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474-07-7

Basic Information
CAS No.: 474-07-7
Name: BRAZILIN
Article Data: 14
Molecular Structure:
Molecular Structure of 474-07-7 (BRAZILIN)
Formula: C16H14O5
Molecular Weight: 286.284
Synonyms: Benz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol,7,11b-dihydro-, (6aS-cis)- (7CI,8CI);Brazilin (6CI);(+)-Brazilin;Brasilin;Braziletto;Hypernic Extract;Limawood Extract;NSC 56652;Pernambuco Extract;Superbresiline;
EINECS: 207-477-6
Density: 1.604 g/cm3
Melting Point: 156-157oC
Boiling Point: 555.8 °C at 760 mmHg
Flash Point: 289.9 °C
Safety: 24/25
PSA: 90.15000
LogP: 1.61490
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The CAS registry number of Brazilin is 474-07-7. The IUPAC name is(6aS,11bR)-7,11b-dihydroindeno[2,1-c]chromene-3,6a,9,10(6H)-tetrol. Its EINECS registry number is 207-477-6. In addition, the molecular formula is C16H14O5 and the molecular weight is 286.28. It should be stored in a dark place.

Physical properties about this chemical are: (1)ACD/LogP:  : 1.32; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.32; (4)ACD/LogD (pH 7.4): 1.31; (5)ACD/BCF (pH 5.5): 5.94; (6)ACD/BCF (pH 7.4): 5.86; (7)ACD/KOC (pH 5.5): 124.6; (8)ACD/KOC (pH 7.4): 122.83; (9)#H bond acceptors: 5; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 46.15 Å2; (13)Index of Refraction: 1.774; (14)Molar Refractivity: 74.42 cm3; (15)Molar Volume: 178.3 cm3; (16)Polarizability: 29.5 ×10-24cm3; (17)Surface Tension: 93.7 dyne/cm; (18)Density: 1.604 g/cm3; (19)Flash Point: 289.9 °C; (20)Enthalpy of Vaporization: 88.1 kJ/mol; (21)Boiling Point: 555.8 °C at 760 mmHg; (22)Vapour Pressure: 3.44E-13 mmHg at 25°C.

Extraction of Brazilin: you can grind the chemical into sawdust, then soak the powder in lye or a hot solution of alum, either of which extracts the color better than plain water alone.

Uses of Brazilin: it can be used as a reagent for determinating iron and acid and alkali indicatorit. And it also can be used in dyeing plant specimens and nuclei. In addition, it can react with bromomethyl-benzene to get 3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol. This reaction will need reagent K2CO3 and solvent acetone. The reaction time is 18 hours by heating. The yield is about 85%.

Brazilin can react with bromomethyl-benzene to get 3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol.

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1cc3c(cc1O)[C@@H]2c4c(OC[C@]2(O)C3)cc(O)cc4
(2)InChI: InChI=1/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2/t15-,16+/m0/s1
(3)InChIKey: UWHUTZOCTZJUKC-JKSUJKDBBS

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1500mg/kg (1500mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 8(1), Pg. 252, 1982.