1,1-Cyclopropanedicarboxylic acid
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1,1-Cyclopropanedicarboxylic acid
structure -
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CAS No:
598-10-7
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Formula:
C5H6O4
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Chemical Name:
1,1-Cyclopropanedicarboxylic acid
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Synonyms:
1,1-Cyclopropanedicarboxylic acid;Ethylenemalonic acid;1-Carboxycyclopropanecarboxylic acid;NSC 626865;Cyclopropan-1,1-dicarboxylic acid
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CAS No:
1,1-Cyclopropanedicarboxylic acid Basic Attributes
130.1
130.10
209-917-2
626865
DTXSID20208526
2917209090
Characteristics
74.6
-0.2
1.7±0.1 g/cm3
136-138 °C @ Solvent: Ethyl acetate, Ligroine
192.5±19.7 °C
1.597
Soluble
Safety Information
III
8
UN 3261 8/PG 2
3
R34;R36/37/38
S26-S36-S45-S36/37/39
C:Corrosive;Xi:Irritant;
P280-P305 + P351 + P338-P310
H314
|Danger|H314 (97.92%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501|Aggregated GHS information provided by 48 companies from 5 notifications to the ECHA C&L Inventory.
1,1-Cyclopropanedicarboxylic acid Use and Manufacturing
In 50percent NaOH 187 ml wasdissolved 15 g of diethylmalonate at room temperature.Benzyltriethylammoniumchloride (21.3 g, 93.8mmol) was added and the resultingmixture was stirred for 10 minutes. 1, 2-Dibromoethane (12.3 g, 65.47mmol) wasadded to the reaction solution and the resulting mixture was stirred for morethan 18 hours at room temperature. The reaction mixture was neutralized byadding dropwise conc. sulfuric acid and then extracted with ethyl acetate. Theextract was distilled under reduced pressure to give 6.2 g of the titlecompound as a white solid, yield 76.1percent.Diethylmalonate (15.1 mL, 0.1 mol) and Benzyl Triethyl Ammonium Chloride (22.8 g, 0.1 mol) were added in 100 ml 50percent NaOH at room temperature. Then resulting mixture was stirred for 10 minutes. 1, 2-Dibromoethane (13 mL, 0.15 mol) was added to the reaction solution and the resulting mixture was stirred for more than 10 hours at room temperature. The reaction mixture was neutralized by adding dropwise conc. hydrochloric acid and then extracted with ethyl acetate. The organic phase was dried over anhydrous Na
1,1-Cyclopropanedicarboxylic acid is used to prepare spiro-cyclopropyl metallocycles.1
Computed Properties
Molecular Weight:130.10
XLogP3:-0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:130.02660867
Monoisotopic Mass:130.02660867
Topological Polar Surface Area:74.6
Heavy Atom Count:9
Complexity:152
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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1,1-Cyclopropanedicarboxylic acid
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