5-Norbornene-2,3-dicarboxylic acid
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5-Norbornene-2,3-dicarboxylic acid
structure -
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CAS No:
3813-52-3
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Formula:
C9H10O4
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Chemical Name:
5-Norbornene-2,3-dicarboxylic acid
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Synonyms:
Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid;5-Norbornene-2,3-dicarboxylic acid;3,6-Endomethylene-4-cyclohexene-1,2-dicarboxylic acid;endo-Methylenetetrahydrophthalic acid;1,2-Benzenedicarboxylic acid,1,2,3,6-tetrahydro-3,6-endo-methylene-;3,6-Endomethylenephthalic acid,tetrahydro-;Bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid;3,6-Methano-4-cyclohexene-1,2-dicarboxylic acid;NSC 62668;126836-08-6
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CAS No:
5-Norbornene-2,3-dicarboxylic acid Basic Attributes
182.17
182.17
223-301-0
120498|123024|62668
2917209090
Characteristics
74.6
0.3
White powder.
1.5±0.1 g/cm3
177-179 °C
275.56°C (rough estimate)
221.8±25.2 °C
1.601
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Safety Information
I; II; III
6.1
NONH for all modes of transport
3
20/21/22-36/37/38
26-37/39
Xn,Xi
Stable at room temperature in closed containers under normal storage and handling conditions.
P261-P280-P305 + P351 + P338
H302 + H312 + H332-H315-H319-H335
|Warning|H302 (97.44%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-Norbornene-2,3-dicarboxylic acid Use and Manufacturing
In a 125 mL three-necked flask, 8 g of maleic anhydride and 26 mL of ethyl acetate were added, Heated with a hot water bath to dissolve all solids, Then, 26 mL of petroleum ether was added to 60 to 90 ° C. After cooling to room temperature, Cool with an ice-water bath, add 6 ml of freshly distilled cyclopentadiene, The reaction was placed in an ice-water bath with constant stirring until a white solid precipitated, Get white needle crystal, suction filtration with 15mL of ethyl acetate and petroleum ether mixture was rinsed, filtered under suction to give 12gBicyclo [2.2.1] -2-heptene-5, 6-dicarboxylic anhydride, The yield was about 84percent and the melting point was 163.5-165.5 ° C.The 12g product was added to 35mL concentration of 20percent sodium hydroxide solution, Heated to reflux after 1.5 hours from colorless to yellow, After 2 hours, stop heating and cool to room temperature, Transferred to a 100mL beaker while hot filtration, cooling, The filtrate was acidified with concentrated hydrochloric acid to a pH of 2 to 3, suction filtered, Dry white needle crystal, 10g, 84percent yield.The melting point of 167 ~ 168
Computed Properties
Molecular Weight:182.17
XLogP3:0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:182.05790880
Monoisotopic Mass:182.05790880
Topological Polar Surface Area:74.6
Heavy Atom Count:13
Complexity:266
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-Norbornene-2,3-dicarboxylic acid
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