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75-64-9 Usage

Chemical Description

Tert-butylamine, 2,6-diisopropylaniline, 2,4,6-trimethylaniline, 2,4,6-tri-tert-butylaniline, and isopropylamine are amines used as solvents.

Chemical Properties

tert-Butylamine is a colorless liquid with a typical amine-like odor. It is one of the four isomeric amines of butane, the others being n-butylamine, sec-butylamine and isobutylamine. Butylamines are highly flammable, colorless liquids (n-turns yellow on standing) with ammoniacal or fishlike odors. tert-Butylamine is used in the preparation of insecticides, pharmaceuticals, oil additives, and rubber accelerators.

Uses

tert-butylamine is used as a precursor for the preparation of rubber accelerators, pharmaceuticals and dyes. It is employed in synthesis of N-tert-butyl-acetamide, isoquinolines, pyridines, decumbenine, sulfontes, sulfonamides and methyl beta-ketophosphonate. It is also used in the study the effect of amines in influencing atmospheric sulfuric acid - water nucleation, hydroamination of terminal alkynes and measuring the surface acidity of solid catalyst. It acts as an indicator molecule in the study of NMR -based pH determination method.

Production Methods

tert-Butylamine is manufactured by reacting isobutylamine with sulfuric acid followed by cyanide to tert-butylformamide. Hydrolysis yields t-butylamine. It is used as a solvent and in organic syntheses.

Definition

ChEBI: Tert-butylamine is a primary aliphatic amine that is ethylamine substituted by two methyl groups at position 1. It is a conjugate base of a tert-butylammonium.

General Description

Tert-butylamine appears as a clear colorless liquid with an ammonia-like odor. Flash point 70°F. Less dense (at 6.2 lb / gal) than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.

Air & Water Reactions

Highly flammable. May be sensitive to air . Soluble in water.

Reactivity Profile

tert-Butylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides. Undergoes highly exothermic reaction with 2,2-dibromo-1,3-dimethylcyclopropanoic acid [J. Chem. Soc., 1, 1979, 2324].

Health Hazard

Inhalation causes irritation of nose, mouth, and lungs. Ingestion causes irritation of mouth and stomach. Contact with liquid causes severe irritation of eyes and moderate irritation of skin.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: Liquid will attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Poison by ingestion. Moderately toxic to humans by inhalation. A corrosive liquid. See also n-BUTYLAMINE and AMINES. Very dangerous fire hazard when exposed to heat or flame. Very exothermic reaction with 2,2-dibromo-l,3 dimethylcyclopropanoic acid. To fight fire, use alcohol foam. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Dry it with KOH or LiAlH4, and/or distil it from CaH2 or BaO. [Beilstein 4 IV 657.]

Check Digit Verification of cas no

The CAS Registry Mumber 75-64-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 5 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 75-64:
(4*7)+(3*5)+(2*6)+(1*4)=59
59 % 10 = 9
So 75-64-9 is a valid CAS Registry Number.
InChI:InChI=1/C4H11N/c1-4(2,3)5/h5H2,1-3H3/p+1

75-64-9 Well-known Company Product Price

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  • TCI America

  • (B0709)  tert-Butylamine  >98.0%(GC)(T)

  • 75-64-9

  • 25mL

  • 120.00CNY

  • Detail
  • TCI America

  • (B0709)  tert-Butylamine  >98.0%(GC)(T)

  • 75-64-9

  • 100mL

  • 185.00CNY

  • Detail
  • TCI America

  • (B0709)  tert-Butylamine  >98.0%(GC)(T)

  • 75-64-9

  • 500mL

  • 250.00CNY

  • Detail
  • Alfa Aesar

  • (A11135)  tert-Butylamine, 98%   

  • 75-64-9

  • 500ml

  • 206.0CNY

  • Detail
  • Alfa Aesar

  • (A11135)  tert-Butylamine, 98%   

  • 75-64-9

  • 2500ml

  • 643.0CNY

  • Detail
  • Alfa Aesar

  • (A11135)  tert-Butylamine, 98%   

  • 75-64-9

  • 10000ml

  • 1519.0CNY

  • Detail

75-64-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butylamine

1.2 Other means of identification

Product number -
Other names T-BUTYLAMINE

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:75-64-9 SDS

75-64-9Synthetic route

1,3,5,7-Tetra-tert-butyl-2,4,6,8-tetrachloro-[1,3,5,7,2,4,6,8]tetrazatetraborocane
4262-38-8

1,3,5,7-Tetra-tert-butyl-2,4,6,8-tetrachloro-[1,3,5,7,2,4,6,8]tetrazatetraborocane

