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(S)-5-(Bromomethyl)-2-pyrrolidinone

CAS No.
72479-05-1
Chemical Name:
(S)-5-(Bromomethyl)-2-pyrrolidinone
Synonyms
(S)-5-(BromomethyL;5β-(Bromomethyl)pyrrolidine-2-one;(S)-5-(BROMOMETHYL)-2-PYRROLIDONE;(S)-5-BROMOMETHYL-2-OXOPYRROLIDINE;(5S)-5-(Brommethyl)pyrrolidin-2-on;(S)-5-(broMoMethyl)pyrrolidin-2-one;(S)-5-(Bromomethyl)-2-pyrrolidinone;(5S)-5-(bromomethyl)-2-pyrrolidinone;(5S)-5-(broMoMethyl)pyrrolidin-2-one;(5S)-5β-(Bromomethyl)pyrrolidine-2-one
CBNumber:
CB6312743
Molecular Formula:
C5H8BrNO
Molecular Weight:
178.03
MDL Number:
MFCD01632456
MOL File:
72479-05-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:54:11

(S)-5-(Bromomethyl)-2-pyrrolidinone Properties

Melting point 75-79°C
Boiling point 102-106 °C(Press: 0.1 Torr)
Density 1.541±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka 15.39±0.40(Predicted)
form powder
Appearance Off-white to light brown Solid
optical activity [α]22/D 30.0°, c = 0.5 in ethanol
InChI 1S/C5H8BrNO/c6-3-4-1-2-5(8)7-4/h4H,1-3H2,(H,7,8)/t4-/m0/s1
InChIKey QFOSFXPTXNRRMF-BYPYZUCNSA-N
SMILES BrC[C@@H]1CCC(=O)N1
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H317-H319
Precautionary statements  P280-P301+P312+P330-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  36/37/38-43-36-22
Safety Statements  26-36/37/39-36/37
WGK Germany  3
HS Code  29339900
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Skin Sens. 1

(S)-5-(Bromomethyl)-2-pyrrolidinone price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 715611 (S)-5-(Bromomethyl)-2-pyrrolidinone 96% 72479-05-1 250mg $59.2 2023-06-20 Buy
AstaTech 54799 (S)-5-BROMOMETHYL-2-OXOPYRROLIDINE 97% 72479-05-1 1G $46 2026-04-30 Buy
AstaTech 54799 (S)-5-BROMOMETHYL-2-OXOPYRROLIDINE 97% 72479-05-1 5G $210 2026-04-30 Buy
AstaTech 54799 (S)-5-BROMOMETHYL-2-OXOPYRROLIDINE 97% 72479-05-1 10G $411 2026-04-30 Buy
Chem-Impex 41530 (S)-5-(Bromomethyl)-2-pyrrolidinone ≥95.5%(GC) 72479-05-1 250MG $61.19 2026-05-19 Buy
Product number Packaging Price Buy
715611 250mg $59.2 Buy
54799 1G $46 Buy
54799 5G $210 Buy
54799 10G $411 Buy
41530 250MG $61.19 Buy

(S)-5-(Bromomethyl)-2-pyrrolidinone Chemical Properties, Uses, Production

Chemical Properties

White to tan powder

Synthesis

L-Pyroglutaminol

17342-08-4

(S)-5-(BROMOMETHYL)-2-PYRROLIDINONE

72479-05-1

General procedure for the synthesis of (S)-5-bromomethyl-2-pyrrolidinone from (S)-(+)-5-hydroxymethyl-2-pyrrolidinone: First, (S)-5-hydroxymethyl-2-pyrrolidinone (1.58 g, 13.7 mmol) and triphenylphosphine (3.97 g, 15.1 mmol) were suspended in anhydrous acetonitrile (20 mL) and stirred at 0 °C. Subsequently, a solution of carbon tetrabromide (5.02 g, 15.1 mmol, 1.1 eq.) dissolved in 8 mL of anhydrous acetonitrile was added slowly and dropwise. The reaction mixture gradually changed to a clarified solution, followed by stirring at room temperature overnight. Upon completion of the reaction, the solvent was removed by rotary evaporation and the residue was purified by Biotage fast chromatography to afford the target product (S)-5-bromomethyl-2-pyrrolidinone as a white solid (2.32 g, 95% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CD3OD): δ 6.18 (br s, 1H), 3.94-3.97 (m, 1H), 3.28-3.44 (m, 2H), 2.27-2.49 (m, 3H), 1.82-1.91 (m, 1H).

References

[1] Helvetica Chimica Acta, 1996, vol. 79, # 4, p. 961 - 972
[2] Patent: WO2012/21712, 2012, A1. Location in patent: Page/Page column 162
[3] Journal of Organic Chemistry, 1980, vol. 45, # 5, p. 815 - 818
[4] Journal of the American Chemical Society, 1990, vol. 112, # 2, p. 838 - 845
[5] Tetrahedron, 2013, vol. 69, # 27-28, p. 5647 - 5659

17342-08-4
72479-05-1
Synthesis of (S)-5-(Bromomethyl)-2-pyrrolidinone from L-Pyroglutaminol
Global Suppliers ( 111)
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Nanbu County Chengxin Technology Co., Ltd. 0838-5675166 15883665058 nbcxkj@126.com China 956 55
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Syntechem Co.,Ltd info@syntechem.com China 12973 57
T&W GROUP 021-61551611 13296011611 contact@trustwe.com China 9884 58

View Latest Price from (S)-5-(Bromomethyl)-2-pyrrolidinone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-5-(BROMOMETHYL)-2-PYRROLIDINONE pictures 2019-07-06 (S)-5-(BROMOMETHYL)-2-PYRROLIDINONE
72479-05-1
$1.00 1KG 98% 100KG Career Henan Chemical Co

(S)-5-(Bromomethyl)-2-pyrrolidinone Spectrum

(S)-5-(BROMOMETHYL)-2-PYRROLIDONE (S)-5-BROMOMETHYL-2-OXOPYRROLIDINE 2-Pyrrolidinone,5-(bromomethyl)-,(5S)-(9CI) 2-Pyrrolidinone, 5-(bromomethyl)-, (5S)- (5S)-5β-(Bromomethyl)pyrrolidine-2-one [S,(-)]-5β-(Bromomethyl)pyrrolidine-2-one 5β-(Bromomethyl)pyrrolidine-2-one (5S)-5-(broMoMethyl)pyrrolidin-2-one (S)-5-(broMoMethyl)pyrrolidin-2-one (5S)-5-(bromomethyl)-2-pyrrolidinone (S)-5-(BromomethyL (S)-5-(Bromomethyl)-2-pyrrolidinone (5S)-5-(Brommethyl)pyrrolidin-2-on (S)-5-(Bromomethyl)-2-pyrrolidinone 72479-05-1 C5H8BrNO HALOMETYL pharmacetical