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Cas Database |
| Name |
Cis-3,5-dihydroxy-1-cyclopentene |
EINECS | N/A |
| CAS No. | 29783-26-4 | Density | 1.318 g/cm3 |
| PSA | 40.46000 | LogP | -0.33190 |
| Solubility | N/A | Melting Point |
56-59 °C |
| Formula | C5H8O2 | Boiling Point | 229.157 °C at 760 mmHg |
| Molecular Weight | 100.117 | Flash Point | 113.673 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 26 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Cis-4-cyclopentene-1,3-diol;cis-3,5-Dihydroxy-1-cyclopenten;cis-4-Cyclopenten-1,3-diol;(1R)-2-Cyclopentene-1β,4β-diol;(1R)-4-Cyclopentene-1α,3α-diol;(1R,3S)-4-Cyclopentene-1,3-diol;(1S,3R)-4-Cyclopentene-1,3-diol;(3S)-3β,5β-Dihydroxy-1-cyclopentene;2-Cyclopentene-1β,4β-diol; |
Article Data | 51 |
Cis-3,5-dihydroxy-1-cyclopentene Synthetic route
- 542-92-7
cyclopenta-1,3-diene
- 29783-26-4
cis-4-cyclopentene-1,3-diol
| Conditions | Yield |
|---|---|
| With oxygen; rose bengal; thiourea In methanol at 20℃; for 12h; Irradiation; | 100% |
| Stage #1: cyclopenta-1,3-diene With oxygen In dichloromethane at 20℃; for 3h; visible light irradiation; Stage #2: With thiourea | 95% |
| Stage #1: cyclopenta-1,3-diene With oxygen; tetrakis(pentafluorophenyl)porphyrin In methanol; carbon dioxide under 90009 Torr; Irradiation; Flow reactor; liquid CO2; Stage #2: With thiourea In methanol; carbon dioxide at 0℃; under 90009 Torr; Flow reactor; liquid CO2; | 94% |
- 54664-61-8
cis-1,4-diacetoxy-2-cyclopentene
- 29783-26-4
cis-4-cyclopentene-1,3-diol
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol at 0℃; for 4h; | 94% |
| With potassium carbonate In methanol for 2h; Heating; | 40 g |
| With sodium hydroxide In methanol; water Reflux; | |
| With potassium carbonate In methanol at 0℃; for 4h; |
- 6573-26-8
cyclopentadiene endoperoxide
A
- 16326-26-4
cis-1α,2α,4α,6α-3,7-dioxatricyclo<4.1.0.02,4>heptane
B
- 29783-26-4
cis-4-cyclopentene-1,3-diol
C
- 59995-47-0, 59995-49-2, 61305-27-9, 61740-29-2
4-Hydroxycyclopent-2-enone
| Conditions | Yield |
|---|---|
| With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at -25℃; for 1h; Product distribution; ruthenium(II) catalyzed reaction of 1,4-endoperoxide; | A 78% B 3% C 5% |
| With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at -78 - -25℃; for 2.5h; | A 71.8% B 2.6% C 3.5% |
- 61305-33-7, 61692-07-7, 61692-08-8, 61740-30-5, 61740-31-6, 81939-24-4, 81939-25-5, 104069-09-2, 120520-91-4
cis-(+/-)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-cyclopenten-1-ol
- 29783-26-4
cis-4-cyclopentene-1,3-diol
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride; triethylamine In tetrahydrofuran for 3h; Ambient temperature; | 77% |
- 59995-47-0, 59995-49-2, 61305-27-9, 61740-29-2
4-Hydroxycyclopent-2-enone
A
- 29783-26-4
cis-4-cyclopentene-1,3-diol
- 694-47-3
trans-3,5-dihydroxycyclopent-1-ene
| Conditions | Yield |
|---|---|
| With methanol; sodium tetrahydroborate; cerium(III) chloride heptahydrate at -20℃; Overall yield = 95 %; | A 71% B n/a |
- 63603-17-8
(-)-2-cyclopenten-1(R),4(S)-diyl bis-N-mesyl-(S)-phenylalaninate
- 29783-26-4
cis-4-cyclopentene-1,3-diol
| Conditions | Yield |
|---|---|
| With barium dihydroxide In methanol; water for 4h; Ambient temperature; | 68% |
- 930-60-9
maleic anhydride
- 29783-26-4
cis-4-cyclopentene-1,3-diol
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; cerium(III) chloride In methanol | 58% |
