Product Name

  • Name

    Tetraethylammonium bromide

  • EINECS 200-769-4
  • CAS No. 71-91-0
  • Article Data22
  • CAS DataBase
  • Density 1.397 g/cm3
  • Solubility 2795 g/L (25 °C) in water
  • Melting Point 285 °C (dec.)(lit.)
  • Formula C8H20BrN
  • Boiling Point
  • Molecular Weight 210.157
  • Flash Point
  • Transport Information
  • Appearance white to light yellow crystalline solid
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 71-91-0 (Tetraethylammonium bromide)
  • Hazard Symbols IrritantXi
  • Synonyms Ammonium,tetraethyl-, bromide (8CI);Ethanaminium, N,N,N-triethyl-, bromide (9CI);Ethanaminium,N,N,N-triethyl-, bromide (1:1);Beparon;Bromethyl;Etambro;Etamon;Ethylon;Etylon;Sympatektoman;TEA bromide;TEAB;TMD 10;Teamon;Tetranium;Tetrylammonium bromide;
  • PSA 0.00000
  • LogP -1.11320

Synthetic route

trans-2-bromobutenedioic acid dimethyl ester
2509-16-2

trans-2-bromobutenedioic acid dimethyl ester

triethylamine
121-44-8

triethylamine

A

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

B

dimethyl diethylaminofumarate
996-85-0, 98033-35-3

dimethyl diethylaminofumarate

Conditions
ConditionsYield
In acetonitrile for 7h; Heating;A 98.6%
B 87%
ethyl bromide
74-96-4

ethyl bromide

triethylamine
121-44-8

triethylamine

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
In acetonitrile at 60℃; for 72h;98%
(Et4N)2{Mo3(μ3-S)(μ2-S2)3Br6}

(Et4N)2{Mo3(μ3-S)(μ2-S2)3Br6}

A

(PPh3)3Mo3(μ3-S)(μ2-S)3Br4

(PPh3)3Mo3(μ3-S)(μ2-S)3Br4

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

C

triphenylphosphine sulfide
3878-45-3

triphenylphosphine sulfide

Conditions
ConditionsYield
With P(C6H5)3 In methanol Stirring of a suspn. of Mo-compd. and PPh3 (MeOH, 1 h).; Filtn. of pptd. green solid, washing with hot MeOH and benzene, drying (vac.), elem. anal.;A 60%
B n/a
C >99
quinoline
91-22-5

quinoline

Et4N{Rh(1,5-cyclooctadiene)Br2}
120782-58-3

Et4N{Rh(1,5-cyclooctadiene)Br2}

A

{Rh(Br)(1,5-cyclooctadiene)(quinoline)}
120782-61-8

{Rh(Br)(1,5-cyclooctadiene)(quinoline)}

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
In dichloromethane addn. of methanol, elimination of CH2Cl2, pptn. filtered off, washed with methanol, air-dried; elem. anal.;A 53%
B n/a
(Et4N)2{Mo3(μ3-S)(μ2-S2)3Br6}

(Et4N)2{Mo3(μ3-S)(μ2-S2)3Br6}

A

Mo3(μ3-S)(μ2-S)3(dppe)3Br4

Mo3(μ3-S)(μ2-S)3(dppe)3Br4

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
With C2H4(P2(C6H5)4) In methanol byproducts: (dppe)S2; Boiling of Mo-compd. with dppe (MeOH, 1 h).; Recrystn. of bright green ppt. from a CH2Cl2/hexane mixt., elem. anal.;A 48%
B n/a
diethyl sulfate
64-67-5

diethyl sulfate

triethylamine
121-44-8

triethylamine

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
With Petroleum ether durch Zerlegung des entstandenen Aethylsulfats mit wss. Ba(OH)2;
cis+trans-dibromoethylene
540-49-8

cis+trans-dibromoethylene

triethylamine
121-44-8

triethylamine

A

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

B

diethylamine
109-89-7

diethylamine

triethylamine
121-44-8

triethylamine

toluene
108-88-3

toluene

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

A

ethyl 2-diethylaminopropanoate
82614-48-0

ethyl 2-diethylaminopropanoate

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

C

triethylamine hydrobromide
636-70-4

triethylamine hydrobromide

Conditions
ConditionsYield
at 50℃;
triethylamine
121-44-8

triethylamine

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

A

ethyl 2-diethylaminopropanoate
82614-48-0

ethyl 2-diethylaminopropanoate

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

C

triethylamine hydrobromide
636-70-4

triethylamine hydrobromide

Conditions
ConditionsYield
at 107℃;
dimethyl 2-bromofumarate
20688-29-3

dimethyl 2-bromofumarate

triethylamine
121-44-8

triethylamine

A

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

B

dimethyl diethylaminofumarate
996-85-0, 98033-35-3

dimethyl diethylaminofumarate

Conditions
ConditionsYield
In acetonitrile for 7h; Heating;
dimethyl 2,3-dibromobutane-1,4-dicarboxylate
51575-86-1

