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6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid

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Name

6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid

EINECS 258-422-8
CAS No. 53188-07-1 Density 1.219 g/cm3
PSA 66.76000 LogP 2.48570
Solubility N/A Melting Point 187-189 °C(lit.)
Formula C14H18O4 Boiling Point 450.3 °C at 760mmHg
Molecular Weight 250.295 Flash Point 171 °C
Transport Information N/A Appearance white to fainly beige crystalline powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 53188-07-1 (6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID) Hazard Symbols IrritantXi
Synonyms

2H-1-Benzopyran-2-carboxylicacid, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-, (?à)-;(R,S)-6-Hydroxy-2,5,7,8-tetramethyl-2-chromanecarboxylic acid;(?à)-6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylicacid;(?à)-Trolox;6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid;Trolox;Trolox C;

Article Data 18

6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid Specification

The IUPAC name of this chemical is 6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carboxylic acid. With the CAS registry number 53188-07-1, it is also named as 2H-1-Benzopyran-2-carboxylic acid, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-, (+-)-. The classification codes are Antioxidants; Drug / Therapeutic Agent; Protective Agents. It is white to fainly beige crystalline powder which is sealed in the container and stored at the temperature of 0-6 °C.

The other characteristics of 6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid can be summarized as: (1)ACD/LogP: 3.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.88; (4)ACD/LogD (pH 7.4): -0.56; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 7.7; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.567; (13)Molar Refractivity: 67.1 cm3; (14)Molar Volume: 205.2 cm3; (15)Polarizability: 26.6×10-24 cm3; (16)Surface Tension: 48.4 dyne/cm; (17)Enthalpy of Vaporization: 74.73 kJ/mol; (18)Vapour Pressure: 6.8E-09 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Tautomer Count: 9; (21)Exact Mass: 250.120509; (22)MonoIsotopic Mass: 250.120509; (23)Topological Polar Surface Area: 66.8; (24)Heavy Atom Count: 18.

Uses of 6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid: It reacts with diazomethane to get methyl 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylate. This reaction needs solvent diethyl ether. The yield is 98%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing. 

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(O)C2(Oc1c(c(c(O)c(c1CC2)C)C)C)C
2. InChI:InChI=1/C14H18O4/c1-7-8(2)12-10(9(3)11(7)15)5-6-14(4,18-12)13(16)17/h15H,5-6H2,1-4H3,(H,16,17)

The following are the toxicity data which has been tested. 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1700mg/kg (1700mg/kg)   Journal of the American Oil Chemists' Society. Vol. 52, Pg. 174, 1975.
mouse LD50 oral 1630mg/kg (1630mg/kg)   Journal of the American Oil Chemists' Society. Vol. 52, Pg. 174, 1975.
mouse LD50 subcutaneous 1930mg/kg (1930mg/kg)   Journal of the American Oil Chemists' Society. Vol. 52, Pg. 174, 1975.
rabbit LD50 oral > 2gm/kg (2000mg/kg)   Journal of the American Oil Chemists' Society. Vol. 52, Pg. 174, 1975.
rat LD50 intraperitoneal 1800mg/kg (1800mg/kg)   Journal of the American Oil Chemists' Society. Vol. 52, Pg. 174, 1975.
rat LD50 oral 4300mg/kg (4300mg/kg)   Journal of the American Oil Chemists' Society. Vol. 52, Pg. 174, 1975.

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