133-37-9

Basic information

• Product Name: DL-Tartaric acid
• Synonyms: (2S,3S)-2,3-dihydroxybutane-1.4-dioicacid;2,3-dihydroxy-,(R*,R*)-(±)-Butanedioicacid;2,3-dihydroxy-,(theta,theta)-(+/-)-butanedioicaci;Butanedioic acid, 2,3-dihydroxy-(R*,R*)-(.+/-.)-;Butanedioic acid, 2,3-dihydroxy-, (R*,R*)-(±DL-2,3-Dihydroxysuccinicacid;dl-Tartaric acid anhydrous;DL-Weinsαure
• CAS NO: 133-37-9
• Molecular Formula: C4H6O6
• Molecular Weight: 150.09
• EINECS: 205-105-7
• Product Categories: Food & Feed ADDITIVES;Food additive and acidulant
• Mol File: 133-37-9.mol

Chemical Properties

• Melting Point: 210-212 °C(lit.)
• Boiling Point: 191.59°C (rough estimate)
• Flash Point: 210 °C
• Appearance: White/Liquid
• Density: 1.788
• Refractive Index: 1.5860 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: H2O: 0.1 g/mL, clear
• PKA: 3.03, 4.37(at 25℃)
• Water Solubility: soluble
• Stability: Stable. Incompatible with bases, oxidizing agents, reducing agents, silver.
• Merck: 14,9069
• BRN: 1725148
• CAS DataBase Reference: DL-Tartaric acid(CAS DataBase Reference)
• NIST Chemistry Reference: DL-Tartaric acid(133-37-9)
• EPA Substance Registry System: DL-Tartaric acid(133-37-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 133-37-9(Hazardous Substances Data)

Usage

Chemical Properties

Tartaric acid, HOOC(CHOH)2COOH, is a water- and alcohol-soluble colorless crystalline solid with an acid taste and a melting temperature of 170°C (338 OF). It is also known as dihydroxy succinic acid. Tartaric acid is used as a chemical intermediate and a sequestrant,as well as in tanning, effervescent beverages, baking powder, ceramics, photography, textile processing,mirror silvering,and metal coloring.

InChI:InChI=1/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1

Synthetic route

Glyoxilic acid (298-12-4) → DL-tartaric acid (133-37-9)

Conditions	Yield
With bis(cyclopentadienyl)-titanium(III) chloride In tetrahydrofuran at -78 - 20℃;	68%
With acetic acid; zinc
elektrolytische Reduktion;
With alkali elektrolytische Reduktion;
Electrolysis;

sorbic Acid (110-44-1) → DL-tartaric acid (133-37-9)

Conditions	Yield
With potassium permanganate at 0℃;

hydrogen cyanide (74-90-8) + Glyoxal (131543-46-9) → DL-tartaric acid (133-37-9)

Conditions	Yield
With hydrogenchloride

mannitol (69-65-8) → DL-tartaric acid (133-37-9)

Conditions	Yield
With nitric acid

D-galactitol (608-66-2) → DL-tartaric acid (133-37-9)

Conditions	Yield
With nitric acid

dihydroxyfumaric acid (133-38-0) + quinhydrone (106-34-3) → DL-tartaric acid (133-37-9)

dihydroxyfumaric acid (133-38-0) → DL-tartaric acid (133-37-9)

Conditions	Yield
With hydroquinone

D-tartaric acid (147-71-7) + L-Tartaric acid (87-69-4) → DL-tartaric acid (133-37-9)

Conditions	Yield
unter Waermeentwicklung;
With water

meso-tartaric acid (147-73-9) → DL-tartaric acid (133-37-9)

Conditions	Yield
at 200℃;

L-Tartaric acid (87-69-4) + furan-2,3,5(4H)-trione pyridine (1:1) → DL-tartaric acid (133-37-9) + tartaric acid (87-69-4)

L-Tartaric acid (87-69-4) → meso-tartaric acid (147-73-9) + DL-tartaric acid (133-37-9)

