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10534-59-5

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10534-59-5 Usage

Chemical Properties

White powder

Uses

Tetrabutylammonium Acetate acts as a catalyst in organic syntheses of anion sensors.

General Description

Tetrabutylammonium acetate (TBAA) is a phase transfer catalyst (PTC).

Check Digit Verification of cas no

The CAS Registry Mumber 10534-59-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,5,3 and 4 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 10534-59:
(7*1)+(6*0)+(5*5)+(4*3)+(3*4)+(2*5)+(1*9)=75
75 % 10 = 5
So 10534-59-5 is a valid CAS Registry Number.
InChI:InChI=1/C16H36P.C2H4O2/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-2(3)4/h5-16H2,1-4H3;1H3,(H,3,4)/q+1;/p-1

10534-59-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (T2694)  Tetrabutylammonium Acetate  >90.0%(T)

  • 10534-59-5

  • 25g

  • 370.00CNY

  • Detail
  • TCI America

  • (T2694)  Tetrabutylammonium Acetate  >90.0%(T)

  • 10534-59-5

  • 100g

  • 1,100.00CNY

  • Detail
  • Alfa Aesar

  • (19279)  Tetra-n-butylammonium acetate   

  • 10534-59-5

  • 1g

  • 243.0CNY

  • Detail
  • Alfa Aesar

  • (19279)  Tetra-n-butylammonium acetate   

  • 10534-59-5

  • 5g

  • 827.0CNY

  • Detail
  • Alfa Aesar

  • (B24773)  Tetra-n-butylammonium acetate, 1.0M aq. soln.   

  • 10534-59-5

  • 25g

  • 331.0CNY

  • Detail
  • Alfa Aesar

  • (B24773)  Tetra-n-butylammonium acetate, 1.0M aq. soln.   

  • 10534-59-5

  • 100g

  • 1238.0CNY

  • Detail
  • Alfa Aesar

  • (B24773)  Tetra-n-butylammonium acetate, 1.0M aq. soln.   

  • 10534-59-5

  • 500g

  • 4955.0CNY

  • Detail
  • Sigma-Aldrich

  • (86835)  Tetrabutylammoniumacetate  for electrochemical analysis, ≥99.0%

  • 10534-59-5

  • 86835-25G

  • 4,794.66CNY

  • Detail
  • Aldrich

  • (335991)  Tetrabutylammoniumacetate  97%

  • 10534-59-5

  • 335991-5G

  • 1,043.64CNY

  • Detail
  • Aldrich

  • (335991)  Tetrabutylammoniumacetate  97%

  • 10534-59-5

  • 335991-10G

  • 1,440.27CNY

  • Detail
  • Aldrich

  • (335991)  Tetrabutylammoniumacetate  97%

  • 10534-59-5

  • 335991-50G

  • 3,788.46CNY

  • Detail
  • Aldrich

  • (86849)  Tetrabutylammoniumacetate  technical, ≥90% (T)

  • 10534-59-5

  • 86849-10G

  • 1,186.38CNY

  • Detail

10534-59-5SDS

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 Tetrabutylammonium acetate

1.2 Other means of identification

Product number -
Other names Tetra-n-Butylammonium Acetate

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:10534-59-5 SDS

10534-59-5Synthetic route

tetrabutyl-ammonium chloride
1112-67-0

tetrabutyl-ammonium chloride

potassium acetate
127-08-2

potassium acetate

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In methanol100%
In methanol for 24h; Inert atmosphere;
In methanol for 24h; Inert atmosphere;
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

acetic acid
64-19-7

acetic acid

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In methanol at 20℃;81%
In methanol
In methanol
methanol
67-56-1

methanol

Os(18)O4
31645-88-2

Os(18)O4

tetra-n-butylammonium cyanide
10442-39-4

tetra-n-butylammonium cyanide

acetic acid
64-19-7

acetic acid

A

formaldehyd
50-00-0

formaldehyd

tetrabutylammonium trans-(18)O-dioxotetracyanoosmate(VI)

tetrabutylammonium trans-(18)O-dioxotetracyanoosmate(VI)

