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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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Carboxypeptidase-B-like processing of the C-terminus of glucagon-like peptide-2 in pig and human small intestine.

C Orskov et al.

FEBS letters, 247(2), 193-196 (1989-04-24)

We developed specific, C-terminal radioimmunoassays for three proglucagon (PG) fragments: PG 151-158, PG 151-160 and PG 126-159 (glucagon-like peptide-2 (GLP-2] in order to determine the exact C-terminal sequence of the newly isolated GLP-2 in man and pig. The antigens and

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

Samala R, et al.

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

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

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

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