Conditions	Yield
With water
With hydrogenchloride
With hydrogenchloride im geschlossenen Rohr;
With sodium hydroxide; water

L-Tartaric acid (87-69-4) → DL-tartaric acid (133-37-9)

Conditions	Yield
With sodium hydroxide
With potassium hydroxide
With sodium hydroxide Racemisierung;

D-glucaric acid (87-73-0) → L-Tartaric acid (87-69-4) + DL-tartaric acid (133-37-9)

Conditions	Yield
With nitric acid

D-glucaric acid (87-73-0) → DL-tartaric acid (133-37-9)

Conditions	Yield
With nitric acid

meso-galactaric acid (526-99-8, 1213827-87-2) → DL-tartaric acid (133-37-9)

Conditions	Yield
With nitric acid
With potassium permanganate
With permanganate(VII) ion

1,3-butadiene-1-carboxylic acid (626-99-3) → DL-tartaric acid (133-37-9)

Conditions	Yield
With potassium permanganate at 0℃;

dihydroxytartaric acid (76-30-2) → meso-tartaric acid (147-73-9) + DL-tartaric acid (133-37-9)

Conditions	Yield
With zinc

1,2-dihydroxy-ethane-1,1,2-tricarboxylic acid (639-51-0) → DL-tartaric acid (133-37-9)

Conditions	Yield
With water

inositol (551-72-4, 643-12-9, 6917-35-7, 39907-99-8, 40461-73-2, 41546-32-1, 41546-33-2, 41546-34-3, 41546-35-4, 41546-36-5) → DL-tartaric acid (133-37-9)

Conditions	Yield
With alkaline permanganate

2-Methyl-1,4-benzoquinone (553-97-9) → DL-tartaric acid (133-37-9)

Conditions	Yield
With sulfuric acid bei der elektrolytischen Oxydation an einer PbO2-Anode;

benzene-1,2-diol (120-80-9) → DL-tartaric acid (133-37-9) + cis-2,3-epoxysuccinic acid (16533-72-5)

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide at 70 - 80℃;

tartaric acid (87-69-4) → meso-tartaric acid (147-73-9) + DL-tartaric acid (133-37-9)

Conditions	Yield
With hydrogenchloride
With water
With alkaline solution

tartaric acid (87-69-4) → DL-tartaric acid (133-37-9)

Conditions	Yield
With aluminium salt
With water at 175℃;

maleic acid (110-16-7) → DL-tartaric acid (133-37-9)

Conditions	Yield
With sulfuric acid; lead dioxide bei der elektrolytischen Oxydation;
With dihydrogen peroxide; tungsten(VI) oxide
With dihydrogen peroxide; tungsten(VI) oxide

(2E)-but-2-enedioic acid (110-17-8) → DL-tartaric acid (133-37-9)

Conditions	Yield
With sodium chlorate; osmium(VIII) oxide; water
With sodium chlorate; osmium(VIII) oxide; water at 50℃;
With osmium(VIII) oxide; potassium chlorate; water at 50℃;

(2E)-but-2-enedioic acid (110-17-8) → DL-tartaric acid (133-37-9) + oxalic acid (144-62-7)

Conditions	Yield
With osmium(VIII) oxide; dihydrogen peroxide; tert-butyl alcohol at 0℃;
With osmium(VIII) oxide; dihydrogen peroxide; tert-butyl alcohol at 0℃;

hydroquinone (123-31-9) → DL-tartaric acid (133-37-9) + cis-2,3-epoxysuccinic acid (16533-72-5)

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide
With sodium hydroxide; dihydrogen peroxide at 70 - 80℃;

oxalic acid diethyl ester (95-92-1) → DL-tartaric acid (133-37-9)

Conditions	Yield
With sodium amalgam; ethanol Produkt: Traubensaeureester;

glycerol (56-81-5) → DL-tartaric acid (133-37-9)

