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| | 2-Amino-2-methyl-1-propanol Basic information |
| | 2-Amino-2-methyl-1-propanol Chemical Properties |
| Melting point | 24-28 °C (lit.) | | Boiling point | 165 °C (lit.) | | density | 0.934 g/mL at 25 °C (lit.) | | vapor density | 3 (vs air) | | vapor pressure | <1 mm Hg ( 25 °C) | | refractive index | n20/D 1.4455(lit.) | | Fp | 153 °F | | storage temp. | Store below +30°C. | | solubility | H2O: 0.1 M at 20 °C, clear, colorless | | form | Low Melting Solid | | color | Colorless | | Specific Gravity | 0.934 | | Odor | at 100.00%. mild ammonia | | PH | 11.0-12.0 (25℃, 0.1M in H2O) | | PH Range | 9.0 - 10.5 | | pka | 9.7(at 25℃) | | Water Solubility | miscible | | λmax | λ: 260 nm Amax: 0.01
λ: 280 nm Amax: 0.01 | | Merck | 14,449 | | BRN | 505979 | | Henry's Law Constant | 2.1×102 mol/(m3Pa) at 25℃, Du et al. (2017) | | Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. May present an explosion hazard if heated. | | Cosmetics Ingredients Functions | BUFFERING | | Cosmetic Ingredient Review (CIR) | 2-Amino-2-methyl-1-propanol (124-68-5) | | InChI | 1S/C4H11NO/c1-4(2,5)3-6/h6H,3,5H2,1-2H3 | | InChIKey | CBTVGIZVANVGBH-UHFFFAOYSA-N | | SMILES | CC(C)(N)CO | | LogP | -0.63 at 20℃ | | CAS DataBase Reference | 124-68-5(CAS DataBase Reference) | | NIST Chemistry Reference | 1-Propanol, 2-amino-2-methyl-(124-68-5) | | EPA Substance Registry System | 2-Amino-2-methyl-1-propanol (124-68-5) |
| Hazard Codes | Xi,F | | Risk Statements | 36/38-52/53 | | Safety Statements | 61-26 | | RIDADR | 2735 | | WGK Germany | 1 | | RTECS | UA5950000 | | Autoignition Temperature | 438 °C | | Hazard Note | Harmful/Flammable | | TSCA | TSCA listed | | PackingGroup | III | | HS Code | 29221990 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Aquatic Chronic 3
Eye Dam. 1
Skin Corr. 1 | | Hazardous Substances Data | 124-68-5(Hazardous Substances Data) | | Toxicity | LD50 orally in Rabbit: 2900 mg/kg LD50 dermal Rabbit > 2000 mg/kg |
| | 2-Amino-2-methyl-1-propanol Usage And Synthesis |
| Industrial uses | Because 2-Amino-2-methyl-1-propanol has the advantages of excellent absorption and desorption capacity, high loading capacity, and low replenishment cost. AMP is one of the promising amines considered for usage in the industrial scale post-combustion CO2 capture technology[1]. At present, there are a large number of studies on the performance of 2-Amino-2-methyl-1-propanol for CO2 adsorption. Using 2-amino-2-methyl-1-propanol (AMP) as the core adsorbent and silica as the shell, the AMP microcapsules prepared are expected to replace conventional adsorbents to achieve carbon dioxide capture in cold environments[2]. | | Uses | 2-Amino-2-methylpropanol is used for the preparation of buffer solutions, suitable for the determination of alkaline phosphatase. | | Uses | 2-Amino-2-methyl-1-propanol is also used in ATR-FTIR spectroscopic investigation of the carbon monoxide absorption characteristics of a series of heterocyclic diamines. | | Uses | 2-Amino-2-methyl-1-propanol has been used as an component in enzyme assay for screening the alkaline phosphatase activity in sarcoma osteogenic (SaOS-2) cells.. | | General Description | A clear light colored liquid. Insoluble in water and about the same density as water. Flash point 172°F. Used to make other chemicals. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | 2-Amino-2-methyl-1-propanol is an aminoalcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. | | Hazard | Toxic by ingestion. | | Health Hazard | Causes severe irritation. Inhalation may be fatal as a result of spasm, inflammation, and edema of laryns and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting. | | Fire Hazard | Special Hazards of Combustion Products: Emits toxic fumes during fire conditions. | | Biochem/physiol Actions | 2-Amino-2-methyl-1-propanol is a substituted aliphatic alcohol and is used majorly as a pH balancer in cosmetic formulations. It has phototoxic effect as it can interact and penetrate above the sebum layer. However, it is not carcinogenic. | | Safety Profile | On March 21, 2014, the Environmental Protection Agency (EPA) issued a direct final rule with a parallel proposal identifying 2-Amino-2-methyl-1-propanol (also known as AMP) as a chemical compound that it will no longer be regulated as a volatile organic compound (VOC) under the Clean Air Act. This will remove AMP from regulatory requirements related to controlling VOC emissions in order to meet the national ambient air quality standards (NAAQS) for ozone. EPA will add AMP to the list of negligibly reactive compounds in EPA’s regulatory definition of VOC.
AMP is used for pigment dispersion in water-based coatings such as house paints. Excluding this compound from the regulatory definition of VOC, facilitates access to AMP for manufacturers of water-based coatings in order to meet VOCs limits without impairing the performance of their products or using other more toxic chemicals. | | Synthesis | The synthesis of 2-Amino-2-methyl-1-propanol is as follows:
In a 1L three-neck flask with mechanical stirring, first add 200ml of water, add a few drops of dilute sulfuric acid to make it slightly acidic (pH=3.5-4), then heat to 40-50, and start adding 99.0 at the same time. 2,2-Dimethylaziridine and 400ml dilute sulfuric acid aqueous solution, keep the temperature and slightly acidic condition, drop 2,2-dimethylaziridine, then continue to react at this temperature 1h, then under reduced pressure distillation to remove 80% of the water, add 500ml ethanol to the obtained system, neutralize with 30% sodium hydroxide to pH=9.5-10, filter and remove the salt, the obtained filtrate is distilled out of ethanol under normal pressure , And then distilled under reduced pressure to obtain crude 2-amino-2-methyl-1-propanol. This crude product is then rectified to obtain 112.9g 2-amino-2-methyl-1-propanol refined product with a yield of about 91.0%, chromatographic purity is about 99.4%.
| | Purification Methods | Purify it by distilling and fractional freezing. The hydrochloride has m 204o-206o. [Beilstein 4 III 783, 4 IV 1740.] | | Toxics Screening Level | The initial threshold screening level (ITSL) for 1-amino-2-methyl-1-propanol {AMP) is 4 μg/m3 based on an annual averaging time. | | References | [1] Tan W, et al. Atmospheric Chemistry of 2-Amino-2-methyl-1-propanol: A Theoretical and Experimental Study of the OH-Initiated Degradation under Simulated Atmospheric Conditions. The Journal of Physical Chemistry A, 2021; 125: 7502–7519.[2] Rama ;S, et al. Encapsulation of 2-amino-2-methyl-1-propanol with tetraethyl orthosilicate for CO2 capture. Frontiers of Chemical Science and Engineering, 2019; 13: 672–683. |
| | 2-Amino-2-methyl-1-propanol Preparation Products And Raw materials |
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