dimethyl 2,3-dibromobutane-1,4-dicarboxylate

triethylamine
121-44-8

triethylamine

A

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

B

dimethyl diethylaminofumarate
996-85-0, 98033-35-3

dimethyl diethylaminofumarate

Conditions
ConditionsYield
In acetonitrile for 7h; Heating;
triethylamine
121-44-8

triethylamine

2-bromobutyric acid ethyl ester
533-68-6

2-bromobutyric acid ethyl ester

A

crotonic acid pin-2-en-10-yl ester

crotonic acid pin-2-en-10-yl ester

B

butyric acid pin-2-en-10-yl ester
79433-52-6

butyric acid pin-2-en-10-yl ester

C

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

D

ester of/the/ α-oxy-butyric acid

ester of/the/ α-oxy-butyric acid

Conditions
ConditionsYield
at 100℃;
triethylamine
121-44-8

triethylamine

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

C

triethylammonium hydroxidepropionic acid

triethylammonium hydroxidepropionic acid

Conditions
ConditionsYield
nachfolgende Verseifung;
piperazine
110-85-0

piperazine

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

bromoacetic acid
79-08-3

bromoacetic acid

A

2C8H20N(1+)*C8H12N2O4(2-)

2C8H20N(1+)*C8H12N2O4(2-)

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
In water at 80℃; Title compound not separated from byproducts;
2C8H20N(1+)*C8H12N2O4(2-)

2C8H20N(1+)*C8H12N2O4(2-)

Benzyl bromoacetate
5437-45-6

Benzyl bromoacetate

A

(4-benzyloxycarbonylmethoxycarbonylmethyl-piperazin-1-yl)-acetic acid benzyloxycarbonylmethyl ester

(4-benzyloxycarbonylmethoxycarbonylmethyl-piperazin-1-yl)-acetic acid benzyloxycarbonylmethyl ester

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
In acetonitrile for 8h; Heating; Title compound not separated from byproducts;A 216 mg
B n/a
tetraethylammonium hexabromorhenate(IV)

tetraethylammonium hexabromorhenate(IV)

A

tetraethylammonium decabromodirhenate(IV)

tetraethylammonium decabromodirhenate(IV)

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
In trifluoroacetic acid heating Re-compd. with mixt. of trifluoroaceti acid and trifluoroacetic anhydride (1:1) (Ar atmosphere); washing (solvents), drying (vac., KOH); elem. anal.;A 75-85
B n/a
Et4N{Rh(1,5-cyclooctadiene)Br2}
120782-58-3

Et4N{Rh(1,5-cyclooctadiene)Br2}

A

Rh(Br)(1,5-cyclooctadiene)(ethylenediamine)
120782-68-5

Rh(Br)(1,5-cyclooctadiene)(ethylenediamine)

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
With ethylenediamine In dichloromethane pptn. filtered off, washed with CH2Cl2, air-dried; elem. anal.;
Et4N{Rh(1,5-cyclooctadiene)Br2}
120782-58-3

Et4N{Rh(1,5-cyclooctadiene)Br2}

A

Rh(Br)(1,5-cyclooctadiene)(triphenylphosphine)
33136-93-5

Rh(Br)(1,5-cyclooctadiene)(triphenylphosphine)

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
With P(C6H5)3 In methanol; dichloromethane CH2Cl2/MeOH 1:1; elimination of CH2Cl2, filtered off, washed with methanol, air-dried;
C6H5O(1-)*C6H6O*C8H20N(1+)
1392488-19-5

C6H5O(1-)*C6H6O*C8H20N(1+)

benzyl bromide
100-39-0

benzyl bromide

A

(benzyloxy)benzene
946-80-5

(benzyloxy)benzene

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
In acetonitrile at 20℃;
Br(1-)*C8H20N(1+)*C4H10O2

