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107-66-4

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  • Dibutyl phosphate CAS 107-66-4 Phosphoric acid dibutyl ester di-n-butylhydrogenphosphate CAS no 107-66-4 Di-n-butyl phosphate

    Cas No: 107-66-4

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107-66-4 Usage

Chemical Properties

Dibutyl phosphate is a pale amber to brown, odorless liquid. It is used as a catalyst for cross-linking in the paint industry and antistatics for the textile industry. It is stable in neutral, acidic or alkaline solution, and is classified as "not readily biodegradable" but inhererently biodegradable.The half-life time of 4.99 years is estimated for the degradation of dibutyl phosphate in air by the reaction with photochemically produced OH radicals. (MITI, Japan).

Uses

Different sources of media describe the Uses of 107-66-4 differently. You can refer to the following data:
1. Pale amber liquid
2. Dibutyl phosphate is used as a plasticizer for polymer system and hydraulic fluid directly and used as a catalyst for cross-linking in paint industry. It is used as an antifoam agent in ore separation process and as an antistatic agent in the textile industry. It can be used as a precursor for antistatics, as a mould release agent in polyurethane applications and, as a non volatile acidic catalyst soluble in organic media.

General Description

Pale-amber odorless liquid. Mp: -13°C, bp: 135-138°C. Density: 1.06 g cm-3. Moderately soluble in water (18 g / L at 20°C).

Reactivity Profile

Dibutyl phosphate Is non-flammable, but combustible (flash point 188°C). Auto-ignition temperature is 420°C. Emits irritating or toxic fumes in a fire. Is a moderately strong acid obtained by the partial esterification of phosphoric acid. Reacts exothermically and vigorously with bases. Incompatible with strong oxidizing agents, alkali metals, heat, or plastic. Reacts with many metals liberating flammable/explosive hydrogen gas.

Health Hazard

Dibutyl phosphate is an irritant of the eyes and mucous membranes.

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of POx. See also PHOSPHATES.

Potential Exposure

This material is used as a catalyst in organic synthesis.

Shipping

UN1760 Corrosive liquids, n.o.s., Hazard class: 8; Labels: 8-Corrosive material, Technical Name Required. UN3261 Corrosive solid, acidic, organic, n.o.s., Hazard class: 8; Labels: 8-Corrosive material, Technical Name Required.

Incompatibilities

Dibutyl phosphate is a medium strong acid. Incompatible with oxidizers (chlorates, nitrates, per- oxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides. Attacks many metals forming flammable and explosive hydrogen gas. Attacks some plas- tics, rubber, and coatings.

Check Digit Verification of cas no

The CAS Registry Mumber 107-66-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 107-66:
(5*1)+(4*0)+(3*7)+(2*6)+(1*6)=44
44 % 10 = 4
So 107-66-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H19O4P/c1-3-5-7-11-13(9,10)12-8-6-4-2/h3-8H2,1-2H3,(H,9,10)/p-1

107-66-4 Well-known Company Product Price

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  • Alfa Aesar

  • (43371)  Di-n-butyl phosphate, 96%   

  • 107-66-4

  • 250ml

  • 552.0CNY

  • Detail
  • Alfa Aesar

  • (43371)  Di-n-butyl phosphate, 96%   

  • 107-66-4

  • 1L

  • 2106.0CNY

  • Detail
  • Aldrich

  • (68572)  Dibutylphosphate  ≥97.0% (T)

  • 107-66-4

  • 68572-250ML

  • 464.49CNY

  • Detail
  • Aldrich

  • (68572)  Dibutylphosphate  ≥97.0% (T)

  • 107-66-4

  • 68572-1L

  • 1,415.70CNY

  • Detail

107-66-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Dibutyl phosphate

1.2 Other means of identification

Product number -
Other names Phosphoric acid dibutyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. CBI,Lubricants and lubricant additives,Paint additives and coating additives not described by other categories,Processing aids, specific to petroleum production
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:107-66-4 SDS

