| Identification | More | [Name]
2-Chloro-N-(2,6-dimethylphenyl)acetamide | [CAS]
1131-01-7 | [Synonyms]
2-CHLORO-2',6'-ACETOXYLIDIDE
2-CHLORO-N-(2,6-DIMETHYLPHENYL)ACETAMIDE
AKOS BBS-00000875
CHLOROACETYL-2,6-DIMETHYLANILINE
IFLAB-BB F0133-0019
N-CHLORACETYL-2,6-DIMETHYLANILINE
N-CHLOROACETYL-2,6-DIMETHYLANILINE
TIMTEC-BB SBB003566
1-Chloroacetylamino-2,6-dimethylbenzene
2',6'-Acetoxylidide, 2-chloro-
2-Chloro-2',6'-dimethylacetanilide
2-Chloroaceto-2,6-xylidide
2-chloro-n-(2,6-dimethylphenyl)-acetamid
Acetamide, 2-chloro-N-(2,6-dimethylphenyl)-
Chloroacet-2,6-xylide
Chloroaceto-2,6-xylidide
Chloroaceto-2,6-xylidide~alpha-Chloro-2,6-dimethylacetanilide
à-chloro-2,6-dimethylacetanilide
ALPHA-Chloro-2'',6''-dimethylacetanilide
N-(Chloroacetyl)-2,6-diethylaniline | [EINECS(EC#)]
214-460-7 | [Molecular Formula]
C10H12ClNO | [MDL Number]
MFCD00000926 | [Molecular Weight]
197.66 | [MOL File]
1131-01-7.mol |
| Chemical Properties | Back Directory | [Appearance]
beige needles or crystalline powder | [Melting point ]
150-151 °C(lit.)
| [Boiling point ]
316.8±30.0 °C(Predicted) | [density ]
1.1363 (rough estimate) | [refractive index ]
1.5330 (estimate) | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Crystalline Powder or Needles | [pka]
12.91±0.70(Predicted) | [color ]
White to brown | [Water Solubility ]
Soluble in Chloroform, Methanol. Insoluble in water. | [BRN ]
781309 | [Stability:]
Light Sensitive | [InChIKey]
FPQQSNUTBWFFLB-UHFFFAOYSA-N | [CAS DataBase Reference]
1131-01-7(CAS DataBase Reference) | [NIST Chemistry Reference]
| [EPA Substance Registry System]
1131-01-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29214200 |
| Hazard Information | Back Directory | [Chemical Properties]
beige needles or crystalline powder | [Uses]
2-Chloro-2',6'-dimethylacetanilide is used in the determination of the enantiomers of tocainide in blood plasma by gas-liquid chromatography with electron-capture detection. It is a nonsteroidal antinflammatory drug. | [Uses]
Lidocaine intermediate. | [General Description]
N-(2,6-Dimethylphenyl)chloroacetamide (2-chloro-2′,6′-acetoxylidide) is nonsteroidal antinflammatory drug. | [Synthesis]
General method: Chloroiodomethane (1.5 eq.) is slowly added to a solution of 2,6-dimethylphenyl isocyanate (1.0 eq.) in anhydrous ether (1 M concentration) at -78 °C. After 2 minutes of reaction, a 1.5 M solution of methyl lithium-lithium bromide (1.25 equiv.) ether was added dropwise over 5 minutes. Maintaining this temperature, the reaction mixture was stirred for the indicated time (see Table 1 and Scheme 2 for specific times). Upon completion of the reaction, aqueous ammonium chloride solution (2 mL/mmol substrate) was added, the cooling bath was removed, and stirring was continued until the mixture was brought to room temperature. Subsequently, the reaction mixture was extracted with ether (2 x 5 mL) and the organic phase was washed sequentially with water (5 mL) and brine (10 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give pure 2,6-dimethylchloroacetanilide. | [References]
[1] Chemical Communications, 2013, vol. 49, # 75, p. 8383 - 8385
[2] Synthesis (Germany), 2014, vol. 46, # 21, p. 2897 - 2909 |
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