Sec-Butylamine

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sec-Butylamine
2-Aminobutane Racemate Structural Formulae V.1.svg
Names
Preferred IUPAC name
Butan-2-amine
Other names
  • 2-Aminobutane
  • 2-Butanamine
  • (±)-sec-Butylamine
  • DL-sec-Butylamine
  • 1-Methylpropylamine
  • Mono-sec-butylamine
Identifiers
3D model (JSmol)
Abbreviations2-AB
1361345, 1718761 (R), 1718760 (S)
ChEBI
ChemSpider
ECHA InfoCard 100.034.288 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 237-732-7
KEGG
PubChem CID
RTECS number
  • EO3325000
UNII
UN number 2733
  • InChI=1S/C4H11N/c1-3-4(2)5/h4H,3,5H2,1-2H3 Yes check.svgY
    Key: BHRZNVHARXXAHW-UHFFFAOYSA-N Yes check.svgY
  • CCC(C)N
Properties
C4H11N
Molar mass 73.139 g·mol−1
AppearanceColorless liquid
Odor Fishy, ammoniacal
Density 0.724 g cm−3
Melting point −104.50 °C; −156.10 °F; 168.65 K
Boiling point 63 °C; 145 °F; 336 K
Miscible [1]
1.3928
Viscosity 500 μPa s (at 20 °C)
Thermochemistry
−138.5 to −136.5 kJ mol−1
−3.0095 to −3.0077 MJ mol−1
Hazards
GHS labelling:
GHS-pictogram-flamme.svg GHS-pictogram-acid.svg GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
Danger
H225, H302, H314, H332, H400
P210, P273, P280, P305+P351+P338, P310
NFPA 704 (fire diamond)
NFPA 704.svgHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
3
0
Flash point 19 °C (66 °F; 292 K)
Lethal dose or concentration (LD, LC):
  • 152 mg kg−1(oral, rat)
  • 2.5 g kg−1(dermal, rabbit)
Related compounds
Related alkanamines
Related compounds
2-Methyl-2-nitrosopropane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

sec-Butylamine is an organic chemical compound (specifically, an amine) with the formula CH3CH2CH(NH2)CH3. It is a colorless liquid. sec-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, tert-butylamine, and isobutylamine. sec-Butylamine is chiral and therefore can exist in either of two enantiomeric forms.

sec-Butylamine is used in the production of some pesticides. [2]

Bromacil, a commercial herbicide, is produced from sec-butylamine. Bromacil skeletal.svg
Bromacil, a commercial herbicide, is produced from sec-butylamine.

Safety

The LD50 (rat) for primary alkylamines is 100 – 1 mg/kg. [2]

Related Research Articles

<span class="mw-page-title-main">Amine</span> Chemical compounds and groups containing nitrogen with a lone pair (:N)

In chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia, wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group. Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine.

Amination is the process by which an amine group is introduced into an organic molecule. This type of reaction is important because organonitrogen compounds are pervasive.

<span class="mw-page-title-main">Isobutylene</span> Unsaturated hydrocarbon compound (H2C=C(CH3)2)

Isobutylene is a hydrocarbon with the chemical formula (CH3)2C=CH2. It is a four-carbon branched alkene (olefin), one of the four isomers of butylene. It is a colorless flammable gas, and is of considerable industrial value.

<span class="mw-page-title-main">Ethylamine</span> Chemical compound

Ethylamine, also known as ethanamine, is an organic compound with the formula CH3CH2NH2. This colourless gas has a strong ammonia-like odor. It condenses just below room temperature to a liquid miscible with virtually all solvents. It is a nucleophilic base, as is typical for amines. Ethylamine is widely used in chemical industry and organic synthesis.

<span class="mw-page-title-main">Ammonia borane</span> Chemical compound

Ammonia borane, also called borazane, is the chemical compound with the formula H3NBH3. The colourless or white solid is the simplest molecular boron-nitrogen-hydride compound. It has attracted attention as a source of hydrogen fuel, but is otherwise primarily of academic interest.

The carbylamine reaction is the synthesis of an isocyanide by the reaction of a primary amine, chloroform, and base. The conversion involves the intermediacy of dichlorocarbene.