107-66-4Synthetic route

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 2.5h; Heating;97%
With sodium hydroxide
With hydrogenchloride In hydrogenchloride byproducts: C4H9Cl; hydrolysis of TBP in concd. HCl;; hydrolytic decompn. of 18.5 % TBP in 6 days at ambient temp.;;
With HCl In hydrogenchloride byproducts: C4H9Cl; hydrolysis of TBP in concd. HCl;; hydrolytic decompn. of 18.5 % TBP in 6 days at ambient temp.;;
butan-1-ol
71-36-3

butan-1-ol

A

n-butyl phosphoric acid
1623-15-0

n-butyl phosphoric acid

B

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

C

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With phosphorus; tetraethylammonium iodide In water; acetonitrile electrolysis;A n/a
B 87%
C n/a
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With sodium bromate; phosphan at 80℃; Kinetics; Condensation;A 20%
B 80%
With sodium hypophosphite; copper dichloride at 24.9℃; for 4h;A 22.2%
B 77.8%
With phosphorous; air; ruthenium hydroxide trichloride; copper dichloride at 80℃; oxidative alkoxylation;A 33.7%
B 11.3%
Di-n-butyl-(o-hydroxy-phenyl)-phosphat
38257-85-1

Di-n-butyl-(o-hydroxy-phenyl)-phosphat

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; water In acetonitrile at 20℃; for 1h; oxidative cleavage;72%
butan-1-ol
71-36-3

butan-1-ol

A

dibutyl phosphate
107-66-4

dibutyl phosphate

B

Phosphoric acid mono-n-butylester
16456-56-7

Phosphoric acid mono-n-butylester

Conditions
ConditionsYield
With oxygen; hypophosphorous acid; copper dichloride at 50℃; for 6h;A 4%
B 48%
dibutyl chlorophosphate
819-43-2

dibutyl chlorophosphate

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0℃;46%
With water beim Erhitzen;
With water In toluene for 1h; Reflux;29.5 g
N-prolyl>proline
121252-83-3

N-prolyl>proline

A

(R)-1-[(R)-1-(Dibutoxy-phosphoryl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid butyl ester
121252-84-4

(R)-1-[(R)-1-(Dibutoxy-phosphoryl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid butyl ester

B

dibutyl phosphate
107-66-4

dibutyl phosphate

C

rac-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione
19943-27-2

rac-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione

Conditions
ConditionsYield
With butan-1-ol at 105 - 110℃; for 6h;A 28.6%
B 25%
C 42%
N-prolyl>proline
121252-83-3

N-prolyl>proline

butan-1-ol
71-36-3

butan-1-ol

A

(R)-1-[(R)-1-(Dibutoxy-phosphoryl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid butyl ester
121252-84-4

(R)-1-[(R)-1-(Dibutoxy-phosphoryl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid butyl ester

B

dibutyl phosphate
107-66-4

dibutyl phosphate

C

rac-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione
19943-27-2

rac-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione

Conditions
ConditionsYield
at 105 - 110℃; for 6h;A 28.6%
B 25%
C 42%
dibutyl phenyl phosphate
2528-36-1

dibutyl phenyl phosphate

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With ethanol Hydrogenation.an Platin;
butan-1-ol
71-36-3

butan-1-ol

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With water; trichlorophosphate
With triethylamine; trichlorophosphate In toluene at 60℃; for 1h;
dibutyl methyl phosphate
7242-59-3

dibutyl methyl phosphate

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With methanesulfonic acid; dimethylsulfide for 18h; Ambient temperature;
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

A

n-butyl phosphoric acid
1623-15-0

n-butyl phosphoric acid

B

phosphorofluoridic acid dibutyl ester
674-48-6

phosphorofluoridic acid dibutyl ester

C

phosphorofluoridic acid monobutyl ester
372-03-2

phosphorofluoridic acid monobutyl ester

D

phosphorodifluoridic acid butyl ester
26078-17-1

phosphorodifluoridic acid butyl ester

E

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
In sulfuric acid; hydrogen fluoride Product distribution; time, composition of the aqueous solution;
thiophosphoric acid O,O'-dibutyl ester
10163-62-9

