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Hematoxylin

Hematoxylin structure

Hematoxylin 

structure
  • CAS No:

    517-28-2

  • Formula:

    C16H14O6

  • Chemical Name:

    Hematoxylin

  • Synonyms:

    Benz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol,7,11b-dihydro-,(6aS,11bR)-;Benz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol,7,11b-dihydro-;Benz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol,7,11b-dihydro-,(6aS-cis)-;(6aS,11bR)-7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol;Haematoxylin;Hematoxyline;Hydroxybrasilin;Hematoxylin;Hydroxybrazilin;(+)-Hematoxylin;NSC 270085;(6AS,11bR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,4,6a,9,10-pentol;1412-19-7;22562-63-6

  • Categories:

    Biochemical Engineering  >  Biochemical Reagents

Description

Hematoxylin is a natural product.


Hematoxylin appears as white to yellowish crystals that redden on exposure to light. (NTP, 1992)


Hematoxylin appears as white to yellowish crystals that redden on exposure to light. (NTP, 1992)|Haematoxylin is an organic heterotetracyclic compound 7,11b-dihydroindeno[2,1-c]chromene carrying five hydroxy substituents at positions 3, 4, 6a, 9 and 10. The most important and most used dye in histology, histochemistry, histopathology and in cytology. It has a role as a plant metabolite and a histological dye. It is an organic heterotetracyclic compound, a polyphenol, a tertiary alcohol and an oxacycle.|A dye obtained from the heartwood of logwood (Haematoxylon campechianum Linn., Leguminosae) used as a stain in microscopy and in the manufacture of ink.

Hematoxylin Basic Attributes

302.28

302.28

91399

208-237-3

167385|8662

DTXSID8020678

32030019

Characteristics

110

1.32050

Yellow to Brown Powder/Solid

1.7±0.1 g/cm3

140 °C

579.9°C at 760 mmHg

304.5±30.1 °C

1.810

soluble in hot water;soluble in 95% ethanol(1 mg/mL).

Store at RT.

SPECIFIC OPTICAL ROTATION: +11 (WATER, 3.7%); MAX ABSORPTION (0.1 N KOH): 499 NM, 534.4 NM, 565 NM, 615.5 NM

WHITE TO YELLOWISH CRYSTALS; MP: 100-120 °C, ALSO STATED AS 140 °C; SLIGHTLY SOL IN COLD WATER, ETHER; SOL IN ALKALI HYDROXIDES, GLYCEROL, HOT WATER, HOT ALC, ALSO IN BORAX; SOL IN ALKALI HYDROXIDES, GLYCEROL /TRIHYDRATE/

Soluble in hot water, slightly water soluble in cold (NTP, 1992).

Phenols and Cresols

Sensitive to light. (NTP, 1992).

Safety Information

NONH for all modes of transport

2

22-36/37/38

26-36

MH7875000

Xn,Xi

Stability Stable, but may discolour on exposure to light. Incompatible with strong oxidizing agents.

P301 + P312 + P330-P305 + P351 + P338

H302-H315-H319-H335

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material at ambient temperatures. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicity

FROM HEART-WOOD OF LOGWOOD (HAEMATOXYLON CAMPECHIANUM LINN, LEGUMINOSAE)...|CONSTITUENT OF /HEMATOXYLON/ ABOUT 10% HEMATOXYLIN...

Drug Information

Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS. (See all compounds classified as Coloring Agents.)

BRAZILIN, TOGETHER WITH HEMATOXYLIN, A CONSTITUENT OF HAEMATOXYLON CAMPECHIANUM WOOD, EXHIBITED ANTIINFLAMMATORY ACTIVITIES IN CARRAGEENIN-INDUCED RAT PAW EDEMA TEST & FERTILE EGG TEST.

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Haematoxylon

Hematoxylin Use and Manufacturing

Methods of Manufacturing

EXTRACTED FROM THE HEART-WOOD OF THE TREE HAEMATOXYLON CAMPECHIANUM L., LEGUMINOSAE (LOGWOOD)|SYNTH: DANN, HOFMAN, ANGEW CHEM 75, 1125 (1963); MORSINGH, ROBINSON, TETRAHEDRON 26, 281 (1970)...

Uses

Stain for nuclear and chromatin. Qualitative verification of copper (II), iron (III), molybdate, bismuth (III) and tin (IV), etc. Photometric determination of vanadium, aluminum, tin (IV), fluorine, niobium, tantalum, etc. Ink manufacturing. Acid-base indicator, pH 5.0 (yellow) ~ 6.0 (purple), 0.0 (pink) ~ 1.0 (green).

Production

(1977) NOT PRODUCED COMMERCIALLY IN US|(1979) NOT PRODUCED COMMERCIALLY IN US

Benz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol, 7,11b-dihydro-, (6aS,11bR)-: ACTIVE

Computed Properties

Molecular Weight:302.28
XLogP3:1.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Exact Mass:302.07903816
Monoisotopic Mass:302.07903816
Topological Polar Surface Area:110
Heavy Atom Count:22
Complexity:444
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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