A

boric acid
11113-50-1

boric acid

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With water In further solvent(s) byproducts: HCl; solvent cyclohexanol, in tube 20.5 h at 160°C;A n/a
B 97%
With H2O In further solvent(s) byproducts: HCl; solvent cyclohexanol, in tube 20.5 h at 160°C;A n/a
B 97%
With water In xylene byproducts: HCl; in tube 20.5 h boiling;A n/a
B 62%
With H2O In xylene byproducts: HCl; in tube 20.5 h boiling;A n/a
B 62%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With [Zn(BH4)2(py)] In tetrahydrofuran for 0.67h; Heating;96%
Stage #1: 2-Methyl-2-nitropropane In water; acetonitrile at 20℃; for 0.0833333h;
Stage #2: With sodium tetrahydroborate In water; acetonitrile at 20℃; for 0.5h;
90%
With palladium on activated charcoal; tetrabutylammomium bromide; water; sodium hydroxide; silicon at 100℃; for 6h;86%
1,1-dimethylethylurea
1118-12-3

1,1-dimethylethylurea

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With calcium hydroxide at 240 - 270℃; for 1.5h; other hydroxides as reagent;;96%
With sodium hydroxide In 2-ethoxy-ethanol; water at 100℃; Kinetics; Rate constant; other temperature; activaction energy;93%
Hydrolysis;83%
With sodium hydroxide; ethylene glycol
With 2-ethoxy-ethanol; sodium hydroxide
n-Octylamine
111-86-4

n-Octylamine

1,4-di-tert-butyl-1,4-diazabutadiene
28227-42-1, 30834-74-3

1,4-di-tert-butyl-1,4-diazabutadiene

A

N,N'-di(n-octyl)ethylenediimine

N,N'-di(n-octyl)ethylenediimine

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With formic acid In water; acetonitrile at 15℃; for 30h;A 92%
B n/a
N-(2-hydroxybenzyl)-tert-butylamine
60399-04-4

N-(2-hydroxybenzyl)-tert-butylamine

A

C21H18O3

C21H18O3

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
at 200 - 230℃; for 0.0833333h; Product distribution; pyrolysis without solvent, product isolated as hydrochloride;A n/a
B 86%
1,4-di-tert-butyl-1,4-diazabutadiene
28227-42-1, 30834-74-3

1,4-di-tert-butyl-1,4-diazabutadiene

1,2-phenylenediacetonitrile
613-73-0

1,2-phenylenediacetonitrile

A

naphthalene-1,4-dicarbonitrile
3029-30-9

naphthalene-1,4-dicarbonitrile

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
In dimethyl sulfoxide at 120℃; for 1h;A 82%
B n/a
t-butyl bromide
507-19-7

t-butyl bromide

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With 5-methyl-1,3,4-thiadiazol-2-amine; triethylamine In ethanol; water at 25℃; for 1h;81%
N‑(tert‑butyl)‑2‑phenylimidazo[1,2‑a]pyridin‑3‑amine

N‑(tert‑butyl)‑2‑phenylimidazo[1,2‑a]pyridin‑3‑amine

A

N-(pyrid-2-yl)benzamide
4589-12-2

N-(pyrid-2-yl)benzamide

B

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A 80%
B n/a
C n/a
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

A

5,6-dihydro-4H-[1,3]oxazine
5638-63-1

5,6-dihydro-4H-[1,3]oxazine

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With silver cyanide at 90℃; for 18h;A 70%
B n/a
N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine
125454-66-2

N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine

4,5-Dimethyl-2(2H)-imidazolinethione
1192-72-9

4,5-Dimethyl-2(2H)-imidazolinethione

A

2,3-dimethyl-7-phenyl-5H-imidazo[2,1-b][1,3]-thiazin-5-ol

2,3-dimethyl-7-phenyl-5H-imidazo[2,1-b][1,3]-thiazin-5-ol

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
Stage #1: N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine; 4,5-Dimethyl-2(2H)-imidazolinethione In methanol at 60℃; for 0.5h;
Stage #2: With water In methanol
A 70%
B n/a
tert-butyl-(di-tert-butyl-diaziridin-3-ylidene)-amine
22975-87-7

tert-butyl-(di-tert-butyl-diaziridin-3-ylidene)-amine

A

1,2,4-tri(tert-butyl)semicarbazide
683223-12-3

1,2,4-tri(tert-butyl)semicarbazide

B

1,2-di-tert-butylhydrazine
13952-69-7

1,2-di-tert-butylhydrazine

C

tert-butylamine
75-64-9

tert-butylamine

D

Tert-butyl isocyanate
1609-86-5

Tert-butyl isocyanate

Conditions
ConditionsYield
With water In 1,4-dioxane for 2h; Reflux;A 69%
B n/a
C n/a
D n/a
N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine
125454-66-2