Br(1-)*C8H20N(1+)*C4H10O2

A

tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

B

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

Conditions
ConditionsYield
In [D3]acetonitrile at 24.84℃; Equilibrium constant;
tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

trans-3-Brom-5-(phenylsulfonyl)cyclopenten

trans-3-Brom-5-(phenylsulfonyl)cyclopenten

Tetraethylammonium-phenylsulfonylcyclopentadienid

Tetraethylammonium-phenylsulfonylcyclopentadienid

Conditions
ConditionsYield
With sodium hydride 1.) THF, 2.) CH2Cl2;100%
tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

trans-3-Brom-5-(p-tolylsulfonyl)cyclopenten

trans-3-Brom-5-(p-tolylsulfonyl)cyclopenten

Tetraethylammonium-(4-methylphenylsulfonyl)cyclopentadienid

Tetraethylammonium-(4-methylphenylsulfonyl)cyclopentadienid

Conditions
ConditionsYield
With sodium hydride 1.) THF, 1 h, 2.) CH2Cl2;100%
1-benzyloxymethyl-9-(4'-β-(dibenzylphosphono)methoxy-2',3'-dideoxy-2',3'-didehydro-β-D-erythrofuranosyl)hypoxanthine
1232003-43-8

1-benzyloxymethyl-9-(4'-β-(dibenzylphosphono)methoxy-2',3'-dideoxy-2',3'-didehydro-β-D-erythrofuranosyl)hypoxanthine

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

9-(2',3'-dideoxy-4'-β-phosphonomethoxy-β-D-erythrofuranosyl)hypoxanthine di(triethylammonium) salt

9-(2',3'-dideoxy-4'-β-phosphonomethoxy-β-D-erythrofuranosyl)hypoxanthine di(triethylammonium) salt

Conditions
ConditionsYield
With 5% Pd(II)/C(eggshell); hydrogen In methanol under 760.051 Torr;100%
C32H33N4O9P
1232003-54-1

C32H33N4O9P

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

9-(4'-β-phosphonomethoxy-β-D-erythrofuranosyl)hypoxanthine di(triethylammonium) salt

9-(4'-β-phosphonomethoxy-β-D-erythrofuranosyl)hypoxanthine di(triethylammonium) salt

Conditions
ConditionsYield
With 5% Pd(II)/C(eggshell); hydrogen In methanol under 760.051 Torr;100%
2-pyridylphenyl-biphenyl-2,2'-silane

2-pyridylphenyl-biphenyl-2,2'-silane

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

methyllithium
917-54-4

methyllithium

tetraethylammonium methyl 2-pyridylphenyl-biphenyl-2,2'-silicate

tetraethylammonium methyl 2-pyridylphenyl-biphenyl-2,2'-silicate

Conditions
ConditionsYield
Stage #1: 2-pyridylphenyl-biphenyl-2,2'-silane; methyllithium In tetrahydrofuran; diethyl ether at -78 - 20℃; for 0.5h;
Stage #2: tetraethylammonium bromide In tetrahydrofuran; diethyl ether at 20℃;
100%
tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

dimethyl sulfate
77-78-1

dimethyl sulfate

tetraethylammonium methyl sulfate
20648-49-1

tetraethylammonium methyl sulfate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.583333h;100%
tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

A

methyl bromide
74-83-9

methyl bromide

B

tetraethylammonium trifluoromethanesulphonate
35895-69-3

tetraethylammonium trifluoromethanesulphonate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.583333h; Temperature;A n/a
B 100%
tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

tetraethylammonium tosylate
733-44-8

tetraethylammonium tosylate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.583333h;100%
Methyl methanesulfonate
66-27-3

Methyl methanesulfonate

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

tetraethylammonium methanesulfonate
16909-18-5

tetraethylammonium methanesulfonate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.583333h;100%
o-tetrachloroquinone
2435-53-2

o-tetrachloroquinone

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

N(C2H5)4(1+)*SnBr(O2C6Cl4)2(1-)={(C2H5)4N}{SnBr(O2C6Cl4)2}

N(C2H5)4(1+)*SnBr(O2C6Cl4)2(1-)={(C2H5)4N}{SnBr(O2C6Cl4)2}

Conditions
ConditionsYield
In toluene; acetonitrile under dry N2, finely divided metal and o-quinone refluxed in toluene (24 h), filtration, addn. of Et4NBr in minimum amount of CH3CN (light-brown solid deposit), stirred (2 h, room temp.), addn. of diethyl ether, pptn.; filtration, evapn.; elem. anal.;99%
[Cs][Re(CO)3(η(5)-7,8-C2B9H11)]
58904-63-5