thiophosphoric acid O,O'-dibutyl ester

iodine
7553-56-2

iodine

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

dibutyl phosphate
107-66-4

dibutyl phosphate

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

A

n-butyl phosphoric acid
1623-15-0

n-butyl phosphoric acid

B

n-Butyl chloride
109-69-3

n-Butyl chloride

C

dibutyl phosphate
107-66-4

dibutyl phosphate

D

butan-1-ol
71-36-3

butan-1-ol

E

H3PO4

H3PO4

Conditions
ConditionsYield
With hydrogenchloride In water at 25℃; Mechanism; Product distribution; Rate constant; different HCl concentrations;
butan-1-ol
71-36-3

butan-1-ol

A

n-butyl phosphoric acid
1623-15-0

n-butyl phosphoric acid

B

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With phosphorus pentaoxide microwave irradiation;
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

A

n-butyl phosphoric acid
1623-15-0

n-butyl phosphoric acid

B

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 100℃; for 2h; Title compound not separated from byproducts.;
With (238)plutonium; nitric acid for 21h; Concentration; Irradiation; Radiolysis;
dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 78.6 percent / Et3N, CCl4 / ethanol; H2O / 14 h / 0 °C
2: Et3N, CCl4 / CH2Cl2 / 10 h / 0 °C
3: Et3N / 6 h / 0 °C
4: 76.3 percent / LiOH*H2O, H2O / tetrahydrofuran; methanol / 5 h / 60 °C / various bases, other time and temperature
5: 25 percent / butanol / 6 h / 105 - 110 °C
View Scheme
With copper diacetate In tetrahydrofuran-d8 at 20℃; Inert atmosphere;
Multi-step reaction with 2 steps
1: copper dichloride / tetrahydrofuran / 0.42 h / 0 - 20 °C
2: sodium hydroxide / tetrahydrofuran; water / 0 °C
View Scheme
With Nitrogen dioxide at 35℃; Cooling;
N-(dibutyloxyphosphinyl)proline
121252-81-1

N-(dibutyloxyphosphinyl)proline

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Et3N, CCl4 / CH2Cl2 / 10 h / 0 °C
2: Et3N / 6 h / 0 °C
3: 76.3 percent / LiOH*H2O, H2O / tetrahydrofuran; methanol / 5 h / 60 °C / various bases, other time and temperature
4: 25 percent / butanol / 6 h / 105 - 110 °C
View Scheme
N-proline methyl ester
121252-82-2

N-proline methyl ester

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76.3 percent / LiOH*H2O, H2O / tetrahydrofuran; methanol / 5 h / 60 °C / various bases, other time and temperature
2: 25 percent / butanol / 6 h / 105 - 110 °C
View Scheme
[(R)-2-(Diethoxy-phosphoryloxycarbonyl)-pyrrolidin-1-yl]-phosphonic acid dibutyl ester

[(R)-2-(Diethoxy-phosphoryloxycarbonyl)-pyrrolidin-1-yl]-phosphonic acid dibutyl ester

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / 6 h / 0 °C
2: 76.3 percent / LiOH*H2O, H2O / tetrahydrofuran; methanol / 5 h / 60 °C / various bases, other time and temperature
3: 25 percent / butanol / 6 h / 105 - 110 °C
View Scheme
hydrogenchloride
7647-01-0

hydrogenchloride

zinc(II) phosphide

zinc(II) phosphide

oxygen
80937-33-3

oxygen

butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

n-Butyl chloride
109-69-3

n-Butyl chloride

C

dibutyl phosphate
107-66-4

dibutyl phosphate

D

zinc(II) chloride
7646-85-7

zinc(II) chloride

Conditions
ConditionsYield
copper dichloride In butan-1-ol Kinetics;
dibutyl (1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl phosphate
1369964-80-6

dibutyl (1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl phosphate

dibutyl phosphate
107-66-4

dibutyl phosphate

Conditions
ConditionsYield
In chloroform-d1 for 0.183333h; Irradiation;> 99 %Spectr.
dibutyl phosphate
107-66-4

dibutyl phosphate

sodium salt of dibutyl phosphate
16298-74-1

sodium salt of dibutyl phosphate

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 20℃; for 1h;100%
With sodium hydroxide
With sodium hydrogencarbonate In water
((2S,3aS,5R,6R,6aS)-6-Benzyloxy-2-methoxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-triisopropyl-silane