N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine

4,5-diphenyl-1H-imidazole-2-thiol
2349-58-8

4,5-diphenyl-1H-imidazole-2-thiol

A

2,3,7-triphenyl-5-imidazolo[2,1-b][1,3]thiazin-5-ol

2,3,7-triphenyl-5-imidazolo[2,1-b][1,3]thiazin-5-ol

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
Stage #1: N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine; 4,5-diphenyl-1H-imidazole-2-thiol In methanol at 60℃; for 0.5h;
Stage #2: With water In methanol
A 65%
B n/a
3-tert-Butylamino-3-methyl-1-butyne
1118-17-8

3-tert-Butylamino-3-methyl-1-butyne

A

3-tert-Butylamino-tert-pentylamine
2085-66-7

3-tert-Butylamino-tert-pentylamine

B

3-tert-Butylamino-3-methyl-1-butene
40137-02-8

3-tert-Butylamino-3-methyl-1-butene

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With hydrogen; Lindlar's catalyst In various solvent(s) at -10℃; under 2585.74 Torr; Catalytic hydrogenation; Hydrogenolysis;A n/a
B 64%
C n/a
With hydrogen; W-2 Raney nickel In ethanol Product distribution; Further Variations:; Catalysts; Solvents; Catalytic hydrogenation; Hydrogenolysis;
N-(tert-butyl)-2-(thiophen-3-yl)imidazo[1,2-a]pyridin-3-amine

N-(tert-butyl)-2-(thiophen-3-yl)imidazo[1,2-a]pyridin-3-amine

A

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

B

N-(pyridin-2-yl)thiophene-3-carboxamide
340258-79-9

N-(pyridin-2-yl)thiophene-3-carboxamide

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A n/a
B 63%
C n/a
1,4-di-tert-butyl-1,4-diazabutadiene
28227-42-1, 30834-74-3

1,4-di-tert-butyl-1,4-diazabutadiene

N-butylamine
109-73-9

N-butylamine

A

butyl[2-(butylimino)ethylidene]amine
24764-88-3

butyl[2-(butylimino)ethylidene]amine

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With formic acid In water; acetonitrile at 15℃; for 2h;A 62%
B n/a
2-(3-Bromophenyl)-N-(tert-butyl)imidazo[1,2-a]pyridin-3-amine
1152035-05-6

2-(3-Bromophenyl)-N-(tert-butyl)imidazo[1,2-a]pyridin-3-amine

A

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

B

tert-butylamine
75-64-9

tert-butylamine

C

2-bromo-N-(pyridine-2-yl)benzamide

2-bromo-N-(pyridine-2-yl)benzamide

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A n/a
B n/a
C 62%
C18H21N3

C18H21N3

A

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

B

3-methyl-N-(pyridin-2-yl)benzamide
321943-80-0

3-methyl-N-(pyridin-2-yl)benzamide

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A n/a
B 61%
C n/a
N-tert-butyl-2-p-tolyl-1H-imidazo[1,2-a]pyridine-3-amine
518015-60-6

N-tert-butyl-2-p-tolyl-1H-imidazo[1,2-a]pyridine-3-amine

A

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

B

4-methyl-N-(pyridine-2-yl)benzamide
14547-80-9

4-methyl-N-(pyridine-2-yl)benzamide

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A n/a
B 60%
C n/a
N-tert-butyl-2-(3-methoxyphenyl)imidazo[1,2-a]pyridin-3-amine
857671-17-1

N-tert-butyl-2-(3-methoxyphenyl)imidazo[1,2-a]pyridin-3-amine

A

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

B

2-methoxy-N-(pyridin-2-yl)benzamide
114570-45-5

2-methoxy-N-(pyridin-2-yl)benzamide

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A n/a
B 59%
C n/a
N-(tert-butyl)-2-(5-methylfuran-2-yl)imidazo[1,2-a]pyridin-3-amine

N-(tert-butyl)-2-(5-methylfuran-2-yl)imidazo[1,2-a]pyridin-3-amine

A

5-methyl-N-(pyridin-2-yl)furan-2-carboxamide
99984-52-8

5-methyl-N-(pyridin-2-yl)furan-2-carboxamide

B

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A 59%
B n/a
C n/a
N-(tert-butyl)-2-(2-chlorophenyl)imidazo[1,2-a]pyridin-3-amine
853706-94-2

N-(tert-butyl)-2-(2-chlorophenyl)imidazo[1,2-a]pyridin-3-amine

A

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

B

2-chloro-N-(pyridine-2-yl)benzamide
54979-78-1

2-chloro-N-(pyridine-2-yl)benzamide

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A n/a
B 58%
C n/a
C13H19N3

C13H19N3

A

N-(pyridine-2-yl)propionamide
13606-94-5

N-(pyridine-2-yl)propionamide

B

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

C

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A 57%
B n/a
C n/a
N-tert-butyl-2-(3-nitrophenyl)imidazo[1,2-a]pyridin-3-amine
1171753-50-6