[Cs][Re(CO)3(η(5)-7,8-C2B9H11)]

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

[NEt4][3,3,3-(CO)3-closo-3,1,2-ReC2B9H11]

[NEt4][3,3,3-(CO)3-closo-3,1,2-ReC2B9H11]

Conditions
ConditionsYield
In dichloromethane99%
2H3O(1+)*3Mn(2+)*2Re6Se8(CN)6(4-)*23.5H2O=(H3O)2((Mn(H2O)1.5)3(Re6Se8(CN)6)2)*19H2O

2H3O(1+)*3Mn(2+)*2Re6Se8(CN)6(4-)*23.5H2O=(H3O)2((Mn(H2O)1.5)3(Re6Se8(CN)6)2)*19H2O

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

2(C2H5)4N(1+)*3Mn(2+)*2Re6Se8(CN)6(4-)*12.5H2O=((C2H5)4N)2((Mn(H2O)2)3(Re6Se8(CN)6)2)*6.5H2O

2(C2H5)4N(1+)*3Mn(2+)*2Re6Se8(CN)6(4-)*12.5H2O=((C2H5)4N)2((Mn(H2O)2)3(Re6Se8(CN)6)2)*6.5H2O

Conditions
ConditionsYield
In water (H3O)2((Mn(H2O)1.5)3(Re6Se8(CN)6)2)*19H2O was stirred in hot aq. soln. Et4NBr for 2 h; ppt. was filtered, washed with water and air-dried; elem. anal.;99%
[HB(3,5-bis(trifluoromethyl)pyrazolyl)borate]Na(H2O)

[HB(3,5-bis(trifluoromethyl)pyrazolyl)borate]Na(H2O)

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

[Et4N][HB(3,5-bis(trifluoromethyl)pyrazolyl)borate]

[Et4N][HB(3,5-bis(trifluoromethyl)pyrazolyl)borate]

Conditions
ConditionsYield
In dichloromethane byproducts: NaBr, water; N2-atmosphere; equimolar amts., room temp.; filtration, solvent removal from filtrate; can be recrystallized (CH2Cl2/hexane); elem. anal.;99%
Cs[3,3,3-(CO)3-8-I-closo-3,1,2-ReC2B9H10]

Cs[3,3,3-(CO)3-8-I-closo-3,1,2-ReC2B9H10]

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

[NEt4][3,3,3-(CO)3-8-I-closo-3,1,2-ReC2B9H10]

[NEt4][3,3,3-(CO)3-8-I-closo-3,1,2-ReC2B9H10]

Conditions
ConditionsYield
In dichloromethane react. mixt. was filtered through Celite, solvent was removed in vacuo;99%
copper(II) choride dihydrate

copper(II) choride dihydrate

4Cs(1+)*Re6Te8(CN)6(4-)*3H2O=Cs4Re6Te8(CN)6*3H2O

4Cs(1+)*Re6Te8(CN)6(4-)*3H2O=Cs4Re6Te8(CN)6*3H2O

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

ammonia
7664-41-7

ammonia

ethylenediamine
107-15-3

ethylenediamine

di(tetraethylammonium)[Cu(NH3) bis(ethylenediamine)]2[Cu bis(ethylenediamine)[Re6Te8(CN)6]2] (H2O)2

di(tetraethylammonium)[Cu(NH3) bis(ethylenediamine)]2[Cu bis(ethylenediamine)[Re6Te8(CN)6]2] (H2O)2

Conditions
ConditionsYield
In ammonia aq. NH3; Cu salt and ethylenediamine in aq.NH3 added to soln. of Re complex and Et4NBr in aq.NH3, kept in a closed vessel at room temp. for 2 weeks; filtered, dried, elem. anal.;99%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

