4-naphthoquinone

5,8-dihydroxy-1,4-naphthoquinone

Published by BDMAEE on 2024-02-28 | Permalink

Structural formula

Business number	0519
Molecular formula	C10H6O4
Molecular weight	190.16
label	Naxi, 1,4-dihydroxynaphthoquinone, 5,8-Dihydroxy-1,4-naphthalenedione, Naphthazarin

Numbering system

CAS number:475-38-7

MDL number:MFCD00001685

EINECS number:207-495-4

RTECS number:QL7970000

BRN number:880561

PubChem number:24851613

Physical property data

1. Character:Undetermined

2. Density (g/ m³,25/4℃): Undetermined

3. Relative vapor density (g/cm³,AIR=1): Undetermined

4. Melting point (ºC):220-230

5. Boiling point (ºC,Normal pressure): Undetermined

6. Boiling point (ºC,5.2kPa): Undetermined

7. Refractive index : Undetermined

8. Flash Point (ºC): Undetermined

9. Specific optical rotation (º): Undetermined

10. Autoignition point or ignition temperature (ºC): Undetermined

11. Vapor pressure (kPa,25ºC): Undetermined

12. Saturated vapor pressure (kPa,60ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. Oil and water (octanol/Water) logarithmic value of the partition coefficient: undetermined

17. Explosion limit (%,V/V): Undetermined

18. Lower explosion limit (%,V/V): Undetermined

19. Solubility: Undetermined

Toxicological data

Mutagenicity data: microbial organismsTESTSystemic mutation: bacteria–Salmonella Typhimurium:100ug/Tablet

Ecological data

This substance may be harmful to the environment, and special attention should be paid to water bodies.

Molecular structure data

1、 Molar refractive index:46.66

2、 Molar Volume（m³/mol)：119.4

3、 Isotonic specific volume (90.2K): 360.9

4、 Surface tension（dyne/cm)：83.5

5、 Polarizability(10^-24cm³）：18.50

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 1.8

2. Number of hydrogen bond donors: 2

3. Number of hydrogen bond acceptors: 4

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: 6

6. Topological molecule polar surface area 74.6

7. Number of heavy atoms: 14

8. Surface charge: 0

9. Complexity: 277

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

Use and store according to specifications, will not decompose, and avoid contact with oxides

Storage method

Save in a sealed manner and place it in a ventilated and dry place to avoid contact with other oxides.

Synthesis method

None

Purpose

None

2,3-Dichloro-1,4-naphthoquinone

Published by BDMAEE on 2024-02-07 | Permalink

Structural formula

Business number	0398
Molecular formula	C10H4Cl2O2
Molecular weight	227.05
label	2,3-Dichloro-1,4-naphthalenedione, 2,3-Dichloro-1,4-naphthalenedione, fungicides, fungicides, Antifungal agent

Numbering system

CAS number:117-80-6

MDL number:MFCD00001677

EINECS number:204-210-5

RTECS number:QL7525000

BRN number:1073511

PubChem number:24862118

Physical property data

1. Characteristics: Yellow needle Crystal-like, odorless.

2. Density (g/mL,25℃） : Undetermined

3. Relative vapor density (g/mL,Air=1 ): 7.8

4. Melting point (ºC): 193～195

5. Boiling point (ºC,normal pressure): Undetermined

6. Boiling point (ºC, 0.27KPa):275

7. Refractive index: Undetermined

8. Flashpoint (ºC): Undetermined

9. Specific optical rotation (º): Undetermined

10. Autoignition point or ignition temperature (ºC): Undetermined

11. Vapor pressure (mmHg, ºC): Undetermined

12. Saturated vapor pressure (kPa, ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. Oil and water (octanol/Log value of the partition coefficient for water: undetermined

17.3, Isotonic specific volume (90.2K):400.9

4, Surface Tension (dyne/cm):55.3

5、 Polarizability (10^-24cm³):20.84

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 2

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: none

6. Topological molecule polar surface area 34.1

7. Number of heavy atoms: 14

8. Surface charge: 0

9. Complexity: 301

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

Stable at room temperature and pressure, avoid contact with strong oxidants and strong alkali.

