Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate

Basic Information

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CAS Number

315718-05-9

Molecular Formula

C13H17NO3

Molecular Weight

235.28 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Yellow to Brown Sticky Oil to Semi-Solid

Boiling Point

382 ℃ at 760 mmHg

SMILES

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C1CN(CC1CO)C(=O)OCC2=CC=CC=C2

InChI

InChI=1S/C13H17NO3/c15-9-12-6-7-14(8-12)13(16)17-10-11-4-2-1-3-5-11/h1-5,12,15H,6-10H2

InChIKey

ZRMWRJLLAVAFQP-UHFFFAOYSA-N

LogP

1.6374

Topological Polar Surface Area

49.769999999999996 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

251

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H317 May cause an allergic skin reaction
Sensitization, Skin

Synonyms & References

English

Benzyl3-(hydroxymethyl)pyrrolidine-1-carboxylate
1-Cbz-3-hydroxymethylpyrrolidine
PB12429
AS-37163
tert-Butyl?4-(2-ethoxy-2-oxo-1-phenylethyl)-4-(nitromethyl)piperidine-1-carboxylate
315718-05-9
1-Cbz-3-(hydroxymethyl)pyrrolidine
SY023755
PB24755
Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate
AKOS011656791
SCHEMBL100555
EN300-7137277
3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER
FT-0660524
1-Cbz-DL-beta-Prolinol
3-(Hydroxymethyl)pyrrolidine-1-carboxylic acid benzyl ester
SY238070
AM20120500
CS-0053790
(S)-2-amino-3-(3,4-dichlorophenyl)propanoicacid
FT-0774055
MFCD02179041
ZRMWRJLLAVAFQP-UHFFFAOYSA-N
SY023848
1-Pyrrolidinecarboxylic acid, 3-(hydroxymethyl)-, phenylmethyl ester
DTXSID50592900
AC-28282
N-Benzyloxycarbonyl-Pyrrolidin-3-yl-methanol
1-benzyloxycarbonyl-3-hydroxymethylpyrrolidine
Q-102182

MDL Number

MFCD02179041

FAQ

What are the physical and chemical properties of Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (CAS: 315718-05-9)?

Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (CAS: 315718-05-9) is a white crystalline solid with a molecular weight of approximately 242.28 g/mol. It is sparingly soluble in water but has good solubility in organic solvents like ethanol and dichloromethane. This compound exhibits moderate reactivity, particularly towards nucleophiles and can form esters and amides. It is stable under normal laboratory conditions but should be stored in a cool, dark place to prevent degradation.

How is Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (CAS: 315718-05-9) typically synthesized?

Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (CAS: 315718-05-9) can be synthesized via the condensation of benzyl chloroacetate with 1-hydroxypyrrolidine in the presence of an inorganic base such as potassium carbonate. The reaction is typically carried out in an aprotic solvent like dimethylformamide (DMF) at room temperature. The yield is usually around 75-85%, and the product can be isolated by column chromatography after purification.

What industries use Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (CAS: 315718-05-9)?

Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (CAS: 315718-05-9) is used in various industries, including pharmaceuticals, where it serves as a precursor for drug intermediates. It is also utilized in the polymer industry for the synthesis of functionalized polymers and in the production of sensors for detecting specific chemical species. Additionally, it finds applications in the semiconductor industry as a precursor for preparing certain organic semiconductors.

What precautions should be taken when handling Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (CAS: 315718-05-9)?

When handling Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (CAS: 315718-05-9), it is important to wear appropriate personal protective equipment (PPE), including gloves, safety glasses, and a lab coat. The compound should be handled in a well-ventilated area or with the use of a fume hood to minimize exposure. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS) for detailed safety information.