C

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

D

18O-labeled water
14797-71-8

18O-labeled water

Conditions
ConditionsYield
In methanol under inert gas; (n-Bu4N)CN added to a soln. of Os(18)O4 in abs. MeOH; dropwise addn. of acetic acid/MeOH in 45 min; solvent removed in vac., pptd. Os complex isolated;A n/a
B 70%
C n/a
D n/a
silver(I) acetate
563-63-3

silver(I) acetate

tetra-(n-butyl)ammonium iodide
311-28-4

tetra-(n-butyl)ammonium iodide

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In methanol at 40℃; for 0.5h;
In water
C18H30N4OS2*C16H36N(1+)*C2H3O2(1-)

C18H30N4OS2*C16H36N(1+)*C2H3O2(1-)

A

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

B

1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea
321898-65-1

1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea

Conditions
ConditionsYield
In chloroform-d1 at 20℃; Equilibrium constant;
C25H35N3O7*C16H36N(1+)*C2H3O2(1-)

C25H35N3O7*C16H36N(1+)*C2H3O2(1-)

A

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

B

1-[4-(2-amino-ethyl)-phenyl]-3-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-urea
411223-76-2

1-[4-(2-amino-ethyl)-phenyl]-3-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-urea

Conditions
ConditionsYield
In dimethylsulfoxide-d6 Equilibrium constant;
tributyl-amine
102-82-9

tributyl-amine

dibutyl-decyl-amine

dibutyl-decyl-amine

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethyl acetate
2: H2O
View Scheme
C2H3O2(1-)*C16H36N(1+)*C20H24N4S2

C2H3O2(1-)*C16H36N(1+)*C20H24N4S2

A

N,N''-cis-1,2-cyclohexanediylbis[N'-phenylthiourea]
1013937-44-4

N,N''-cis-1,2-cyclohexanediylbis[N'-phenylthiourea]

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In dimethylsulfoxide-d6 Equilibrium constant; Further Variations:; Solvents;
C2H3O2(1-)*C16H36N(1+)*C22H22N4S2

C2H3O2(1-)*C16H36N(1+)*C22H22N4S2

A

C22H22N4S2
37042-64-1

C22H22N4S2

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In dimethylsulfoxide-d6 Equilibrium constant;
C2H3O2(1-)*C16H36N(1+)*C26H24N4S2

C2H3O2(1-)*C16H36N(1+)*C26H24N4S2

A

C26H24N4S2
1013937-45-5

C26H24N4S2

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In dimethylsulfoxide-d6 Equilibrium constant;
C2H3O2(1-)*C16H36N(1+)*C31H26F6N4S2

C2H3O2(1-)*C16H36N(1+)*C31H26F6N4S2

A

C31H26F6N4S2
1013937-46-6

C31H26F6N4S2

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In dimethylsulfoxide-d6 Equilibrium constant;
C2H3O2(1-)*C16H36N(1+)*C40H42N8S4

C2H3O2(1-)*C16H36N(1+)*C40H42N8S4

A

C40H42N8S4
1013937-47-7

C40H42N8S4

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In tetrahydrofuran-d8; dimethylsulfoxide-d6 Equilibrium constant;
C25H28N2O2
1010696-77-1

C25H28N2O2

tetrabutylammonium tetrafluoroborate
429-42-5

tetrabutylammonium tetrafluoroborate

A

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

B

bis(lilolidin-8-yl)methylium tetrafluoroborate

bis(lilolidin-8-yl)methylium tetrafluoroborate

Conditions
ConditionsYield
In water; acetonitrile at 25℃; Kinetics; Further Variations:; Solvents;
C27H32N2O2

C27H32N2O2

tetrabutylammonium tetrafluoroborate
429-42-5

tetrabutylammonium tetrafluoroborate

A

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

B

bis(julolidin-9-yl)methylium tetrafluoroborate

bis(julolidin-9-yl)methylium tetrafluoroborate

Conditions
ConditionsYield
In water; acetonitrile at 25℃; Kinetics; Further Variations:; Solvents;
C21H24N2O2

C21H24N2O2

tetrabutylammonium tetrafluoroborate
429-42-5

tetrabutylammonium tetrafluoroborate

A

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

B

bis(1-methyl-2,3-dihydroindol-5-yl)methylium tetrafluoroborate

bis(1-methyl-2,3-dihydroindol-5-yl)methylium tetrafluoroborate

Conditions
ConditionsYield
In water; acetonitrile at 25℃; Kinetics; Further Variations:; Solvents;
C23H28N2O2