| With methanol; sodium tetrahydroborate; cerium(III) chloride heptahydrate at 0℃; for 0.5h; |
- 59995-47-0, 59995-49-2, 61305-27-9, 61740-29-2
4-Hydroxycyclopent-2-enone
- 29783-26-4
cis-4-cyclopentene-1,3-diol
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; cerium(III) chloride heptahydrate In methanol at -40 - 20℃; Sealed tube; | 55% |
| Multi-step reaction with 3 steps 1: 36 percent / DBU / CH2Cl2 / 72 h / Ambient temperature 2: LiAlH4, LiI / toluene; various solvent(s) / 1.) -20 deg C, 1 h, 2.) -20 deg C to 0 deg C, 0.5 h, 3.) 0 deg C to 15 deg C, 4 h 3: 58 mg / p-TsOH / ethanol / 8 h / 55 °C View Scheme | |
| Multi-step reaction with 3 steps 1: 72 percent / Et3N, DMAP / tetrahydrofuran / Ambient temperature 2: LiAlH4, LiI, TBSOH / toluene; various solvent(s) / 23 h / -30 - -25 °C 3: 77 percent / Et3N, TBAF / tetrahydrofuran / 3 h / Ambient temperature View Scheme | |
| With sodium tetrahydroborate; cerium(III) chloride heptahydrate In methanol at -70 - -60℃; for 2h; | |
| Stage #1: 4-Hydroxycyclopent-2-enone With cerium(III) chloride heptahydrate In tetrahydrofuran; methanol at 7℃; for 0.5h; Inert atmosphere; Stage #2: With sodium tetrahydroborate; water; sodium hydroxide In tetrahydrofuran; methanol at -33 - -20℃; | 86 g |
- 6573-26-8
cyclopentadiene endoperoxide
A
- 29783-26-4
cis-4-cyclopentene-1,3-diol
B
- 59995-47-0, 59995-49-2, 61305-27-9, 61740-29-2
4-Hydroxycyclopent-2-enone
| Conditions | Yield |
|---|---|
| tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 4℃; for 20h; Mechanism; | A 16% B 54% |
| tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 4℃; for 20h; | A 16% B 54% |
- 60410-16-4
(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate
- 108-03-2
1-Nitropropane
A
- 29783-26-4
cis-4-cyclopentene-1,3-diol
B
- 344751-82-2
(+/-)-3-(1'-nitropropyl)cyclopentanone
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); potassium tert-butylate; triphenylphosphine In tetrahydrofuran at 20℃; Inert atmosphere; Reflux; regioselective reaction; | A 20% B 40% |
Cis-3,5-dihydroxy-1-cyclopentene Specification
The IUPAC name of Cis-3,5-dihydroxy-1-cyclopentene is (1S,3R)-cyclopent-4-ene-1,3-diol. With the CAS registry number 29783-26-4, it is also named as (1R)-2-Cyclopentene-1β,4β-diol. The product should be closed in a cool and dry place. In addition, its molecular formula is C5H8O2 and molecular weight is 100.12.
The other characteristics of Cis-3,5-dihydroxy-1-cyclopentene can be summarized as: (1)ACD/LogP: -0.64; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 40.46 Å2; (7)Index of Refraction: 1.596; (8)Molar Refractivity: 25.843 cm3; (9)Molar Volume: 75.983 cm3; (10)Polarizability: 10.245×10-24cm3; (11)Surface Tension: 53.022 dyne/cm; (12)Density: 1.318 g/cm3; (13)Flash Point: 113.673 °C; (14)Melting Point: 56-59 °C; (15)Enthalpy of Vaporization: 54.147 kJ/mol; (16)Boiling Point: 229.157 °C at 760 mmHg; (17)Vapour Pressure: 0.014 mmHg at 25 °C.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.
People can use the following data to convert to the molecule structure.
(1)SMILES: O[C@@H]1/C=C\[C@H](O)C1
(2)InChI: InChI=1/C5H8O2/c6-4-1-2-5(7)3-4/h1-2,4-7H,3H2/t4-,5+
(3)InChIKey: IGRLIBJHDBWKNA-SYDPRGILBY
(4)Std. InChI: InChI=1S/C5H8O2/c6-4-1-2-5(7)3-4/h1-2,4-7H,3H2/t4-,5+
(5)Std. InChIKey: IGRLIBJHDBWKNA-SYDPRGILSA-N
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