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554-68-7

Basic Information
CAS No.: 554-68-7
Name: Triethylamine hydrochloride
Molecular Structure:
Molecular Structure of 554-68-7 (Triethylamine hydrochloride)
Formula: C6H16ClN
Molecular Weight: 137.65
Synonyms: Triethylammonium chloride;Triethylamine monohydrochloride;N,N-diethylethanamine hydrochloride;Ethanamine, N,N-diethyl-, hydrochloride;Amine, triethyl, hydrochloride;Triethylamine hydrochloribe;
EINECS: 209-067-2
Density: 1.07 g/cm3
Melting Point: 254-260 °C
Boiling Point: 90.5 °C at 760 mmHg
Flash Point: 39 °C
Solubility: 1440 g/L (20 °C) in water
Appearance: White to off-white crystalline powder
Hazard Symbols: IrritantXi, HarmfulXn
Risk Codes: 36/37/38-20/21/22
Safety: 26-36-36/37/39-22
Transport Information:
PSA: 3.24000
LogP: 2.15010
Synthetic route
109431-87-0

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

124-63-0

methanesulfonyl chloride

121-44-8

triethylamine

A

554-68-7

triethylamine hydrochloride

B

127423-61-4

tert-butyl (3R)-3-methylsulfonyloxypyrrolidine-1-carboxylate

Conditions
ConditionsYield
In toluene at 3 - 14℃; Product distribution / selectivity;A n/a
B 100%
121-44-8

triethylamine

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water for 1h; Cooling;99%
With hydrogenchloride In water at 0℃; for 1h;73%
With tetrachloromethane In benzene for 164h; Irradiation;0.5%
7693-46-1

4-Nitrophenyl chloroformate

polyethylene glycol

polyethylene glycol

A

PEG(NPC)2

PEG(NPC)2

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In acetonitrile at 80℃; for 8h; Heating / reflux;A 99%
B n/a
2687-45-8

triethylamine N-oxide

97-00-7

1-chloro-2,4-dinitro-benzene

A

51-28-5

2,4-Dinitrophenol

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 24h;A 98%
B 98.5%
In N,N-dimethyl-formamide for 24h; Ambient temperature;A 98%
B 98.5%

2,6-(C2H5)2C6H3NH2*BCl3

A

2,6-xylidine

B

5801-32-1

ClB{NHC6H3-2,6-(C2H5)2}2

C

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine extn. with petroleum ether;A n/a
B 98%
C n/a
121-44-8

triethylamine

98-59-9

p-toluenesulfonyl chloride

927-74-2

1-butyn-4-ol

A

23418-85-1

3-butyn-1-yl p-toluenesulfonate

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 21h;A 97%
B n/a
96-45-7

N,N'-ethylenethiourea

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran97%
41489-76-3

methyl-5-formyl-2-hydroxybenzoate

121-44-8

triethylamine

75-36-5

acetyl chloride

A

methyl 2-acetoxy-5-formylbenzoate

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
Stage #1: methyl-5-formyl-2-hydroxybenzoate; triethylamine In tetrahydrofuran for 0.0333333h;
Stage #2: acetyl chloride at 25℃; for 2h;
A 97%
B n/a
56-75-7

chloramphenicol

644-97-3

Dichlorophenylphosphine

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran96%
933-18-6

B,B',B''-trichloroborazine

121-44-8

triethylamine

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

A

113665-33-1

B,B',B''-tris{bis(trimethylsilyl)amino}borazine

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
In benzene Addn. of mixt. of org. materials to a stirred soln. of B-compd. (C6H6) at room temp., stirring (room temp., 115 h).; Filtn. gives 96% of NEt3*HCl and 90% of borazine (obtained from filtrate). Purifn. by crystn. from hexane results in 71% pure material. Elem. anal.;A 71%
B 96%
14794-31-1

ethyl 3-(chloroformyl)propionate

14691-88-4

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

A

554-68-7

triethylamine hydrochloride

B

82032-23-3

C15H27N2O4

Conditions
ConditionsYield
With triethylamine In benzene 1.) 0 degC, 2.) R.T. 12 h;A n/a
B 95%
794569-27-0

