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107-93-7

Basic Information
CAS No.: 107-93-7
Name: Crotonic acid
Article Data: 173
Molecular Structure:
Molecular Structure of 107-93-7 (Crotonic acid)
Formula: C4H6O2
Molecular Weight: 86.0904
Synonyms: 2-Butenoicacid, (E)-;Crotonic acid, (E)- (8CI);(2E)-2-Butenoic acid;(E)-2-Butenoicacid;(E)-Crotonic acid;NSC 8751;trans-2-Butenoic acid;trans-Crotonic acid;
EINECS: 203-533-9
Density: 1.027 g/cm3
Melting Point: 72 °C
Boiling Point: 177 °C at 760 mmHg
Flash Point: 81.6 °C
Solubility: 94 g/L (25 °C) in water
Appearance: White to light yellow crystalline flakes
Hazard Symbols: CorrosiveC,DangerousN,IrritantXi
Risk Codes: 21/22-34-50/53-36/37/38
Safety: 26-36/37/39-45-61
Transport Information: UN 2823 8/PG 3
PSA: 37.30000
LogP: 0.64710
Synthetic route
625-38-7

but-3-enoic acid

107-93-7

(E)-but-2-enoic acid

Conditions
ConditionsYield
With palladium diacetate; 1,4-di(diphenylphosphino)-butane at 110℃; for 2h;99%
Kochen ohne Loesungsmittel oder in Decalin-Loesung;
With hydrogenchloride
27819-09-6

2-methyl-2-propenyl (E)-2-butenoate

15681-48-8

lithium dimethylcuprate

A

107-93-7

(E)-but-2-enoic acid

B

563-46-2

2-Methyl-1-butene

Conditions
ConditionsYield
In diethyl ether at -10℃; for 2h;A 96%
B n/a
504-61-0

(E)-but-2-enol

107-93-7

(E)-but-2-enoic acid

Conditions
ConditionsYield
With aluminum oxide; potassium ferrate(VI); copper(II) sulfate In benzene for 0.5h; Ambient temperature;95%
With ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate for 3h; Ambient temperature;24%
With sodium hydroxide; sodium periodate
5453-44-1

allyl crotonate

107-93-7

(E)-but-2-enoic acid

Conditions
ConditionsYield
With sodium hydrogen telluride; acetic acid In ethanol for 2h; Heating;95%
201230-82-2

carbon monoxide

107-18-6

allyl alcohol

107-93-7

(E)-but-2-enoic acid

Conditions
ConditionsYield
With palladium diacetate; 1,4-di(diphenylphosphino)-butane In benzene at 110℃; under 3750.38 Torr; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Glovebox; Autoclave;94%

A

107-93-7

(E)-but-2-enoic acid

B

7425-21-0

3-Iodo-n-butanoic acid

Conditions
ConditionsYield
With hydrogen iodide at 125℃; for 1h;A n/a
B 92%
5453-44-1

allyl crotonate

15681-48-8

lithium dimethylcuprate

A

106-98-9

1-butylene

B

107-93-7

(E)-but-2-enoic acid

Conditions
ConditionsYield
In diethyl ether at -10℃; for 2h;A n/a
B 89%
123-73-9

trans-Crotonaldehyde

107-93-7

(E)-but-2-enoic acid

Conditions
ConditionsYield
With quinolinium dichromate(VI) In N,N-dimethyl-formamide at 30℃; for 4h;85%
With tert.-butylhydroperoxide; copper(l) chloride In acetonitrile at 20℃; for 2h;81%
With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10℃; for 1h;53%
65946-59-0

(trimethylsilyl)ketene bis(trimethylsilyl) acetal

75-07-0

acetaldehyde

107-93-7

(E)-but-2-enoic acid

Conditions
ConditionsYield
With zinc dibromide In tetrahydrofuran for 14h; Ambient temperature;83.6%
1074-12-0

phenylglyoxal hydrate

35549-90-7

β-(2-Amino-4-trifluoromethyl)-phenylaminobutansaeure

A

107-93-7

(E)-but-2-enoic acid

B

102729-42-0

2-phenyl-7-(trifluoromethyl)quinoxaline

Conditions
ConditionsYield
at 150 - 160℃; for 3h;A n/a
B 82%
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  8; Label: Corrosive

Specification

The CAS registry number of Crotonic acid is 107-93-7. Its EINECS registry number is 203-533-9. It is a short-chain unsaturated carboxylic acid. In addition, the molecular formula is C4H6O2. It crystallizes as needles from hot water. Besides, it should be stored in a cool, ventilated place. The storage place must stay away from oxidant, the fire and heat source.

Physical properties about this chemical are: (1)ACD/LogP: 0.80; (2)ACD/LogD (pH 5.5): 0.02; (3)ACD/LogD (pH 7.4): -1.77; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 10.86; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 26.3 Å2; (12)Index of Refraction: 1.448; (13)Molar Refractivity: 22.2 cm3; (14)Molar Volume: 82.8 cm3; (15)Polarizability: 8.8×10-24 cm3; (16)Surface Tension: 34.2 dyne/cm; (17)Density: 1.039 g/cm3; (18)Flash Point: 81.6 °C; (19)Enthalpy of Vaporization: 45.57 kJ/mol; (20)Boiling Point: 177 °C at 760 mmHg; (21)Vapour Pressure: 0.505 mmHg at 25°C.

Preparation of Crotonic acid: it can be prepared by but-2-enal. This reaction will need reagent (bipy)H2CrOCl5 and solvent CH2Cl2. The reaction time is 0.5 hour at reaction temperature of 28-30 °C. The yield is about 90%.

Crotonic acid can be prepared by but-2-enal

Uses of Crotonic acid: it can be used as a monomer to synthesize polymer. In addition, it can be used to get 2,3-dideuterio-butyric acid. This reaction will need reagent D2, catalyst 5 percent Pd/C and solvent aq. ethanol. The yield is about 86% with ambient temperature and reaction pressure of 760 Pa.

Crotonic acid can be used to get 2,3-dideuterio-butyric acid.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In addition, it can cause burns. Moreover, it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). In addition, you should avoid releasing to the environment and you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)/C=C/C
(2)InChI: InChI=1/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+
(3)InChIKey: LDHQCZJRKDOVOX-NSCUHMNNBH