((2S,3aS,5R,6R,6aS)-6-Benzyloxy-2-methoxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-triisopropyl-silane

dibutyl phosphate
107-66-4

dibutyl phosphate

dibutyl (2-O-benzoyl-3-O-benzyl-5-O-tri-isopropylsilyl-α-D-arabinofuranosyl) phosphate

dibutyl (2-O-benzoyl-3-O-benzyl-5-O-tri-isopropylsilyl-α-D-arabinofuranosyl) phosphate

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 20℃; for 1h;100%
(2S,3aR,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-methoxy-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran

(2S,3aR,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-methoxy-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran

dibutyl phosphate
107-66-4

dibutyl phosphate

dibutyl (2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl) phosphate
208656-42-2

dibutyl (2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl) phosphate

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 20℃; for 0.5h;100%
1-butyl-4-methylpyridin-1-ium iodide
32353-64-3

1-butyl-4-methylpyridin-1-ium iodide

dibutyl phosphate
107-66-4

dibutyl phosphate

1-butyl-4-methylpyridinium dibutylphosphate
1289675-21-3

1-butyl-4-methylpyridinium dibutylphosphate

Conditions
ConditionsYield
Stage #1: dibutyl phosphate With Amberlyst A-26 (OH- form) In methanol; water at 20℃;
Stage #2: 1-butyl-4-methylpyridin-1-ium iodide In methanol
100%
1,3-dimethylimidazolim iodide
4333-62-4

1,3-dimethylimidazolim iodide

dibutyl phosphate
107-66-4

dibutyl phosphate

[mmim]Bu2PO4
1382354-65-5

[mmim]Bu2PO4

Conditions
ConditionsYield
Stage #1: dibutyl phosphate With Amberlyst A-26 (OH- form) In methanol; water at 20℃;
Stage #2: 1,3-dimethylimidazolim iodide In methanol
100%
1-methyl-3-(n-butyl)imidazolium iodide
65039-05-6

1-methyl-3-(n-butyl)imidazolium iodide

dibutyl phosphate
107-66-4

dibutyl phosphate

1-n-butyl-3-methylimidazolium dibutyl phosphate

1-n-butyl-3-methylimidazolium dibutyl phosphate

Conditions
ConditionsYield
Stage #1: dibutyl phosphate With Amberlyst A-26 (OH- form) In methanol; water at 20℃;
Stage #2: 1-methyl-3-(n-butyl)imidazolium iodide In methanol
100%
1,3-bis(n-butyl)imidazolium iodide
143085-46-5

1,3-bis(n-butyl)imidazolium iodide

dibutyl phosphate
107-66-4

dibutyl phosphate

C8H18O4P(1-)*C11H21N2(1+)
654058-05-6

C8H18O4P(1-)*C11H21N2(1+)

Conditions
ConditionsYield
Stage #1: dibutyl phosphate With Amberlyst A-26 (OH- form) In methanol; water at 20℃;
Stage #2: 1,3-dibutyl-1,3-imidazolium iodide In methanol
100%
dibutyl phosphate
107-66-4

dibutyl phosphate

1-butyl-2,3-dimethylimidazolium bromide

1-butyl-2,3-dimethylimidazolium bromide

1-butyl-2,3-dimethylimidazolium dibutylphosfonate
1289675-18-8

1-butyl-2,3-dimethylimidazolium dibutylphosfonate

Conditions
ConditionsYield
Stage #1: dibutyl phosphate With Amberlyst A-26 (OH- form) In methanol; water at 20℃;
Stage #2: 1-butyl-2,3-dimethylimidazolium bromide In methanol
100%
methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)
1448263-56-6

methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

dibutyl phosphate
107-66-4

dibutyl phosphate

methyl (dibutylphosphate-2-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranosid)uronate

methyl (dibutylphosphate-2-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranosid)uronate

