| Identification | More | [Name]
(R)-(-)-2-Aminobutane | [CAS]
13250-12-9 | [Synonyms]
(R)-(-)-2-BUTYLAMINE HYDROCHLORIDE
R(-)-SEC-BUTYLAMINE 99+%
(R)-(-)-2-Aminobutane
(R)-(-)-sec-Butylamine
(R)-1-Methylpropylamine
(R)-2-Butanamine
(R)-N-sec-Butylamine | [EINECS(EC#)]
236-232-6 | [Molecular Formula]
C4H11N | [MDL Number]
MFCD07776991 | [Molecular Weight]
73.14 | [MOL File]
13250-12-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [Melting point ]
-105°C | [alpha ]
-7.5 º (c=neat 19 ºC) | [Boiling point ]
63 °C(lit.) | [density ]
0.72 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.393(lit.)
| [Fp ]
-19°C | [storage temp. ]
Flammables area | [form ]
clear liquid | [pka]
10.74±0.10(Predicted) | [color ]
Colorless to Almost colorless | [Optical Rotation]
[α]19/D 7.5°, neat | [Water Solubility ]
> 10 mg/L | [Sensitive ]
Air Sensitive | [Merck ]
14,1544 | [BRN ]
1718760 | [InChI]
1S/C4H11N/c1-3-4(2)5/h4H,3,5H2,1-2H3/t4-/m1/s1 | [InChIKey]
BHRZNVHARXXAHW-SCSAIBSYSA-N | [SMILES]
CC[C@@H](C)N | [CAS DataBase Reference]
13250-12-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
F,C,N,F+ | [Risk Statements ]
R11:Highly Flammable.
R34:Causes burns.
R50:Very Toxic to aquatic organisms.
R35:Causes severe burns.
R20/22:Harmful by inhalation and if swallowed . | [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) .
S9:Keep container in a well-ventilated place .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . | [RIDADR ]
UN 2733 3/PG 2
| [WGK Germany ]
3
| [F ]
10-23 | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29211999 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1A |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow liqui | [Uses]
(R)-(-)-2-Aminobutane is a chiral amine plays an important role in pharmaceutical chemistry and in organic synthesis as chiral auxiliary, which is used to determine the enantiomeric excess (ee). | [Uses]
(R)-(?)-sec-Butylamine can be used:
- To prepare (R)-(?)-sec-butylbis(2-hydroxyethyl)amine, an intermediate for the synthesis of aminodiphosphine ligands.
- As a substrate to demonstrate the stereochemistry of Mitsunobu reaction in the synthesis of secondary amines.
- As a model compound in the study of singlet-triplet transitions in circular dichroism.
| [Purification Methods]
Dry it over solid NaOH overnight and fractionate it through a short helices packed column. The L-hydrogen tartrate salt has m 139-140o (from H2O), the 1H2O has m 96o []D +18.1o (c 11, H2O), the hydrochloride has m 152o [ ] 21 -1.1o (c 13, H2O) and the benzoyl derivative crystallises from EtOH as needles with m 97o, [] 21 -34.9o (c 11, H2O). [Bruck et al. J Chem Soc 921 1956,Kjaer & Hansen Acta Chem Scand 11 898 1957.] [Beilstein 4 H 161, 4 I 372, 4 III 308, 4 IV 617.] The S -(+)-enantiomer has has same properties except for the optical rotation which has the opposite sign. |
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