1-Amino-propan-2-ol

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1-Amino-propan-2-ol
Isopropanolamine.svg
Names
IUPAC name
1-Aminopropan-2-ol
Other names
Isopropanolamine
Monoisopropanolamine
MIPA; Threamine
Identifiers
3D model (JSmol)
AbbreviationsMIPA
ChEBI
ChEMBL
ChemSpider
  • 3  Yes check.svgY
ECHA InfoCard 100.001.057
EC Number 220-532-9
KEGG
PubChem CID
UNII
Properties
C3H9NO
Molar mass 75.111 g·mol−1
Appearanceliquid
Odor ammonia-like
Density 0.973 g/mL (18 °C) [1]
Melting point 1.74 °C (35.13 °F; 274.89 K)
Boiling point 159.46 °C (319.03 °F; 432.61 K)
soluble
Solubility soluble in alcohol, ether, acetone, benzene, CCl4
1.4479
Hazards
NFPA 704
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code1-Amino-propan-2-ol
2
2
0
Flash point 77 °C (171 °F; 350 K)
374 °C (705 °F; 647 K)
Lethal dose or concentration (LD, LC):
4.26 g/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1-Amino-2-propanol (isopropanolamine) is a chemical compound with the formula C3H9NO. It is an amino alcohol. The term "isopropanolamine" may also refer more generally to the additional homologs diisopropanolamine (DIPA) and triisopropanolamine (TIPA).

Alkanolamines are chemical compounds that contain both hydroxyl (-OH) and amino (-NH2, -NHR, and -NR2) functional groups on an alkane backbone. The term alkanolamine is a broad class term that is sometimes used as a subclassification.

Homology (chemistry) appearance of homologues in chemistry

In chemistry, homology is the appearance of homologues. A homologue is a compound belonging to a series of compounds differing from each other by a repeating unit, such as a methylene bridge −CH
2
−, a peptide residue, etc.

Diisopropanolamine chemical compound

Diisopropanolamine is a chemical compound with the molecular formula used as an emulsifier, stabilizer, and chemical intermediate.

It can be prepared by the addition of aqueous ammonia to propylene oxide.

Ammonia Chemical compound of nitrogen and hydrogen

Ammonia is a compound of nitrogen and hydrogen with the formula NH3. A stable binary hydride, and the simplest pnictogen hydride, ammonia is a colourless gas with a characteristic pungent smell. It is a common nitrogenous waste, particularly among aquatic organisms, and it contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to food and fertilizers. Ammonia, either directly or indirectly, is also a building block for the synthesis of many pharmaceutical products and is used in many commercial cleaning products. It is mainly collected by downward displacement of both air and water. Ammonia is named for the Ammonians, worshipers of the Egyptian god Amun, who used ammonium chloride in their rituals.

Propylene oxide chemical compound

Propylene oxide is an organic compound with the molecular formula CH3CHCH2O. This colourless volatile liquid with an odour resembling ether, is produced on a large scale industrially. Its major application is its use for the production of polyether polyols for use in making polyurethane plastics. It is a chiral epoxide, although it is commonly used as a racemic mixture.

Applications

The isopropanolamines are basic chemicals that can be used in many applications to achieve basicity, buffering and alkalinity objectives. They are good solubilizers of oil and fat, so they are used to neutralize fatty acids and sulfonic acid-based surfactants.

1-Amino-2-propanol is typically used in metal working fluid, waterborne coating, personal care products, and in the production of titanium dioxide and polyurethanes. [2]

Titanium dioxide chemical compound

Titanium dioxide, also known as titanium(IV) oxide or titania, is the naturally occurring oxide of titanium, chemical formula TiO
2
. When used as a pigment, it is called titanium white, Pigment White 6 (PW6), or CI 77891. Generally, it is sourced from ilmenite, rutile and anatase. It has a wide range of applications, including paint, sunscreen and food coloring. When used as a food coloring, it has E number E171. World production in 2014 exceeded 9 million metric tons. It has been estimated that titanium dioxide is used in two-thirds of all pigments, and pigments based on the oxide have been valued at $13.2 billion.

Polyurethane polymer composed of a chain of organic units joined by carbamate (urethane) links

Polyurethane is a polymer composed of organic units joined by carbamate (urethane) links. While most polyurethanes are thermosetting polymers that do not melt when heated, thermoplastic polyurethanes are also available.

