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2-Bromo-N,N-dimethylacetamide

CAS No.
5468-77-9
Chemical Name:
2-Bromo-N,N-dimethylacetamide
Synonyms
N-dimethylacetamide;N,N-dimethyl-bromoacetamide;2-Bromo-N,N-dimethylacetamide;2-bromo-N,N-dimethyl-ethanamide;Acetamide, 2-bromo-N,N-dimethyl-;2-BROMO-N,N-DIMETHYLACETAMIDE 95%;2-Bromo-N,N-dimethylacetamide
CBNumber:
CB92478031
Molecular Formula:
C4H8BrNO
Molecular Weight:
166.02
MDL Number:
MFCD12026683
MOL File:
5468-77-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:54

2-Bromo-N,N-dimethylacetamide Properties

Melting point 72-73 °C(Solv: toluene (108-88-3))
Boiling point 63-65 °C(Press: 1 Torr)
Density 1.5412
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka -1.04±0.70(Predicted)
form liquid
color Colourless to light yellow
InChI InChI=1S/C4H8BrNO/c1-6(2)4(7)3-5/h3H2,1-2H3
InChIKey QPIOVNJLOVNTMW-UHFFFAOYSA-N
SMILES C(N(C)C)(=O)CBr
UNSPSC Code 12352200

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H227
Precautionary statements  P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235
HazardClass  IRRITANT
HS Code  2924190090

2-Bromo-N,N-dimethylacetamide price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B695735 2-Bromo-n,n-dimethylacetamide 5468-77-9 100mg $45 2021-12-16 Buy
AK Scientific J96313 2-Bromo-N,N-dimethylacetamide 5468-77-9 1g $25 2021-12-16 Buy
Biosynth Carbosynth FB127696 2-Bromo-N,N-dimethylacetamide 5468-77-9 500mg $50 2021-12-16 Buy
ChemScene CS-W017882 2-Bromo-N,N-dimethylacetamide 5468-77-9 25g $134 2021-12-16 Buy
ChemScene CS-W017882 2-Bromo-N,N-dimethylacetamide 5468-77-9 10g $61 2021-12-16 Buy
Product number Packaging Price Buy
B695735 100mg $45 Buy
J96313 1g $25 Buy
FB127696 500mg $50 Buy
CS-W017882 25g $134 Buy
CS-W017882 10g $61 Buy

2-Bromo-N,N-dimethylacetamide Chemical Properties,Uses,Production

Synthesis

Dimethylamine hydrochloride

506-59-2

Bromoacetyl bromide

598-21-0

2-Bromo-N,N-dimethylacetamide

5468-77-9

To a stirred solution of N,N-dimethylamine hydrochloride (2 g, 24.52 mmol) in dichloromethane (20 mL) was added sequentially N,N-diisopropylethylamine (DIPEA, 12.6 mL, 73.55 mmol) and bromoacetobromide (9.89 g, 19.04 mmol) under an inert atmosphere, maintaining the reaction temperature at 0 °C. The reaction mixture was gradually warmed to room temperature and stirred continuously for 3 hours. The reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was diluted with water (50 mL) and extracted with dichloromethane (2 x 50 mL). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel fast column chromatography with 30% ethyl acetate/hexane as eluent to give N,N-dimethyl-bromoacetamide (1.7 g, 42% yield) as a brown liquid. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 3.86 (s, 2H), 3.10 (s, 3H), 2.99 (s, 3H); LC-MS purity: 71.2%; (M + 2) measured value = 168 (column: XBridge C-18, 50 x 3.0 mm, 3.5 μm; mobile phase: 5 mM NH4OAc ACN; flow rate: 0.8 mL/min).

References

[1] Tetrahedron, 2000, vol. 56, # 42, p. 8253 - 8262
[2] Journal of Organic Chemistry, 2015, vol. 80, # 11, p. 5415 - 5427
[3] Patent: WO2015/48301, 2015, A1. Location in patent: Paragraph 00435
[4] Tetrahedron, 2012, vol. 68, # 24, p. 4710 - 4718
[5] Angewandte Chemie - International Edition, 2013, vol. 52, # 19, p. 5079 - 5084

2-Bromo-N,N-dimethylacetamide Preparation Products And Raw materials

Global( 100)Suppliers
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View Lastest Price from 2-Bromo-N,N-dimethylacetamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Bromo-N,N-dimethylacetamide pictures 2020-01-10 2-Bromo-N,N-dimethylacetamide
5468-77-9
US $7.00 / KG 1KG 99% 100KG Career Henan Chemical Co
2-Bromo-N,N-dimethylacetamide 2-bromo-N,N-dimethyl-ethanamide N,N-dimethyl-bromoacetamide 2-BROMO-N,N-DIMETHYLACETAMIDE 95% Acetamide, 2-bromo-N,N-dimethyl- N-dimethylacetamide 2-Bromo-N,N-dimethylacetamide 5468-77-9 API