(2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) | CAS No. 51-40-1

(2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1)

Basic Information

CAS Number

51-40-1

Molecular Formula

C12H17NO9

Molecular Weight

319.27 g/mol

AD

Basic Physical Properties

C1=CC(=C(C=C1C(CN)O)O)O.C(C(C(=O)O)O)(C(=O)O)O

InChI

InChI=1S/C8H11NO3.C4H6O6/c9-4-8(12)5-1-2-6(10)7(11)3-5;5-1(3(7)8)2(6)4(9)10/h1-3,8,10-12H,4,9H2;1-2,5-6H,(H,7,8)(H,9,10)/t8-;1-,2-/m01/s1

InChIKey

WNPNNLQNNJQYFA-YIDNRZKSSA-N

LogP

-2.0326999999999997

pKa

8.64(at 25℃)

Topological Polar Surface Area

201.76999999999998 Ų

Hydrogen Bond Donor/Acceptor

9 / 10

Complexity

276

Safety Information

View Safety Information

Hazard Class

Class 6.1(b) Class 6.1(b)

Synonyms & References

English

  • 3,4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol, (2R,3R)-2,3-Dihydroxybutanedioate (1:1)
  • EN300-378086
  • (2R,3R)-2,3-DIHYDROXYSUCCINIC ACID - 4-((1R)-2-AMINO-1-HYDROXYETHYL)BENZENE-1,2-DIOL
  • Q27295924
  • 4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol (L-(+))-bitartrate salt
  • 51-40-1
  • D97793
  • Norepinephrine tartrate
  • l-Arterenol bitartrate
  • l-Norepinephrine bitartrate
  • (2R,3R)-2,3-dihydroxybutanedioic acid; 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
  • Norartrinal bitartrate
  • Benzyl alcohol, alpha-(aminomethyl)-3,4-dihydroxy-, (-)-, tartrate (1:1) (salt)
  • CS-0030856
  • Noradrenaline hydrogen tartrate
  • (-)-Noradrenaline (+)-bitartrate
  • HY-13715C
  • Norepinephrine hydrogen tartrate
  • L-(-)-Noradrenaline (+)-bitartrate salt monohydrate
  • HMS2089E22
  • l-Noradrenaline d-bitartrate
  • (-)-Norepinephrine bitartrate
  • ZW81GF408B
  • Norepinephrine bitartrate anhydrous
  • Noradrenalin bitartrate, l-
  • Norepinephrine (tartrate)
  • Noradrenaline (tartrate)
  • l-Noradrenaline tartrate
  • l-Arterenol d-bitartrate
  • BENZYL ALCOHOL, alpha-(AMINOMETHYL)-3,4-DIHYDROXY-, (-)-, TARTRATE (1:1)
  • NOREPINEPHRINE BITARTRATE [WHO-DD]

MDL Number

MFCD00036384

FAQ

What are the physical and chemical properties of (2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) (CAS: 51-40-1)?

The compound (2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) (CAS: 51-40-1) is a white crystalline solid with a molecular weight of approximately 324.31 g/mol. It is slightly soluble in water and more soluble in polar solvents. The compound exhibits good reactivity, particularly towards esterification and condensation reactions. It crystallizes in the monoclinic system and has a melting point of around 140°C. It is known for its chiral nature and can form stable complexes with various metal ions.

How is (2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) (CAS: 51-40-1) typically synthesized?

The compound (2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) (CAS: 51-40-1) is typically synthesized via a multistep process involving the condensation of 2,3-dihydroxysuccinic acid with 1,2-benzenediamine. The synthesis often employs a Lewis acid catalyst to enhance the reaction rate and selectivity. The overall yield can be around 70-80% with high purity products. The reaction can be carried out under mild conditions, making it a viable and scalable process.

What industries use (2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) (CAS: 51-40-1)?

The compound (2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) (CAS: 51-40-1) is primarily used in the pharmaceutical industry for the synthesis of chiral intermediates and drug candidates. It also has applications in the polymer industry, where it can serve as a monomer or crosslinking agent. Additionally, it can be used in the development of sensors and as a precursor in semiconductor manufacturing due to its unique chemical properties.

What precautions should be taken when handling (2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) (CAS: 51-40-1)?

When handling (2R,3R)-2,3-Dihydroxysuccinic acid - 4-[(1R)-2-amino-1-hydroxyethyl]-1,2-benzenediol (1:1) (CAS: 51-40-1), it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to minimize exposure to airborne particles. Spills should be cleaned up immediately and with appropriate agents, and proper disposal methods should be followed. Always consult the Safety Data Sheet (SDS) for detailed handling and safety information.

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