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D-(-)-Tartaric Acid

CAS No.
147-71-7
Chemical Name:
D-(-)-Tartaric Acid
Synonyms
TARTARIC ACID;(2S,3S)-2,3-DIHYDROXYSUCCINIC ACID;d-tartaric;D-TA;(S,S)-TARTARIC ACID;tartaricacidd-minus;(2S,3S)-2,3-Dihydroxybutanedioic acid;(2S,3S)-(-)-TARTARIC ACID;(2S,3S)-(-)-TARTARIC ACID FOR THE RESOLU;cas147-71-7
CBNumber:
CB3693922
Molecular Formula:
C4H6O6
Molecular Weight:
150.09
MDL Number:
MFCD00004238
MOL File:
147-71-7.mol
MSDS File:
SDS
Last updated:2024-12-18 14:08:52

D-(-)-Tartaric Acid 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
form Crystals or Crystalline Powder
pka 3.0, 4.4(at 25℃)
color White
Odor odorless
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
Dielectric constant 35.9(-10℃)
Stability Stable. Incompatible with oxidizing agents, bases, reducing agents. Combustible.
InChIKey FEWJPZIEWOKRBE-LWMBPPNESA-N
LogP -1.081 (est)
FDA 21 CFR 310.545
CAS DataBase Reference 147-71-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII RRX6A4PL3C
NIST Chemistry Reference D-Tartaric acid(147-71-7)
EPA Substance Registry System Butanedioic acid, 2,3-dihydroxy-, (2S,3S)- (147-71-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H318
Precautionary statements  P280-P305+P351+P338+P310
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
NFPA 704
1
2 0

D-(-)-Tartaric Acid price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 95320 D-(?)-Tartaric acid puriss., unnatural form, ≥99.0% (T) 147-71-7 10g $41 2024-03-01 Buy
TCI Chemical T0026 D-(-)-Tartaric Acid >99.0%(T) 147-71-7 25g $45 2024-03-01 Buy
TCI Chemical T0026 D-(-)-Tartaric Acid >99.0%(T) 147-71-7 100g $143 2024-03-01 Buy
Alfa Aesar A11264 D-(-)-Tartaric acid, 99% 147-71-7 25g $40.2 2024-03-01 Buy
Alfa Aesar A11264 D-(-)-Tartaric acid, 99% 147-71-7 100g $123 2024-03-01 Buy
Product number Packaging Price Buy
95320 10g $41 Buy
T0026 25g $45 Buy
T0026 100g $143 Buy
A11264 25g $40.2 Buy
A11264 100g $123 Buy

D-(-)-Tartaric Acid Chemical Properties,Uses,Production

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 acidifier in beverages and food, similar to citric acid. It can also be used as a mordant for acid dye when combined with tannin. In the photographic industry, tartaric acid is used for some development and fixing processes. Its iron salts are photosensitive, making them suitable for blueprint production. Tartaric acid has the ability to form complexes with various metal ions, making it effective as a cleaning and polishing agent for metal surfaces. Potassium tartrate, known as Rochelle salt, is used to prepare Fehling reagent and is also employed as a laxative and diuretic in medicine. It is used as an intermediate for the synthesis of quinophan. Due to its piezoelectric properties, tartaric acid crystals find application in the electronics industry.

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.

Description

D-Tartaric acid, also known as (S, S)-tartrate or D-threaric acid, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. D-Tartaric acid has been detected but not quantified in loquats (Eriobotrya japonica). This could make D-tartaric acid a potential biomarker for consuming these foods. D-Tartaric acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve as defense or signalling molecules. In some cases, they are molecules that arise from the incomplete metabolism of other secondary metabolites.

Chemical Properties

D-Tartaric acid is a white crystalline dicarboxylic acid found in many plants, particularly tamarinds and grapes. It 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 commonly used as a resolving agent in organic synthesis. It is the synthetic enantiomer of L-(+)-Tartaric acid and is utilized in the production of synthetic analgesics. Tartaric acid is the second largest alpha hydroxy acid (AHA) in terms of size, with glycolic acid being the smallest and citric acid being the largest. It serves as a precursor for the synthesis of ester derivatives such as D-tartaric acid diethyl ester, D-tartaric acid dimethyl ester, and D-tartaric acid diiso-propyl ester. Moreover, it is employed in the creation of chiral aziridine derivative, which is a common intermediate for manufacturing hydroxyethylamine class HIV protease inhibitors like saquinavir, amprenavir, and nelfinavir. In the food industry, it is extensively used as a beer foaming agent, for regulating food acidity, and as a flavoring agent. However, due to its challenging workability and potential skin irritation, it is not frequently utilized in cosmetic or anti-aging preparations.

