Product Name

  • Name

    Cetyltributylphosphonium bromide

  • EINECS 239-014-9
  • CAS No. 14937-45-2
  • Density g/cm3
  • Solubility methanol: 0.1 g/mL, clear
  • Melting Point 56-58 °C(lit.)
  • Formula C28H60 P . Br
  • Boiling Point °Cat760mmHg
  • Molecular Weight 507.662
  • Flash Point °C
  • Transport Information
  • Appearance white to off-white crystal
  • Safety 26-36/37
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 14937-45-2 (Cetyltributylphosphonium bromide)
  • Hazard Symbols IrritantXi
  • Synonyms Phosphonium,tributylhexadecyl-, bromide (8CI,9CI); Tributylhexadecylphosphonium bromide(7CI); Cetyltributylphosphonium bromide; Hexadecyltributylphosphonium bromide;PX 416B; Tributylcetylphosphonium bromide
  • PSA 13.59000
  • LogP 7.88960

Synthetic route

1-bromo-butane
109-65-9

1-bromo-butane

hexadecyltributylphosphonium thiocyanate
67047-78-3

hexadecyltributylphosphonium thiocyanate

A

n-butylthiocyanate
628-83-1

n-butylthiocyanate

B

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

Conditions
ConditionsYield
In benzene-d6 at 60℃; for 50h; Equilibrium constant; Substitution;
benzyl bromide
100-39-0

benzyl bromide

hexadecyltributylphosphonium thiocyanate
67047-78-3

hexadecyltributylphosphonium thiocyanate

A

benzyl thiocyanate
3012-37-1

benzyl thiocyanate

B

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

Conditions
ConditionsYield
With water In benzene-d6 at 60℃; Kinetics; Equilibrium constant; Substitution;
Methyl methanesulfonate
66-27-3

Methyl methanesulfonate

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

Tributylhexadecylphosphonium-methansulfonat
86471-19-4

Tributylhexadecylphosphonium-methansulfonat

Conditions
ConditionsYield
In diethyl ether 1) 32 h, r.t., 2) 9 h, heating;100%
propyl methanesulfonate
1912-31-8

propyl methanesulfonate

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

A

propyl bromide
106-94-5

propyl bromide

B

Tributylhexadecylphosphonium-methansulfonat
86471-19-4

Tributylhexadecylphosphonium-methansulfonat

Conditions
ConditionsYield
In benzene at 80℃;A n/a
B 99%
cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

C28H60P(1+)*2FH*F(1-)

C28H60P(1+)*2FH*F(1-)

Conditions
ConditionsYield
With potassium hydrogen bifluoride In dichloromethane for 0.5h; Ambient temperature;98%
3-methoxyphenylacetonitrile
19924-43-7

3-methoxyphenylacetonitrile

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

allyl bromide
106-95-6

allyl bromide

2-Allyl-2-(3-methoxy-phenyl)-pent-4-enenitrile
144828-82-0

2-Allyl-2-(3-methoxy-phenyl)-pent-4-enenitrile

Conditions
ConditionsYield
In sodium hydroxide98%
cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

hexadecyltributylphosphonium azide
66997-37-3

hexadecyltributylphosphonium azide

Conditions
ConditionsYield
With sodium azide In diethyl ether94%
With sodium azide; anion exchange resin azide form In methanol Substitution;
cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With potassium fluoride91.2%
cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

potassium phtalimide
1074-82-4

potassium phtalimide

phthalimide
136918-14-4

phthalimide

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide; toluene90%
N-methyl-bis(chloro-ethyl)amine monohydrochloride

N-methyl-bis(chloro-ethyl)amine monohydrochloride

3-chloro-benzeneacetonitrile
1529-41-5

3-chloro-benzeneacetonitrile

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

1-methyl-4-(3-chlorophenyl)-4-piperidinecarbonitrile
126555-97-3

1-methyl-4-(3-chlorophenyl)-4-piperidinecarbonitrile

Conditions
ConditionsYield
With sodium hydroxide In water88%
With sodium hydroxide In water88%
cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

