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02300

D-(+)-Malic acid

Name: <SC>D-</SC>(+)-Malic acid
Brand: SIAL

unnatural form, ≥97.0% (T)

Synonym(s):

(R)-(+)-2-Hydroxysuccinic acid, D-Hydroxybutanedioic acid

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About This Item

Linear Formula:

HO₂CCH₂CH(OH)CO₂H

CAS Number:

636-61-3

Molecular Weight:

134.09

UNSPSC Code:

51113400

NACRES:

NA.22

PubChem Substance ID:

329747411

EC Number:

211-262-2

Beilstein/REAXYS Number:

1723540

MDL number:

MFCD00004245

Assay:

≥97.0% (T)

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Properties

Quality Level

200

assay

≥97.0% (T)

optical activity

[α]20/D +28.0±2°, c = 5.5% in pyridine

quality

unnatural form

mp

98-102 °C (lit.)

functional group

carboxylic acid, hydroxyl

SMILES string

O[C@H](CC(O)=O)C(O)=O

InChI

1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1

InChI key

BJEPYKJPYRNKOW-UWTATZPHSA-N

Description

Application

D-(+)-Malic acid can be used:

As a starting material for the enantioselective total synthesis of (−)-erinapyrone B.
As a chiral organocatalyst in the synthesis of α-aminophosphonates from various aldehydes, aniline, and diethyl phosphite.

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pictograms

GHS05,GHS07

signalword

Danger

hcodes

H315,H318,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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One pot green synthesis of α-aminophosphonates with D-Malic acid as an organocatalyst

AIP Conference Proceedings, 1860(1), 020057-020057 (2017)

Concise Total Synthesis of (-)-Erinapyrone B from D-(+)-Malic Acid

Samala R, et al.

Synthetic Communications, 44(4), 500-506 (2014)

Comparative proteome analysis reveals differential regulation of glycolytic and antioxidant enzymes in cortex and hippocampus exposed to short-term hypobaric hypoxia.

Narendra Kumar Sharma et al.

Journal of proteomics, 79, 277-298 (2013-01-15)

Hypoxia is one of the major stressors at high altitude. Exposure to hypobaric hypoxia induces several adverse consequences to the structural and functional integrity of brain. In an attempt to understand the proteome modulation, we used 2-DE coupled with MALDI-TOF/TOF

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Global Trade Item Number

SKU	GTIN
124281-1G	04061825852881
02300-1G	04061838612359
02300-25G	04061833037775
02300-5G	04061838612366