C23H28N2O2

tetrabutylammonium tetrafluoroborate
429-42-5

tetrabutylammonium tetrafluoroborate

A

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

B

bis(N-methyl-1,2,3,4-tetrahydroquinolin-6-yl)methylium tetrafluoroborate

bis(N-methyl-1,2,3,4-tetrahydroquinolin-6-yl)methylium tetrafluoroborate

Conditions
ConditionsYield
In water; acetonitrile at 25℃; Kinetics; Further Variations:; Solvents;
C25H32N2O2

C25H32N2O2

tetrabutylammonium tetrafluoroborate
429-42-5

tetrabutylammonium tetrafluoroborate

A

BF4(1-)*C23H29N2(1+)

BF4(1-)*C23H29N2(1+)

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In water; acetonitrile at 25℃; Kinetics; Further Variations:; Solvents;
C19H24N2O2
444178-11-4

C19H24N2O2

tetrabutylammonium tetrafluoroborate
429-42-5

tetrabutylammonium tetrafluoroborate

A

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

B

bis(4-(dimethylamino)phenyl)methylium tetrafluoroborate

bis(4-(dimethylamino)phenyl)methylium tetrafluoroborate

Conditions
ConditionsYield
In water; acetonitrile at 25℃; Kinetics; Further Variations:; Solvents;
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

A

iodobenzene difluoride
26735-53-5

iodobenzene difluoride

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In acetonitrile at 20℃;
C2H3O2(1-)*C16H36N(1+)*C19H14N6O5

C2H3O2(1-)*C16H36N(1+)*C19H14N6O5

A

C19H14N6O5

C19H14N6O5

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In dimethyl sulfoxide Equilibrium constant;
C2H3O2(1-)*C16H36N(1+)*C21H20N6O3

C2H3O2(1-)*C16H36N(1+)*C21H20N6O3

A

C21H20N6O3

C21H20N6O3

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In dimethyl sulfoxide Equilibrium constant;
C2H3O2(1-)*C16H36N(1+)*C30H33N3O12
1242065-14-0

C2H3O2(1-)*C16H36N(1+)*C30H33N3O12

A

C30H33N3O12
1242065-09-3

C30H33N3O12

B

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In [D3]acetonitrile at 23℃; Equilibrium constant;
sodium acetate
127-09-3

sodium acetate

tetra(n-butyl)ammonium hydrogensulfate
32503-27-8

tetra(n-butyl)ammonium hydrogensulfate

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In water for 0.5h;
m-(diacetoxyiodo)toluene
19169-97-2

m-(diacetoxyiodo)toluene

tetrabutyl ammonium fluoride
429-41-4

tetrabutyl ammonium fluoride

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
In diethyl ether; chloroform
tributyl-amine
102-82-9

tributyl-amine

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetonitrile / 33 h / 82 °C
2: potassium hydroxide / acetonitrile; ethanol / 50 h / 4 °C
3: ethanol / 1 h
View Scheme
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

N-<3(S)-<(methanesulfonyl)oxy><3-2H>propyl>phtalimide
115306-81-5

N-<3(S)-<(methanesulfonyl)oxy><3-2H>propyl>phtalimide

C13H12(2)HNO4
115306-73-5

C13H12(2)HNO4

Conditions
ConditionsYield
In acetone for 15h; Ambient temperature;100%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

[(1RS,7aRS)-3-oxohexahydro-1H-pyrrolizin-1-yl]methyl 4-methylbenzenesulfonate

[(1RS,7aRS)-3-oxohexahydro-1H-pyrrolizin-1-yl]methyl 4-methylbenzenesulfonate

[(1RS,7aRS)-3-oxohexahydro-1H-pyrrolizin-1-yl]methyl acetate

[(1RS,7aRS)-3-oxohexahydro-1H-pyrrolizin-1-yl]methyl acetate

Conditions
ConditionsYield
With sodium iodide In tetrahydrofuran at 20℃; for 12h;100%
dimethylsulfite
616-42-2

dimethylsulfite

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

tetrabutylammonium methylsulfite

tetrabutylammonium methylsulfite

Conditions
ConditionsYield
at 20℃; for 91h;100%
dimethylsulfite
616-42-2

dimethylsulfite

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

tetrabutylammonium ethylsulfite
919788-71-9

tetrabutylammonium ethylsulfite

Conditions
ConditionsYield
at 20℃; for 116h;100%
dimethylsulfite
616-42-2

dimethylsulfite

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

tetrabutylammonium methanesulfonate
65411-49-6

tetrabutylammonium methanesulfonate

Conditions
ConditionsYield
at 120℃; for 28h; Product distribution / selectivity;100%
[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-carbamic acid phenylmethyl ester
1380664-98-1