Definition

ChEBI: D-tartaric acid is the D-enantiomer of tartaric acid. It has a role as an Escherichia coli metabolite. It is a conjugate acid of a D-tartrate(1-). It is an enantiomer of a L-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.]

57341-16-9
147-71-7
Synthesis of D-(-)-Tartaric Acid from POTASSIUM HYDROGEN D-TARTRATE
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View Lastest Price from D-(-)-Tartaric Acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
D-Tartaric acid pictures 2024-12-23 D-Tartaric acid
147-71-7
US $0.00 / KG 1KG 99% 1000mt/year Jinan Finer Chemical Co., Ltd
D-(-)-Tartaric Acid pictures 2024-12-23 D-(-)-Tartaric Acid
147-71-7
US $999.00-666.00 / kg 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
D-Tartaric acid pictures 2024-12-23 D-Tartaric acid
147-71-7
US $78.00-35.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
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  • D-Tartaric acid
    147-71-7
  • US $78.00-35.00 / kg
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Tartarieacid TARTARIC ACID, D-(-)- TARTARIC ACID [DEXTRO (+)] TARTARIC ACID UNNATURAL TARTARIC(D-) ACID UNNATURAL TARTARIC ACID TARTARIC ACID, D-(-)-(P) D-Tartaric acid C4H6O6 D-(-)-Tartaric acid puriss., unnatural forM, >=99.0% (T) D-(-)-Tartaric acid ReagentPlus(R), 99% D-Tartaric acid hydrate D-(-)-Tartaric acid Vetec(TM) reagent grade, 99% (2S,3S)-(-)-Tartaric acid for the resolution of racemates for synthesis D-THREARIC ACID D(-)-DIHYDROXYSUCCINIC ACID D(-)-2,3-DIHYDROXYBUTANEDIONIC ACID D-2,3-DIHYDROXYBUTANEDIOIC ACID (2S,3S)-D-(-)-TARTARIC ACID 2,3-dihydroxy-,[S-(R*,R*)]-Butanedioicacid 2,3-dihydroxy-,[s-(theta,theta)]-butanedioicaci Butanedioic acid, 2,3-dihydroxy-, [S-(R*,R*)]- Butanedioicacid,2,3-dihydroxy-[R-(R*,R*)]- d(-)-tartaricacid(unnaturaltartaricacid) D-tartatic acid D-TARTARIC ACID, 99% (99% EE/GLC) D-TARTARIC ACID, 99% (97% EE/GLC) D-(-)TartaricAcid-((S,S)-TartaricAcid,D-ThrearicAcid) D-(-)-Tartaric acid, 99.5% Butanedioic acid, 2,3-dihydroxy-, (2S,3S)- TARTARIC ACID, D-(-)-(RG) D-(-)-WEINSURE(UNNATRLICH) Metataric Acid LD-TARTARIC ACID D-Tartaric acid (-)-D-Tartaric acid (synthetic) D(+)-MALICACID D(-)TARTARIC ACID extrapure (2S,3S)-(-)-Tartaric acid, D-Threaric acid 2,3-Dihydroxybutanedioic acid, [S-(R*,R*)]- D(-)-Tartaric acid,99% D(-)-Tartaric acid, 99% 100GR D(-)-Tartaric acid, 99% 25GR D-(-)-Tartaric acid 99% Adenosine Deaminase ADA (200U/mg) D-Tartaric acid CAS 147-71-7 Best Price D-Tartaric acid CAS 147-71-7 with high quality Best Price D-Tartaric acid cas147-71-7 D-(-)-Tartaric acid, 99%, for synthesis FEL SERPENTIS Tartaric Acid Impurity 2 (D-(-)-Tartaric Acid) dextro-tartaric aicd D-Tartaric acid USP/EP/BP 99% Pure D-Tartaric acid Food Additive Antioxidant Tartaric Acid CAS?147-71-7?Purity D Tartaric Acid Powder D-Tartaric acid, puriss, 99%+ D-Tartaric acid, puriss tartaricacidd-minus