2-Chloro-N,N-dimethylacetamide
Synonym(s):N,N-Dimethylchloroacetamide
- CAS NO.:2675-89-0
- Empirical Formula: C4H8ClNO
- Molecular Weight: 121.57
- MDL number: MFCD00039360
- EINECS: 220-224-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is 2-Chloro-N,N-dimethylacetamide?
The Uses of 2-Chloro-N,N-dimethylacetamide
2-Chloro-N,N-dimethylacetamide is N,M-dialkyl amide used as an organic catalyst in the preparation of phosphorylated thiosemicarbazide.
The Uses of 2-Chloro-N,N-dimethylacetamide
2-Chloro-N,N-dimethylacetamide (N,N-dimethylchloroacetamide) was used in the synthesis of (S)-carbinoxamine.
Synthesis
In a 500 mL four-necked flask, sodium hydrogen carbonate 126.0 g (1.50 mol) and 146.8 g of toluene were added, and the mixture was stirred while cooling. The internal temperature was maintained below 5 ° C, 112.9 g (1.00 mol) of chloroacetyl chloride was added dropwise over 4 hours, and 49.6 g (1.10 mol) of dimethylamine gas was blown over 4 hours. After stirring at -2 to 1 ° C. for 1 hour, the reaction solution was filtrated under reduced pressure to remove inorganic salt crystals by filtration. The crystals were washed with 100 g of toluene, and the filtrate and washings were combined. After separating and removing the aqueous layer in the filtrate washings, the toluene layer was concentrated under reduced pressure to obtain 113.2 g (0.93 mol) of oily 2-chloro-N, N-dimethylacetamide. The yield was 93.1%.
Properties of 2-Chloro-N,N-dimethylacetamide
Melting point: | 15-16 °C |
Boiling point: | 98-100°C/11mm |
Density | 1.182 g/mL at 20 °C (lit.) |
refractive index | n |
Flash point: | 98-100°C/11mm |
storage temp. | Store below +30°C. |
solubility | Chloroform (Slightly), Hexane (Slightly), Methanol (Slightly) |
form | Liquid |
pka | -0.95±0.70(Predicted) |
color | Clear colorless to pale yellow |
BRN | 969568 |
CAS DataBase Reference | 2675-89-0(CAS DataBase Reference) |
Safety information for 2-Chloro-N,N-dimethylacetamide
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H314:Skin corrosion/irritation |
Precautionary Statement Codes |
P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2-Chloro-N,N-dimethylacetamide
InChIKey | XBPPLECAZBTMMK-UHFFFAOYSA-N |
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