Basic information Chemical properties Application Preparation Safety Supplier Related
ChemicalBook >  Product Catalog >  Food Additives >  Acidity Regulators >  D-Tartaric acid

D-Tartaric acid

Basic information Chemical properties Application Preparation Safety Supplier Related

D-Tartaric acid Basic information

Product Name:
D-Tartaric acid
Synonyms:
  • d-tartaric
  • tartaricacidd-minus
  • Tartarieacid
  • (S,S)-TARTARIC ACID
  • TARTARIC ACID
  • TARTARIC ACID, D-(-)-
  • TARTARIC ACID [DEXTRO (+)]
  • TARTARIC ACID UNNATURAL
CAS:
147-71-7
MF:
C4H6O6
MW:
150.09
EINECS:
205-695-6
Product Categories:
  • Chiral chemicals
  • Carboxylic Acids (Chiral)
  • Chiral Building Blocks
  • for Resolution of Bases
  • Optical Resolution
  • Synthetic Organic Chemistry
  • FINE Chemical & INTERMEDIATES
  • Chiral Compounds
  • amino
  • Food additive and acidulant
  • 147-71-7
Mol File:
147-71-7.mol
More
Less

D-Tartaric acid Chemical Properties

Melting point:
172-174 °C(lit.)
alpha 
-12.1 º (c=20, H2O)
Boiling point:
191.59°C (rough estimate)
Density 
1,8 g/cm3
refractive index 
-12.5 ° (C=5, H2O)
Flash point:
210 °C
storage temp. 
Store below +30°C.
solubility 
water: soluble100mg/mL, clear, colorless
pka
3.0, 4.4(at 25℃)
form 
Crystals or Crystalline Powder
color 
White
optical activity
[α]20/D 13.5±0.5°, c = 10% in H2O
Water Solubility 
1394 g/L (20 ºC)
Sensitive 
Light Sensitive
Merck 
14,9068
BRN 
1725145
Stability:
Stable. Incompatible with oxidizing agents, bases, reducing agents. Combustible.
InChIKey
FEWJPZIEWOKRBE-LWMBPPNESA-N
CAS DataBase Reference
147-71-7(CAS DataBase Reference)
NIST Chemistry Reference
D-Tartaric acid(147-71-7)
EPA Substance Registry System
Butanedioic acid, 2,3-dihydroxy-, (2S,3S)- (147-71-7)
More
Less

Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37-37/39-36
WGK Germany 
3
RTECS 
WW7875000
Autoignition Temperature
425 °C
Hazard Note 
Light Sensitive
TSCA 
Yes
HS Code 
29181200

MSDS

More
Less

D-Tartaric acid Usage And Synthesis

Chemical properties

There are three stereoisomers of tartaric acid: dextrose tartaric acid, levophyllic acid and meso tartaric acid. The optical rotation of the mixture of the same amount of dextrorotatory and levorotism is mutually offset, known as racemic tartaric acid. The mesomer does not exist in nature and can be synthesized chemically. Various tartaric acids are colorless crystals that are easily soluble in water.

Application

D-(-)-tartaric acid is widely used as an acidizing agent for beverages and other foods, and this use is similar to citric acid. Tartaric acid can be used as an acid dye mordant when it is combined with tannin. It is also used for some development and fixing operations in the photographic industry. Its iron salts are photosensitive and therefore they can be used to make blueprints. Tartaric acid could complex with a variety of metal ions, and it could be used for cleaning agent and polishing agent of metal surface. Potassium tartrate (Rochelle salt) can be used to prepare Fehling reagent, and it is also used as as laxatives and diuretics in medicine. In addition, it is also used as an intermediate of quinophan. The crystal has piezoelectric properties, so it could be used for the electronics industry.
It is used as a chromatographic reagent and masking agent.
It is used as resolving agent of medicine and as biochemical reagent. This product is widely used in food industry, such as beer foaming agent, food sour agent, flavoring agent. And it is also used for refreshing drinks, candy, fruit juice, sauce, cold dishes and baking powder. This product is in line with the Japanese food additives certificate.
It is used as chiral source and resolving agent for chiral synthesis.

