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111324-04-0

1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE) is a phosphazene base, a family of extremely strong, non-ionic, non-charged nitrogen-bases. It is characterized by its unique chemical structure, which includes tert-butyl and dimethylamino groups, as well as phosphoranylide-namino linkages. 1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE) is known for its exceptional strength and versatility in various applications.

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  • 111324-04-0 Structure

  • Basic information

    1. Product Name: 1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE)
    2. Synonyms: PHOSPHAZENE BASE P4-T-BU;1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE);phosphazene base P(4)-T-bu solution;Phosphazene base P4-t-Bu solution;PHOSPHAZENE BASE P(4)-T-BU SOLUTION, 1.0 0 M IN N-HEXANE;1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)-phosphoranylidenamino]-2Λ5,4Λ5-catenadi(phosphazene);1-tert-Butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)-phosphoranylidenamino]-2Λ:5,4Λ:5-catenadi(phosphazene);Schwesinger P4 Base
    3. CAS NO:111324-04-0
    4. Molecular Formula: C22H63N13P4
    5. Molecular Weight: 633.72
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 111324-04-0.mol

  • Chemical Properties

    1. Melting Point: 207°
    2. Boiling Point: 608.0±38.0 °C(Predicted)
    3. Flash Point: -26 °C
    4. Appearance: /
    5. Density: 0.90 g/mL at 20 °C
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. Merck: 13,8473
    10. BRN: 5784423
    11. CAS DataBase Reference: 1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE)(CAS DataBase Reference)
    12. NIST Chemistry Reference: 1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE)(111324-04-0)
    13. EPA Substance Registry System: 1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE)(111324-04-0)

  • Safety Data

    1. Hazard Codes: F,C,N
    2. Statements: 11-34-48/20-51/53-62-65-67-52/53
    3. Safety Statements: 26-36/37/39-45-61-62-16
    4. RIDADR: UN 2924 3/PG 2
    5. WGK Germany: 3
    6. RTECS:
    7. F: 3-10-34
    8. HazardClass: 8
    9. PackingGroup: I
    10. Hazardous Substances Data: 111324-04-0(Hazardous Substances Data)

111324-04-0 Usage

Uses

Used in Polymerization Industry:
1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE) is used as a promoter for polymerizations. Its strong non-nucleophilic base properties make it an effective catalyst in the process, enhancing the rate of polymerization and improving the overall efficiency of the reaction.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE) is utilized as a strong, non-ionic, non-charged nitrogen-base. Its unique properties allow it to be employed in various chemical reactions and processes, contributing to the development of new drugs and pharmaceutical compounds.
Used in Chemical Research:
1-TERT-BUTYL-4,4,4-TRIS(DIMETHYLAMINO)-2,2-BIS[TRIS(DIMETHYLAMINO)-PHOSPHORANYLIDE-NAMINO]-2LAMBDA5,4LAMBDA5-CATENADI(PHOSPHAZENE) is also used in chemical research as a versatile reagent and catalyst. Its strong base characteristics enable it to participate in a wide range of chemical reactions, making it a valuable tool for scientists and researchers in the field of chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 111324-04-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,1,3,2 and 4 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 111324-04:
(8*1)+(7*1)+(6*1)+(5*3)+(4*2)+(3*4)+(2*0)+(1*4)=60
60 % 10 = 0
So 111324-04-0 is a valid CAS Registry Number.

111324-04-0 Well-known Company Product Price

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

  • Aldrich

  • (79421)  PhosphazenebaseP4-t-Busolution  ~0.8 M in hexane

  • 111324-04-0

  • 79421-1ML

  • 1,157.13CNY

  • Detail

  • Aldrich

  • (79421)  PhosphazenebaseP4-t-Busolution  ~0.8 M in hexane

  • 111324-04-0

  • 79421-5ML

  • 3,753.36CNY

  • Detail

  • Aldrich

  • (79421)  PhosphazenebaseP4-t-Busolution  ~0.8 M in hexane

  • 111324-04-0

  • 79421-25ML

  • 12,893.40CNY

  • Detail

111324-04-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Phosphazene base P4-t-Bu solution purum, ~1.0 M in hexane

