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Hematoxylin structure
Hematoxylin structure

Hematoxylin

Iupac Name:(6aR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,4,6a,9,10-pentol
CAS No.:517-28-2
Molecular Weight:302.282
Introduction: White to yellowish crystals that redden on exposure to light. View more+
1. Names and Identifiers
1.1 Name
Hematoxylin
1.2 Synonyms

bematoxylin EINECS 208-237-3 GILL 2 METHOD HEMATOXYLIN STAIN GILL HEMATOXYLIN SOLUTION NO II GILL'S HEMATOXYLIN NO 2 GILL'S HEMATOXYLIN SOLUTION NO 2 GILLS II HAEMATOXYLIN h(a)ematine Haematoxylin HAEMATOXYLIN(RG) Hematoxylin Hydrate HEMATOXYLIN SOLUTION GILL NO 2 HEMATOXYLIN STAIN, GILL 2 HEMATOXYLIN, GILL II Homaeoxylin hydroxybrazilin MFCD00005394 Natural Black 1 Natural Black 1 Hydrate

1.3 CAS No.
517-28-2
1.4 CID
45029742
1.5 EINECS(EC#)
208-237-3
1.6 Molecular Formula
C16H14O6 (isomer)
1.7 Inchi
InChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2/t13?,16-/m0/s1
1.8 InChkey
WZUVPPKBWHMQCE-VYIIXAMBSA-N
1.9 Canonical Smiles
C1C2=CC(=C(C=C2C3C1(COC4=C3C=CC(=C4O)O)O)O)O
1.10 Isomers Smiles
C1C2=CC(=C(C=C2C3[C@]1(COC4=C3C=CC(=C4O)O)O)O)O
2. Properties
3.1 Density
1.709
3.1 Melting point
100-120℃
3.1 Boiling point
579.9 °C at 760 mmHg
3.1 Refractive index
1.81
3.1 Flash Point
304.5 °C
3.1 Precise Quality
302.07900
3.1 PSA
110.38000
3.1 logP
1.32050
3.1 Solubility
Soluble in 95% ethanol(1 mg/mL).
3.2 Λmax
292nm, 445nm, 560nm
3.3 Appearance
brownish crystalline powder
3.4 Chemical Properties
light brown crystals or powder
3.5 Color/Form
Yellow to Brown
3.6 pKa
6.7(at 25℃)
3.7 Water Solubility
insoluble in water
3.8 Spectral Properties
SPECIFIC OPTICAL ROTATION: +11 (WATER, 3.7%); MAX ABSORPTION (0.1 N KOH): 499 NM, 534.4 NM, 565 NM, 615.5 NM
IR: 8280 (Sadtler Research Laboratories IR Grating Collection)
UV: 11452 (Sadtler Research Laboratories Spectral Collection)
3.9 Stability
Stability Stable, but may discolour on exposure to light. Incompatible with strong oxidizing agents.
3.10 StorageTemp
Keep in dark place,Inert atmosphere,Room temperature
3. Use and Manufacturing
4.1 General Description
White to yellowish crystals that redden on exposure to light.
4.2 Purification Methods
Hematoxylin recrystallises from H2O (as trihydrate) in white-yellow crystals which become red on exposure to light and then melt at 100-120o. It has been recrystallised from Me2CO/*C6H6. It has been recrystallised as well from dilute aqueous NaHSO3 until colourless and is soluble in alkali, borax and glycerol. Store it in the dark below 0o. [Morsingh & Robinson Tetrahedron 26 182 1970, Dann & Hofmann Chem Ber 98 1498 1955, Beilstein 17/8 V 469.] Hematoxylin Preparation Products And Raw materials Raw materials
4.3 Storage
Light Sensitive. Ambient temperatures.
4.4 Usage
Colorant in inks, biological stains.
4. Safety and Handling
5.1 Symbol
GHS07
5.1 Hazard Codes
Xi
5.1 Signal Word
Warning
5.1 Risk Statements
R36/37/38
5.1 Safety Statements
S26;S36
5.1 Hazard Declaration
H302-H315-H319-H335
5.1 RIDADR
NONH for all modes of transport
5.1 Caution Statement
P301 + P312 + P330-P305 + P351 + P338
5.1 WGK Germany
2
5.1 RTECS
MH7875000
5.1 Report

Reported in EPA TSCA Inventory.

5.2 Safety

Safety Information about  Hematoxylin (CAS NO.517-28-2):
Hazard Codes: HarmfulXn,Xi
Risk Statements: 22-36/37/38 
R22:Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 2
RTECS: MH7875000
HS Code: 32030019
Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and fumes

5.3 Sensitive
Light Sensitive
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H302 Harmful if swallowed

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

Storage

P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

7. Other Information
7.0 Usage
Extracted from the bark of the logwood tree
7.1 Usage
Hematoxylin and eosin together make up Hematoxylin and eosin stain, one of the most commonly used stains in histology. Metal-haematein complexes are used to stain cell nuclei prior to examination under a microscope. Structures that stain with iron- or aluminum-haematein are often called basophilic, even though the mechanism of the staining is different from that of staining with basic dyes.
7.2 Merck
14,4637
7.3 BRN
91399
7.4 Chemical Properties
light brown crystals or powder
7.5 Uses
Colorant in inks, biological stains.
7.6 General Description
White to yellowish crystals that redden on exposure to light.
7.7 Air & Water Reactions
Soluble in hot water, slightly water soluble in cold .
7.8 Reactivity Profile
Sensitive to light. .
7.9 Hazard
May be carcinogenic.
7.10 Purification Methods
Hematoxylin recrystallises from H2O (as trihydrate) in white-yellow crystals which become red on exposure to light and then melt at 100-120o. It has been recrystallised from Me2CO/*C6H6. It has been recrystallised as well from dilute aqueous NaHSO3 until colourless and is soluble in alkali, borax and glycerol. Store it in the dark below 0o. [Morsingh & Robinson Tetrahedron 26 182 1970, Dann & Hofmann Chem Ber 98 1498 1955, Beilstein 17/8 V 469.]
8. Computational chemical data
  • Molecular Weight:302.282g/mol
  • Molecular Formula:C16H14O6
  • Compound Is Canonicalized:True
  • XLogP3-AA:1.2
  • Exact Mass:302.07903816
  • Monoisotopic Mass:302.07903816
  • Complexity:444
  • Rotatable Bond Count:0
  • Hydrogen Bond Donor Count:5
  • Hydrogen Bond Acceptor Count:6
  • Topological Polar Surface Area:110
  • Heavy Atom Count:22
  • Defined Atom Stereocenter Count:1
  • Undefined Atom Stereocenter Count:1
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
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