Skip to Content
Merck
All Photos(2)

Key Documents

A70704

Sigma-Aldrich

(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

Sign Into View Organizational & Contract Pricing


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

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

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].

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

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)
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
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)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service