Storage method

Stored in a cool, ventilated warehouse. Keep away from fire and heat sources. Protect from direct sunlight. The packaging is sealed. They should be stored separately from oxidants, alkalis, and food chemicals, and avoid mixed storage. Equipped with the appropriate variety and quantity of fire equipment. Suitable materials should be available in the storage area to contain spills.

Synthesis method

Obtained from the chlorination of 1,4- naphthoquinone. The chlorination operation is carried out in acetic anhydride or dinitrobenzene or alcohols, phenols, hydrocarbon solvents, and the catalyst is bromine or iron powder and ferric chloride. It can also be prepared from 1, 4- amino naphthalene sulfonic acid diluted in 50% In sulfuric acid solution, using iron as a catalyst, family: 宋体”>℃Obtained by chlorination.

Purpose

Used as agricultural fungicide.

�� and stability

Stable at room temperature and pressure, avoid contact with strong oxidants and strong alkali.

Storage method

Stored in a cool, ventilated warehouse. Keep away from fire and heat sources. Protect from direct sunlight. The packaging is sealed. They should be stored separately from oxidants, alkalis, and food chemicals, and avoid mixed storage. Equipped with the appropriate variety and quantity of fire equipment. Suitable materials should be available in the storage area to contain spills.

Synthesis method

Obtained from the chlorination of 1,4- naphthoquinone. The chlorination operation is carried out in acetic anhydride or dinitrobenzene or alcohols, phenols, hydrocarbon solvents, and the catalyst is bromine or iron powder and ferric chloride. It can also be prepared from 1, 4- amino naphthalene sulfonic acid diluted in 50% In sulfuric acid solution, using iron as a catalyst, family: 宋体”>℃Obtained by chlorination.

Purpose

Used as agricultural fungicide.

1,4-Naphthoquinone 1,4-Naphthoquinone

Published by BDMAEE on 2024-01-31 | Permalink

Structural formula

Business number	03MD
Molecular formula	C10H6O2
Molecular weight	158
label	1,4-naphthalenedione, α-Naphthoquinone, 1,4-Naphthoquinone, 1,2-naphthalenedione, Beta-naphthoquinone, 1,4-Naphthoquinone, 1,4-naphthoquinone, p-Naphthoquinone, α-Naphthoquinone

Numbering system

CAS number:130-15-4

MDL number:MFCD00001676

EINECS number:204-977-6

RTECS number:QL7175000

BRN number:878524

PubChem number:24858619

Physical property data

1. Properties: bright yellow needle-like crystals. It can evaporate with water vapor and has the smell of benzoquinone.

2. Density (g/mL, 25/4℃): 1.422

3. Melting point (℃): 128.5

4. Solubility: easy Soluble in hot ethanol, ether, benzene, chloroform, carbon disulfide and acetic acid, soluble in alkaline hydroxide solution, slightly soluble in petroleum ether, and a small amount soluble in cold water.

Toxicological data

None yet

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 42.90

2. Molar volume (cm³/mol): 122.5

3. Isotonic specific volume (90.2K ): 330.5

4. Surface tension (dyne/cm): 52.9

5. Polarizability (10^-24cm³): 17.00

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 2

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: none

6. Topological molecule polar surface area 34.1

7. Number of heavy atoms: 12

8. Surface charge: 0

9. Complexity: 227

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

1. Toxic and irritating.

2. It can be sublimated by heating to 100℃. Strong heating can decompose and explode.

Storage method

None yet

Synthesis method

Using 1-naphthol, 1-naphthylamine, 1,4-aminonaphthol, naphthalene, etc. as raw materials, naphthoquinone can be obtained through oxidation. The oxidizing agent can be chromic anhydride, sodium dichromate, potassium dichromate, air, etc. An industrially more advantageous method is to produce naphthoquinone by catalytic oxidation of naphthalene in the presence of barium pentoxide.

Purpose

1. Used for anthraquinoneProperty. 2,3-dichloronaphthoquinone produced by the chlorination reaction of naphthoquinone is an important agricultural fungicide, used to control wheat smut, rice blast, potato late blight and damping off of vegetable seedlings.

