Tannic Acid

• Catalog Number: ACM1401554
• Product Name: Tannic Acid
• CAS: 1401-55-4
• Category: Heterocyclic Organic Compound
• Description: Tannic acid is a specific commercial form of tannin, a type of polyphenol. Its weak acidity (pKa around 10) is due to the numerous phenol groups in the structure. The chemical formula for commercial tannic acid is often given as C76H52O46, which corresponds with decagalloyl glucose, but in fact it is a mixture of polygalloyl glucoses or polygalloyl quinic acid esters with the number of galloyl moieties per molecule ranging from 2 up to 12 depending on the plant source used to extract the tannic acid. Commercial tannic acid is usually extracted from any of the following plant part: Tara pods (Caesalpinia spinosa), gallnuts from Rhus semialata or Quercus infectoria or Sicilian Sumac leaves (Rhus coriaria).According to the definitions provided in external references such as international pharmacopoeia, Food Chemicals Codex and FAO-WHO tannic acid monograph only tannins sourced from the above-mentioned plants can be considered as tannic acid. Sometimes extracts from chestnut or oak wood are also described as tannic acid but this is an incorrect use of the term. It is a yellow to light brown amorphous powder; 2850 grams dissolves in one litre of water (1.7 moles per liter).While tannic acid is a specific type of tannin (plant polyphenol), the two terms are sometimes (incorrectly) used interchangeably. The long-standing misuse of the terms, and its inclusion in scholarly articles has compounded the confusion. This is particularly widespread in relation to green tea and black tea, both of which contain tannin but not tannic acid.Tannic acid is not an appropriate standard for any type of tannin analysis because of its poorly defined composition.
• Synonyms: Larchtannin,extract
• IUPAC Name: [2,3-Dihydroxy-5-[[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy]oxan-2-yl]methoxycarbonyl]phenyl] 3,4,5-trihydroxybenzoate
• Molecular Weight: 1701.2
• Molecular Formula: C76H52O46
• Canonical SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)OCC3C(C(C(C(O3)OC(=O)C4=CC(=C(C(=C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O
• InChI: InChI=1S/C76H52O46/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26/h1-20,52,63-65,76-101H,21H2/t52-,63-,64+,65-,76+/m1/s1
• InChI Key: LRBQNJMCXXYXIU-PPKXGCFTSA-N
• Boiling Point: 862.78 °C
• Melting Point: 218 °C
• Flash Point: 198 °C
• Density: 1.2965 g/cm³
• Appearance: Light yellow to tan solid with a faint odor
• EC Number: 215-753-2
• Exact Mass: 1700.1729741
• Hazard Codes: Xi
• Hazard Statements: Xi,Xn
• HS Code: 3201909000
• Isomeric SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)C4=CC(=C(C(=C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O
• LogP: 4.83810
• MDL Number: MFCD00066397
• Monoisotopic Mass: 1700.1729741
• Physical State: Solid
• PSA: 777.98
• Refractive Index: n20/D 1.704(lit.)
• Safety Description: 24/25-36-26-36/37/39-22-61
• Stability: Stable. Incompatible with metallic salts, strong oxidizing agents, iron and other heavy metals.
• Storage Conditions: Store in a cool, dry, well-ventilated area away from incompatible substances. Keep containers tightly closed. Store protected from light.
• Supplemental Hazard Statements: H412-H303
• Topological Polar Surface Area: 778 Ų
• WGK Germany: 2

Custom Q&A

What is the CAS number for Tannic Acid?

The CAS number for Tannic Acid is 1401-55-4.

What is the chemical formula of commercial tannic acid often given as?

The chemical formula for commercial tannic acid is often given as C76H52O46.

What is the weak acidity of tannic acid due to?

The weak acidity of tannic acid is due to the numerous phenol groups in the structure.

How many grams of tannic acid dissolve in one litre of water?

2850 grams of tannic acid dissolve in one litre of water.

From which plant parts is commercial tannic acid usually extracted?

Commercial tannic acid is usually extracted from Tara pods, gallnuts, or Sicilian Sumac leaves.

Are extracts from chestnut or oak wood considered tannic acid according to international pharmacopoeia?

N- o, extracts from chestnut or oak wood are not considered tannic acid according to international pharmacopoeia.

What is often wrongly included in scholarly articles as tannic acid?

The terms green tea and black tea are often wrongly included in scholarly articles as tannic acid.

Why is tannic acid not an appropriate standard for any type of tannin analysis?

Tannic acid is not an appropriate standard for any type of tannin analysis because of its poorly defined composition.

What is the IUPAC Name of Tannic Acid?

The IUPAC Name of Tannic Acid is [2,3-Dihydroxy-5-[[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy]oxan-2-yl]methoxycarbonyl]phenyl] 3,4,5-trihydroxybenzoate.

What is the typical application of Tannic Acid?

The typical application of Tannic Acid is as an antioxidant.