Conditions	Yield
With hydrazine at 190 - 250℃;

p-benzoquinone (106-51-4) → DL-tartaric acid (133-37-9)

Conditions	Yield
With sulfuric acid elektrolytische Oxydation;

vanadocene + DL-tartaric acid (133-37-9) → C5H5(1-)*V(3+)*C4H4O6(2-)=(C5H5)V(C4H4O6)

Conditions	Yield
In diethyl ether byproducts: H2, cyclopentadiene; Ar atmosphere; 20 h, 95°C; ppt. was filtered off, washed with ether, and dried; elem. anal.;	93%

Pt(2,2':6',2''-terpyridine)Cl + DL-tartaric acid (133-37-9) → [PtCl(2,2′:6′,2′′-terpyridine)](DL-Hta)

Conditions	Yield
Stage #1: DL-tartaric acid With lithium hydroxide monohydrate In water for 0.166667h; Darkness; Stage #2: Pt(2,2':6',2''-terpyridine)Cl for 0.166667h;	92%

ethyl 3-amino-5-fluoro-4,4-dimethoxypentanoate (908253-60-1) + DL-tartaric acid (133-37-9) → 1-ethoxy-5-fluoro-4,4-dimethoxy-1-oxopentan-3-aminium tartarate

Conditions	Yield
In water; isopropyl alcohol at 20℃; for 4h;	87.1%

ethanol (64-17-5) + DL-tartaric acid (133-37-9) → (+/-)-diethyl tartrate (57968-71-5)

Conditions	Yield
With Dowex 50W-X8 (H+) In benzene Heating;	82%
With hydrogenchloride
With hydrogenchloride

indium(III) hydroxide + DL-tartaric acid (133-37-9) + water (7732-18-5) → α-[InOH(D/L-tartrate)]*2H2O InOH(COOCHOHCHOHCOO)*2H2O, α, low temperature

Conditions	Yield
In water High Pressure; reaction of In(OH)3, organic ligand and H2O at 110°C for 2 days; elem. anal.;	75%

DL-tartaric acid (133-37-9) + cyclohexanol (108-93-0) → dicyclohexyl tartrate (15785-59-8, 83071-79-8, 133098-69-8, 133098-70-1, 140850-35-7)

Conditions	Yield
With acidic ion exchange resin In chloroform for 40h; Heating;	73%

DL-tartaric acid (133-37-9) → strontium d,l-tartrate (868-19-9, 22438-83-1)

Conditions	Yield
With strontium(II) acetate In water at 100℃; for 48h; Autoclave;	73%

DL-tartaric acid (133-37-9) → C4H4O6(2-)*Ca(2+)

Conditions	Yield
With calcium acetate In water at 60℃; for 48h;	72%

DL-tartaric acid (133-37-9) + benzyl alcohol (100-51-6) → dibenzyl DL-tartrate

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 12h; Dean-Stark; Reflux;	72%

DL-tartaric acid (133-37-9) + 1,2-diamino-benzene (95-54-5) → 1,2-bis(2-benzimidazyl)-1,2-ethanediol

Conditions	Yield
With hydrogenchloride for 24h; Heating;	70%

hexaammonium heptamolybdate tetrahydrate + ammonium hydroxide + DL-tartaric acid (133-37-9) + dihydrogen peroxide (7722-84-1) → (NH4)2[MoO(O2)2(tartrate(2-))]*2H2O

Conditions	Yield
In water soln. of ammonium heptamolybdate tetrahydrate and D,L-tartaric acid in water treated with soln. of H2O2 (35 wt.-%) and aq. ammonia, stirred for 2 h; EtOH added, soln. stored at room temp. for 24 h, ppt. filtered off, washed with EtOH and air-dried; elem. anal.;	69%

DL-tartaric acid (133-37-9) + tert-butyl 4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylate (144702-26-1) → telmisartan tert-butyl ester DL-tartarate