1.2 Other means of identification

Product number -
Other names P4-phosphazene t-Bu

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:111324-04-0 SDS

111324-04-0Synthetic route

(tert-butylimino)phosphorus trichloride
18854-80-3

(tert-butylimino)phosphorus trichloride

iminotris(dimethylamino)phosphorane
49778-01-0

iminotris(dimethylamino)phosphorane

dimethyl amine
124-40-3

dimethyl amine

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

Conditions
ConditionsYield
Yield given. Multistep reaction;
phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

trifluoroacetic acid
76-05-1

trifluoroacetic acid

C22H64N13P4(1+)*C2F3O2(1-)

C22H64N13P4(1+)*C2F3O2(1-)

Conditions
ConditionsYield
In tetrahydrofuran for 2h;100%
4,4-bis(4-hydroxyphenyl)valeric acid
126-00-1

4,4-bis(4-hydroxyphenyl)valeric acid

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C17H18O4*C22H63N13P4
1370263-33-4

C17H18O4*C22H63N13P4

Conditions
ConditionsYield
In tetrahydrofuran; hexane at 20℃; for 12h; Inert atmosphere;95%
2,3,7,8,12,13,17,18-octaethyl-porphyrin
2683-82-1

2,3,7,8,12,13,17,18-octaethyl-porphyrin

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C36H45N4(1-)*C22H64N13P4(1+)

C36H45N4(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature; equilibrium;85%
trifluoromethan
75-46-7

trifluoromethan

carbon dioxide
124-38-9

carbon dioxide

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C2HF3O2*C22H63N13P4

C2HF3O2*C22H63N13P4

Conditions
ConditionsYield
In tetrahydrofuran; hexane at -40℃; for 24h; Inert atmosphere;78%
hydroxygallium naphthalocyaninetetrasulfonic acid

hydroxygallium naphthalocyaninetetrasulfonic acid

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

4C22H63N13P4*C48H25GaN8O13S4

4C22H63N13P4*C48H25GaN8O13S4

Conditions
ConditionsYield
In methanol; hexane75%
phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C22H63CaI2N13P4

C22H63CaI2N13P4

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; calcium iodide In benzene at 80℃; for 2h;34%
phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)phosphoranylidenamino]-2λ5,4λ5-catenadiphosphazenium fluoride
1315316-97-2

1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)phosphoranylidenamino]-2λ5,4λ5-catenadiphosphazenium fluoride

Conditions
ConditionsYield
With triethylamine hydrofluoride In diethyl ether for 1h; Inert atmosphere;31%
1-bromo-octane
111-83-1

1-bromo-octane

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

A

3-(tert-Butylamino)-1,1,1,5,5,5-hexakis(dimethylamino)-3-[(tris(dimethylamino)phosphoranylidene)amino]-1λ5,5λ5-triphosphazadiene-3-ium bromide

3-(tert-Butylamino)-1,1,1,5,5,5-hexakis(dimethylamino)-3-[(tris(dimethylamino)phosphoranylidene)amino]-1λ5,5λ5-triphosphazadiene-3-ium bromide

B

C30H80N13P4(1+)*Br(1-)

C30H80N13P4(1+)*Br(1-)

Conditions
ConditionsYield
In tetrahydrofuran; xylene for 6h; Ambient temperature; Title compound not separated from byproducts;
phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

methyl iodide
74-88-4

methyl iodide

A

P4-tBu*BF4

P4-tBu*BF4

B

3-(tert-Butylmethylamino)-1,1,1,5,5,5-hexakis(dimethylamino)-3-[(tris(dimethylamino)phosphoranylidene)amino]-1λ5,5λ5-triphosphazadien-3-ium tetrafluoroborate

3-(tert-Butylmethylamino)-1,1,1,5,5,5-hexakis(dimethylamino)-3-[(tris(dimethylamino)phosphoranylidene)amino]-1λ5,5λ5-triphosphazadien-3-ium tetrafluoroborate