[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-carbamic acid phenylmethyl ester

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

N-[7-[(acetyloxy)methyl]-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-carbamic acid phenylmethyl ester
1380665-17-7

N-[7-[(acetyloxy)methyl]-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-carbamic acid phenylmethyl ester

Conditions
ConditionsYield
In dimethyl sulfoxide at 80℃; for 72h;100%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

(4R-cis)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxane-4-acetic acid,1,1-dimethylethyl ester
154026-94-5

(4R-cis)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxane-4-acetic acid,1,1-dimethylethyl ester

(4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester
154026-95-6

(4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester

Conditions
ConditionsYield
at 115℃; for 7h;99.1%
In 1-methyl-pyrrolidin-2-one at 25 - 95℃; for 24h;7.2 g
2-(3-bromopropyl)isoindole-1,3-dione
5460-29-7

2-(3-bromopropyl)isoindole-1,3-dione

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

N-(3-acetoxypropyl)phtalimide
71510-43-5

N-(3-acetoxypropyl)phtalimide

Conditions
ConditionsYield
In acetone for 8h; Ambient temperature;99%
carbon monoxide
201230-82-2

carbon monoxide

(C6H10Zn(NCHC12H6OC4H9)2)2(Rh(SC2H4P(C6H5)2)2)2(2+)*2BF4(1-)=(C6H10Zn(NCHC12H6OC4H9)2)2(Rh(SC2H4P(C6H5)2)2)2(BF4)2

(C6H10Zn(NCHC12H6OC4H9)2)2(Rh(SC2H4P(C6H5)2)2)2(2+)*2BF4(1-)=(C6H10Zn(NCHC12H6OC4H9)2)2(Rh(SC2H4P(C6H5)2)2)2(BF4)2

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

(C6H10Zn(NCHC12H6OC4H9)2)2(Rh(SC2H4P(C6H5)2)2CO(OCOCH3))2

(C6H10Zn(NCHC12H6OC4H9)2)2(Rh(SC2H4P(C6H5)2)2CO(OCOCH3))2

Conditions
ConditionsYield
In dichloromethane 2 equiv of (n-C4H9)4NOCOCH3 at room temp. under CO atm.;99%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

(4R,5S)-2-Chloromethyl-4-methyl-5-phenyl-4,5-dihydro-oxazole
144397-07-9

(4R,5S)-2-Chloromethyl-4-methyl-5-phenyl-4,5-dihydro-oxazole

Acetic acid (4R,5S)-4-methyl-5-phenyl-4,5-dihydro-oxazol-2-ylmethyl ester

Acetic acid (4R,5S)-4-methyl-5-phenyl-4,5-dihydro-oxazol-2-ylmethyl ester

Conditions
ConditionsYield
In acetone for 15h;98%
ethyl (13E)-6β,7β-carbonyldioxy-labda-8,13-dien-15-oate
1061674-74-5

ethyl (13E)-6β,7β-carbonyldioxy-labda-8,13-dien-15-oate

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

ethyl (13E)-7α-acetoxy-6β-hydroxy-labda-8,13-dien-15-oate
1061674-76-7

ethyl (13E)-7α-acetoxy-6β-hydroxy-labda-8,13-dien-15-oate

Conditions
ConditionsYield
In toluene at 100℃; for 18h;98%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

(2R,3S,4R,5S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3-methyl-5-triisopropylsilanyloxy-tetrahydro-pyran

(2R,3S,4R,5S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3-methyl-5-triisopropylsilanyloxy-tetrahydro-pyran

Acetic acid (2R,3S,4R,5S,6R)-6-(tert-butyl-dimethyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-5-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-ylmethyl ester
512782-07-9