N,N-bis(trimethylsilyl)aminopropylmethyldichlorosilane

64-17-5

ethanol

A

N,N-(bis-trimethylsilyl)-3-aminopropylmethyldiethoxysilane

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In toluene at 20 - 30℃; for 3h;A 95%
B n/a

W(6+)*3Cl(1-)*CC(CH3)3(3-)*CH3OC2H4OCH3 = {Cl3(CH3OC2H4OCH3)WCC(CH3)3}

22693-41-0

2,4,6-Triisopropylthiophenol

A

111975-83-8

{tungsten(C-t-Bu)(2,4,6-triisopropylbenzenethiolate)3Cl}{HNEt3}

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In dichloromethane byproducts: 1,2-dimethoxyethane; Slow addn. of solid W(C-t-Bu)Cl3(dme) to a stirred and cooled (-40°C) soln. of TIPTH and Et3N, soln. turns fisrt green, then red, warming (room temp.), stirring overnight.; Addn. of pentane, Et3NHCl pptd., filtn. through Celite, evapn. in vac. to dryness, elem. anal.;A 95%
B n/a
527-69-5

2-furancarbonyl chloride

121-44-8

triethylamine

108-95-2

phenol

A

2948-14-3

furan-2-carboxylic acid phenyl ester

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.00416667h; Flow reactor; Green chemistry;A 95%
B n/a
84115-18-4

ethyl α-chloro-α-nitro-β-hydroxypropionate

121-44-8

triethylamine

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
In ethanol; water at 29℃; for 0.3h; Product distribution;94%
67-56-1

methanol

794569-27-0

N,N-bis(trimethylsilyl)aminopropylmethyldichlorosilane

A

bis(trimethylsilyl)aminopropylmethyldimethoxysilane

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In toluene at 20 - 30℃; for 3h;A 94%
B n/a
1541-10-2

mesitylthiol

W(6+)*3Cl(1-)*CC(CH3)3(3-)*CH3OC2H4OCH3 = {Cl3(CH3OC2H4OCH3)WCC(CH3)3}

A

111997-40-1

{tungsten(C-t-Bu)(2,4,6-trimethylbenzenethiolate)3Cl}{HNEt3}

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In diethyl ether byproducts: 1,2-dimethoxyethane; Slow addn. of solid W(C-t-Bu)Cl3(dme) to a stirred and cooled (-30°C) soln. of TMTH and Et3N, soln. first turns green, then yellow, warming (room temp.), stirring (90 min).; Addn. of pentane, filtn. through Celite, evapn. to dryness in vac., elem. anal.;A 94%
B n/a
67-56-1

methanol

794569-27-0

N,N-bis(trimethylsilyl)aminopropylmethyldichlorosilane

A

3-[N,N-bis(trimethylsilyl)amino]propyldimethylmethoxysilane

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With triethylamine In toluene at 20 - 30℃; for 3h;A 92%
B n/a
61085-25-4, 76181-72-1

N-cyano-N'-methyl-N"-(2-mercaptoethyl)-guanidine

78-94-4

methyl vinyl ketone

A

N-cyano-N'-methyl-N"-(2-(2-chloro-3-oxobutylthio)ethyl)guanidine

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With nitrogen; chlorine; triethylamine In chloroformA 91%
B n/a
With nitrogen; chlorine; triethylamine In chloroformA 91%
B n/a
685-91-6

diethylacetamide

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
Stage #1: diethylacetamide With bis(cyclopentadienyl)dihydrozirconium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; under 760.051 Torr; for 12h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether Inert atmosphere;
91%
Stage #1: diethylacetamide With [κ2-{Ph2P(Se)NC9H6N}Al(Me)2]; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; for 12h; Schlenk technique; Glovebox;
Stage #2: With hydrogenchloride In water chemoselective reaction;
90%

trans-4-isopropyl cyclohexylcarboxylic acid

13033-84-6

D-phenylalanine methyl ester hydrochloride

N-(trans-4-isopropylcyclohexyl-1-carbonyl)-d-phenylalanine methyl ester

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
Stage #1: trans-4-isopropylcyclohexanecarboxylic acid; triethylamine With pivaloyl chloride In acetone at 5 - 20℃; for 3.5h;
Stage #2: D-phenylalanine methyl ester hydrochloride In acetone at 20℃; Product distribution / selectivity;
A 90.07%
B n/a
Stage #1: trans-4-isopropylcyclohexanecarboxylic acid; triethylamine With chloroformic acid ethyl ester In acetone at 0 - 20℃; for 3.5h; Heating / reflux;
Stage #2: D-phenylalanine methyl ester hydrochloride In acetone at 25℃; Product distribution / selectivity;
A 78.42%
B n/a
622-40-2