Conditions
ConditionsYield
With sodium tetrafluoroborate 1.) THF, r.t., overnight, 2.) CH2Cl2; Multistep reaction. Title compound not separated from byproducts;
isopropyl phenylacetate
4861-85-2

isopropyl phenylacetate

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C22H63N13P4*C11H14O2

C22H63N13P4*C11H14O2

Conditions
ConditionsYield
In tetrahydrofuran-d8 at -40 - 40℃;
phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

C22H63N13P4*C9H9O2(1-)*H(1+)

C22H63N13P4*C9H9O2(1-)*H(1+)

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

C22H63N13P4*C9H10O2

C22H63N13P4*C9H10O2

Conditions
ConditionsYield
In tetrahydrofuran-d8 at 20℃;
(((CH3)2CH)2C6H3NC(C(CH3)3)CHC(C(CH3)3)NC6H3(CH(CH3)2)2)Sc(NHC(CH3)3)(CH3B(C6F5)3)

(((CH3)2CH)2C6H3NC(C(CH3)3)CHC(C(CH3)3)NC6H3(CH(CH3)2)2)Sc(NHC(CH3)3)(CH3B(C6F5)3)

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

A

[(((CH3)2CH)2C6H3NC(C(CH3)3)CHC(C(CH3)3)NC6H3(CH(CH3)2)(CH(CH3)CH2))Sc(NHC(CH3)3)]
691888-04-7

[(((CH3)2CH)2C6H3NC(C(CH3)3)CHC(C(CH3)3)NC6H3(CH(CH3)2)(CH(CH3)CH2))Sc(NHC(CH3)3)]

B

[[(Me2N)3P=N]3P=N(H)(t)Bu][MeB(C6F5)3]

[[(Me2N)3P=N]3P=N(H)(t)Bu][MeB(C6F5)3]

Conditions
ConditionsYield
In benzene-d6 10 min; identified by NMR;
(((CH3)2CH)2C6H3NC(C(CH3)3)CHC(C(CH3)3)NC6H3(CH(CH3)2)2)Sc(N(2)HC(CH3)3)(CH3B(C6F5)3)

(((CH3)2CH)2C6H3NC(C(CH3)3)CHC(C(CH3)3)NC6H3(CH(CH3)2)2)Sc(N(2)HC(CH3)3)(CH3B(C6F5)3)

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

A

[(((CH3)2CH)2C6H3NC(C(CH3)3)CHC(C(CH3)3)NC6H3(CH(CH3)2)(CH(CH3)CH2))Sc(NDC(CH3)3)]
691888-09-2

[(((CH3)2CH)2C6H3NC(C(CH3)3)CHC(C(CH3)3)NC6H3(CH(CH3)2)(CH(CH3)CH2))Sc(NDC(CH3)3)]

B

[[(Me2N)3P=N]3P=N(H)(t)Bu][MeB(C6F5)3]

[[(Me2N)3P=N]3P=N(H)(t)Bu][MeB(C6F5)3]

Conditions
ConditionsYield
In benzene-d6 10 min; identified by NMR;
C22H64N13P4(1+)*C30H27O2(1-)

C22H64N13P4(1+)*C30H27O2(1-)

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C15H13O(1-)*C22H64N13P4(1+)

C15H13O(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -130℃; Inert atmosphere;
C22H64N13P4(1+)*C30H23F4O2(1-)

C22H64N13P4(1+)*C30H23F4O2(1-)

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C15H11F2O(1-)*C22H64N13P4(1+)

C15H11F2O(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -130℃; Kinetics; Reactivity; Thermodynamic data; Inert atmosphere;
C22H64N13P4(1+)*C30H25F2O2(1-)

C22H64N13P4(1+)*C30H25F2O2(1-)

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C15H12FO(1-)*C22H64N13P4(1+)

C15H12FO(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -130℃; Kinetics; Reactivity; Thermodynamic data; Inert atmosphere;
C16H13F2O2(1-)*C22H64N13P4(1+)