Conditions
ConditionsYield
Stage #1: methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate) In dichloromethane at 20℃; for 0.25h; Inert atmosphere; Molecular sieve;
Stage #2: dibutyl phosphate In dichloromethane Inert atmosphere; Molecular sieve;
100%
methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)
1448263-56-6

methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

dibutyl phosphate
107-66-4

dibutyl phosphate

methyl (dibutylphosphate-2-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-α-L-idopyranosid)uronate

methyl (dibutylphosphate-2-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-α-L-idopyranosid)uronate

Conditions
ConditionsYield
In dichloromethane at 20℃; Molecular sieve;100%
In dichloromethane at 20℃; Molecular sieve;100%
cholinium hydrogen carbonate
78-73-9

cholinium hydrogen carbonate

dibutyl phosphate
107-66-4

dibutyl phosphate

cholinium dibutyl phosphate
1241962-99-1

cholinium dibutyl phosphate

Conditions
ConditionsYield
In water at 20℃;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

dibutyl phosphate
107-66-4

dibutyl phosphate

dibutylphosphoric acid tetrabutylammonium salt

dibutylphosphoric acid tetrabutylammonium salt

Conditions
ConditionsYield
In methanol100%
In methanol at 0 - 20℃;98%
In methanol at 0 - 20℃; for 1h;98%
2-O-benzyl-3,4-di-O-pivaloyl-α-L-fucopyranosyl trichloroacetimidate
373606-55-4

2-O-benzyl-3,4-di-O-pivaloyl-α-L-fucopyranosyl trichloroacetimidate

dibutyl phosphate
107-66-4

dibutyl phosphate

dibutyl 2-O-benzyl-3,4-di-O-pivaloyl-β-L-fucopyranoside phosphate
373606-28-1

dibutyl 2-O-benzyl-3,4-di-O-pivaloyl-β-L-fucopyranoside phosphate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h;99%
ethyl 2,4-di-O-benzyl-3,6-di-O-picoloyl-1-thio-α-D-mannopyranoside

ethyl 2,4-di-O-benzyl-3,6-di-O-picoloyl-1-thio-α-D-mannopyranoside

dibutyl phosphate
107-66-4

dibutyl phosphate

C40H47N2O11P

C40H47N2O11P

Conditions
ConditionsYield
Stage #1: ethyl 2,4-di-O-benzyl-3,6-di-O-picoloyl-1-thio-α-D-mannopyranoside; dibutyl phosphate In dichloromethane at 20℃; for 1h; Molecular sieve; Inert atmosphere;
Stage #2: With N-iodo-succinimide; trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h; Molecular sieve; Inert atmosphere; diastereoselective reaction;
99%
dibutyl phosphate
107-66-4

dibutyl phosphate

3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-phthalimido-β-D-glucopyranosyl trichloroacetamidate
208047-71-6

3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-phthalimido-β-D-glucopyranosyl trichloroacetamidate

3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-phthalimido-D-glucopyranose-1-dibutylphosphate

3,4-di-O-benzyl-2-deoxy-6-O-levulinyl-2-phthalimido-D-glucopyranose-1-dibutylphosphate

Conditions
ConditionsYield
In toluene for 14h;98%
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

dibutyl phosphate
107-66-4

dibutyl phosphate

dibutyl methyl phosphate
7242-59-3

dibutyl methyl phosphate

Conditions
ConditionsYield
In various solvent(s) at 80℃; for 1h;98%
aluminum L-lactate

aluminum L-lactate

dibutyl phosphate
107-66-4

dibutyl phosphate

3C8H18O4P(1-)*Al(3+)

3C8H18O4P(1-)*Al(3+)

Conditions
ConditionsYield
In water at 20℃; for 0.25h;98%
With triethylamine
dibutyl phosphate
107-66-4

dibutyl phosphate

N,N,N',N'-tetramethylguanidine
80-70-6

N,N,N',N'-tetramethylguanidine

C8H19O4P*C5H13N3

C8H19O4P*C5H13N3

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h; Inert atmosphere;98%
(2S,3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-methoxy-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran

(2S,3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-methoxy-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran

dibutyl phosphate
107-66-4

dibutyl phosphate

dibutyl (2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl) phosphate

dibutyl (2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl) phosphate

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 20℃; for 0.5h;97%
C27H26O6

C27H26O6

dibutyl phosphate
107-66-4

dibutyl phosphate

dibutyl (2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl) phosphate
1059116-10-7

dibutyl (2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl) phosphate

Conditions
ConditionsYield
Molecular sieve; Inert atmosphere;97%
1,3-dibutyl-5,6-dimethylbenzimidazolium iodide
1382354-48-4

1,3-dibutyl-5,6-dimethylbenzimidazolium iodide

dibutyl phosphate
107-66-4

dibutyl phosphate

C8H18O4P(1-)*C17H27N2(1+)
1382354-51-9

C8H18O4P(1-)*C17H27N2(1+)

Conditions
ConditionsYield
Stage #1: dibutyl phosphate With Amberlyst A-26 (OH- form) In methanol; water at 20℃;
Stage #2: 1,3-dibutyl-5,6-dimethylbenzimidazolium iodide In methanol
97%
phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside
62774-33-8

phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

dibutyl phosphate
107-66-4

dibutyl phosphate

bis(butyl)phosphoryl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

bis(butyl)phosphoryl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Conditions
ConditionsYield
Stage #1: phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside; dibutyl phosphate In dichloromethane at 20℃; for 1h; Molecular sieve; Inert atmosphere;
Stage #2: With N-iodo-succinimide; trifluorormethanesulfonic acid In dichloromethane at 20℃; for 18h; Molecular sieve; Inert atmosphere;
97%
ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

dibutyl phosphate
107-66-4

dibutyl phosphate

di-O-butyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→4)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylphosphate

di-O-butyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→4)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylphosphate

Conditions
ConditionsYield
With N-iodo-succinimide; trifluorormethanesulfonic acid In dichloromethane at 0 - 20℃; for 1.33333h; Molecular sieve; Inert atmosphere;97%
2-iodo-propane
75-30-9

2-iodo-propane

dibutyl phosphate
107-66-4

dibutyl phosphate

phosphoric acid dibutyl ester isopropyl ester
60140-72-9

phosphoric acid dibutyl ester isopropyl ester

Conditions
ConditionsYield
With cesium fluoride In acetonitrile for 6h; Ambient temperature;96%
dibutyl phosphate
107-66-4

dibutyl phosphate

n-butyl pyrophosphate
1474-75-5

n-butyl pyrophosphate

Conditions
ConditionsYield
With N,N,N',N'-tetramethylchlorformamidinium chloride; triethylamine In dichloromethane at 0 - 20℃; for 2h;96%
3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose
16697-49-7

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

dibutyl phosphate
107-66-4

dibutyl phosphate

di-n-butyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl) phosphate
604767-74-0

di-n-butyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl) phosphate

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 20℃; for 0.366667h;96%
Molecular sieve; Inert atmosphere;93%
With triethylamine In dichloromethane at 0 - 25℃; Molecular sieve; Inert atmosphere;
C23H24Cl3NO11S

C23H24Cl3NO11S

dibutyl phosphate
107-66-4

dibutyl phosphate

methyl (5-amido-7,8,9-tri-O-chloroacetyl-5-N,4-O-carbonyl-2-(dibutylphosphoryl)-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

methyl (5-amido-7,8,9-tri-O-chloroacetyl-5-N,4-O-carbonyl-2-(dibutylphosphoryl)-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

Conditions
ConditionsYield
Stage #1: C23H24Cl3NO11S; dibutyl phosphate In dichloromethane at 20℃; for 3h; Inert atmosphere; Molecular sieve;
Stage #2: With N-iodo-succinimide; trifluorormethanesulfonic acid In diethyl ether; dichloromethane at 0 - 4℃; Inert atmosphere;
96%
C23H24Cl3NO11S
1246533-72-1

C23H24Cl3NO11S

dibutyl phosphate
107-66-4

dibutyl phosphate

C25H37Cl3NO15P
1246533-73-2

C25H37Cl3NO15P

Conditions
ConditionsYield
With N-iodo-succinimide; trifluorormethanesulfonic acid In dichloromethane at 0℃;96%
C62H66O7SSi
1572443-60-7

