| Identification | More | [Name]
cis-4-Aminocyclohexanecarboxylic acid | [CAS]
3685-23-2 | [Synonyms]
CIS-4-AMINO-1-CYCLOHEXANECARBOXYLIC ACID
CIS-4-AMINOCYCLOHEXANECARBOXYLIC ACID
CIS-4-AMINOCYCLOHEXHANECARBOXYLIC ACID
CIS-4-AMINOHEXAHYDROBENZOIC ACID
H-CIS-NH(4)CHEX-OH
4-AMINO CYCLOHEXANE-L-CARBOXYLIC ACID
AminocyclohexanecarboxylicAcid,cis-4- | [EINECS(EC#)]
626-259-5 | [Molecular Formula]
C7H13NO2 | [MDL Number]
MFCD00191730 | [Molecular Weight]
143.18 | [MOL File]
3685-23-2.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white powder | [Melting point ]
299-301 °C(lit.)
| [Boiling point ]
280.0±33.0 °C(Predicted) | [density ]
9 g/cm3 | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Methanol (Very Slightly), Water (Sparingly) | [Water Solubility ]
Soluble in water | [form ]
Powder | [pka]
4.62±0.25(Predicted) | [color ]
Off-white | [InChI]
InChI=1S/C7H13NO2/c8-6-3-1-5(2-4-6)7(9)10/h5-6H,1-4,8H2,(H,9,10)/t5-,6+ | [InChIKey]
DRNGLYHKYPNTEA-OLQVQODUSA-N | [SMILES]
[C@@H]1(C(O)=O)CC[C@H](N)CC1 | [CAS DataBase Reference]
3685-23-2(CAS DataBase Reference) |
| 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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white powder | [Uses]
cis-4-Aminocyclohexanecarboxylic Acid is used as a reagent in the synthesis of thiazolylquinazolines | [Synthesis]
The general procedure for the synthesis of 4-aminocyclohexanecarboxylic acid and cis-4-aminocyclohexanecarboxylic acid from p-aminobenzoic acid is as follows: p-aminobenzoic acid (10.0 g, 0.07 mol, 1 eq.), 5% Ru/C catalyst (2.50 g), and 10% NaOH solution (100.0 mL) were added in an autoclave. The mixture was stirred to react under 100 bar hydrogen pressure and 15 bar hydrogen atmosphere. After 20 hours of reaction, the progress of the reaction was detected by thin layer chromatography (TLC), the unfolding agent was dichloromethane/methanol/ammonia (5:5:1, v/v/v), and the staining agent was ninhydrin to confirm that the starting material was completely consumed. Nuclear magnetic resonance (NMR) analysis showed that the reaction was fully converted and the ratio of cis to trans product was 1:4.6. After confirming that the reaction was complete, the reaction was stopped. | [References]
[1] European Journal of Medicinal Chemistry, 2001, vol. 36, # 3, p. 265 - 286
[2] Biochemische Zeitschrift, 1933, vol. 262, p. 462
[3] Journal of the American Chemical Society, 1938, vol. 60, p. 2341,2343
[4] Chemische Berichte, 1942, vol. 75, p. 425,428
[5] Chemische Berichte, 1943, vol. 76, p. 1019,1023 |
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