DL-타타르산
DL-타타르산 · DL-타르타릭산 · 2,3-디하이드록시-부탄디오익산 · DL-디하이드록시숙신산 · TARTARIC ACID · RACEMIC ACID · dl-Tartaric acid anhydrous · DL-TARTRATE
식별자 및 물리적 특성
| CAS No. | 133-37-9 |
|---|---|
| 분자식 | C4H6O6 |
| 평균 분자량 | 150.09 g/mol |
| 단동위원소 질량 | 150.01643791 g/mol |
| SMILES | O=C(O)[C@@H](O)[C@@H](O)C(=O)O |
| InChIKey | FEWJPZIEWOKRBE-XIXRPRMCSA-N |
| PubChem CID | 447315 |
| ChEMBL | CHEMBL225983 |
| ChEBI | CHEBI:15673 |
| EC No. | 205-105-7 |
| DTXSID | DTXSID60883336 |
| 현지명 | DL-타타르산 |
화학 및 물리적 성질
| XLogP | -1.9 |
|---|---|
| 극성 표면적 | 115 |
| 수소 결합 공여자 수 | 4 |
| 수소 결합 수용자 수 | 6 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 134 |
| 물질 분류 | Other Classes -> Organic Acids |
| SpringerMaterials Properties | Crystal structure |
| 향료 | Fragrance Ingredient (Tartaric acid (d-, l-, dl-, meso-)) -> IFRA transparency List |
| LogP(분배 계수) | -0.76 (calculated) |
| 밀도 | Relative density (water = 1): 1.791.788 |
| 향미제 | EU Flavoring substances |
| 용해도 | Solubility in water, g/l at 20 °C: 1400 (very soluble)H2O: 0.1 g/mL, 투명 |
| 인화점 | 210 °C c.c. |
| 녹는점 | 206 °C210-212 °C(lit.) |
| Physical Description | Dry PowderWhite solid[ICSC] Colorless or white odorless solid[JECFA] White odorless crystalline powder[Acros Organics MSDS]WHITE CRYSTALLINE POWDER. |
| Collision Cross Section | 120.87 Ų [M-H]- [CCS Type: DTMethod: stepped-field]118.4 Ų [M-H]- |
| 자연 발화 온도 | 425 °C |
| 끓는 점 | 191.59°C (rough estimate) |
| 증기압 | <0.1 hPa (20 °C) |
| FEMA | 3044 | TARTARIC ACID (D-, L-, DL-, MESO-) |
| 굴절률 | 1.5860 (estimate) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 3.03, 4.37(at 25℃) |
| 색상 | 하얀색 |
| pH | 3.19(1 mM solution)2.58(10 mM solution)2.03(100 mM solution) |
| 냄새 | 100.00%에서. 아주 순한 카라멜 |
| 향취 유형 | 냄새 없는 |
| 생물학적 소스 | synthetic |
| 용해도 | 녹는 |
| Merck | 14,9069 |
| JECFA Number | 621 |
| BRN | 1725148 |
| 유전율 | 35.9(-10℃) |
| 안정성 | 안정적인. 염기, 산화제, 환원제, 은과 호환되지 않습니다. |
| 주요 응용 | 향료 및 향 |
| 화장품 원료 기능 | 버퍼링향기 |
| InChI | 1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m0/s1 |
| InChIKey | FEWJPZIEWOKRBE-UHFFFAOYSA-N |
| SMILES | O[C@@H]([C@H](O)C(O)=O)C(O)=O |
| LogP(분배 계수) | -1.43 |
| NIST | Tartaric acid(133-37-9) |
| EPA | Butanedioic acid, 2,3-dihydroxy-, (2R,3R)-rel- (133-37-9) |
화학적 성질
DL-Tartaric acid is a water- and alcohol-soluble colorless crystalline solid with a characteristic acid taste and a melting temperature of 170°C(338°F). Naturally occurring tartaric acid is generally of the L-configuration (based on the absolute configuration of D-glyceric acid). The L-forms of tartrates are dextrorotatory in solution and thus are designated as L(+)-tartrates. It is also known as dihydroxy succinic acid. Tartaric acid is used as a chemical intermediate and a sequestrant,as well as in tanning, effervescent beverages, baking powder, ceramics, photography, textile processing,mirror silvering,and metal coloring.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 5.1% (26 of 506) of reports.DangerH315 (22.1%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 506 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Butanedioic acid, 2,3-dihydroxy-, (R*,R*)-(.+-.)-Butanedioic acid, 2,3-dihydroxy-, (2R,3R)-rel- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanedioic acid, 2,3-dihydroxy-, (2R,3R)-rel- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 03-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34095DL-Tartaric acid: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - Butanedioic acid, 2,3-dihydroxy-, (R*,R*)-(.+-.)-: Human health tier I assessment |
| 화재 위험 | Combustible. |
| 유해성 요약 | Causes burnsInhalation of aerosol may cause pulmonary edema[ICSC] An irritant[Acros Organics MSDS] |
| Chemical Dangers | The solution in water is a medium strong acid. Reacts with fluorine, strong oxidants, hydrogen peroxide, alkaline compounds and silver. This produces toxic fumes. |
| Physical Dangers | The vapour is heavier than air. |
| Hazard Classes and Categories | Skin Irrit. 2 (22.1%)Skin Irrit. 2 (50%)Skin Irrit. 2 (100%) |
| 소화 | Use water spray, powder, foam, carbon dioxide. |
| 응급 조치 | Fresh air, rest. Seek medical attention if you feel unwell. |
용도
출처
d-Tartaric acid occurs in many fruits or other parts of the plant, free or combined with potassium, calcium or magnesium. It is also reported found in raw, lean fish, white wine, red wine and port wine.
용도
DL-Tartaric acid is used as a synergist for antioxidants, emulsifier, sequestrant and flavoring agent. It is also added with citric acid to prepare effervescent salts, thereby enhancing the taste of oral medications. It is also utilized in pigments, processing aids, ink, toner and colorant products. It acts as a chelating agent in metal and farming industries. Further, it is used as lubricant and grease. It is mixed with sodium bicarbonate and used as a leavening agent in food preparation. In the pharmaceutical industry, it is utilized in the preparation of tartar emetic, which is used in cough syrup as an expectorant.
제조 및 합성 방법
제조 방법
The tartrates used in commerce are obtained as a by-product of wine manufacture and have the L(+) configuration. Produced from argols or wine lees, which are formed in the manufacture of wine by extracting the potassium acid tartrate, transforming this into the calcium salt and then acidifying with dilute sulfuric acid; also by oxidation of d-glucose with nitric acid. The dl-tartaric acid is obtained by boiling the d-tartaric acid with an aqueous solution of NaOH or by oxidation of fumaric acid. The l- and the meso-tartaric acid are also known, but are less important.