4,6-bis(4-methoxyphenyl)-thieno[3,4-d]-1,3-dithiol-2-one
1042436-03-2

4,6-bis(4-methoxyphenyl)-thieno[3,4-d]-1,3-dithiol-2-one

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

N(CH2CH3)4(1+)*Ni(C4S3(C6H4OCH3)2)2(1-)=N(CH2CH3)4Ni(C4S3(C6H4OCH3)2)2

N(CH2CH3)4(1+)*Ni(C4S3(C6H4OCH3)2)2(1-)=N(CH2CH3)4Ni(C4S3(C6H4OCH3)2)2

Conditions
ConditionsYield
With CH3CH2ONa In tetrahydrofuran (Ar); addn. of EtONa to a soln. of ligand in THF, stirring for 40 min, addn. of ammonium salt, then metal salt, react. for 24 h; filtration, washing with water; elem. anal.;99%
tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

nickel(II) thiocyanate
13689-92-4

nickel(II) thiocyanate

(Et4N)4[Ni(NCS)6]

(Et4N)4[Ni(NCS)6]

Conditions
ConditionsYield
With KNCS In water aq. soln. of Ni compd. and aq. soln. of bromide and K salt were combined; kept for 1 wk; elem. anal.;99%
C8H20N(1+)*C41H47B11N5O5(1-)

C8H20N(1+)*C41H47B11N5O5(1-)

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

C8H20N(1+)*C31H37B11N5(1-)

C8H20N(1+)*C31H37B11N5(1-)

Conditions
ConditionsYield
Stage #1: C8H20N(1+)*C41H47B11N5O5(1-) With ammonium bromide In ethylenediamine at 80℃; for 22h; Microwave irradiation;
Stage #2: tetraethylammonium bromide In water
99%
3,3,3',3'-tetrakis(trifluoromethyl)-1,1'(3H,3'H)-spirobi<2,1-benzoxasilole>
70091-69-9

3,3,3',3'-tetrakis(trifluoromethyl)-1,1'(3H,3'H)-spirobi<2,1-benzoxasilole>

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

C22H19F12O2Si2(1-)*C8H20N(1+)

C22H19F12O2Si2(1-)*C8H20N(1+)

Conditions
ConditionsYield
Stage #1: 3,3,3',3'-tetrakis(trifluoromethyl)-1,1'(3H,3'H)-spirobi<2,1-benzoxasilole>; trimethylsilylmethyllithium In diethyl ether at -78 - 20℃; for 3h;
Stage #2: tetraethylammonium bromide In dichloromethane for 1h;
99%
2,3,5,6-tetramethylthiophenol
14786-84-6

2,3,5,6-tetramethylthiophenol

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

iron(III) chloride
7705-08-0

iron(III) chloride

[Et4N][Fe(2,3,5,6-tetramethylbenzenethiolate)4]

[Et4N][Fe(2,3,5,6-tetramethylbenzenethiolate)4]

Conditions
ConditionsYield
With Li In methanol N2-atmosphere; addn. of Li-wire to thiol, treatment with FeCl3 and Et4NBr;98%
With Li In ethanol N2-atmosphere; addn. of Li-wire to thiol, treatment with FeCl3 and Et4NBr;98%
dipotassium pentacarbonylchromate

dipotassium pentacarbonylchromate

tricarbonyl(η6-chlorobenzene)chromium
12082-03-0

tricarbonyl(η6-chlorobenzene)chromium

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

B

{Et4N}{η6-{(CO)5Cr}(C6H5)Cr(CO)3}

{Et4N}{η6-{(CO)5Cr}(C6H5)Cr(CO)3}

Conditions
ConditionsYield
In not given reaction of K2(Cr(CO)5) with (η6-ClC6H5)Cr(CO)3, aq. workup; 1H NMR, IR;A 98%
B 0%
dipotassium pentacarbonyltungstate(-II)

dipotassium pentacarbonyltungstate(-II)

tricarbonyl(η6-chlorobenzene)chromium
12082-03-0

tricarbonyl(η6-chlorobenzene)chromium

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

B

{Et4N}{η6-{(CO)5W}(C6H5)Cr(CO)3}

{Et4N}{η6-{(CO)5W}(C6H5)Cr(CO)3}

C

(C2H5)4N(1+)*W2H(CO)10(1-)={(C2H5)4N}{W2H(CO)10}

(C2H5)4N(1+)*W2H(CO)10(1-)={(C2H5)4N}{W2H(CO)10}

Conditions
ConditionsYield
In not given reaction of K2(W(CO)5) with (η6-ClC6H5)Cr(CO)3, aq. workup; 1H NMR, IR;A 98%
B 0%
C n/a
[closo-3-triphenylphosphine-3,3-nitrato-3,1,2-RhC2B9H11]
82807-97-4

[closo-3-triphenylphosphine-3,3-nitrato-3,1,2-RhC2B9H11]