1-dodecylbromide
143-15-7

1-dodecylbromide

ethyl 5-methyl-4-nitro-2-pyrrolcarboxylate potassium salt

ethyl 5-methyl-4-nitro-2-pyrrolcarboxylate potassium salt

ethyl 1-dodecyl-5-methyl-4-nitro-2-pyrrolcarboxylate
147871-47-4

ethyl 1-dodecyl-5-methyl-4-nitro-2-pyrrolcarboxylate

Conditions
ConditionsYield
In toluene83%
1H-imidazole
288-32-4

1H-imidazole

phosgene
75-44-5

phosgene

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

Carbonyldiimidazole
64269-79-0

Carbonyldiimidazole

Conditions
ConditionsYield
With sodium hydroxide In water; chlorobenzene79.5%
3-(trimethylsilyl)-1-propanesulfonic acid,sodium salt
2039-96-5

3-(trimethylsilyl)-1-propanesulfonic acid,sodium salt

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

C28H60P(1+)*C6H15O3SSi(1-)

C28H60P(1+)*C6H15O3SSi(1-)

Conditions
ConditionsYield
In water at 20℃;77%
In water at 20℃;77%
1-benzhydryl-3-azetidinyl methanesulfonate
33301-41-6

1-benzhydryl-3-azetidinyl methanesulfonate

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

potassium phtalimide
1074-82-4

potassium phtalimide

2-(1-benzhydrylazetidin-3-yl)isoindoline-1,3-dione
38353-74-1

2-(1-benzhydrylazetidin-3-yl)isoindoline-1,3-dione

Conditions
ConditionsYield
In di-isopropyl ether; ethyl acetate; toluene67.4%
9-(2-chloethyl)phenanthrene
119522-03-1

9-(2-chloethyl)phenanthrene

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

potassium phtalimide
1074-82-4

potassium phtalimide

2-(9-Phenanthrenyl)ethylphthalimide

2-(9-Phenanthrenyl)ethylphthalimide

Conditions
ConditionsYield
In water56.6%
methanolic hydrogen chloride

methanolic hydrogen chloride

methyl 2-(3-methoxyphenoxy)-3-pyridinylacetate

methyl 2-(3-methoxyphenoxy)-3-pyridinylacetate

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

acetyl chloride
75-36-5

acetyl chloride

methyl 2-(3-hydroxyphenoxy)-3-pyridinylacetate

methyl 2-(3-hydroxyphenoxy)-3-pyridinylacetate

Conditions
ConditionsYield
With potassium carbonate In methanol; 2-(3-methoxyphenoxy)-3-pyridinecarboxaldehyde; dichloromethane; water; hydrogen bromide51%
3-phenoxybenzyl chloride
53874-66-1

3-phenoxybenzyl chloride

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

m-phenoxy-benzyl fluoride
72223-90-6

m-phenoxy-benzyl fluoride

Conditions
ConditionsYield
With potassium fluoride In water49%
Ethyl tiglate
5837-78-5

Ethyl tiglate

Bromoform
75-25-2

Bromoform

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

ethyl 1,2-dimethyl-3,3-dibromo-1-cyclopropanecarboxylate
67074-39-9

ethyl 1,2-dimethyl-3,3-dibromo-1-cyclopropanecarboxylate

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water37%
n-butylthiocyanate
628-83-1

n-butylthiocyanate

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

A

1-bromo-butane
109-65-9

1-bromo-butane

B

hexadecyltributylphosphonium thiocyanate
67047-78-3

hexadecyltributylphosphonium thiocyanate

Conditions
ConditionsYield
In benzene-d6 at 60℃; for 50h; Equilibrium constant; Substitution;
benzyl thiocyanate
3012-37-1

benzyl thiocyanate

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

A

benzyl bromide
100-39-0

benzyl bromide

B

hexadecyltributylphosphonium thiocyanate
67047-78-3

hexadecyltributylphosphonium thiocyanate

Conditions
ConditionsYield
With water In benzene-d6 at 60℃; Kinetics; Equilibrium constant; Substitution;
cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

cobalt(II) chloride
7646-79-9

cobalt(II) chloride

bis[cetyltributylphosphonium]dibromo dichloro cobaltate

bis[cetyltributylphosphonium]dibromo dichloro cobaltate

Conditions
ConditionsYield
In ethyl acetate for 2h; Heating / reflux;
6-(3-methoxyphenoxy)-1-(4-methylphenyl)-2-phenyl-1H-benzimidazole