Conditions	Yield
In methanol for 5h; Reflux;	68.64%

DL-tartaric acid (133-37-9) + tetra(n-butyl)ammonium hydroxide (2052-49-5) → 2C16H36N(1+)*C8H4As2O12(2-)

Conditions	Yield
With arsenic(III) trioxide In water at 20℃; for 48h;	68%

4-amino-2-nitrophenol (119-34-6) + DL-tartaric acid (133-37-9) → 2,3-dihydroxy-N-(4-hydroxy-3-nitrophenyl)succinamic acid

Conditions	Yield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;	55%

DL-tartaric acid (133-37-9) + urea (57-13-6) → 2-oxo-4-imidazoline-4-carboxylic acid (39828-47-2)

Conditions	Yield
With sulfuric acid at 80℃; for 1h;	53%

2-vinylpyridine (100-69-6) + DL-tartaric acid (133-37-9) + piperazine dihydrochloride hydrate (6091-62-9) → 1-<2-(2-pyridyl)ethyl>piperazine DL-tartrate (90125-80-7)

Conditions	Yield
1.) excess piperazine, water, 1 h, reflux;	34%

methanol (67-56-1) + DL-tartaric acid (133-37-9) → dimethyl tartrate (405897-14-5)

Conditions	Yield
With hydrogenchloride

methanol (67-56-1) + DL-tartaric acid (133-37-9) → (+/-)-monomethyltartaric acid (3333-46-8, 13856-18-3, 82796-94-9, 89395-25-5)

propan-1-ol (71-23-8) + DL-tartaric acid (133-37-9) → tartaric acid dipropyl ester (4181-80-0)

Conditions	Yield
With hydrogenchloride

ethanol (64-17-5) + DL-tartaric acid (133-37-9) → DL-tartaric acid monoethyl ester (608-89-9)

ethanol (64-17-5) + DL-tartaric acid (133-37-9) → DL-tartaric acid monoethyl ester (608-89-9) + (+/-)-diethyl tartrate (57968-71-5)

Conditions	Yield
With hydrogenchloride

(2S)-2-methyl-1-butanol (1565-80-6) + DL-tartaric acid (133-37-9) → tartaric acid bis-(2-methyl-butyl ester) (343326-54-5)

Conditions	Yield
With hydrogenchloride di--racemat;

Upstream product

• 526-83-0 D(-)-Tartaric acid 
• 110-16-7 Maleic acid 
• 108-31-6 Maleic anhydride 
• 113-24-6 Sodium pyruvate 
• 7722-84-1 Hydrogen peroxide 
• 141-36-6 (+/-)-TRANS-EPOXYSUCCINIC ACID 
• 16533-72-5 CIS-EPOXYSUCCINIC ACID 
• 3164-34-9 CALCIUM TARTRATE 
• 7783-03-1 Tungstic acid 

Downstream Products

• 3164-29-2 Ammonium L-tartrate 
• 304-59-6 Potassium sodium tartrate 
• 37280-56-1 Kitasamycin tartrate 
• 87-91-2 L(+)-Diethyl L-tartrate 
• 127-17-3 Pyruvic acid 
• 868-14-4 L(+)-Potassium hydrogen tartrate 
• 6106-24-7 Disodium tartrate dihydrate 
• 13811-71-7 (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester 
• 11071-15-1 L-Antimony potassium tartrate 
• 22818-40-2 D(-)-4-Hydroxyphenylglycine 
• 921-53-9 Potassium tartrate 

Related news

A Systematic Study of the Use of DL-Tartaric acid (cas 133-37-9) in the Synthesis of Silica Materials Obtained by the Sol-Gel Method09/29/2019

DL-tartaric acid was used as a template for the formation of silica nanotubes and spheres by the sol-gel method from tetraethylorthosilicate (TEOS) as silica source. The reactions were carried out in ethanol/water mixtures in the presence of aqueous ammonia, between 0°C and 75°C, using both st...detailed