Chloride anhydride

Chloro-bridged anhydride structural formula

Structural formula

Business number 037V
Molecular formula C9H2Cl6O3
Molecular weight 370.83

1,4,5,6,7,7-hexachlorobicyclo(2,2,1)-5-heptene-2,3-dicarboxylic anhydride,

Hexachloronorbornedioic anhydride,

Hexachloromethylenetetrahydrophthalic anhydride,

1,4,5,6,7,7-hexachloro-bicyclo(2,2,1)-5-Gene-2,3- dicarboxylic acid anhydride,

Hexachloro endo methylene-tetrahydrophthalic anhydride,

flame retardant curing agent,

Semiconductor encapsulants

Numbering system

CAS number:115-27-5

MDL number:MFCD00080438

EINECS number:204-077-3

RTECS number:RB9080000

BRN number:92693

PubChem number:24846601

Physical property data

1. Properties: White crystalline solid

2. Density (g/mL, 20℃): 1.73

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

4. Melting point (ºC): 240~241

5. Boiling point (ºC , normal pressure): not determined

6. Boiling point (ºC, KPa): not determined

7. Refractive index (n20/D): Undetermined

8. Flash point (ºC): Undetermined

9. Specific rotation (ºC): Undetermined

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

11. Vapor pressure (mmHg, 38ºC): 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. Logarithmic value of oil-water (octanol/water) partition coefficient: Undetermined

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

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

19. Solubility: slightly soluble in water and hydrolyzed into acid, solubility (g/100g solvent): acetone 127.0, benzene 40.4 , carbon tetrachloride 6.7, hexane 4.5

Toxicological data

1. Acute toxicity: Oral LD5O in rats: 2300mg/kg

Inhalation LC5O in rats: >1gm/m3

Oral LD5O in mice: 2400mg/kg

Cats inhaled LC5O: >1gm/m3

RabbitsInhaled LC5O: >1gm/m3

2. Other multiple dose toxicity: Rat inhalation TCLO: 51500mg/m3/30D-I

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 67.99

2. Molar volume (cm3/mol): 186.2

3. Isotonic specific volume (90.2K): 531.1

4. Surface tension (dyne/cm): 66.1

5. Polarizability (10-24cm3): 26.95

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 2.4

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 3

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: none

6. Topological molecule polar surface area 43.4

7. Number of heavy atoms: 18

8. Surface charge: 0

9. Complexity: 498

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 4

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

White crystal. Solubility (g/100g): benzene 40.4, hexane 4.5, acetone 127.0, carbon tetrachloride 6.7, slightly soluble in water and hydrolyzed into chlorobridge acid. This product contains a large amount of chlorine compounds. Care should be taken to avoid inhaling the dust and not allowing the dust to stick to the skin.

Storage method

Stored in a cool, ventilated warehouse, protected from heat, moisture and light.

Synthesis method

Obtained from the reaction of hexachlorocyclopentadiene and maleic anhydride. Mix hexachlorocyclopentadiene and maleic anhydride in the solvent chlorobenzene at a molar ratio of 1:1.1. After reacting at 140-145°C for 7-8 hours, add the reaction product to water for hydrolysis. The chlorine obtained by hydrolysis at 70°C The bridge acid becomes an oily liquid, which is miscible with water when heated to 96-97°C. After cooling, it becomes a chlorobridge acid containing a crystal water (Het acid [115-28-6]). If the reaction product is crystallized with hot water and dilute acetic acid, the monohydrate is dried at 100-105°C to obtain chloro-bridged anhydride.


Chloro-bridged anhydrides and chloro-bridging acids are both reactive flame retardants, suitable for unsaturated polyester, polyurethane and epoxy resins, and are also used as epoxy resin curing agents. The heat distortion temperature of epoxy resin products cured by this product is about 180°C, and it has good drug resistance. Chlorobridge acid is also used as a dye intermediate and pesticide. Also used as a flame retardant for fabrics. Used as a flame retardant curing agent for epoxy resins. While making the resin flame retardant, the resin is cured. Flame-retardant epoxy resin is used as a sealant for semiconductors, etc. Used as a curing agent for epoxy resin, the reference dosage is 100 to 110 parts by mass. Curing conditions: 100℃/2h+160℃/4h or 120℃/2h+180℃/4h or 100℃/1h+160℃/4h+200℃/1h. The cured product has excellent flame retardancy, electrical properties and mechanical properties, and excellent chemical resistance. The heat distortion temperature is 181℃. Chloro-bridged anhydrides and chloro-bridging acids can also be used as reactive flame retardants for polyester, polyurethane and unsaturated polyester. Chloride is a dye intermediate and pesticide and a flame retardant for fabrics.

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