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

[closo-3,3-(triphenylphosphine)2-3-bromide-3,1,2-RhC2B9H11] dichloromethane solvate

[closo-3,3-(triphenylphosphine)2-3-bromide-3,1,2-RhC2B9H11] dichloromethane solvate

Conditions
ConditionsYield
With PPh3 In dichloromethane under Ar, Rh complex dissolved in CH2Cl2 at room temp., PPh3 added withstirring, after 5 min (C2H5)4NBr added, mixt. stirred for 45 min; chromd., treated with heptane, evapd., washed with petroleum ether, dried by suction;98%
K3AsSe3

K3AsSe3

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

mercury dichloride

mercury dichloride

(C2H5)4N(1+)*HgAsSe3(1-)=(C2H5)4N[HgAsSe3]

(C2H5)4N(1+)*HgAsSe3(1-)=(C2H5)4N[HgAsSe3]

Conditions
ConditionsYield
In water (N2), heating (sealed Pyrex tube, 110°C, 2 d); dissolving educts excess and KCl (water, methanol), washing (anhydrous eher); semiquantitative microprobe analysis;98%
4-bromotetrahydro-2H-pyran
25637-16-5

4-bromotetrahydro-2H-pyran

3,3,3',3'-tetrakis(trifluoromethyl)-1,1'(3H,3'H)-spirobi<2,1-benzoxasilole>
70091-69-9

3,3,3',3'-tetrakis(trifluoromethyl)-1,1'(3H,3'H)-spirobi<2,1-benzoxasilole>

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

tetraethylammonium bis[α,α-bis(trifluoromethyl)benzenemethanolate(2-)-C2,O]-4-tetrahydropyranylsilicate

tetraethylammonium bis[α,α-bis(trifluoromethyl)benzenemethanolate(2-)-C2,O]-4-tetrahydropyranylsilicate

Conditions
ConditionsYield
Stage #1: 4-bromotetrahydro-2H-pyran With iodine; magnesium In tetrahydrofuran at 60℃; Inert atmosphere;
Stage #2: 3,3,3',3'-tetrakis(trifluoromethyl)-1,1'(3H,3'H)-spirobi<2,1-benzoxasilole> In tetrahydrofuran Inert atmosphere; Reflux;
Stage #3: tetraethylammonium bromide In dichloromethane at 20℃; for 1h;
98%
tungsten hexacarbonyl
14040-11-0

tungsten hexacarbonyl

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

tetraethylammonium bromopentacarbonyltungstate
14780-94-0

tetraethylammonium bromopentacarbonyltungstate

Conditions
ConditionsYield
In 1,4-dioxane heating at reflux, 2 h; after cooling, addn. of petroleum ether, washing (petroleum ether), heated (60°C, under vac. for 2 h to remove unreacted W(CO)6), uptake in THF (under N2), mixture is filtered and stripped;97%
In 1,4-dioxane for 2h; Reflux;86%
In diethylene glycol Anhydrous Et4NBr was heated with an excess of M(CO)6 in dimethyldigol at 120°C under dry N2;; soln. was filtered hot under N2, light petroleum added and cooling at -5°C for ca. 8 h; crystals was washed and dried;;90-95
In diethylene glycol byproducts: CO; NEt4Br (18 mmol) was heated with an excess of metal hexacarbonyl (23 mmol, purified by sublimation) in O(CH2CH2OMe)2 at ca. 120°C under dry N2;; filtration while hot under N2; addn. of equal amt. of light petroleum (b.p. 40-60°C) and cooling to -5°C for ca. 6 h; the solventwas decanted, the ppt. washed with light petroleum; heating at 60°C (0.001 mm Hg) for ca. 2 h;;90-95
In 2-methoxy-ethanol byproducts: CO; N2 atmosphere; refluxing (2 h); cooling, solvent removal (vac.), recrystn. (CH2Cl2/hexane);
2N(CH2CH3)4(1+)*W3S7Br6(2-) =[N(CH2CH3)4]2[W3S7Br6]

2N(CH2CH3)4(1+)*W3S7Br6(2-) =[N(CH2CH3)4]2[W3S7Br6]

