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75-64-9

Basic Information
CAS No.: 75-64-9
Name: tert-Butylamine
Article Data: 165
Molecular Structure:
Molecular Structure of 75-64-9 (tert-Butylamine)
Formula: C4H11N
Molecular Weight: 73.138
Synonyms: tert-Butylamine(8CI);1,1-Dimethylethanamine;1,1-Dimethylethylamine;1-Amino-1,1-dimethylethane;2-Amino-2-methylpropane;2-Aminoisobutane;2-Methyl-2-aminopropane;2-Methyl-2-propanamine;2-Methyl-2-propylamine;Erbumine;N-tert-Butylamine;NSC 9571;Trimethylaminomethane;t-Butylamine;
EINECS: 200-888-1
Density: 0.744 g/cm3
Melting Point: -67 °C
Boiling Point: 44.399 °C at 760 mmHg
Flash Point: -9 °C
Solubility: miscible with water
Appearance: colourless liquid
Hazard Symbols: FlammableF,CorrosiveC,ToxicT
Risk Codes: 11-20/22-35-25
Safety: 16-26-36/37/39-45-28
Transport Information: UN 3286 3/PG 2
PSA: 26.02000
LogP: 1.44390
Synthetic route
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

11113-50-1

boric acid

B

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%
594-70-7

2-Methyl-2-nitropropane

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%
1118-12-3

1,1-dimethylethylurea

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
111-86-4

n-Octylamine

28227-42-1, 30834-74-3

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

A

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

B

75-64-9

tert-butylamine

Conditions
ConditionsYield
With formic acid In water; acetonitrile at 15℃; for 30h;A 92%
B n/a
60399-04-4

N-(2-hydroxybenzyl)-tert-butylamine

A

C21H18O3

B

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%
28227-42-1, 30834-74-3

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

613-73-0

1,2-phenylenediacetonitrile

A

3029-30-9

naphthalene-1,4-dicarbonitrile

B

75-64-9

tert-butylamine

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

t-butyl bromide

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

A

4589-12-2

N-(pyrid-2-yl)benzamide

B

5336-24-3

1,3-di-tert-butylurea

C

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
119072-55-8, 7188-38-7

tert-butylisonitrile

156-87-6

propan-1-ol-3-amine

A

5638-63-1

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

B

75-64-9

tert-butylamine

Conditions
ConditionsYield
With silver cyanide at 90℃; for 18h;A 70%
B n/a
125454-66-2

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

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

B

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
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DFG MAK: 5 ppm (15 mg/m3)
DOT Classification:  8; Label: Corrosive, Flammable Liquid (UN 2734); DOT Class: 3; Label: Flammable Liquid, Corrosive (UN 2733)

Specification

The tert-Butylamine, with the CAS registry number 75-64-9, is also known as 2-Amino-2-methylpropane. Its EINECS registry number is 200-888-1. This chemical's molecular formula is C4H11N and molecular weight is 73.14. What's more, both its IUPAC name and systematic name are the same which is called 2-Methylpropan-2-amine. Its classification code is Human Data. The production is an organic chemical compound (specifically, an amine) and occurs as a colorless liquid. It is one of the four isomeric amines of butane, the others being n-Butylamine, sec-Butylamine and Isobutylamine. In addition, it should be kept in a cool and ventilated place.

Physical properties about tert-Butylamine are: (1)ACD/LogP: 0.80; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 1; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 26.02 Å2; (11)Index of Refraction: 1.405; (12)Molar Refractivity: 24.081 cm3; (13)Molar Volume: 98.288 cm3; (14)Surface Tension: 23.076 dyne/cm; (15) Density: 0.744 g/cm3; (16)Enthalpy of Vaporization: 28.27 kJ/mol; (17)Boiling Point: 44.399 °C at 760 mmHg; (18)Vapour Pressure: 362.95 mmHg at 25 °C.

Preparation of tert-Butylamine: this chemical can be prepared by tert-Butyl-ure. This reaction needs reagent ethylene glycol and solvents H2SO4, HCN.

(CH3)2C=CH2 + HCN + H2SO4 + 2H2O  → (CH3)3CNH2 · H2SO4 + HCOOH

(CH3)3CNH2 · H2SO4 + NH3 → (CH3)3CNH2 + NH4HSO4

Uses of tert-Butylamine: (1) it is used as an intermediate in the preparation of rubber accelerators, pesticides, pharmaceuticals, dyes and other organic compounds; (2) it is used to produce other chemicals. For example, it is used to produce N-tert-Butyl-acetamide. The reaction occurs with solvent tetrahydrofuran and other condition of heating for 25 hours. The yield is 97 %.

tert-Butylamine is used to produce N-tert-Butyl-acetamide.

When you are dealing with this chemical, you should be very careful. This chemical may destroy living tissue on contacting. In addition, this chemical is highly flammable and it is harmful by inhalation. What's more, it is toxic if swallowed. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And in case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: CC(C)(C)N
(2) InChI: InChI=1S/C4H11N/c1-4(2,3)5/h5H2,1-3H3
(3) InChIKey: YBRBMKDOPFTVDT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TCLo inhalation 40mg/m3/8H-I (40mg/m3) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
British Journal of Industrial Medicine. Vol. 48, Pg. 26, 1991.
mouse LD50 unreported 378mg/kg (378mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(12), Pg. 70, 1985.
rabbit LD50 unreported 375mg/kg (375mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(12), Pg. 70, 1985.
rabbit LDLo skin 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0570521,
rat LC50 inhalation 3800mg/m3/4H (3800mg/m3) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BLOOD: HEMORRHAGE
National Technical Information Service. Vol. OTS0570798,
rat LD50 oral 44mg/kg (44mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: PULMONARY EMBOLI

LIVER: OTHER CHANGES
National Technical Information Service. Vol. OTS0534846,
rat LD50 unreported 450mg/kg (450mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(12), Pg. 70, 1985.