N-tert-butyl-2-(3-nitrophenyl)imidazo[1,2-a]pyridin-3-amine

A

1,3-di-tert-butylurea
5336-24-3

1,3-di-tert-butylurea

B

tert-butylamine
75-64-9

tert-butylamine

C

3-nitro-N-(pyridin-2-yl)benzamide
85367-01-7

3-nitro-N-(pyridin-2-yl)benzamide

Conditions
ConditionsYield
With potassium tert-butylate; copper diacetate In m-xylene for 8h; Schlenk technique; Heating; chemoselective reaction;A n/a
B n/a
C 56%
N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine
125454-66-2

N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine

2-mercapto-4(5)-phenylimidazole
6857-34-7

2-mercapto-4(5)-phenylimidazole

A

2,7-diphenyl-5H-imidazolo[2,1-b][1,3]thiazin-5-ol

2,7-diphenyl-5H-imidazolo[2,1-b][1,3]thiazin-5-ol

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
Stage #1: N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine; 2-mercapto-4(5)-phenylimidazole In methanol at 60℃; for 0.5h;
Stage #2: With water In methanol
A 50%
B n/a
(E)-3-Phenyl-acrylic acid 1-tert-butylcarbamoyl-1-methyl-2-oxo-propyl ester
105887-09-0

(E)-3-Phenyl-acrylic acid 1-tert-butylcarbamoyl-1-methyl-2-oxo-propyl ester

A

N-tert.butyl 2-acetyl 2-hydroxy propanamide
105887-13-6

N-tert.butyl 2-acetyl 2-hydroxy propanamide

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; cesium fluoride In tetrahydrofuran for 72h; Heating;A 45%
B n/a
isobutene
115-11-7

isobutene

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With ammonia; zeolite BEA (Si/Al ratio of 12.5) at 250℃; under 22502.3 Torr; Product distribution / selectivity;44.78%
With ammonia; MF114 zeolite at 274.9℃; under 30002.4 Torr;8.9%
With ammonia; sodium at 250℃; under 661957 Torr;
N-tert-butylbenzylamine
3378-72-1

N-tert-butylbenzylamine

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
Stage #1: N-tert-butylbenzylamine With rhodium(III) tetra(p-sulfonato-phenyl)porphyrin; oxygen; benzaldehyde In methanol; water at 100℃; under 750.075 Torr; for 6h;
Stage #2: With hydrogenchloride In methanol; water at 80℃; Catalytic behavior;
24.5%
N-isopropyl-N-tert-butylamine
7515-80-2

N-isopropyl-N-tert-butylamine

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
Stage #1: N-isopropyl-N-tert-butylamine With rhodium(III) tetra(p-sulfonato-phenyl)porphyrin; oxygen; benzaldehyde In methanol; water at 100℃; under 750.075 Torr; for 6h;
Stage #2: With hydrogenchloride In methanol; water at 80℃; Catalytic behavior;
22%
Bis-tert.-butylamino-phenylboran
10375-18-5

Bis-tert.-butylamino-phenylboran

A

(t-butylimino)phenylborane
118331-74-1

(t-butylimino)phenylborane

B

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
A n/a
B 12%
A n/a
B 12%
benzaldehyde
100-52-7

benzaldehyde

tert-butylamine
75-64-9

tert-butylamine

N-benzylidene tert-butylamine
6852-58-0

N-benzylidene tert-butylamine

Conditions
ConditionsYield
In dichloromethane for 18h; Molecular sieve;100%
at 20℃; for 2h;100%
In dichloromethane at 20℃; for 4h;100%
tert-butylamine
75-64-9

tert-butylamine

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h;100%
With potassium permanganate In water 1.) 11 deg C -> room temperature, 8 h, 2.) 55 deg C, 18 h;78%
With sodium permanganate In hexane at 69℃; for 24h;76%
maleic anhydride
108-31-6

maleic anhydride

tert-butylamine
75-64-9

tert-butylamine

(Z)-4-(tert-butylamino)-4-oxo-2-butenoic acid
32350-46-2

(Z)-4-(tert-butylamino)-4-oxo-2-butenoic acid

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h;100%
In toluene at 45 - 50℃; for 1h;94%
In diethyl ether at 20℃;89%
succinic acid anhydride
108-30-5

