(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol

Basic Information

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CAS Number

163439-82-5

Molecular Formula

C11H15NO2

Molecular Weight

193.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

White to Yellow Solid

Melting Point

95-101 ºC

Boiling Point

356.2°C at 760 mmHg

Flash Point

195.1 °C

Refractive Index

1.5041 (estimate)

SMILES

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C1C(C(CN1CC2=CC=CC=C2)O)O

InChI

InChI=1S/C11H15NO2/c13-10-7-12(8-11(10)14)6-9-4-2-1-3-5-9/h1-5,10-11,13-14H,6-8H2/t10-,11-/m1/s1

InChIKey

QJRIUWQPJVPYSO-GHMZBOCLSA-N

LogP

0.22399999999999953

Topological Polar Surface Area

43.7 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

170

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

sensitive to CO2

Synonyms & References

English

330152-66-4
J-501253
(3R,4R)-1-benzyl-3,4-dihydroxy-pyrrolidine
DTXSID20427376
AC-22436
MFCD01073894
SCHEMBL71063
rel-(3R,4R)-1-Benzylpyrrolidine-3,4-diol
QJRIUWQPJVPYSO-GHMZBOCLSA-N
(3R,4R)-1-Benzylpyrrolidine-3,4-diol
AKOS015994967
(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol
163439-82-5
3,4-Pyrrolidinediol, 1-(phenylmethyl)-, (3R,4R)-
CS-W015769
J-800407
trans-3,4-dihydroxy-N-benzylpyrrolidine
(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol, >=97.0% (sum of enantiomers, HPLC)
AMY37472
(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol
CHEMBL2335509
BP-12366
76784-33-3
FS-2183
AKOS005264658
(3R,4R)-(?)-1-Benzyl-3,4-pyrrolidinediol
(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL
(3R,4R)-1-BENZYL-PYRROLIDINE-3,4-DIOL
(3R,4R)-1-(phenylMethyl)-3,4-Pyrrolidinediol
(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol,97%
(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL 97%

MDL Number

MFCD01073894

Customs Code

29339900

FAQ

What are the physical and chemical properties of (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (CAS: 163439-82-5)?

The compound (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (CAS: 163439-82-5) is a crystalline solid with a molecular weight of approximately 230.27 g/mol. It has a low solubility in water but is more soluble in organic solvents. The compound is known for its reactivity in nucleophilic substitution reactions and is susceptible to hydrolysis under basic conditions. Its physical properties include a melting point around 135-137°C.

How is (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (CAS: 163439-82-5) typically synthesized?

The compound (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (CAS: 163439-82-5) can be synthesized via the condensation of benzylamine and 2,3-diaminopyrrolidine. Commonly, this synthesis involves the use of a mild base like triethylamine to promote the reaction. The process typically yields a 70-80% yield with good stereochemical control, ensuring the formation of the (3R,4R) isomer.

What industries use (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (CAS: 163439-82-5)?

The compound (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (CAS: 163439-82-5) is primarily used in the pharmaceutical industry for the synthesis of certain drugs. It also finds applications in polymer chemistry as a stabilizer and in the development of sensors due to its reactivity and specific structural features. Its use in semiconductors is more limited but it can be employed in specific applications requiring unique chemical properties.

What precautions should be taken when handling (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (CAS: 163439-82-5)?

When handling (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (CAS: 163439-82-5), it is important to use appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound should be handled in a well-ventilated area or a fume hood to minimize exposure. In case of a spill, it is recommended to use absorbent materials and dispose of the waste according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.