonate
757-95-9

bis(2,2,2-trifluoroethyl)(methyl)phosphonate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 10 - 30℃; for 2.5h; Inert atmosphere;93%
With triethylamine In tetrahydrofuran for 2h; Ambient temperature;92%
With lithium chloride for 4h; bath temperature 160 deg C;85%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

rac-octan-2-ol
4128-31-8

rac-octan-2-ol

di(methylheptyl)methylphosphonate
76341-63-4

di(methylheptyl)methylphosphonate

Conditions
ConditionsYield
With hydrogenchloride at 30 - 85℃; for 4.25h;93%
methylphosphonic acid dichloroanhydride
676-97-1

methylphosphonic acid dichloroanhydride

hexan-1-ol
111-27-3

hexan-1-ol

n-hexyl methylphosphinate
85187-13-9

n-hexyl methylphosphinate

Conditions
ConditionsYield
With ammonia In cyclohexane at 0℃; for 3h;92.8%

676-97-1Relevant articles and documents

Poly(phosphonate)s via olefin metathesis: Adjusting hydrophobicity and morphology

Steinbach, Tobias,Alexandrino, Evandro M.,Wahlen, Christian,Landfester, Katharina,Wurm, Frederik R.

, p. 4884 - 4893 (2014)

Olefin metathesis step-growth (acyclic diene metathesis (ADMET)) and chain-growth (ring-opening metathesis) polymerization was used to prepare linear poly(phosphonate)s with variable hydrophilicity. The first phosphonate monomer, i.e., di(undec-10-en-1-yl) methylphosphonate, for ADMET polymerization was developed, and potentially degradable and biocompatible, unsaturated poly(phosphonate)s were prepared with molecular weights up to 23 000 g mol -1 with molecular weight dispersities D -1 (homopolymer) and 47 000 g mol-1 (copolymers). Poly(phosphonate)s are potentially hydrolytically degradable materials and therefore promising materials for biomedical applications.

Solid-Phase Synthesis of a Special Phosphorylated Peptide as a Biomarker for LC-MS/MS Detection for OPNA Exposure

Li, Xinhai,Yuan, Ling,Wang, Qinggang,Liang, Longhui,Huang, Guilan,Liu, Shilei,Liu, Jingquan

, p. 986 - 988 (2017)

A synthesis of d5-VX adducted nonapeptide via solid-phase approach has been developed. The d5-VX peptide could be used as the isotope-labeled internal standard for LC-MS/MS detecting the BuChE-OPNA biomarkers. The Kaiser test was utilized to ensure the right connections of all of the amino acids. This method offers an access to the synthesis and detection of other phosphorylated nonapeptides.

Solid-phase synthesis for novel nerve agent adducted nonapeptides as biomarkers

Li, Xinhai,Yuan, Ling,Wang, Qinggang,Liang, Longhui,Huang, Guilan,Li, Xiaosen,Zhang, Chunhong,Liu, Shilei,Liu, Jingquan

, p. 1437 - 1440 (2017)

An efficient synthesis of d5-VX adducted nonapeptide and d15-GD adducted nonapeptide via solid-phase approach has been developed. The deuterated peptides could be used as the isotope-labeled internal standard for LC-MS/MS detecting the BuChE-OPNA biomarkers. This method also offers an access to the synthesis and detection of other phosphorylated nonapeptides.

Method for synthesizing flame retardant intermediate methanephosphonic dichloride

-

Page/Page column 5-7, (2018/11/10)

The invention discloses a method for synthesizing flame retardant intermediate methanephosphonic dichloride. The method comprises the following steps: A, adding sulfonyl chloride into a sealed reactor, and cooling to 0 to 5 DEG C in low temperature bath; B, slowly dropwise adding methanephosphonic dichloride into a reaction system, keeping the reaction temperature at 15 to 20 DEG C, wherein the dripping time is 1 to 3 hours; C, after the material is added, continuously stirring and reacting for 0.5 to 1 hour at the temperature of 0 to 30 DEG C; D, after the reaction is completed, distilling abyproduct thionyl chloride by virtue of decompression distillation, and collecting fraction at 40 to 50 DEG C; and E, continuously increasing the distilling temperature, decompression distilling, andobtaining the methanephosphonic dichloride product, and collecting the fraction at 70 to 80 DEG C. The method is mild in reaction condition, simple in operation, low in cost, free from adding and generating gases, high in safety, and easy in industrialized production; and the purity of the methanephosphonic dichloride product and the byproduct thionyl chloride can reach up to 98 percent or more, and the reaction yield is 95 percent or more.

Methylphosphonic acid dimethyl heptyl esters synthetic method

-

Paragraph 0035; 0037, (2017/06/03)

The invention relates to a synthesis method of dimethylheptyl methylphosphonate, and aims to solve the difficulty in raw material measurement and the safety problem caused by the use of the high-pressure reaction kettle in the existing technique, thereby lowering the production cost. The invention has the advantages of simple operating procedure, high output and high yield, and is suitable for industrial production. The method comprises the following steps: adding an acyl-chlorination reagent into a reaction vessel, wherein the acyl-chlorination reagent is thionyl chloride, phosphorous pentachloride or triphosgene; dropwisely adding dimethyl methyl phosphonate (DMMP) into the acyl-chlorination reagent at room temperature and adding catalytic amount of catalyst, wherein the consumption of the acyl-chlorination reagent is 2-5 times of the DMMP (0.6-1.5 times for triphosgene) on mol basis, and the catalyst is N,N-di-substituted-formamide or N-containing aromatic heterocyclic ring or N-substituted N-containing aromatic heterocyclic ring or tertiary amine; and uniformly stirring at room temperature.

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