C16H13F2O2(1-)*C22H64N13P4(1+)

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

A

C8H6FO(1-)*C22H64N13P4(1+)

C8H6FO(1-)*C22H64N13P4(1+)

B

C8H6FO(1-)*C22H64N13P4(1+)

C8H6FO(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -125℃; Inert atmosphere;
4-fluoroacetophenone-α,α,α-d3
101493-81-6

4-fluoroacetophenone-α,α,α-d3

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C8H4(2)H2FO(1-)*C22H64N13P4(1+)

C8H4(2)H2FO(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -95℃; Mechanism; Kinetics; Inert atmosphere;
2-(4-fluorophenyl)-1-phenylethanone
347-91-1

2-(4-fluorophenyl)-1-phenylethanone

1,3-bis-(4-fluorophenyl)-2-propanone
65622-33-5

1,3-bis-(4-fluorophenyl)-2-propanone

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

A

C22H64N13P4(1+)*C30H25F2O2(1-)

C22H64N13P4(1+)*C30H25F2O2(1-)

B

C22H64N13P4(1+)*C30H24F3O2(1-)

C22H64N13P4(1+)*C30H24F3O2(1-)

C

C22H64N13P4(1+)*C30H23F4O2(1-)

C22H64N13P4(1+)*C30H23F4O2(1-)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -130℃; Kinetics; Equilibrium constant; Inert atmosphere;
2-(4-fluorophenyl)-1-phenylethanone
347-91-1

2-(4-fluorophenyl)-1-phenylethanone

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C22H64N13P4(1+)*C30H25F2O2(1-)

C22H64N13P4(1+)*C30H25F2O2(1-)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -130℃; Inert atmosphere;
1,3-bis-(4-fluorophenyl)-2-propanone
65622-33-5

1,3-bis-(4-fluorophenyl)-2-propanone

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C22H64N13P4(1+)*C30H23F4O2(1-)

C22H64N13P4(1+)*C30H23F4O2(1-)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -130℃; Inert atmosphere;
4-fluorobenzeneacetic acid methyl ester
34837-84-8

4-fluorobenzeneacetic acid methyl ester

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C9H8FO2(1-)*C22H64N13P4(1+)

C9H8FO2(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -125℃; Inert atmosphere;
1-(4-fluorophenyl)ethanone
403-42-9

1-(4-fluorophenyl)ethanone

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C8H6FO(1-)*C22H64N13P4(1+)

C8H6FO(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -130℃; Mechanism; Kinetics; Inert atmosphere;
4-fluorophenylacetaldehyde
1736-67-0

4-fluorophenylacetaldehyde

phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

C16H13F2O2(1-)*C22H64N13P4(1+)

C16H13F2O2(1-)*C22H64N13P4(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -125℃; Inert atmosphere;
phosphazene base-P4-tert-butyl
111324-04-0

phosphazene base-P4-tert-butyl

1,3-Diphenylpropanone
102-04-5

1,3-Diphenylpropanone

C22H64N13P4(1+)*C30H27O2(1-)

C22H64N13P4(1+)*C30H27O2(1-)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; hexane at -130℃; Inert atmosphere;

111324-04-0Relevant articles and documents

Stable Singlet Carbenes as Organic Superbases

Bertrand, Guy,Grotjahn, Douglas B.,Jazzar, Rodolphe,Junor, Glen P.,Vermersch, Fran?ois,Yazdani, Sima

supporting information, p. 27253 - 27257 (2021/11/22)

A simple experimental procedure for scaling carbene Br?nsted basicity is described. The results highlight the strong basicity of pyrazol-4-ylidenes, a type of mesoionic carbene, also named cyclic-bentallenes (CBA). They are more basic (pKaH >42.7 in acetonitrile) than the popular proazaphosphatrane Verkade bases, and even the Schwesinger phosphazene superbase P4(tBu). The basicity of these compounds can readily be tuned, and they are accessible in multigram quantities. These results open new avenues for carbon centered superbases.

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