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192171

Sigma-Aldrich

DL-Alaninol

98%

Synonym(s):

(±)-2-Amino-1-propanol

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About This Item

Linear Formula:
CH3CH(NH2)CH2OH
CAS Number:
6168-72-5
Molecular Weight:
75.11
Beilstein:
1209234
EC Number:
228-207-3
MDL number:
MFCD00008085
UNSPSC Code:
12352100
PubChem Substance ID:
24851532
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

optical activity

[α]/D +1.0 to −1.0°

refractive index

n20/D 1.450 (lit.)

bp

173-176 °C (lit.)

density

0.943 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CC(N)CO

InChI

1S/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3

InChI key

BKMMTJMQCTUHRP-UHFFFAOYSA-N

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Application

DL-Alaninol has been used in the synthesis of:
  • N6-α-(I-hydroxypropyl) lysine
  • diastereomers of DL-β-amino alcohols
  • enantiopure and racemic samples of 2-methyl-N-tosylaziridine
  • (±)-3-(5-dimethylcarbamoyl-pent-1-enyl)-N-(2-hydroxy-1-methyl-ethyl)benzamide

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

183.2 °F - closed cup

Flash Point(C)

84 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ian C Stewart et al.
Journal of the American Chemical Society, 127(50), 17616-17617 (2005-12-15)
Sulfonylaziridines have been identified as excellent monomers for living ring-opening polymerization initiated by nucleophilic sulfonylamides. The resulting polymers exhibit low polydispersities and controllable molecular weights. The enantiopurity of the monomer plays a key role: racemic samples yield soluble polymers of
P M Hoi et al.
British journal of pharmacology, 152(5), 751-764 (2007-09-25)
A putative novel cannabinoid receptor mediates vasorelaxation to anandamide and abnormal-cannabidiol and is blocked by O-1918 and by high concentrations of rimonabant. This study investigates VSN16, a novel water-soluble agonist, as a vasorelaxant potentially acting at non-CB1, non-CB2 cannabinoid receptors
The role of lysine residues in the activity of 2-keto-3-deoxy-6-phosphogluconate aldolase.
J M Ingram et al.
The Journal of biological chemistry, 240(11), 4146-4151 (1965-11-01)
R LoBrutto et al.
Biochemistry, 40(1), 9-14 (2001-01-05)
The mechanism of propagation of the radical center between the cofactor, substrate, and product in the adenosylcobalamin- (AdoCbl) dependent reaction of ethanolamine ammonia-lyase has been probed by pulsed electron nuclear double resonance (ENDOR) spectroscopy. The radical of S-2-aminopropanol, which appears
Vahe Bandarian et al.
Biochemistry, 41(27), 8580-8588 (2002-07-03)
The structure of the steady-state radical intermediate in the deamination of S-2-aminopropanol catalyzed by ethanolamine ammonia-lyase (EAL) from Salmonella typhimurium has been probed by electron paramagnetic resonance (EPR) spectroscopy using isotopically labeled forms of the substrate and of the adenosylcobalamin
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