2. Mainly used as dienophile to prepare various aromatic ring compounds through Diels-Alder cycloaddition reaction. It can also realize amination reaction, allylation reaction, cyclooligomerization reaction and Thiele-Winter acetation reaction produces other types of aromatic compounds.

Due to the electron-withdrawing effect of the two carbonyl groups at the 1-position and 4-position, 1,4-naphthoquinone is a very effective dienophile and can react with electronegative diene compounds. -Alder cycloaddition reaction to obtain benzo polycyclic compounds. Such as the cycloaddition reaction with benzofuran to prepare tetracenequinone (formula 1)^[1], or the reaction with 2,3-vinyl indole to prepare pentacene (formula 2)^[2].

1,4-naphthoquinone also A new method is provided for the synthesis of 2H-isoindole-4,7-dione (formula 3)^[3].

In the synthesis of biologically active compounds On the other hand, 1,4-naphthoquinone also plays a very important role. For example, the reaction with pyrrole provides a good precursor for the preparation of antibiotics (Formula 4)^[4], and the Diels-Alder reaction with vinylquinone acetal is used to synthesize non-linear benzopolycyclic rings. Antibiotics provide a good method (Formula 5)^[5].

Allyl cyanide can also undergo cycloaddition reaction with 1,4-naphthoquinone (formula 6)^[6]. 3-Alkenylpyrrole as a diene can also react with 1,4-naphthoquinone to obtain indole compounds (Formula 7)^[7].

2-Hydroxy-1,4-naphthoquinone 2-Hydroxy-1,4-naphthoquinone

Published by BDMAEE on 2024-01-10 | Permalink

Structural formula

Business number	01U8
Molecular formula	C10H6O3
Molecular weight	174.15
label	2-Hydroxy-p-naphthoquinone, 2-Hydroxy-p-naphthoquinone, Lawsone, Natural Orange 6

Numbering system

CAS number:83-72-7

MDL number:MFCD00001678

EINECS number:201-496-3

RTECS number:QL8200000

BRN number:1565260

PubChem number:24895653

Physical property data

1. Characteristics: bright yellow prismatic crystals.

2. Density (g/mL,25/4℃): Undetermined

3. Relative vapor density (g/mL,air=1): Undetermined

4. Melting point (ºC): 195-196℃(decomposition)

5. Boiling point (ºC,Normal pressure): Undetermined

6. Boiling point (ºC,5.2kPa): Undetermined

7. Refractive Index: Undetermined

8. Flashpoint (ºC): Undetermined

9. Specific optical rotation (º): Undetermined

10. Autoignition point or ignition temperature (ºC): Undetermined

11. Vapor pressure (kPa,25ºC): Undetermined

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 44.49

2. Molar volume (m³/mol）：117.5

3. isotonic specific volume (90.2K):343.8

4. Surface Tension (dyne/cm):73.2

5. Polarizability（10^-24cm³):17.63

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 0.9

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 3

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: 3

6. Topological molecule polar surface area 54.4

7. Number of heavy atoms: 13

8. Surface charge: 0

9. Complexity: 291

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

None yet

Storage method

This product should be sealed and stored in a cool, dry place.

Synthesis method

Will1,2-Naphthoquinone -4-Ammonium sulfonate and sulfur react in methanol to obtain methoxynaphthalene Quinone is then hydrolyzed with sodium hydroxide to obtain2-hydroxy-1,4-Naphthoquinone. Yield58-65%.

Purpose

Hair dye, fungicide .

Number of stereocenters: 0

12. Uncertain number of stereocenters of atoms: 0

13. Determined number of stereocenters of chemical bonds: 0

14. Uncertain number of stereocenters of chemical bonds: 0

15. Number of covalent bond units: 1

Properties and stability

None yet

Storage method

This product should be sealed and stored in a cool, dry place.

Synthesis method

Will1,2-Naphthoquinone -4-Ammonium sulfonate and sulfur react in methanol to obtain methoxynaphthalene Quinone is then hydrolyzed with sodium hydroxide to obtain2-hydroxy-1,4-Naphthoquinone. Yield58-65%.

