Bis (hydroxyMethyl) butyric acid
2,2'-Bis(hydroxymethyl)butyric acid
CAS: 10097-02-6
Molecular Formula: C6H12O4
Bis (hydroxyMethyl) butyric acid - Names and Identifiers
| Name | 2,2'-Bis(hydroxymethyl)butyric acid |
| Synonyms | DMBA 2,2-Bis(hydroxymethy Dimethylolbutanoic acid 2,2-DIMETHYLOLBUTYRIC ACID 2,2-dimethylolbutanoic acid Bis (hydroxyMethyl) butyric acid 2,2-Bis(hydroxymethyl)butyric acid 2,2-BIS(HYDROXYMETHYL)BUTYRIC ACID 2,2-Bis(Hydroxymethyl) Butyric Acid 2,2-BIS(HYDROXYMETHYL)BUTANOIC ACID 2,2-bis(hydroxymethyl)butanoic acid 2,2'-Bis(hydroxymethyl)butyric acid 2,2-Bis(hydroxymethyl)-n-butyric acid 2,2-BIS(HYDROXYMETHYL)-N-BUTYRIC ACID 2,2'-Bis(hydroxyMethyl)butyric acid(DMBA) |
| CAS | 10097-02-6 |
| EINECS | 424-090-1 |
| InChI | InChI=1/C6H12O4/c1-2-6(3-7,4-8)5(9)10/h7-8H,2-4H2,1H3,(H,9,10) |
| InChIKey | JVYDLYGCSIHCMR-UHFFFAOYSA-N |
Bis (hydroxyMethyl) butyric acid - Physico-chemical Properties
| Molecular Formula | C6H12O4 |
| Molar Mass | 148.16 |
| Density | 1.263±0.06 g/cm3(Predicted) |
| Melting Point | 109-112 °C (lit.) |
| Boling Point | 360.0±32.0 °C(Predicted) |
| Flash Point | 185.7°C |
| Water Solubility | 487g/L at 20℃ |
| Solubility | acetone: 18wt. % at40°C |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | White particle crystal |
| Color | White to Almost white |
| pKa | 4.16±0.15(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.499 |
| MDL | MFCD00190088 |
| Physical and Chemical Properties | LogP -0.68 at 20℃ |
| Use | This product is for scientific research only and shall not be used for other purposes. |
Bis (hydroxyMethyl) butyric acid - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R41 - Risk of serious damage to eyes R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| WGK Germany | 1 |
| HS Code | 29181990 |
| Hazard Note | Irritant |
Bis (hydroxyMethyl) butyric acid - Introduction
Nature:
2,2-dihydroxymethylbutyric acid is a white crystalline solid or powder, soluble in water and many organic solvents, with hydroxyl and carboxyl groups, and a certain degree of acidity. Its molecular structure is stable, not easily degradable, and has good thermal stability under certain conditions.
Usage:
1. As a crosslinking agent in the biomedical field, it can react with other compounds to form a cross-linked structure, which is used for the modification and functionalization of biomedical materials.
2. As functional monomer of polymer, it can participate in polymerization reaction and be used to prepare functional polymer materials, such as hydrogel, biodegradable materials, etc.
3. Used for synthesizing intermediates, surfactants, etc.
Method:
The synthesis of 2,2-dihydroxymethylbutyric acid is usually achieved by first condensing 1,2-cyclohexanedione with formaldehyde to produce 1,2-cyclohexanedialdehyde, which is then oxidized to produce the target product.
Security information:
1. Appropriate protective equipment should be worn during operation to avoid contact with skin and eyes, and to avoid inhaling its vapors.
2. During storage and handling, keep away from sources of fire and oxidants, and be careful to prevent them from reacting with other substances.
3. If there is contact or accident, immediately rinse with plenty of water and seek medical treatment.
Last Update：2024-04-22 11:49:31
Bis (hydroxyMethyl) butyric acid - Reference Information
| LogP | -0.68 at 20℃ |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Introduction | 2,2-dihydroxymethylbutyric acid is two hydroxymethyl groups connected to a quaternary carbon atom, four groups and quaternary carbon atoms The covalent structure similar to diamond in space determines the relative stability; and the hydroxyl and carboxyl groups are used as reactive functional groups, so that the molecule has alcohols, it also has the characteristics of acid compounds. |
| preparation | add 96 grams of paraformaldehyde and 96 grams of water into a 1000ml four-mouth flask, start stirring, raise the temperature, add 80 grams of liquid alkali with a content of 5 % dropwise at about 50 degrees, control the pH value between 9-10 to complete dropwise addition within 2 hours, and continue the heat preservation reaction for 4 hours, raise the temperature to 80 ℃ to recover unreacted n-butyraldehyde and a small amount of formaldehyde solution, steam to 100 ℃ at internal temperature, stop distillation, cool down, control to about 50 ℃, slowly add 220g of hydrogen peroxide with a content of 27 %, control the dropwise addition within 2 hours, heat preservation reaction for 6 hours after the dropwise addition is completed, add concentrated sulfuric acid to acidify, and steam to 12kPa under reduced pressure to remove water, after evaporating to dry, add 200 grams of methyl isobutyl ketone and then raise the temperature to 100°C to return to the water. After the water is divided, the temperature is cooled, the solid salt is filtered out while it is hot, the filtrate is further cooled, and the crystals are precipitated to obtain the crude product. Add the crude product to the solvent for recrystallization again to obtain white crystals. The total yield of 2,2-dihydroxymethylbutyric acid is 41%. |
| use | used in the production of waterborne polyurethane/polyester system coatings, adhesives, leather coatings coating additives, used in water-soluble polyurethane, epoxy resin, adhesives, etc. DMBA is a neopentyl carboxyl group with two active hydroxymethyl groups, so it can be used as a synthetic water-based polymer system, and can be widely used in water-soluble polyamino acid, polyester, epoxy resin, etc. DMBA has better solubility than DMPA in different solvents, so it can greatly improve the work efficiency. |
Last Update：2024-04-09 20:49:11
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