C62H66O7SSi

dibutyl phosphate
107-66-4

dibutyl phosphate

dibutyl 6-O-triisopropylsilyl-2-O-(2-((4-methoxybenzyloxy)methyl)benzoyl)-2,3-di-O-(2-methylnaphthyl)-α-D-mannopyranoside phosphate
1572443-75-4

dibutyl 6-O-triisopropylsilyl-2-O-(2-((4-methoxybenzyloxy)methyl)benzoyl)-2,3-di-O-(2-methylnaphthyl)-α-D-mannopyranoside phosphate

Conditions
ConditionsYield
With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate In dichloromethane Inert atmosphere;96%

107-66-4Related news

Dibutyl phosphate (cas 107-66-4) catalyzed commercial relevant ring-opening polymerizations to bio-based polyesters08/18/2019

Organocatalyzed ring-opening polymerization (ROP) of cyclic esters was developed into a stage that demanding translation of the academic success into commercially viable production. An industrial relevant development of the organocatalysis in ROPs required bulk polymerizations at high temperatur...detailed

107-66-4Relevant articles and documents

-

Calderon,J.,Cruz,C.

, p. 1069 - 1070 (1971)

-

Chlorine free synthesis of organophosphorus compounds based on the functionalization of white phosphorus (P4)

Abdreimova, Rumiya R.,Akbayeva, Dina N.,Polimbetova, Gulshara S.,Caminade, Anne-Marie,Majoral, Jean-Pierre

, p. 239 - 254 (2000)

Oxidative alkoxylations of P4 in toluene-alcohol solutions are studied. These reactions need oxygen, a catalyst (PdCl2, RuOHCl3, RuCl3) and a co-oxidant (CuCl2, NaNO2, FeCl3, 1,4-benzoquinone, NaBrO3). Trialkylphosphates (RO)3P(O) and dialkylphosphites (RO)2P(O)H are the major products of the reaction. Kinetic experiments concerning the rate of absorption of O2 during these reactions are also reported.

Convenient preparation of long-chain dialkyl phosphates: Synthesis of dialkyl phosphates

Aitken, R. Alan,Collett, Chris J.,Mesher, Shaun T. E.

, p. 2515 - 2518 (2012)

Reaction of phosphorus oxychloride with a primary alcohol (1.8 equiv) and triethylamine (1.8 equiv) in toluene, followed by filtration and treatment with steam, gives dialkyl phosphates in good yield and essentially free from trialkyl phosphate contamination. Georg Thieme Verlag Stuttgart · New York.

-

Cesarano,Lepscky

, p. 276 (1960)

-

METHOD FOR PRODUCING PHOSPHOESTER COMPOUND

-

Paragraph 0023; 0026-0028, (2021/09/27)

PROBLEM TO BE SOLVED: To provide a method whereby, a phosphate compound selected from the group consisting of orthophosphoric acid, phosphonic acid, phosphinic acid, and anhydrides of them is used as raw material and, by one stage reaction, a corresponding phosphoester compound is produced. SOLUTION: To an aqueous solution of a phosphate compound, added is an organic silane or siloxane compound having an alkoxy group or an aryloxy group, and the mixture is subjected to a heating reaction, thereby producing a corresponding phosphoester compound without requiring a catalyst. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Novel photolabile protecting group for phosphate compounds

Zhang, Youlai,Tanimoto, Hiroki,Nishiyama, Yasuhiro,Morimoto, Tsumoru,Kakiuchi, Kiyomi

scheme or table, p. 367 - 370 (2012/03/11)

A novel photolabile protecting group, thiochromone S,S-dioxide, containing the diazomethyl group for protection of phosphate derivatives is described. Deprotection of the successfully protected phosphate derivatives proceeded smoothly under photoirradiation using an ultrahigh-pressure mercury lamp to recover the corresponding phosphates quantitatively, and the photoproduct derived from the thiochromone derivative showed high fluorescence intensity. Georg Thieme Verlag Stuttgart · New York.

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