(2S)-2-amino-3,3-dimethylbutan-1-ol hydrochloride

• ChemBase ID: 152041
• Molecular Formular: C6H16ClNO
• Molecular Mass: 153.65034
• Monoisotopic Mass: 153.09204182
• SMILES: CC(C)(C)[C@@H](CO)N.Cl
• Canonical SMILES: OC[C@H](C(C)(C)C)N.Cl
• InChI: InChI=1S/C6H15NO.ClH/c1-6(2,3)5(7)4-8;/h5,8H,4,7H2,1-3H3;1H/t5-;/m1./s1
• InChIKey: BFBMCXSYQJNKSS-NUBCRITNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3,3-dimethylbutan-1-ol hydrochloride
• IUPAC Traditional name: (2S)-2-amino-3,3-dimethylbutan-1-ol hydrochloride
• Synonyms: (S)-2-Amino-3,3-dimethyl-1-butanol hydrochloride; L-tert-Leucinol hydrochloride; (S)-2-氨基-3,3-二甲基-1-丁醇 盐酸盐; L-叔亮氨醇 盐酸盐

Database IDs

• MDL Number: MFCD00077809
• PubChem SID: 24882185; 162246187
• PubChem CID: 13435835

CALCULATED PROPERTIES

• Acid pKa: 15.111353
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.632082
• LogD (pH = 7.4): -1.7896323
• Log P: 0.3665102
• Molar Refractivity: 34.0236 cm^3
• Polarizability: 13.926987 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 196-198 °C
• Optical Rotation: [α]20/D +35±1°, c = 1% in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (CHN)
• Empirical Formula (Hill Notation): C6H15NO · HCl

DETAILS

Sigma Aldrich - 61930

Other Notes
Chiral auxiliary and building block which usually induces higher stereoselectivities than the corresponding derivatives of valinol; e.g. Claisen rearrangement of N-allyl ketene-N,O-acetals1; preparation of an effective C2-symmetrical catalyst for hydrosilylation of ketones2; alkylation of bicyclic N,O-acetals with keto acids3; Ullmann coupling4
Packaging
1 g in glass bottle