succinic acid anhydride

tert-butylamine
75-64-9

tert-butylamine

4-(tert-butylamino)-4-oxobutanoic acid
6622-06-6

4-(tert-butylamino)-4-oxobutanoic acid

Conditions
ConditionsYield
Stage #1: succinic acid anhydride; tert-butylamine In N,N-dimethyl acetamide at 20℃; for 24h;
Stage #2: In N,N-dimethyl acetamide; xylene at 140℃; for 48h;
100%
In dichloromethane at 20℃; for 1h;52%
Stage #1: succinic acid anhydride; tert-butylamine In dichloromethane at 20℃; for 1h;
Stage #2: With sodium hydroxide In water at 20℃; for 2h;
Stage #3: With hydrogenchloride In water at 0℃;
52%
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

tert-butylamine
75-64-9

tert-butylamine

N-tert-butyl-4-methoxybenzamide
19486-73-8

N-tert-butyl-4-methoxybenzamide

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane100%
With dmap; sodium hydroxide In dichloromethane at 0 - 20℃;100%
In tetrahydrofuran at 0℃;86%
ethyl 5-oxo-2-phenyl-2,5-dihydroisoxazole-4-carboxaldehyde
4504-12-5

ethyl 5-oxo-2-phenyl-2,5-dihydroisoxazole-4-carboxaldehyde

tert-butylamine
75-64-9

tert-butylamine

ethyl (N-t-butylcarbamoyl)(N-phenylcarbamoyl)acetate
31081-02-4

ethyl (N-t-butylcarbamoyl)(N-phenylcarbamoyl)acetate

Conditions
ConditionsYield
In acetone at 25℃;100%
tert-butylamine
75-64-9

tert-butylamine

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N-tert-butylbenzenesulfonamide
2512-24-5

N-tert-butylbenzenesulfonamide

Conditions
ConditionsYield
In chloroform at 0℃;100%
With hydrogenchloride In dichloromethane at 0 - 20℃; for 0.666667h;97%
With triethylamine In dichloromethane at 20℃;95%
Phenyl glycidyl ether
122-60-1

Phenyl glycidyl ether

tert-butylamine
75-64-9

tert-butylamine

1-(N-tert-butyl)amino-3-phenoxy-2-propanol
64980-40-1

1-(N-tert-butyl)amino-3-phenoxy-2-propanol

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 20℃; for 6h; regioselective reaction;100%
With lithium perchlorate In diethyl ether at 20℃; for 0.5h;96%
In water at 0 - 20℃;96%
2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

tert-butylamine
75-64-9

tert-butylamine

N-tert-butyl-2,4-dinitro-aniline
13059-89-7

N-tert-butyl-2,4-dinitro-aniline

Conditions
ConditionsYield
With 2-hydroxypyridin In benzene at 25℃; Rate constant; other catalysts, other solvents, var. conc. of catalysts;100%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

tert-butylamine
75-64-9

tert-butylamine

N-(4-bromobenzylidene)-2-methylpropan-2-amine
62058-76-8

N-(4-bromobenzylidene)-2-methylpropan-2-amine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 4h;100%
With 4 A molecular sieve for 24h; Ambient temperature;97%
With titanium tetrachloride In diethyl ether; toluene at 0℃; for 0.25h; Glovebox; Inert atmosphere; Schlenk technique;86%
at 100℃; Schlenk technique;
In 1,2-dichloro-ethane at 70℃; for 4h; Glovebox;
formaldehyd
50-00-0

formaldehyd

2,2,5,5-tetramethyl-4-nitromethyleneimidazolidine-1-oxyl
60829-54-1

2,2,5,5-tetramethyl-4-nitromethyleneimidazolidine-1-oxyl

tert-butylamine
75-64-9

tert-butylamine

C14H25N4O3

C14H25N4O3

Conditions
ConditionsYield
In methanol; water100%
2-chloroacetylenephosphonic acid dimethyl ester
19519-59-6

2-chloroacetylenephosphonic acid dimethyl ester

tert-butylamine
75-64-9

tert-butylamine

dimethyl <2-(tert-butylimino)vinyl>phosphonate
85829-45-4

dimethyl <2-(tert-butylimino)vinyl>phosphonate

Conditions
ConditionsYield
100%
In diethyl ether for 2h; Ambient temperature;98%
In diethyl ether at -10 - 20℃;98%
In diethyl ether at -5 - 20℃; for 2h;98%
bis(3-(trifluoromethyl)benzenesulfonyl) peroxide
35673-10-0

bis(3-(trifluoromethyl)benzenesulfonyl) peroxide

tert-butylamine
75-64-9

tert-butylamine

A

N-t-Butyl-O-m-trifluoromethylbenzenesulfonylhydroxylamine
85462-15-3

N-t-Butyl-O-m-trifluoromethylbenzenesulfonylhydroxylamine

B

3-Trifluoromethyl-benzenesulfonic acid; compound with tert-butylamine

3-Trifluoromethyl-benzenesulfonic acid; compound with tert-butylamine

Conditions
ConditionsYield
In diethyl ether at -78℃; for 2h;A 90%
B 100%
6-methylhepto-5-enal
68654-16-0