Acetic acid (2R,3S,4R,5S,6R)-6-(tert-butyl-dimethyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-5-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-ylmethyl ester

Conditions
ConditionsYield
In benzene Heating;97%
5-chloromethylfurfural
1623-88-7

5-chloromethylfurfural

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

5-acetoxymethyl-2-furaldehyde
10551-58-3

5-acetoxymethyl-2-furaldehyde

Conditions
ConditionsYield
In acetonitrile at 20℃; under 760.051 Torr; for 0.0833333h;97%
In acetonitrile at 20℃; Solvent; Temperature; Time;96%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

1-[(2R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-iodomethyl-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

1-[(2R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-iodomethyl-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Acetic acid (2R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,5-dihydro-furan-3-ylmethyl ester

Acetic acid (2R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,5-dihydro-furan-3-ylmethyl ester

Conditions
ConditionsYield
In dichloromethane96%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

7-bromo-dimethoxycannabidiol
306734-02-1

7-bromo-dimethoxycannabidiol

7-acetoxy-dimethoxycannabidiol
306734-03-2

7-acetoxy-dimethoxycannabidiol

Conditions
ConditionsYield
With 4 A molecular sieve for 2h; Heating;96%
With 4 A molecular sieve In acetone for 2h; Substitution; Heating;96%
(+)-7-bromo-dimethoxy-CBD

(+)-7-bromo-dimethoxy-CBD

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

(+)-7-acetoxy-dimethoxy-CBD

(+)-7-acetoxy-dimethoxy-CBD

Conditions
ConditionsYield
In acetone for 2h; Heating / reflux;96%
C16H22(2)HF3O5S

C16H22(2)HF3O5S

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

C17H25(2)HO4

C17H25(2)HO4

Conditions
ConditionsYield
With palladium diacetate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine In toluene at 90℃; for 5h; Inert atmosphere;96%
C15H23F3O3S

C15H23F3O3S

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

C16H26O2

C16H26O2

Conditions
ConditionsYield
With palladium diacetate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine In toluene at 90℃; for 5h; Inert atmosphere;96%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

3,3-dimethyl-6-(3'-methylbut-3'-enyl)-6-methoxycarbonylcyclohexenyl triflate
157520-44-0

3,3-dimethyl-6-(3'-methylbut-3'-enyl)-6-methoxycarbonylcyclohexenyl triflate

C17H26O4

C17H26O4

Conditions
ConditionsYield
With palladium diacetate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine In toluene at 90℃; for 5h; Inert atmosphere;96%
bis(4-methoxyphenyl)telluride
4456-34-2

bis(4-methoxyphenyl)telluride

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

bis(4-methoxyphenyl)-λ4-tellanediyl diacetate
39652-02-3

bis(4-methoxyphenyl)-λ4-tellanediyl diacetate

Conditions
ConditionsYield
In acetonitrile electrolysis;95%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

(6R,7S)-3-Bromomethyl-7-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-8-oxo-4,5-dithia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester
91685-86-8

(6R,7S)-3-Bromomethyl-7-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-8-oxo-4,5-dithia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester

(6R,7S)-3-Acetoxymethyl-7-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-8-oxo-4,5-dithia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester
91685-96-0

(6R,7S)-3-Acetoxymethyl-7-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-8-oxo-4,5-dithia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
95%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

acetyl p-toluenesulfonate
26908-82-7

acetyl p-toluenesulfonate

Conditions
ConditionsYield
In dichloromethane for 4h;95%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

(1R,2S,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol
183505-17-1

(1R,2S,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

(1R,2R,3R,4S,5S)-1-azido-2,4,5-triacetyl-3-O-benzyl-5-((benzyloxy)methyl)cyclohexane-2,3,4,5-tetrol
171339-43-8

(1R,2R,3R,4S,5S)-1-azido-2,4,5-triacetyl-3-O-benzyl-5-((benzyloxy)methyl)cyclohexane-2,3,4,5-tetrol

Conditions
ConditionsYield
In tetrahydrofuran95%
In tetrahydrofuran for 1h; Ambient temperature;95%
tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

2-{(R)-16-[(2S,3S,4R,5R)-2-Acetoxy-3,4,6-tris-benzyloxy-5-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-yloxy)-hexanoyloxy]-heptadecyl}-6-benzyloxy-benzoic acid benzyl ester

