3D Mol Similar

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+

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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: Xn,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

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6. NMR Spectrum

1H NMR : 400 MHz in DMSO-d6

IR : KBr disc

IR : nujol mull

Mass

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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