L-Prolinamide

HCID 111306

Notes Reactions

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Basic information

CAS: 7531-52-4
Standard SMILES: NC(=O)[C@@H]1CCCN1
InChIKey: VLJNHYLEOZPXFW-BYPYZUCNSA-N
Molecular formula: C5H10N2O
Average molar mass: 114.15 g/mol
Monoisotopic mass: 114.07931295

Names & identifiers

Preferred name: L-Prolinamide
IUPAC: (2S)-pyrrolidine-2-carboxamide
English name: L-Prolinamide
Molecular formula: C5H10N2O
Molecular weight: 114.15

Names & synonyms

L-prolinamide7531-52-4ProlinamideVD6PQK9DHGCHEBI:21374DTXSID00226268RefChem:151936DTXCID00148759231-397-02-pyrrolidinecarboxamideh-pro-nh2(S)-Pyrrolidine-2-carboxamide

Show more names

Pro-Nh2L-(-)-PROLINAMIDE(S)-PYRROLIDINE-2-CARBOXYLIC ACID AMIDEinamideL-Pro-NH2L- prolide

(S)-Prolinamide(2S)-pyrrolidine-2-carboxamideL-proline amideMFCD00005253l-Prolineamideproline amide(2S)-2-Carbamoylpyrrolidine(S)-proline amide

Database identifiers

CAS: 7531-52-4
PubChem CID: 111306
DTXSID: DTXSID00226268
ChEMBL: CHEMBL1222059
ChEBI: CHEBI:21374
UNII: VD6PQK9DHG
EC Number: 231-397-0
Nikkaji: J25.973J

Properties

Computed structural properties

XLogP: -0.9
Topological polar surface area: 55.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 8
Formal charge: 0
Complexity: 103

Physicochemical properties

Melting point: 95 · 95-97 °C (lit.)
alpha: -106 · -106 º (c=2, EtOH)
Boiling point: 213.66 °C · 213.66°C (rough estimate)
Density: 1.1008 · 1.1008 (rough estimate)
refractive index: 1.472 · 1.4720 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Powder or Granules
pka: 16.21 · 16.21±0.20(Predicted)
color: White to straw
optical activity: 20 · [α]20/D 106°, c = 2 in ethanol
Water Solubility: Soluble in water and ethanol (50 mg/ml).
BRN: 80807 · 80807
Major Application: peptide synthesis
InChI: 1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m0/s1
InChIKey: VLJNHYLEOZPXFW-BYPYZUCNSA-N
SMILES: NC(=O)[C@@H]1CCCN1
CAS DataBase Reference: 7531 · 7531-52-4(CAS DataBase Reference)
FDA UNII: 6 PQK9DHG · VD6PQK9DHG
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H317-H319
Precautionary statements: 261 · P261-P271-P280
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xn
Risk Statements: 22 · 22-36/37/38
Safety Statements: 22 · 22-24/25-36/37/39-26
WGK Germany: 3 · 3
F: 10 · 10
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids
REACH Registrations: Active

Safety & regulation

Safety data

F: 10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29339900
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 22-24/25-36/37/39-26
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H317-H319
REACH Registrations: Active
Precautionary statements: P261-P271-P280

Chemistry & industry

Applications

UsesProline based organocatalyst.

UsesIt is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. Also it is a efficient organocatalysts for aldol reactions on water.