A70704
(1R,2R)-(−)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol
99%
Synonym(s):
D-(−)-threo-2-Amino-1-(p-nitrophenyl)-1,3-propanediol, Chloramphenicol base
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All Photos(2)
About This Item
Linear Formula:
HOCH2CH(NH2)CH(C6H4NO2)OH
CAS Number:
Molecular Weight:
212.20
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
form
powder
optical activity
[α]25/D −30°, c = 1 in 6 M HCl
mp
163-165 °C (lit.)
SMILES string
N[C@H](CO)[C@H](O)c1ccc(cc1)[N+]([O-])=O
InChI
1S/C9H12N2O4/c10-8(5-12)9(13)6-1-3-7(4-2-6)11(14)15/h1-4,8-9,12-13H,5,10H2/t8-,9-/m1/s1
InChI key
OCYJXSUPZMNXEN-RKDXNWHRSA-N
Related Categories
Application
(1R,2R)-(-)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol may be used in the preparation of (1R,2R)-(-)-2-dimethylamino-1-(4-nitrophenyl)-1,3-propanediol via N,N-dimethylation. It may also be used as a starting material to synthesize (1R,2R)-1,3-diacetoxy-1-(4-nitrophenyl)-2-propylisothioeyanate [(R,R)-DANI].
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Development of new isothiocyanate-based chiral derivatizing agent for amino acids.
Peter M, et al.
Chromatographia, 50(5-6), 373-375 (1999)
(1R, 2R)-(-)-2-Dimethylamino-1-(4-nitrophenyl)-1, 3-propanediol/l-proline cocatalyzed enantioselective Morita-Baylis-Hillman reaction.
Tang H, et al.
Catalysis Communications, 8(11), 1811-1814 (2007)
Induced synthesis of phosphatases in Anacystis nidulans by p-NO2-phenylserinal.
M L Muñoz-Calvo et al.
The Journal of antibiotics, 33(5), 520-522 (1980-05-01)
W A Korfmacher et al.
Journal of chromatographic science, 28(5), 236-238 (1990-05-01)
The thermospray (TS) liquid chromatographic-mass spectrometric analysis of the antibiotic chloramphenicol and three related compounds is presented. The three additional compounds are dehydrochloramphenicol, aminodehydrochloramphenicol, and nitrophenylaminopropanediol. Baseline separation of the four compounds is achieved. The TS mass spectrum of each
D K Zheng et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 25(6), 430-434 (1990-01-01)
Threo (-) or (+)-1-(p-nitrophenyl)-1,3-dihydroxypropylamine-2 was found to be a useful resolving agent for racemic gossypol. The optical and chemical stability of the condensate of enantiomeric gossypols with the titled amine and the great difference in the Rf values on TLC
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