<span class="mw-page-title-main">Phenyl-2-nitropropene</span> Chemical compound

1-Phenyl-2-nitropropene, or simply phenyl-2-nitropropene, or P2NP, as it is commonly referred to, is a chemical compound from the aromatic group of compounds, with the formula C9H9NO2. It is a light-yellow crystalline solid with a distinct smell. Phenyl-2-nitropropene is used in the pharmaceutical industry to manufacture the drug Adderall, an amphetamine mixture used to treat ADHD and narcolepsy. P2NP and other similar nitrostyrenes are also employed in the clandestine manufacture of drugs of the amphetamine class, and are listed as drug precursors in many countries.

<i>n</i>-Butylamine Chemical compound

n-Butylamine is an organic compound (specifically, an amine) with the formula CH3(CH2)3NH2. This colourless liquid is one of the four isomeric amines of butane, the others being sec-butylamine, tert-butylamine, and isobutylamine. It is a liquid having the fishy, ammonia-like odor common to amines. The liquid acquires a yellow color upon storage in air. It is soluble in all organic solvents. Its vapours are heavier than air and it produces toxic oxides of nitrogen during combustion.

Butylamines are several related chemical compounds:

<i>tert</i>-Butylamine Chemical compound

tert-Butylamine (also erbumine and other names) is an organic chemical compound with the formula (CH3)3CNH2. It is a colorless liquid with a typical amine-like odor. tert-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, sec-butylamine and isobutylamine.

<span class="mw-page-title-main">Isobutylamine</span> Chemical compound

Isobutylamine is an organic chemical compound (specifically, an amine) with the formula (CH3)2CHCH2NH2, and occurs as a colorless liquid. Isobutylamine is one of the four isomeric amines of butane, the others being n-butylamine, sec-butylamine and tert-butylamine. It is the decarboxylated form of the amino acid valine, and the product of the metabolism thereof by the enzyme valine decarboxylase.

The molecular formula C4H11N may refer to:

<span class="mw-page-title-main">Pentorex</span> Chemical compound

Pentorex (Modatrop), also known as phenpentermine or α,β-dimethylamphetamine, is a stimulant drug related to phentermine which is used as an anorectic to assist with weight loss. It also acts as a diuretic. Pentorex was developed by Nordmark in the 1960s.

Triisopropylamine is an organic chemical compound consisting of three isopropyl groups bound to a central nitrogen atom. As a hindered tertiary amine, it can be used as a non-nucleophilic base and as a stabilizer for polymers; however, its applications are limited by its relatively high cost and difficult synthesis.

The Ritter reaction is a chemical reaction that transforms a nitrile into an N-alkyl amide using various electrophilic alkylating reagents. The original reaction formed the alkylating agent using an alkene in the presence of a strong acid.

<span class="mw-page-title-main">Sulfenamide</span> Molecules of the form >N–S–

In organosulfur chemistry, sulfenamides are a class of organosulfur compounds characterized by the general formula R−S−N(−R)2, where the R groups are hydrogen, alkyl, or aryl. Sulfenamides have been used extensively in the vulcanization of rubber using sulfur. They are related to the oxidized compounds known as sulfinamides and sulfonamides.

Borane <i>tert</i>-butylamine Chemical compound

Borane tert-butylamine is an amine borane complex derived from tert-butylamine and borane. It is a colorless solid.

<span class="mw-page-title-main">Aminomethyl propanol</span> Chemical compound

Aminomethyl propanol (AMP) is an organic compound with the formula H2NC(CH3)2CH2OH. It is colorless liquid that is classified as an alkanolamine. It is a useful buffer and a precursor to numerous other organic compounds.

<span class="mw-page-title-main">Bunitrolol</span> Chemical compound

Bunitrolol is a beta-adrenergic antagonist.

Methylpropylamine may refer to:

References

  1. "ICSC 0401 - sec-BUTYLAMINE".
  2. 1 2 Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2005). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001. ISBN   978-3527306732.
  3. United States Environmental Protection Agency. "Bromacil". 1996, pp. 1–11. Accessed 9 October 2012