5-hydroxymethyl-pyrrolidine-2-one
- Product Name
- 5-hydroxymethyl-pyrrolidine-2-one
- CAS No.
- 62400-75-3
- Chemical Name
- 5-hydroxymethyl-pyrrolidine-2-one
- Synonyms
- pyroglutamol;DL-Pyroglutaminol;5-hydroxymethyl-pyrrolidine-2-one;2-Pyrrolidinone,5-(hydroxyMethyl)-;5-(HYDROXYMETHYL)PYRROLIDIN-2-ONE(WX640368);(5S)-5-(hydroxyMethyl)tetrahydro-1H-2-pyrrolone
- CBNumber
- CB61459061
- Molecular Formula
- C5H9NO2
- Formula Weight
- 115.13
- MOL File
- 62400-75-3.mol
5-hydroxymethyl-pyrrolidine-2-one Property
- Melting point:
- 87 °C
- Boiling point:
- 185-187 °C(Press: 4 Torr)
- Density
- 1.153±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 14.35±0.10(Predicted)
- Appearance
- White to off-white Solid
- optical activity
- 2.3°(C=0.96 g/100ml ETOH)
- InChI
- InChI=1S/C5H9NO2/c7-3-4-1-2-5(8)6-4/h4,7H,1-3H2,(H,6,8)
- InChIKey
- HOBJEFOCIRXQKH-UHFFFAOYSA-N
- SMILES
- N1C(CO)CCC1=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- H801600
- Product name
- 5-(hydroxymethyl)-2-Pyrrolidinone
- Packaging
- 100mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- H801600
- Product name
- 5-(hydroxymethyl)-2-Pyrrolidinone
- Packaging
- 1g
- Price
- $250
- Updated
- 2021/12/16
- Product number
- 135110
- Product name
- 5-(Hydroxymethyl)pyrrolidin-2-one
- Purity
- 95%+
- Packaging
- 1g
- Price
- $85
- Updated
- 2021/12/16
- Product number
- 9405AB
- Product name
- 5-(Hydroxymethyl)pyrrolidin-2-one
- Packaging
- 1g
- Price
- $142
- Updated
- 2021/12/16
- Product number
- 135110
- Product name
- 5-(Hydroxymethyl)pyrrolidin-2-one
- Purity
- 95%+
- Packaging
- 2.500g
- Price
- $165
- Updated
- 2021/12/16
5-hydroxymethyl-pyrrolidine-2-one Chemical Properties,Usage,Production
Uses
5-(hydroxymethyl)-2-Pyrrolidinone is a building block and an analog of Pramanicin which induces apoptosis in human colon cancer cells. 5-(hydroxymethyl)-2-Pyrrolidinone is also available with specified stereochemistry (P997525, H948310).
Synthesis
4931-66-2
62400-75-3
Methyl 5-oxopyrrolidine-2-carboxylate (9 g, 62.93 mmol) was dissolved in methanol (150 mL) under argon protection, stirred and cooled to 0 °C. Subsequently, sodium borohydride (3.6 g, 95.2 mmol) was slowly added. The reaction mixture was gradually warmed to room temperature and stirring was continued for 2 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the complete consumption of raw materials, the reaction mixture was quenched with concentrated hydrochloric acid at 0°C. The reaction mixture was filtered and the solid was washed with methanol (2 x 50 mL). The filtrates were combined and concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography with 10% methanol/dichloromethane as eluent to give 5-(hydroxymethyl)pyrrolidin-2-one (6 g, 83% yield) as a colorless oil. Liquid chromatography-mass spectrometry (LCMS) analysis showed that the [M+1]+ was 116; chromatographic conditions: X-Select CSH C-18 column (50×3.0 mm, 3.5 μm); mobile phase: 5 mM aqueous ammonium acetate/acetonitrile; flow rate: 0.80 mL/min; retention time (RT): 0.44 min. Thin-layer chromatography (TLC) analysis showed that the unfolding agent was 10% methanol/dichloromethane and the Rf value was 0.3.
References
[1] Patent: WO2015/109109, 2015, A1. Location in patent: Paragraph 1239
[2] Patent: US2017/44182, 2017, A1. Location in patent: Paragraph 1804
5-hydroxymethyl-pyrrolidine-2-one Preparation Products And Raw materials
Raw materials
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View Lastest Price from 5-hydroxymethyl-pyrrolidine-2-one manufacturers
- Product
- 5-hydroxymethyl-pyrrolidine-2-one 62400-75-3
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2020-01-14