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

potassium thioacyanate
333-20-0

potassium thioacyanate

5(C2H5)4N(1+)*W3S4(4+)*9NCS(1-)=((C2H5)4N)5W3S4(NCS)9

5(C2H5)4N(1+)*W3S4(4+)*9NCS(1-)=((C2H5)4N)5W3S4(NCS)9

Conditions
ConditionsYield
In acetonitrile (Et4N)2W3S7Br6 and KSCN boiled for 1 h in Ar, Et4NBr in water added; ppt. filtered, washed with water, ethanol, benzene and ether; elem. anal.;97%
tungsten hexacarbonyl
14040-11-0

tungsten hexacarbonyl

potassium hydridotris(3,4,5-trimethyl-1H-pyrazol-1-yl)borate

potassium hydridotris(3,4,5-trimethyl-1H-pyrazol-1-yl)borate

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

[NEt4][(hydridotris(3,4,5-trimethylpyrazolyl)borate)W(CO)3]

[NEt4][(hydridotris(3,4,5-trimethylpyrazolyl)borate)W(CO)3]

Conditions
ConditionsYield
Stage #1: tungsten hexacarbonyl; potassium hydridotris(3,4,5-trimethyl-1H-pyrazol-1-yl)borate In N,N-dimethyl-formamide at 130℃; for 2.5h; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: tetraethylammonium bromide In water; N,N-dimethyl-formamide at 60℃; Inert atmosphere; Saturated gas; Glovebox;
97%

Tetraethylammonium bromide Chemical Properties

Molecule structure of Tetraethylammonium bromide (CAS NO.71-91-0):

IUPAC Name: Tetraethylazanium bromide
Molecular Formula: C8H20BrN
Molecualr Weight: 210.16 g/mol
Melting Point: 285 °C (dec.)(lit.)
Density: 1.397 g/cm3
Water Solubility: 2795 g/L (25 °C)
Sensitive: hygroscopic 
H-Bond Acceptor: 1
Rotatable Bond Count: 4
Exact Mass: 209.077912
MonoIsotopic Mass: 209.077912 
Canonical SMILES: CC[N+](CC)(CC)CC.[Br-]
InChI: InChI=1S/C8H20N.BrH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1
InChIKey: HWCKGOZZJDHMNC-UHFFFAOYSA-M
EINECS: 200-769-4
Product Categories: quarternary ammonium salts; Ammonium Bromides (Quaternary); Quaternary Ammonium Compounds; Ammonium Salts; Greener Alternatives: Catalysis; Phase Transfer Catalysts; Ion-pair Reagents

Tetraethylammonium bromide Uses

 Tetraethylammonium bromide (CAS NO.71-91-0) is used as reagents of polarographic analysis and the intermediates of pesticide.

Tetraethylammonium bromide Toxicity Data With Reference

 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 55mg/kg (55mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 48, 1949.
mouse LD50 intraperitoneal 50mg/kg (50mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 14200ug/kg (14.2mg/kg)   Journal de Physiologie Vol. 49, Pg. 220, 1957.
 
mouse LD50 oral > 2gm/kg (2000mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 48, 1949.
rabbit LD50 intravenous 72mg/kg (72mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 48, 1949.
rat LD50 intraperitoneal 108mg/kg (108mg/kg)   Pharmacology: International Journal of Experimental and Clinical Pharmacology. Vol. 21, Pg. 256, 1980.
 
rat LD50 intravenous 63mg/kg (63mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 48, 1949.
rat LD50 subcutaneous 200mg/kg (200mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 78, Pg. 708, 1951.
 

Tetraethylammonium bromide Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: BS5950000
F: 3
HS Code: 29239000  

Tetraethylammonium bromide Specification

 Tetraethylammonium bromide (CAS NO.71-91-0) is also named as AI3-19150 ; Beparon ; Bromethyl ; Bromure de tetraethylammonium ; Bromure de tetraethylammonium [French] ; Bromure de tetrylammonium ; Bromure de tetrylammonium [INN-French] ; Bromuro de tetrilamonio ; Bromuro de tetrilamonio [INN-Spanish] ; Etambro ; Etamon ; Ethylon ; Etylon ; NSC 36724 ; Sympatektoman ; TEA bromide ; TEAB ; TMD 10 ; Teamon ; Tetraethyl ammonium bromide ; Tetranium ; Tetrylammonii bromidum ; Tetrylammonii bromidum [INN-Latin] ; Tetrylammonium bromide ; USAF DO-32 . Tetraethylammonium bromide (CAS NO.71-91-0) is white to light yellow crystalline solid. It is a quaternary ammonium salt. It is a common source for the tetraethylammonium cation.

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