2-{(R)-16-[(2S,3S,4R,5R)-2-Acetoxy-3,4,6-tris-benzyloxy-5-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-yloxy)-hexanoyloxy]-heptadecyl}-6-benzyloxy-benzoic acid benzyl ester

2-{(R)-16-[(2S,3S,4R,5R)-2-Acetoxy-5-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4,6-tris-benzyloxy-hexanoyloxy]-heptadecyl}-6-benzyloxy-benzoic acid benzyl ester

2-{(R)-16-[(2S,3S,4R,5R)-2-Acetoxy-5-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4,6-tris-benzyloxy-hexanoyloxy]-heptadecyl}-6-benzyloxy-benzoic acid benzyl ester

Conditions
ConditionsYield
In toluene for 16h; Substitution; ultrasound;95%
O-benzyl-chloroacetol methyl acetal ((2S, 4R)-4-(benzyloxy)-2-(chloromethyl)-6-methoxytetrahydro-2H-pyran)
866088-07-5

O-benzyl-chloroacetol methyl acetal ((2S, 4R)-4-(benzyloxy)-2-(chloromethyl)-6-methoxytetrahydro-2H-pyran)

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

C16H22O5
866088-08-6

C16H22O5

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 100℃; for 24h;95%
1-O-tert-butyldimethylsilyl-2-O-triisopropylsilyl-3-iodo-sn-glycerol
1208327-45-0

1-O-tert-butyldimethylsilyl-2-O-triisopropylsilyl-3-iodo-sn-glycerol

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

1-O-tert-butyldimethylsilyl-2-O-triisopropylsilyl-3-acetyl-sn-glycerol
1208327-56-3

1-O-tert-butyldimethylsilyl-2-O-triisopropylsilyl-3-acetyl-sn-glycerol

Conditions
ConditionsYield
In toluene at 80℃; for 1.5h; Inert atmosphere;95%
1-oleoyl-2-O-tert-butyldimethylsilyl-3-iodo-sn-glycerol
1208327-47-2

1-oleoyl-2-O-tert-butyldimethylsilyl-3-iodo-sn-glycerol

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

1-oleoyl-2-O-tert-butyldimethylsilyl-3-acetyl-sn-glycerol
1208327-72-3

1-oleoyl-2-O-tert-butyldimethylsilyl-3-acetyl-sn-glycerol

Conditions
ConditionsYield
In toluene at 80℃; for 1.5h; Inert atmosphere;95%
2-((1S,6S)-3-Bromomethyl-6-isopropenyl-cyclohex-2-enyl)-1,3-dimethoxy-5-pentyl-benzene
847949-27-3

2-((1S,6S)-3-Bromomethyl-6-isopropenyl-cyclohex-2-enyl)-1,3-dimethoxy-5-pentyl-benzene

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

Acetic acid (3S,4S)-3-(2,6-dimethoxy-4-pentyl-phenyl)-4-isopropenyl-cyclohex-1-enylmethyl ester
847949-28-4

Acetic acid (3S,4S)-3-(2,6-dimethoxy-4-pentyl-phenyl)-4-isopropenyl-cyclohex-1-enylmethyl ester

Conditions
ConditionsYield
With 4 A molecular sieve for 2h; Heating;94%
6β,7β-carbonyldioxy-14,15-dinorlabd-8-en-13-one
1061674-21-2

6β,7β-carbonyldioxy-14,15-dinorlabd-8-en-13-one

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

7α-acetoxy-6β-hydroxy-14,15-dinorlabd-8-en-13-one
1061674-64-3

7α-acetoxy-6β-hydroxy-14,15-dinorlabd-8-en-13-one

Conditions
ConditionsYield
In toluene at 100℃; for 20h;94%

10534-59-5Relevant articles and documents

Influence of the size and geometry of the anion binding pocket of sugar-urea anion receptors on chiral recognition

Hamankiewicz, Paulina,Granda, Jaros?aw M.,Jurczak, Janusz

, p. 5608 - 5611 (2013)

Three new chiral urea-type anion receptors were synthesized from aromatic diamines and 1-amino-1-deoxyglucose. The anion binding properties of these receptors were studied using chiral carboxylates derived from mandelic acid and three α-amino acids. We found that the size of the anion binding pocket played an important role in chiral recognition processes. The best results were obtained for 1,8-diaminoanthracene and α-amino acid anions.