1-Amino-2-propanol is an intermediate in the synthesis of a variety of pharmaceutical drugs and is the very basic building block of the opioid methadone.

Methadone group of stereoisomers

Methadone, sold under the brand name Dolophine among others, is an opioid used for opioid maintenance therapy in opioid dependence and for chronic pain management. Detoxification using methadone can be accomplished in less than a month, or it may be done gradually over as long as six months. While a single dose has a rapid effect, maximum effect can take up to five days of use. The pain-relieving effects last about six hours after a single dose. After long-term use, in people with normal liver function, effects last 8 to 36 hours. Methadone is usually taken by mouth and rarely by injection into a muscle or vein.

The chemical derivative 1-dimethylamino-2-propanol can be synthesized via Eschweiler-Clarke methylation of 1-amino-2-propanol using formic acid and formaldehyde.[ citation needed ]

In chemistry, a derivative is a compound that is derived from a similar compound by a chemical reaction.

Dimethylaminoisopropanol chemical compound

Dimethylaminoisopropanol is a chemical compound with the molecular formula C5H13NO that is classified as an amino alcohol. It is used as a building block in organic synthesis. Under the name dimepranol, it is also used as an active ingredient in some pharmaceutical formulations such as inosine pranobex.

Formic acid chemical compound

Formic acid, systematically named methanoic acid, is the simplest carboxylic acid. The chemical formula is . The chemical composition is HCOOH. It is an important intermediate in chemical synthesis and occurs naturally, most notably in some ants. The word "formic" comes from the Latin word for ant, formica, referring to its early isolation by the distillation of ant bodies. Esters, salts, and the anion derived from formic acid are called formates. Industrially, formic acid is produced from methanol.

Related Research Articles

Acid type of chemical substance that reacts with a base

An acid is a molecule or ion capable of donating a proton (hydrogen ion H+), or, alternatively, capable of forming a covalent bond with an electron pair (a Lewis acid).

Alcohol any organic compound in which the hydroxyl functional group (–OH) is bound to a saturated carbon atom

In chemistry, an alcohol is any organic compound in which the hydroxyl functional group (–OH) is bound to a carbon. The term alcohol originally referred to the primary alcohol ethanol, which is used as a drug and is the main alcohol present in alcoholic beverages. An important class of alcohols, of which methanol and ethanol are the simplest members, includes all compounds for which the general formula is CnH2n+1OH. It is these simple monoalcohols that are the subject of this article.

Amino acid Organic compounds containing amine and carboxylic groups

Amino acids are organic compounds that contain amine (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. The key elements of an amino acid are carbon (C), hydrogen (H), oxygen (O), and nitrogen (N), although other elements are found in the side chains of certain amino acids. About 500 naturally occurring amino acids are known (though only 20 appear in the genetic code) and can be classified in many ways. They can be classified according to the core structural functional groups' locations as alpha- (α-), beta- (β-), gamma- (γ-) or delta- (δ-) amino acids; other categories relate to polarity, pH level, and side chain group type (aliphatic, acyclic, aromatic, containing hydroxyl or sulfur, etc.). In the form of proteins, amino acid residues form the second-largest component (water is the largest) of human muscles and other tissues. Beyond their role as residues in proteins, amino acids participate in a number of processes such as neurotransmitter transport and biosynthesis.

In organic chemistry, amines (, UK also ) 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 (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines). Important amines include amino acids, biogenic amines, trimethylamine, and aniline; see Category:Amines for a list of amines. Inorganic derivatives of ammonia are also called amines, such as chloramine (NClH2); see Category:Inorganic amines.

Biochemistry study of chemical processes in living organisms

Biochemistry, sometimes called biological chemistry, is the study of chemical processes within and relating to living organisms. Biochemical processes give rise to the complexity of life.

A bactericide or bacteriocide, sometimes abbreviated Bcidal, is a substance that kills bacteria. Bactericides are disinfectants, antiseptics, or antibiotics.

Protein Biological molecule consisting of chains of amino acid residues

Proteins are large biomolecules, or macromolecules, consisting of one or more long chains of amino acid residues. Proteins perform a vast array of functions within organisms, including catalysing metabolic reactions, DNA replication, responding to stimuli, providing structure to cells and organisms, and transporting molecules from one location to another. Proteins differ from one another primarily in their sequence of amino acids, which is dictated by the nucleotide sequence of their genes, and which usually results in protein folding into a specific three-dimensional structure that determines its activity.