6-methylhepto-5-enal

tert-butylamine
75-64-9

tert-butylamine

6-methylhept-5-en-1-al tert-butylimine
128266-08-0

6-methylhept-5-en-1-al tert-butylimine

Conditions
ConditionsYield
In diethyl ether at 20℃; for 1.5h;100%
4-nitrobenzenesulfonyl peroxide
6209-72-9

4-nitrobenzenesulfonyl peroxide

tert-butylamine
75-64-9

tert-butylamine

A

C10H14N2O5S
85462-14-2

C10H14N2O5S

B

4-Nitro-benzenesulfonic acid; compound with tert-butylamine

4-Nitro-benzenesulfonic acid; compound with tert-butylamine

Conditions
ConditionsYield
In diethyl ether at -78℃; for 2h;A 87%
B 100%
(2-formylphenyl)(diphenyl)phosphine
50777-76-9

(2-formylphenyl)(diphenyl)phosphine

tert-butylamine
75-64-9

tert-butylamine

N-(tert-butyl)-2-[(diphenylphosphino)benzylidene]amine
100350-40-1

N-(tert-butyl)-2-[(diphenylphosphino)benzylidene]amine

Conditions
ConditionsYield
In methanol; dichloromethane at 20℃; for 2h; Inert atmosphere;100%
In toluene at 150 - 160℃; for 6h; Inert atmosphere;96%
With molecular sieve for 2h; Heating;93%
In toluene at 110℃; for 18h; Inert atmosphere; Molecular sieve; Sealed tube; Schlenk technique;73%
Heating;
1-(phenylsulfonyl)indole-3-carbaldehyde
80360-20-9

1-(phenylsulfonyl)indole-3-carbaldehyde

tert-butylamine
75-64-9

tert-butylamine

3-((tert-butylimino)methyl)-1-(phenylsulfonyl)indole
136878-55-2

3-((tert-butylimino)methyl)-1-(phenylsulfonyl)indole

Conditions
ConditionsYield
In benzene for 24h; Heating;100%
In benzene 1.) RT, 1 h, 2.) reflux, 2 h;
N-<2,4,6-tri(tert-butyl)phenyl>phosphenimidous acid 2,6-di-tert-butyl-4-methylphenyl ester
111252-28-9

N-<2,4,6-tri(tert-butyl)phenyl>phosphenimidous acid 2,6-di-tert-butyl-4-methylphenyl ester

tert-butylamine
75-64-9

tert-butylamine

O-(2,6-di-tert-butyl-4-methylphenyl)-N-tert-butyl-N'-<2,4,6-tri(tert-butyl)phenyl>amidophosphite

O-(2,6-di-tert-butyl-4-methylphenyl)-N-tert-butyl-N'-<2,4,6-tri(tert-butyl)phenyl>amidophosphite

Conditions
ConditionsYield
In benzene for 240h;100%
In diethyl ether at 20℃;100 % Spectr.
(2-formylphenyl)butyl tellurium dibromide
128346-30-5

(2-formylphenyl)butyl tellurium dibromide

tert-butylamine
75-64-9

tert-butylamine

2-(tert-butyliminomethinyl)phenyltellurenyl bromide
130191-27-4

2-(tert-butyliminomethinyl)phenyltellurenyl bromide

Conditions
ConditionsYield
With trifluoroacetic acid In benzene100%
(Z)-6,10-Dimethyl-5,9-undecadienal
125556-28-7

(Z)-6,10-Dimethyl-5,9-undecadienal

tert-butylamine
75-64-9

tert-butylamine

(Z)-6,10-Dimethyl-5,9-undecadienal tert-butylimine
125556-25-4

(Z)-6,10-Dimethyl-5,9-undecadienal tert-butylimine

Conditions
ConditionsYield
In diethyl ether 1.) -10 deg C, 30 min, 2.) room temp., 1.5 h;100%
In diethyl ether at 20℃; for 1.5h;
C17H25N2O(1+)*BF4(1-)

C17H25N2O(1+)*BF4(1-)

tert-butylamine
75-64-9

tert-butylamine

C19H29N3*BF4(1-)*H(1+)

C19H29N3*BF4(1-)*H(1+)

Conditions
ConditionsYield
100%
1,2,2,5,5,6,6-heptamethyl-3-methylene-4-piperidone
133828-22-5

1,2,2,5,5,6,6-heptamethyl-3-methylene-4-piperidone

tert-butylamine
75-64-9

tert-butylamine

1,2,2,3,3,6,6-heptamethyl-5-tert-butylaminomethyl-4-piperidone
134614-31-6

1,2,2,3,3,6,6-heptamethyl-5-tert-butylaminomethyl-4-piperidone

Conditions
ConditionsYield
In ethanol at 25℃; for 168h;100%
N-(bis-p-methoxyphenylphosphinoyl)-O-methylsulphonylhydroxylamine
73452-24-1