Purpose

Hair dye, fungicide .

2-Methyl-1,4-naphthoquinone 2-Methyl-1,4-naphthoquinone

Published by BDMAEE on 2024-01-05 | Permalink

Structural formula

Business number	019C
Molecular formula	C11H8O2
Molecular weight	172.18
label	menaquinone, Vitamin K, Menadione, Vitamin K3, Menaphthone, 2-Methyl-1,4-naphthoquinone

Numbering system

CAS number:58-27-5

MDL number:MFCD00001681

EINECS number:200-372-6

RTECS number:QL9100000

BRN number:1908453

PubChem number:24897023

Physical property data

1. Properties: White crystal or crystalline powder, almost odorless, hygroscopic, and changes color when exposed to light. Has a slightly spicy smell. Stable in air, decomposes in sunlight.

2. Density (g/mL, 25/4℃): 1.225

3. Relative vapor density (g/mL, air=1): Undetermined

4. Melting point (ºC): 102-1065. Boiling point (ºC, normal pressure): 102~106

6. Boiling point (ºC, 5.2kPa): Undetermined

7. Refractive index: Unknown Determined

8. Flash point (ºC): Undetermined

9. Specific rotation (º): Undetermined

10. Autoignition point or ignition Temperature (ºC): Undetermined

11. Vapor pressure (kPa, 25ºC): Undetermined

12. Saturated vapor pressure (kPa, 60ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. The logarithmic value of the oil-water (octanol/water) partition coefficient: Undetermined

17. The upper limit of explosion (%, V/V): Undetermined

18. Lower explosion limit (%, V/V): Undetermined

19. Solubility: 1g product is soluble in about 60ml ethanol, 10ml benzene, 50ml vegetable oil, and soluble in chloroform and carbon tetrachloride. soluble in water. Ethanol solutions are neutral to litmus paper. The solution does not decompose when heated to 120°C. It will be destroyed when encountering alkali and reducing agent. Insoluble in ether and benzene.

Toxicological data

None

Ecological data

None

Molecular structure data

5. Molecular property data:

1. Molar refractive index: 47.60

2. Molar volume (cm³/mol): 140.5

3. Isotonic specific volume (90.2K): 366.8

4. Surface tension (dyne/cm): 46.4

5. Polarizability (10^-24cm³): 18.87

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 2

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: 3

6. Topological molecule polar surface area 34.1

7. Number of heavy atoms: 13

8. Surface charge: 0

9. Complexity: 289

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

1. Exist in smoke.

Storage method

This product should be sealed and stored in a cool, dry place away from light.

Synthesis method

1. Methylnaphthalene is obtained by oxidation of chromic anhydride. Dissolve 2-methylnaphthalene in glacial acetic acid, stir and cool to below 40°C, slowly add a mixture of chromic anhydride and an equal amount of water to maintain the temperature at 35-40°C. After the addition, keep the reaction mixture at 40°C for 0.5h, raise the temperature to 70°C and keep it for 45min, then raise the temperature to 85°C and keep it for 15min. Pour the reactant into a large amount of water, and precipitate 2-menaquinone under constant stirring. Filter, wash the filter cake with water repeatedly until the aqueous solution has no sour taste, and filter to dryness to obtain 2-menaquinone. The yield is 51%. Sodium dichromate can also be used for 2-methylnaphthalene; the oxidation yield of potassium dichromate is roughly the same.

2. 2-methylnaphthohydroquinone is obtained by cyclization of toluoquinone and butadiene, and then oxidized with chromic acid. Add toluoquinone to glacial acetic acid to dissolve, and pass in butadiene until the required amount is reached below 20°C. After being sealed and left to stand for 20 hours, heat to release the remaining butadiene, continue to heat to about 110°C and reflux for 3 hours, and then distill under reduced pressure to recover about 30% of glacial acetic acid. Then cool to below 40°C, slowly add a mixture of chromic acid and an equal amount of water to keep the temperature at 65-70°C, complete the addition, and keep it at 70-80°C for 1 hour to generate menadione.

Purpose

For biochemical research.

Vitamin K3 can be obtained by adding this product to sodium bisulfite.