Lanthanide Complexes Supported by a Trizinc Crown Ether as Catalysts for Alternating Copolymerization of Epoxide and CO2: Telomerization Controlled by Carboxylate Anions

Nagae, Haruki,Aoki, Ryota,Akutagawa, Shin-Nosuke,Kleemann, Julian,Tagawa, Risa,Schindler, Tobias,Choi, Gyeongshin,Spaniol, Thomas P.,Tsurugi, Hayato,Okuda, Jun,Mashima, Kazushi

, p. 2492 - 2496 (2018)

A new family of heterometallic catalysts based on trimetalated macrocyclic tris(salen) ligands and rare-earth metals was prepared and structurally characterized. The LaZn3 system containing anionic ligands such as acetate plays a critical role in catalyzing the alternating copolymerization of cyclohexene oxide (CHO) and CO2 with a high proportion of carbonate linkages. Among the lanthanide metals, the CeZn3 system exhibits high catalytic activity with a turnover frequency (TOF) of over 370 h?1. NMR analysis of the complex and end-group analysis of the polymer suggest that the acetate ligands are rapidly exchanged, not only among coordinated acetates, but also between coordinated acetates and added carboxylate anions. These unique properties make this the first example of telomerization for the copolymerization of CHO and CO2.

An azophenol-based chromogenic anion sensor

Lee, Dong Hoon,Lee, Kwan Hee,Hong, Jong-In

, p. 5 - 7 (2001)

(equation presented) A new chromogenic azophenol-thiourea based anion sensor, 2, has been developed. This system allows for the selective colorimetric detection of F-, H2PO4-, and AcO-. Selectivity trends turned out to be dependent upon guest basicity and conformational complementarity between 2 and the guest.

Regio- And diastereoselective Pd-catalyzed aminochlorocyclization of allylic carbamates: scope, derivatization, and mechanism

Ariga, Elaine Miho,Carita Correra, Thiago,Matsushima, Jullyane Emi,McIndoe, J. Scott,Moreira Ribeiro, Francisco Wanderson,Omari, Isaac,Papa Spadafora, Bruna,Rodrigues, Alessandro,Soares, Priscila Machado Arruda,Vinhato, Elisangela,de Oliveira-Silva, Diogo

supporting information, p. 5595 - 5606 (2021/07/02)

The regio- and diastereoselective synthesis of oxazolidinonesviaa Pd-catalyzed vicinal C-N/C-Cl bond-forming reaction from internal alkenes of allylic carbamates is reported. The oxazolidinones are obtained in yields of 44 to 95% with high to excellent diastereoselectivities (from 6?:?1 to >20?:?1 dr) from readily available precursors. This process is scalable, and the products are suitable for the synthesis of useful amino alcohols. A detailed theoretical and experimental mechanistic study was carried out to describe that the reaction proceeds through ananti-aminopalladation of the alkene followed by an oxidative C-Pd(ii) cleavage with retention of the carbon stereochemistry to yield the major diastereomer. The role of Cu(ii) in a C-Cl bond-forming mechanism step has also been proposed.

Electrocatalytic Reduction of Dioxygen to Hydrogen Peroxide by a Molecular Manganese Complex with a Bipyridine-Containing Schiff Base Ligand

Hooe, Shelby L.,Rheingold, Arnold L.,MacHan, Charles W.

supporting information, p. 3232 - 3241 (2018/03/13)

The synthesis and electrocatalytic reduction of dioxygen by a molecular manganese(III) complex with a tetradentate dianionic bipyridine-based ligand is reported. Electrochemical characterization indicates a Nernstian dependence on the added proton source for the reduction of Mn(III) to Mn(II). The resultant species is competent for the reduction of dioxygen to H2O2 with 81 ± 4% Faradaic efficiency. Mechanistic studies suggest that the catalytically active species has been generated through the interaction of the added proton donor and the parent Mn complex, resulting in the protonation of a coordinated phenolate moiety following the single-electron reduction, generating a neutral species with a vacant coordination site at the metal center. As a consequence, the active catalyst has a pendent proton source in close proximity to the active site for subsequent intramolecular reactions.

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