Protein primary structure linear sequence of amino acids in a peptide or protein

Protein primary structure is the linear sequence of amino acids in a peptide or protein. By convention, the primary structure of a protein is reported starting from the amino-terminal (N) end to the carboxyl-terminal (C) end. Protein biosynthesis is most commonly performed by ribosomes in cells. Peptides can also be synthesized in the laboratory. Protein primary structures can be directly sequenced, or inferred from DNA sequences.

Zwitterion

In chemistry, a zwitterion, formerly called a dipolar ion, is a molecule with two or more functional groups, of which at least one has a positive and one has a negative electrical charge and the net charge of the entire molecule is zero. Because they contain at least one positive and one negative charge, zwitterions are also sometimes called inner salts. The charges on the different functional groups balance each other out, and the molecule as a whole is electrically neutral. The pH where this happens is known as the isoelectric point.

Aspartic acid chemical compound

Aspartic acid (symbol Asp or D; the ionic form is known as aspartate), is an α-amino acid that is used in the biosynthesis of proteins. Similar to all other amino acids it contains an amino group and a carboxylic acid. Its α-amino group is in the protonated –NH+
3
form under physiological conditions, while its α-carboxylic acid group is deprotonated −COO under physiological conditions. Aspartic acid has an acidic side chain (CH2COOH) which reacts with other amino acids, enzymes and proteins in the body. Under physiological conditions (pH 7.4) in proteins the side chain usually occurs as the negatively charged aspartate form, −COO. It is a non-essential amino acid in humans, meaning the body can synthesize it as needed. It is encoded by all the codons GAU and GAC.

Histidine chemical compound

Histidine (symbol His or H) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated –NH3+ form under biological conditions), a carboxylic acid group (which is in the deprotonated –COO form under biological conditions), and an imidazole side chain (which is partially protonated), classifying it as a positively charged amino acid at physiological pH. Initially thought essential only for infants, longer-term studies have shown it is essential for adults also. It is encoded by the codons CAU and CAC.

A chaotropic agent is a molecule in water solution that can disrupt the hydrogen bonding network between water molecules. This has an effect on the stability of the native state of other molecules in the solution, mainly macromolecules by weakening the hydrophobic effect. For example, a chaotropic agent reduces the amount of order in the structure of a protein formed by water molecules, both in the bulk and the hydration shells around hydrophobic amino acids, and may cause its denaturation.

1-Propanol chemical compound

1-Propanol is a primary alcohol with the formula CH
3
CH
2
CH
2
OH
. This colorless liquid is also known as propan-1-ol, 1-propyl alcohol, n-propyl alcohol, and n-propanol. It is an isomer of 2-propanol. It is formed naturally in small amounts during many fermentation processes and used as a solvent in the pharmaceutical industry, mainly for resins and cellulose esters.

(R,R)-butanediol dehydrogenase class of enzymes

In enzymology, a (R,R)-butanediol dehydrogenase (EC 1.1.1.4) is an enzyme that catalyzes the chemical reaction

Isopropyl alcohol (IUPAC name propan-2-ol; commonly called isopropanol or 2-propanol) is a colorless, flammable chemical compound (chemical formula CH3CHOHCH3) with a strong odor. As an isopropyl group linked to a hydroxyl group, it is the simplest example of a secondary alcohol, where the alcohol carbon atom is attached to two other carbon atoms. It is a structural isomer of 1-propanol and ethyl methyl ether.

Xanthinol chemical compound

Xanthinol is a drug prepared from theophylline used as a vasodilator. It is most often used as the salt with niacin, known as xantinol nicotinate.

Propionaldehyde chemical compound

Propionaldehyde or propanal is the organic compound with the formula CH3CH2CHO. It is a saturated 3-carbon aldehyde and is a structural isomer of acetone. It is a colorless liquid with a slightly irritating, fruity odor.

Triisopropanolamine chemical compound

Triisopropanolamine is an amine used for a variety of industrial applications including as an emulsifier, stabilizer, and chemical intermediate. It is also used to neutralize acidic components of some herbicides.

Aminomethyl propanol chemical compound

Aminomethyl propanol 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.

References

  1. Amino-2-propanol at Sigma-Aldrich
  2. "Monoisopropanolamine". Nanjing HBL International. Retrieved October 24, 2012.