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| CAS No.: | 75885-58-4 |
|---|---|
| Name: | (S)-(+)-2,2-Dimethylcyclopropanecarboxamide |
| Molecular Structure: | |
|
|
|
| Formula: | C6H11NO |
| Molecular Weight: | 113.159 |
| Synonyms: | Cyclopropanecarboxamide,2,2-dimethyl-, (S)-;(+)-2,2-Dimethylcyclopropanecarboxamide;(S)-2,2-Dimethylcyclopropanecarboxamide;S-(+)-2,2-Dimethylcyclopropane-1-carboxamide; |
| EINECS: | 278-334-3 |
| Density: | 1.028 g/cm3 |
| Melting Point: | 135-137 °C(lit.) |
| Boiling Point: | 225.1 °C at 760 mmHg |
| Flash Point: | 89.933 °C |
| Appearance: | white to light yellow crystal powder |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 22-36/37/38 |
| Safety: | 26-36 |
| PSA: | 43.09000 |
| LogP: | 1.21810 |
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- 14590-53-5
(+)-1S-2,2-dimethylcyclopropane-carboxylic acid
- 75885-58-4
(S)-2,2-dimethylcyclopropanecarboxamide
| Conditions | Yield |
|---|---|
| Stage #1: (+)-1S-2,2-dimethylcyclopropane-carboxylic acid With thionyl chloride In dichloromethane at 20℃; Stage #2: With ammonia In dichloromethane at -15℃; | 92.1% |
| Multi-step reaction with 2 steps 1: 93 percent / pyridine / 1.5 h / Ambient temperature 2: 83 percent / 3 M NH3 / ethanol / 0.75 h View Scheme |
- 89007-61-4
(S)-ethyl 2,2-dimethylcyclopropanecarboxylate
- 75885-58-4
(S)-2,2-dimethylcyclopropanecarboxamide
| Conditions | Yield |
|---|---|
| With thionyl chloride; ammonia In dichloromethane | 90.7% |
| With ammonia; calcium chloride In methanol at 100 - 110℃; | 10 g |
- 107871-21-6
(+)-N-<<(2,2-dimethylcyclopropyl)carbonyl>oxy>succinimide
- 75885-58-4
(S)-2,2-dimethylcyclopropanecarboxamide
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In ethanol for 0.75h; | 83% |
- 220263-88-7
2,2,2-Trichloro-1-((S)-2,2-dimethyl-cyclopropyl)-ethanone
- 75885-58-4
(S)-2,2-dimethylcyclopropanecarboxamide
| Conditions | Yield |
|---|---|
| With aminolysis | 72% |
- 1759-55-3
(RS)-2,2-dimethylcyclopropanecarboxamide
A
- 28624-52-4
(R)-2,2-dimethylcyclopropanecarboxylic acid
B
- 75885-58-4
(S)-2,2-dimethylcyclopropanecarboxamide
| Conditions | Yield |
|---|---|
| With water In acetonitrile at 30℃; for 2.33333h; pH=8.2; Solvent; Concentration; Enzymatic reaction; enantioselective reaction; | A n/a B 43.5% |
| With R-amidase from Delftia tsuruhatensis CCTC M 205114 at 35℃; for 18h; Large scale reaction; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | A n/a B 34.2% |
- 645413-67-8
2,2-dimethylcyclopropane carboxylic acid 2,2,2-trifluoroethyl ester
B
- 75885-58-4
(S)-2,2-dimethylcyclopropanecarboxamide
| Conditions | Yield |
|---|---|
| With ammonia; Candida antarctica Type B lipase In tert-butyl alcohol at 30 - 40℃; for 20h; Product distribution / selectivity; Enzymatic reaction; | A n/a B 40% |
- 220263-87-6
(R)-2,2,2-Trichloro-1-((S)-2,2-dimethyl-cyclopropyl)-ethanol
- 75885-58-4
(S)-2,2-dimethylcyclopropanecarboxamide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 72 percent / Na2Cr2O7, H2SO4 / acetic acid 2: 72 percent / aminolysis View Scheme |
- 75885-59-5
2,2-dimethylcyclopropane-1-carboxylic acid
- 75885-58-4
(S)-2,2-dimethylcyclopropanecarboxamide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 2: 93 percent / pyridine / 1.5 h / Ambient temperature 3: 83 percent / 3 M NH3 / ethanol / 0.75 h View Scheme |
| Conditions | Yield |
|---|---|
| With ammonia; Candida antarctica Type B lipase In tert-butyl alcohol at 30℃; for 20h; Product distribution / selectivity; Enzymatic reaction; | A n/a B n/a |
| Conditions | Yield |
|---|---|
| With ammonia; Candida antarctica Type B lipase In tert-butyl alcohol at 30℃; for 20h; Product distribution / selectivity; Enzymatic reaction; | A n/a B n/a |
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Chemistry
Molecular Structure of Cyclopropanecarboxamide,2,2-dimethyl-, (1S)- (CAS NO.75885-58-4):
.png)
IUPAC Name: (1S)-2,2-dimethylcyclopropane-1-carboxamide
Empirical Formula: C6H11NO
Molecular Weight: 113.1576
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 43.09 Å2
Index of Refraction: 1.48
Molar Refractivity: 31.264 cm3
Molar Volume: 110.074 cm3
Surface Tension: 36.109 dyne/cm
Density: 1.028 g/cm3
Flash Point: 89.933 °C
Enthalpy of Vaporization: 46.161 kJ/mol
Boiling Point: 225.092 °C at 760 mmHg
Vapour Pressure: 0.088 mmHg at 25°C
Melting point: 135-137 °C(lit.)
EINECS: 278-334-3
Product Categories: AMIDE; Amides; Chiral Compounds; chiral; API intermediates; API; Amides (Chiral); Chiral Building Blocks; Cyclopropanes; Simple 3-Membered Ring Compounds; Synthetic Organic Chemistry; Chiral Compound; Chiral Building Blocks; Organic Building Blocks
Safety Profile
Hazard Codes: 
Xn,
Xi
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant
Specification
Cyclopropanecarboxamide,2,2-dimethyl-, (1S)- , with CAS number of 75885-58-4, can be called Cyclopropanecarboxamide, 2,2-dimethyl-, (S)- ; (+)-2,2-Dimethylcyclopropanecarboxamide ; S-(+)-2,2-Dimethylcyclopropane-1-carboxamide ; (S)-2,2-Dimethylcyclopropanecarboxamide . It is a white to light yellow crystal powde.