Preparation

D-(-)-tartaric acid is mainly present in the form of potassium salt in the fruit of a variety of plants, and a small amount of it exists in free form. We produce dextrose tartaric acid through glucose fermentation industrially. The racemate can be prepared by fumaric acid with potassium permanganate as oxidant. The mesomer can be prepared by maleic acid with potassium permanganate as oxidant. L-lactic acid can be obtained by resolution of racemates. In the practical application of tartaric acid, the main application is dextrose tartaric acid or its complex salt. The by-product tartra of brewing grape is the main raw material of actual production of tartaric acid, and the all tartaric acids are dextrose tartaric acids.

Chemical Properties

white crystals

Uses

D-(-)-Tartaric Acid the synthetic enantiomer of L-(+)-Tartaric Acid (T007630), used in the preparation of synthetic analgesics.

Uses

tartaric acid is the second largest AHA in size (glycolic acid being the smallest AHA and citric acid the largest). It is not frequently used in cosmetic or anti-aging preparations as formulators find it difficult to work with and it can cause irritation to the skin.

Uses

Tartaric Acid is an acidulant that occurs naturally in grapes. It is hygroscopic and rapidly soluble, with a solubility of 150 g in 100 ml of distilled water at 25°c. It has a slightly tarter taste than citric acid, with a tartness equivalent of 0.8–0.9. It augments the flavor of fruits in which it is a natural constituent. It is used in grapeand limeflavored beverages and grape-flavored jellies. It is used as an acidulant in baking powder and as a synergist with antioxidants to prevent rancidity.

Uses

D-(-)-Tartaric acid is used as a resolving agent in organic synthesis. It is used as a precursor for the preparation of its ester derivatives like D-tartaric acid diethyl ester, D-tartaric acid dimethyl ester and D-tartaric acid diiso-propyl ester. It finds application in the synthesis of chiral aziridine derivative, a common intermediate for the preparation of hydroxyethylamine class HIV protease inhibitors viz. as saquinavir, amprenavir and nelfinavir. It is widely used in the food industry as a beer foaming agent, for food acidity regulations and as a flavoring agent.

Definition

ChEBI: The D-enantiomer of tartaric acid.

Biotechnological Production

Tartaric acid is generally produced from crude tartar and lees, which are byproducts of wine production. However, there are a few reports of fermentative production of tartaric acid by Gluconobacter suboxydans growing on Glucose or sorbitol. Vanadate plays a central role in this process. The microorganism forms 5-keto-D-gluconic acid, which is oxidized to tartaric acid. The vanadium catalyzes this reaction. Product concentrations up to 2.96 g.L-1 have been observed after 3 days of fermentation.

General Description

D-(-)-Tartaric acid is a polycrystalline solid, widely used as food additive. It has been reported to exhibit piezoelectric effect.

Purification Methods

Crystallise the acid from distilled H2O or *benzene/diethyl ether containing 5% of pet ether (b 60-80o) (1:1). Soxhlet extraction with diethyl ether has been used to remove an impurity absorbing at 265nm. It has also been crystallised from absolute EtOH/hexane and dried in a vacuum for 18hours [Kornblum & Wade J Org Chem 52 5301 1987]. [Beilstein 3 IV 1229.]

D-Tartaric acidSupplier

Zhejiang Lanxi Shengda Tartaric Acid Co., Ltd. Gold
Tel
0579-88236888 13806895238
Email
szd@hi2000.com
Products Intro
Product Name:D-Tartaric acid
CAS:147-71-7
Wuhan Zeuschem. Co. Ltd. Gold
Tel
027-88866057 18071542427
Email
1735832116@qq.com
Products Intro
Product Name:D-Tartaric acid
CAS:147-71-7
Purity:99.5 Package:25kg/1100
Shandong Vantage Specialty Chemicals Biotechnology Co., Ltd. Gold
Tel
133-96369453 18678026865
Email
sdfantai@163.com
Products Intro
Product Name:D-Tartaric acid
CAS:147-71-7
Purity:99 Package:1000KG Remarks:500KG
Hubei XinghengKang Chemical Technology Co., Ltd. Gold
Tel
027-88878869 18162384755
Email
xhkhu2014@163.com
Products Intro
Product Name:D-Tartaric acid
CAS:147-71-7
Purity:99
Hubei Lingyan Biotechnology Co., Ltd Gold
Tel
027-59304846 13297025796
Email
2331003879@qq.com
Products Intro
Product Name:D-Tartaric acid
CAS:147-71-7
Purity:99% Package:25kg/800 Remarks:2000kg