2-(morpholin-4-yl)ethanol

2942-59-8

2-chloronicotinic acid

A

2-chloronicotinic acid 1(2-morpholinoethyl)ester

2-chloronicotinic acid 1(2-morpholinoethyl)ester

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
With thionyl chloride; triethylamine In tolueneA 90%
B n/a
98-88-4

benzoyl chloride

121-44-8

triethylamine

108-95-2

phenol

A

93-99-2

benzoic acid phenyl ester

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.00694444h; Flow reactor; Green chemistry;A 90%
B n/a
50893-53-3

carbonochloridic acid 1-chloro-ethyl ester

121-44-8

triethylamine

75-08-1

ethanethiol

A

554-68-7

triethylamine hydrochloride

B

101506-43-8

O-(1-chloroethyl) S-ethyl carbonothioate

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃; for 5h;A n/a
B 89%

2-(2,4-dimethoxyphenyl)-3-(2-nitrobenzenesulfenyl)-4(S)-phenyl-5(R)-oxazolidinecarboxylic acid sodium salt

554-68-7

triethylamine hydrochloride

triethylammonium 2-(2,4-dimethoxyphenyl)-3-(2-nitrobenzenesulfenyl)-4-phenyl-5-oxazolidinecarboxylate

Conditions
ConditionsYield
In methanol for 3h;100%

closo-[tetraphenylphosphonium]2[B8H8]

554-68-7

triethylamine hydrochloride

closo-[tetraphenylphosphonium][B8H9]

Conditions
ConditionsYield
In acetonitrile (Ar); MeCN added to B compd. and N(C2H5)3HCl, stirred for 15 min; Et2O added carefully, crystd. for 5 d, dried (vac., overnight), H2O added, stirred for 15 min, sepd., washed (H2O), dried (vac.);100%
554-68-7

triethylamine hydrochloride

copper(l) chloride

C6H15N*ClH*CuCl

Conditions
ConditionsYield
at 60℃; for 4h; Inert atmosphere; Sealed tube;100%
554-68-7

triethylamine hydrochloride

56-37-1

N-benzyl-N,N,N-triethylammonium chloride

Conditions
ConditionsYield
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;99%
554-68-7

triethylamine hydrochloride

616-38-6

carbonic acid dimethyl ester

10052-47-8

triethylmethylammonium chloride

Conditions
ConditionsYield
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;99%
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;
137003-15-7

(Bu4N)2[Fe4S4(1,3,5-tris-((4,6-dimethyl-3-mercaptophenyl)thio)-2,4,6-tris-(p-tolylthio)benzenate(3-))(SC2H5)]

554-68-7

triethylamine hydrochloride

(Bu4N)2[Fe4S4(1,3,5-tris-((4,6-dimethyl-3-mercaptophenyl)thio)-2,4,6-tris-(p-tolylthio)benzenate(3-))Cl]

Conditions
ConditionsYield
In acetonitrile byproducts: Et3N, EtSH; N2-atmosphere; stirring equimolar amts. for 12 h (periodic removal of Et3N and EtSH by evacuation); filtration, solvent removal (vac.);99%

(Bu4N)2[Fe4Se4(1,3,5-tris-((4,6-dimethyl-3-mercaptophenyl)thio)-2,4,6-tris-(p-tolylthio)benzenate(3-))(SC2H5)]

554-68-7

triethylamine hydrochloride

(Bu4N)2[Fe4Se4(1,3,5-tris-((4,6-dimethyl-3-mercaptophenyl)thio)-2,4,6-tris-(p-tolylthio)benzenate(3-))Cl]