N-(bis-p-methoxyphenylphosphinoyl)-O-methylsulphonylhydroxylamine

tert-butylamine
75-64-9

tert-butylamine

N',P-bis-p-methoxyphenyl-N-t-butylphosphonic diamide
73452-27-4

N',P-bis-p-methoxyphenyl-N-t-butylphosphonic diamide

Conditions
ConditionsYield
100%
tert-butylamine
75-64-9

tert-butylamine

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

N-(p-methoxybenzyl)-N-tert-butylamine
22675-83-8

N-(p-methoxybenzyl)-N-tert-butylamine

Conditions
ConditionsYield
100%
With sodium carbonate; sodium iodide In N,N-dimethyl-formamide at 65℃; for 4h; Inert atmosphere;56%
In N,N-dimethyl-formamide for 6h; Yield given;
tert-butylamine
75-64-9

tert-butylamine

bis(hydroxymethyl)phenylphosphine
3127-08-0

bis(hydroxymethyl)phenylphosphine

1,5-Di(tert-butyl)-3,7-diphenyl-1,5-diaza-3,7-diphosphacyclooctane
139604-87-8

1,5-Di(tert-butyl)-3,7-diphenyl-1,5-diaza-3,7-diphosphacyclooctane

Conditions
ConditionsYield
In ethanol100%
tert-butylamine
75-64-9

tert-butylamine

3,5-di-t-butyl-4-hydroxybenzaldehyde
1620-98-0

3,5-di-t-butyl-4-hydroxybenzaldehyde

4-<(N-tert-butylimino)methyl>-2,6-di-tert-butylphenyl
71530-29-5

4-<(N-tert-butylimino)methyl>-2,6-di-tert-butylphenyl

Conditions
ConditionsYield
In ethanol for 3h; Heating;100%
tert-butylamine
75-64-9

tert-butylamine

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene
161868-74-2

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

1,1-di-tert-butylamino-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

1,1-di-tert-butylamino-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

Conditions
ConditionsYield
In benzene for 2h; Ambient temperature;100%
tert-butylamine
75-64-9

tert-butylamine

2-methyl-N-[2-(phenylsulfonyl)ethyl]propan-2-amine
16191-98-3

2-methyl-N-[2-(phenylsulfonyl)ethyl]propan-2-amine

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
In ethanol at 20℃; Cooling with ice;81%
tert-butylamine
75-64-9

tert-butylamine

N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine
221636-53-9

N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine

1-[8-tert-Butylamino-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-2,2,2-trifluoro-ethanone

1-[8-tert-Butylamino-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-2,2,2-trifluoro-ethanone

Conditions
ConditionsYield
In acetonitrile at 50℃; for 72h;100%
In acetonitrile at 50℃; for 72h; Substitution;100%
carbon disulfide
75-15-0

carbon disulfide

tert-butylamine
75-64-9

tert-butylamine

N,N-di-tert-butylthiourea
4041-95-6

N,N-di-tert-butylthiourea

Conditions
ConditionsYield
aluminum oxide; zinc(II) oxide at 100℃; for 2h; Condensation;100%
In water at 20℃; for 1h; Green chemistry;93%
In water at 20℃; for 1h; Green chemistry;93%
Stage #1: carbon disulfide; tert-butylamine In water at 35℃; for 1h; Large scale;
Stage #2: With dihydrogen peroxide In vaseline at 65℃; for 2h; Temperature; Large scale;

75-64-9Relevant articles and documents

Competitive Condensation and Proton-Transfer Processes in the Reaction of t-C4H9+ Ions with Ammonia in Gaseous Systems at Atmospheric Pressure

Attina, Marina,Cacace, Fulvio,Giacomello, Pierluigi,Speranza, Maurizio

, p. 6896 - 6898 (1980)

-

Reactions of bromoacetylene with primary amine on a butterfly-type tetrairon core to give isonitrile and methyne through oxidation and deprotonation

Okazaki, Masaaki,Tsuchimoto, Takahiro,Nakazawa, Yuki,Takano, Masato,Ozawa, Fumiyuki

, p. 3487 - 3489 (2011)

Reaction of [(η5-C5H4Me) 4Fe4(HCCH)(HCC-Br)](PF6) with tBuNH2 forms [(?5-C5H 4Me)4Fe4(HCCH)(HCC-NHtBu)](PF 6), of which one electron oxidation leads to carbon-carbon bond cleavage to give [(η5-C5H4Me) 4Fe4(HCCH)(μ3-CH)(μ3-CNH tBu)](PF6)2, and further treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) affords [(η5-C 5H4Me)4Fe4(HCCH)(μ3- CH)(μ3-η1-CNtBu)](PF6). Thus, the HCCBr group is converted to tBuNC and CH groups on the redox-responsive tetrairon core.

