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Chlorendic anhydride

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Name

Chlorendic anhydride

EINECS 204-077-3
CAS No. 115-27-5 Density 1.99 g/cm3
PSA 43.37000 LogP 3.14770
Solubility insoluble in water,dissolved in acetone, benzene, hexane-soluble carbon tetrachloride. Melting Point 235-239 °C(lit.)
Formula C9H2Cl6O3 Boiling Point 466 °C at 760 mmHg
Molecular Weight 370.831 Flash Point 200.8 °C
Transport Information N/A Appearance white crystalline powder or chunks
Safety 25-61-36/37/39 Risk Codes 36/37/38-51/53-45
Molecular Structure Molecular Structure of 115-27-5 (Chlorendic anhydride) Hazard Symbols IrritantXi,DangerousN,ToxicT
Synonyms

Hexachloro-5-norbornene-2,3-dicarboxylic anhydride;endo-1,4,5,6,7,7-Hexachloro-1,2,3,4-tetrahydro-5-norbornene-2,3-dicarboxylicacid anhydride;Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-,anhydride;3,4,5,6,7,7-Hexachloro-1,2,3,6-tetrahydro-3,6-endo-methylenephthalic anhydride;2,3-Dicarboxy-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene anhydride;1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylic anhydride;5-Norbornene-2,3-dicarboxylicanhydride, 1,4,5,6,7,7-hexachloro- (6CI,8CI);Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylicanhydride, 1,4,5,6,7,7-hexachloro- (5CI);1,4,5,6,7,7-Hexachloro-5-bicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride;Chlorendic anhydride;

Article Data 4

Chlorendic anhydride Synthetic route

115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

106-50-3

1,4-phenylenediamine

935-79-5

cis-1,2,3,6-tetrahydrophthalic anhydride

3-{4-[((1R,6S)-6-Carboxy-cyclohex-3-enecarbonyl)-amino]-phenylcarbamoyl}-1,4,5,6,7,7-hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

Conditions
ConditionsYield
In acetone at 20℃; for 12h;98%
115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

108-45-2

m-phenylenediamine

935-79-5

cis-1,2,3,6-tetrahydrophthalic anhydride

3-{3-[((1R,6S)-6-Carboxy-cyclohex-3-enecarbonyl)-amino]-phenylcarbamoyl}-1,4,5,6,7,7-hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

Conditions
ConditionsYield
In acetone at 20℃; for 12h;97%
115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

111-46-6

diethylene glycol

77022-96-9

5,8,11-trioxa-4,12-dioxo-2,3,13,14-di(1,4,5,6,7,7-hexachlorobicyclo<2.2.1>hept-5-en-2,3-ylene)pentadecanedioic acid

Conditions
ConditionsYield
In benzene80%
115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

72524-46-0

1,2,3,4-tetrachloro-1,3-cyclohexadiene-5,6-dicarboxylic acid anhydride

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 18 - 35℃;80%
115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

39573-18-7

2-amino-5-bromobenzophenone hydrazone

N-(2-amino-5-bromobenzhydrylideneamino)-1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboximide

Conditions
ConditionsYield
In xylene Heating;48%
7039-53-4

2-amino-5-chlorobenzophenone hydrazone

115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

N-(2-amino-5-chlorobenzhydrylideneamino)-1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboximide

Conditions
ConditionsYield
In xylene Heating;46%
115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

39106-73-5

2-amino-5-nitrobenzophenone hydrazone

N-(2-amino-5-nitrobenzhydrylideneamino)-1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboximide

Conditions
ConditionsYield
In xylene for 6h; Heating;40%
115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

2-amino-5-methylbenzophenone hydrazone

N-(2-amino-5-methylbenzhydrylideneamino)-1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboximide

Conditions
ConditionsYield
In xylene Heating;35%
115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

A

108-31-6

maleic anhydride

B

77-47-4

hexachlorocyclopentadiene

Conditions
ConditionsYield
Thermodynamic data; gas phase formation;
24549-06-2

6-ethyl-o-toluidine

115-27-5

1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5,6-dicarboxylic anhydride

(1R,2S,6R,7S)-1,7,8,9,10,10-Hexachloro-4-(2-ethyl-6-methyl-phenyl)-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

Conditions
ConditionsYield
at 130 - 140℃; for 3h; Condensation;

Chlorendic anhydride Specification

Chlorendic Anhydride, with the CAS number 115-27-5, its chemical name is 1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-ene-2,3-dicarboxylic anhydride. And it is also called hexachloroendomethylenetetrahydrophthalic anhydride; 1,4,5,6,7,7-hexachloro-endo-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride. Chlorendic Anhydride is a solid, reactive flame retardant with an unusually stable chlorinated bicyclic structure. Chlorendic anhydride is characterized by the structure of chlorinated bicyclic and difunctional anhydride.

Physical properties about Chlorendic Anhydride are:(1)ACD/LogP: 1.33; (2)ACD/LogD (pH 5.5): 1.33; (3)ACD/LogD (pH 7.4): 1.33; (4)ACD/BCF (pH 5.5): 6.04; (5)ACD/BCF (pH 7.4): 6.04; (6)ACD/KOC (pH 5.5): 126.07; (7)ACD/KOC (pH 7.4): 126.07; (8)#H bond acceptors: 3; (9)Index of Refraction: 1.651; (10)Molar Refractivity: 67.999 cm3; (11)Molar Volume: 186.235 cm3; (12)Polarizability: 26.957 10-24cm3; (13)Surface Tension: 66.1389999389648 dyne/cm; (14)Density: 1.991 g/cm3; (15)Flash Point: 200.763 °C; (16)Enthalpy of Vaporization: 72.772 kJ/mol; (17)Boiling Point: 466.003 °C at 760 mmHg

Uses of Chlorendic Anhydride: Chlorendic Anhydride is used in the manufacture of flame retardant and corrosion resistance coatings. Its use in alkyl coatings provides additional properties. Also Chlorendic Anhydride can be used to produce a number of ultra-violet curable polyester based resins. Its use in such UV curable resins provides outstanding properties.

When you are using this chemical, please be cautious about it as the following:
1. Avoid contact with eyes;
2. Avoid release to the environment. Refer to special instructions safety data sheet;
3. Wear suitable protective clothing, gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C9H2Cl6O3/c10-3-4(11)8(13)2-1(5(16)18-6(2)17)7(3,12)9(8,14)15/h1-2H;
(2)InChIKey=FLBJFXNAEMSXGL-UHFFFAOYSA-N;
(3)SmilesC1([C@@]2([C@@H]3[C@@H](C(=O)OC3=O)[C@@]1(Cl)C(=C2Cl)Cl)Cl)(Cl)Cl;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LC50 inhalation > 1gm/m3 (1000mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(4), Pg. 49, 1982.
mouse LD50 oral 2400mg/kg (2400mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(4), Pg. 49, 1982.
rabbit LC50 inhalation > 1gm/m3 (1000mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(4), Pg. 49, 1982.
rabbit LD50 skin > 3gm/kg (3000mg/kg)   National Technical Information Service. Vol. OTS0537102,
rat LC50 inhalation > 1gm/m3 (1000mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(4), Pg. 49, 1982.
rat LD50 oral 2300mg/kg (2300mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(4), Pg. 49, 1982.

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