| Identification | More | [Name]
Cyclopropylamine | [CAS]
765-30-0 | [Synonyms]
AKOS BBS-00003593
AMINOCYCLOPROPANE
AMINOTRIMETHYLENE
AURORA KA-2551
CYCLOPROPYLAMINE
Cyclopropanamine
Cyloprolylamine
Cyclopropyl amine(CPA)
Cydopropylamine
Cyclopropylamine,98%
Cylopropylamine
Cyclopropylamine 98%
CYCLOPROPYLAMINE W/O STABILIZING AGENT
CYCLOPROPYLAMINE W/STABILIZING AGENT
Cyclopropylamine ,99%
1-Cyclopropanamine | [EINECS(EC#)]
212-142-2 | [Molecular Formula]
C3H7N | [MDL Number]
MFCD00001301 | [Molecular Weight]
57.09 | [MOL File]
765-30-0.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to very slightly yellow liquid | [Melting point ]
-50 °C
| [Boiling point ]
49-50 °C (lit.) | [density ]
0.824 g/mL at 25 °C(lit.)
| [vapor pressure ]
4.67 psi ( 20 °C)
| [refractive index ]
n20/D 1.420(lit.)
| [Fp ]
−14 °F
| [storage temp. ]
Flammables area | [solubility ]
Chloroform, Ethyl Acetate (Sparingly), Methanol (Slightly) | [form ]
Volatile Liquid | [pka]
pK1:9.10(+1) (25°C) | [color ]
Clear colorless | [Specific Gravity]
0.824 | [Water Solubility ]
Miscible with water, ethanol,ether and chloroform. | [Sensitive ]
Lachrymatory | [Detection Methods]
GC,NMR | [BRN ]
741858 | [Stability:]
Volatile | [InChIKey]
HTJDQJBWANPRPF-UHFFFAOYSA-N | [LogP]
0.070 | [CAS DataBase Reference]
765-30-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Cyclopropylamine(765-30-0) | [EPA Substance Registry System]
765-30-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,C,Xi | [Risk Statements ]
R11:Highly Flammable.
R22:Harmful if swallowed.
R34:Causes burns.
R36/37:Irritating to eyes and respiratory system . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S33:Take precautionary measures against static discharges .
S7/9:Keep container tightly closed and in a well-ventilated place . | [RIDADR ]
UN 2733 3/PG 2
| [WGK Germany ]
2
| [RTECS ]
GZ0685500
| [Autoignition Temperature]
527 °F | [Hazard Note ]
Extremely Flammable/Harmful/Corrosive/Lachrymatory | [TSCA ]
T | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29213099 | [Toxicity]
LD50 orally in Rabbit: 445 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
Clear and colourless, volatile liquid | [Uses]
FLAMMABLE LIQUID, CORROSIVE | [Application]
Cyclopropylamine is mainly used in organic synthesis, pharmaceutical synthesis intermediates, and can be used in the synthesis of new antibacterial drugs ciprofloxacin products, such as the synthesis of ciprofloxacin, enrofloxacin, spafloxacin and other drugs. In addition, cyclopropylamine is also an important intermediate for the synthesis of pesticides, plant protection agents and herbicides, such as 2-chloro-4-6-cyclopropyl-s-triazine, cyprochlor, cyproterazine, cyprocyanine and other cyclopropanes class of pesticides. | [Definition]
ChEBI: A primary aliphatic amine that consists of cyclopropane bearing a single amino substituent. | [Preparation]
Cyclopropylamine is synthesized from 1,3-propanediol by bromination, cyanation, cyclization, amidation, and Hoffmann rearrangement. It is also synthesized with γ-butyrolactone and isopropanol by five steps of ring-opening esterification, cyclization, hydrolysis, acylation and Hofmann degradation. | [Biochem/physiol Actions]
Cyclopropylamine inactivates cytochrome P450 enzymes by a mechanism involving initial one-electron oxidation at nitrogen followed by scission of the cyclopropane ring leading to covalent modification of the enzyme. It is a mechanism-based inhibitor of quinoprotein methylamine dehydrogenase from Paracoccus denitrificans. | [Purification Methods]
It has been isolated as the benzamide m 100.6-101.0o (from aqueous EtOH). It forms a picrate m 149o (from EtOH/pet ether) from which the free base can be recovered using a basic ion-exchange resin and can then be distilled through a Todd column (p 11) using an automatic still head which only collects products boiling below 51o/atm. Polymeric materials if present will boil above this temperature. The hydrochloride has m 85-86o [Roberts & Chambers J Am Chem Soc 73 5030 1951, Jones J Org Chem 9 484 1944, Emmons J Am Chem Soc 79 6522 1957]. [Beilstein 12 IV 3.] |
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