6-(3-methoxyphenoxy)-1-(4-methylphenyl)-2-phenyl-1H-benzimidazole

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

3-[[1-(4-methylphenyl)-2-phenyl-1H-benzimidazol-6-yl]oxy]phenol
1447672-93-6

3-[[1-(4-methylphenyl)-2-phenyl-1H-benzimidazol-6-yl]oxy]phenol

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

(3-iodophenyl)acetonitrile
130723-54-5

(3-iodophenyl)acetonitrile

4-cyano-4-(3-iodophenyl)-3,4,5,6-tetrahydro-2H-pyran
179421-14-8

4-cyano-4-(3-iodophenyl)-3,4,5,6-tetrahydro-2H-pyran

Conditions
ConditionsYield
With sodium hydroxide2.38 g (76%)
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

(tert-butyl)[(5-chloro(2-thienyl))sulfonyl]amine
155731-14-9

(tert-butyl)[(5-chloro(2-thienyl))sulfonyl]amine

3-amino-N-(tert-butyl)-5-chlorothiophene-2-sulfonamide
194086-62-9

3-amino-N-(tert-butyl)-5-chlorothiophene-2-sulfonamide

Conditions
ConditionsYield
With n-butyllithium; sodium borohydrid In tetrahydrofuran; hexane; water; ethyl acetate
(-)-2-[(1,4,5,6-tetrahydropyrimidin-2-yl)thio]methyl-3-carboethoxy-5-carbomethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine
689211-91-4

(-)-2-[(1,4,5,6-tetrahydropyrimidin-2-yl)thio]methyl-3-carboethoxy-5-carbomethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine

2-bromoethylamine hydrobromide
2576-47-8

2-bromoethylamine hydrobromide

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

(-)-2-(aminoethylthio)methyl-3-carboethoxy-5-carbomethoxy-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine fumarate

(-)-2-(aminoethylthio)methyl-3-carboethoxy-5-carbomethoxy-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine fumarate

Conditions
ConditionsYield
With sodium hydroxide In ethyl acetate; benzene
sodium sulfide nonahydrate

sodium sulfide nonahydrate

2-bromo-1,1,1-trifluoroethane
421-06-7

2-bromo-1,1,1-trifluoroethane

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

A

bis-(2,2,2-trifluoromethyl) disulphide

bis-(2,2,2-trifluoromethyl) disulphide

B

bis(2,2,2-trifluoroethyl) disulfide
674-63-5

bis(2,2,2-trifluoroethyl) disulfide

Conditions
ConditionsYield
With hydrogen sulfide In water
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

hexane
110-54-3

hexane

cetyltributylphosphonium bromide
14937-45-2

cetyltributylphosphonium bromide

ethylene dibromide
106-93-4

ethylene dibromide

2(R,S)-methoxycarbonyl-3,4-dihydro-2H-1,4-benzothiazine
96988-53-3

2(R,S)-methoxycarbonyl-3,4-dihydro-2H-1,4-benzothiazine

Conditions
ConditionsYield
With potassium hydroxide In methanol; chloroform; water; ethyl acetate

Cetyltributylphosphonium bromide Chemical Properties

Molecular Structure of Cetyltributylphosphonium bromide (CAS NO.14937-45-2):

IUPAC Name: tributyl(hexadecyl)phosphanium bromide 
Empirical Formula: C28H60BrP
Molecular Weight: 507.6538 
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 24
Polar Surface Area: 0 Å2
Melting point: 56-58 °C(lit.)
Solubility methanol: 0.1 g/mL
Sensitive: Hygroscopic
BRN: 4167404
EINECS: 239-014-9
Product Categories: Phosphonium Salts; Aliphatics; Phosphonium Compounds
InChI
InChI=1/C28H60P.BrH/c1-5-9-13-14-15-16-17-18-19-20-21-22-23-24-28-29(25-10-6-2,26-11-7-3)27-12-8-4;/h5-28H2,1-4H3;1H/q+1;/p-1
Smiles
[P+](CCCC)(CCCC)(CCCC)CCCCCCCCCCCCCCCC.[BrH-]

Cetyltributylphosphonium bromide Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 3
F: 21
Hazard Note: Irritant

Cetyltributylphosphonium bromide Specification

  Cetyltributylphosphonium bromide , with CAS number of 14937-45-2, can be called Phosphonium, tributylhexadecyl-, bromide (1:1) ; Phosphonium, tributylhexadecyl-, bromide ; Tributylhexadecylphosphonium bromide .

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