Conditions
ConditionsYield
In acetonitrile byproducts: Et3N, EtSH; N2-atmosphere; stirring equimolar amts. for 12 h (periodic removal of Et3N and EtSH by evacuation); filtration, solvent removal (vac.);99%
1266146-97-7

[(1,3-C6H3(CH2P(CF3)2)2)Ir(H)Cl(η2-C2H4)]

554-68-7

triethylamine hydrochloride

1268160-20-8

[(1,3-C6H3(CH2P(CF3)2)2)Ir(H)Cl2][HNEt3]

Conditions
ConditionsYield
In benzene (N2); glovebox technique; mixt. of Ir complex (1 equiv.) and Et3NHCl (1 equiv.) in C6H6 was agitated at 20°C for 20 min;99%
609-67-6

2-Iodobenzoyl chloride

554-68-7

triethylamine hydrochloride

15310-01-7

benodanil

Conditions
ConditionsYield
With triethylamine; aniline In water; benzene98%
554-68-7

triethylamine hydrochloride

79-04-9

chloroacetyl chloride

173026-14-7

3,3-dimethyl-7-nitrobenzisoselenazoline

204272-78-6

N-(chloroacetyl)-3,3-dimethyl-7-nitrobenzisoselenazoline

Conditions
ConditionsYield
With sodium chloride In tetrahydrofuran; water; ethyl acetate97%
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    Ethanamine, N,N-diethyl-, hydrochloride Product Name: Ethanamine, N,N-diethyl-, hydrochloride Molecular Weight: 137.65 CAS NO: 554-68-7 EC NO: 209-067-2

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    554-68-7 Triethylamine hydrochloride

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    Triethylamine hydrochloride

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    English Name: Triethylamine hydrochloride English synonyms: TriethylaMine hydrochloride >=99.0% (AT);[E3N]HCl;Triethylammonium chloride for synthesis;TRIETHYLAMMONIUM

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    554-68-7 Triethylamine hydrochloride

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    554-68-7 Triethylamine hydrochloride

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Triethylamine hydrochloride with CAS registry number of 554-68-7 is also known as Ethanamine, N,N-diethyl-, hydrochloride. The IUPAC name is N,N-Diethylethanamine hydrochloride. It belongs to product categories of HPLC; HPLC buffer; HPLC buffers; HPLC Buffers-solutionchromatography/ce Reagents; Solution. Its EINECS registry number is 209-067-2. In addition, the formula is C6H16ClN and the molecular weight is 137.65. This chemical is a white to off-white crystalline powder and should be stored sealed containers.

Physical properties about Triethylamine hydrochloride are: (1)ACD/LogP: 1.66; (2)ACD/LogD (pH 5.5): -1.44; (3)ACD/LogD (pH 7.4): -1.2; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 3; (10)Flash Point: 39 °C; (11)Enthalpy of Vaporization: 31.01 kJ/mol; (12)Boiling Point: 90.5 °C at 760 mmHg; (13)Vapour Pressure: 56.1 mmHg at 25 °C.

Preparation of Triethylamine hydrochloride: it is prepared by reaction of methyl-prop-2-ynyl-amine. The reaction needs reagents POCl3, (C2H5)3N at the temperature of 1-20 °C. The yield is about 59.8%.

Triethylamine hydrochloride is prepared by reaction of methyl-prop-2-ynyl-amine.

Uses of Triethylamine hydrochloride: it is used as raw material for quaternary ammonium salt, medicine, pesticides, dyes and other organic synthesis. It is used to produce triethylammonium salt of monobutyl phosphonate by reaction with phosphonic acid dibutyl ester. The reaction occurs at the temperature of 145 °C and the yield is about 85%.

Triethylamine hydrochloride is used to produce triethylammonium salt of monobutyl phosphonate by reaction with phosphonic acid dibutyl ester.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. Besides, it is harmful by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. Do not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CCN(CC)CC.Cl
2. InChI: InChI=1S/C6H15N.ClH/c1-4-7(5-2)6-3;/h4-6H2,1-3H3;1H
3. InChIKey: ILWRPSCZWQJDMK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo subcutaneous 600mg/kg (600mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 37, Pg. 309, 1929.