Amination of 2-Methylpropene over Proton-Exchanged ZSM-5 Zeolite Catalysts

Mizuno, Noritaka,Tabata, Masahiro,Uematsu, Takeshi,Iwamoto, Masakazu

, p. 249 - 256 (1994)

The reaction between 2-methylpropene and ammonia over various zeolite catalysts having a wide range of silica/alumina ratios from 5.6 to 1340, and over solid acid catalysts (CsxH3-xPW12O40 (x = 0.15, 0.5), SiO2-Al2O3, and SiO2-TiO2) and the solid base MgO was investigated.The significant decrease of activity following substitution of Na+ for H+ in H-MFI-40 or by preadsorption of diisopropylamine showed that amination is catalyzed by the acid sites.A similar change in the catalytic activity of H-MFI-40 with the number of Broensted acid sites at elevated temperatures, as well as the appearance of activities of CsxH3-xPW12O40 (x = 2.5, 2.85), which has only Broensted acid sites, indicated amination on the Broensted acid site.The dependence of conversion into t-butylamine, the number of Broensted acid sites, and the turnover frequencies on the SiO2/Al2O3 ratio suggested that the number and strength of the Broensted acid sites are the factors controlling the title reaction.Due to the above two factors having the proper values, proton-exchanged ZSM-5 zeolite with a silica/alumina ratio of 81 was the most active for amination among the catalysts tested.

Pd nanoparticles prepared by grafting of Pd complexes on phenol-functionalized carbon supports for liquid phase catalytic applications

Hermans, Sophie,Diverchy, Chantal,Dubois, Vincent,Devillers, Michel

, p. 263 - 271 (2014)

An activated carbon was functionalized by oxidation with HNO3 or H2O2 to increase the number of acidic groups on its surface. A sample of HNO3-oxidized carbon was treated thermally to remove unstable functions. Detailed characterization by a combination of techniques revealed that this stabilization procedure allowed selecting weaker acid sites of phenolic type. H2O2 functionalization gave also mainly surface phenols but in lower amounts. Palladium grafting was carried out in water at room temperature by ligand exchange between a carboxylate complex and the surface oxygenated groups. Activation was carried out thermally and the samples grafted on the most oxidized supports proved more difficult to reduce. The catalytic activity of the obtained Pd/C catalysts was evaluated in the reduction of 2-methyl-2-nitropropane (MNP) into t-butylamine (TBA). The most active materials were those prepared on H2O2-modified carbon and on the stabilized support. In the latter case, the superior activity was explained by the robustness of the grafting anchors which could not decompose during thermal activation together with the active role of weak acidic groups in the catalytic reaction itself.

C?H Bond Activation by an Imido Cobalt(III) and the Resulting Amido Cobalt(II) Complex

Kraus, Florian,Pietzonka, Clemens,Reckziegel, Alexander,Werncke, C. Gunnar

, p. 8527 - 8531 (2020)

The 3d-metal mediated nitrene transfer is under intense scrutiny due to its potential as an atom economic and ecologically benign way for the directed amination of (un)functionalised C?H bonds. Here we present the isolation and characterisation of a rare, trigonal imido cobalt(III) complex, which bears a rather long cobalt–imido bond. It can cleanly cleave strong C?H bonds with a bond dissociation energy of up to 92 kcal mol?1 in an intermolecular fashion, unprecedented for imido cobalt complexes. This resulted in the amido cobalt(II) complex [Co(hmds)2(NHtBu)]?. Kinetic studies on this reaction revealed an H atom transfer mechanism. Remarkably, the cobalt(II) amide itself is capable of mediating H atom abstraction or stepwise proton/electron transfer depending on the substrate. A cobalt-mediated catalytic application for substrate dehydrogenation using an organo azide is presented.

PROCESS FOR PREPARATION OF TERT-BUTYLAMINE AND PROPIONIC ACID SALTS FROM N-TERTIARY BUTYL ACRYLAMIDE

-

Page/Page column 15; 16;, (2021/11/13)

Disclosed is a process (100) for conversion of N-tertiary butyl acrylamide to tert-butylamine and salts of propionic acid. The process comprises of first selectively reducing the vinylic double bond in N-tertiary butyl acrylamide by catalytic hydrogenation of an alcoholic solution of N-tertiary butyl acrylamide to provide N-tertiary buyl propanamide; recovering the hydrogenation catalyst by filtering the solution and treating the solution with an alkali to produce N-tertiary butylamine and corresponding alkali salt of propionic acid. The process converts of N-tertiary butyl acrylamide into value added products at milder reaction conditions, without producing any hazardous byproducts and effluents.

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