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16369-05-4

16369-05-4 Structure

16369-05-4 Structure
IdentificationMore
[Name]

DL-2-AMINO-3-METHYL-1-BUTANOL
[CAS]

16369-05-4
[Synonyms]

2-AMINO-3-METHYL-1-BUTANOL
DL-2-AMINO-3-METHYL-1-BUTANOL
DL-VALINOL
rac-(R*)-2-Amino-3-methylbutane-1-ol
rac-(R*)-3-Methyl-2-amino-1-butanol
[EINECS(EC#)]

240-425-0
[Molecular Formula]

C5H13NO
[MDL Number]

MFCD00004730
[Molecular Weight]

103.16
[MOL File]

16369-05-4.mol
Chemical PropertiesBack Directory
[Appearance]

CLEAR YELLOW LIQUID
[Melting point ]

31-32℃
[Boiling point ]

75-77 °C8 mm Hg(lit.)
[density ]

0.936 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.4543(lit.)
[Fp ]

194 °F
[storage temp. ]

Refrigerator (+4°C)
[Water Solubility ]

Soluble in water
[form ]

Liquid
[pka]

12.82±0.10(Predicted)
[color ]

Clear yellow
[Optical Rotation]

0.3825°(C=1g/100ml ETOH)
[InChI]

InChI=1S/C5H13NO/c1-4(2)5(6)3-7/h4-5,7H,3,6H2,1-2H3
[InChIKey]

NWYYWIJOWOLJNR-UHFFFAOYSA-N
[SMILES]

C(O)C(N)C(C)C
[CAS DataBase Reference]

16369-05-4(CAS DataBase Reference)
Safety DataBack 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 .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

2735
[WGK Germany ]

3
[HS Code ]

29221990
Hazard InformationBack Directory
[Chemical Properties]

CLEAR YELLOW LIQUID
[Uses]

2-Amino-3-methyl-1-butanol was used in the synthesis of 1-allyl-2-pyrroleimines. It was also used as chiral nucleophile in the total synthesis of benanomicin-pradimicin antibiotics. It was used as homochiral guest compound during synthesis of crown ethers containing two chiral subunits.
[Definition]

ChEBI:2-Amino-3-methyl-1-butanol is an amino alcohol.
[Synthesis]

Borane-methyl sulfide complex

13292-87-0

DL-Valine

516-06-3

DL-2-AMINO-3-METHYL-1-BUTANOL

16369-05-4

Example 2: To a dry 12 liter glass reaction vessel (with equipment as described in Example 1) was added 900 grams (7.7 moles) of DL-valine and 2.5 liters of tetrahydrofuran. 1.05 liters (8.5 moles) of boron trifluoride diethyl ether compound and 0.85 liters (8.5 moles) of borane-dimethyl sulfide complex were added sequentially according to the method of Example 1, followed by refluxing. The addition process lasted for 8 hours and heating was continued for 3 hours after the addition was completed. The reaction mixture was quenched with 0.75 liters of tetrahydrofuran/water mixture and subsequently hydrolyzed with 24.6 moles of aqueous sodium hydroxide. The product was separated according to the method described in Example 1, resulting in 494 g (62% yield) of 2-amino-3-methyl-1-butanol having a boiling point of 78°-79°C (8 mm), refractive index n20D 1.4543, and a purity of 97% by gas chromatography (glc) analysis.

[References]

[1] Patent: US3935280, 1976, A
Spectrum DetailBack Directory
[Spectrum Detail]

DL-2-AMINO-3-METHYL-1-BUTANOL(16369-05-4)1HNMR
DL-2-AMINO-3-METHYL-1-BUTANOL(16369-05-4)Raman
DL-2-AMINO-3-METHYL-1-BUTANOL(16369-05-4)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

DL-2-Amino-3-methyl-1-butanol, 95%(16369-05-4)
[Sigma Aldrich]

16369-05-4(sigmaaldrich)
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