Name: 2,3-Pentanedione, 4,5-dihydroxy- (9CI)
SKU: 142937-55-1

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Basic Information

Molecular Structure:
CAS No.:	142937-55-1
Name:	2,3-Pentanedione, 4,5-dihydroxy- (9CI)
Article Data:	8

Formula:	C5H8 O4
Molecular Weight:	132.116
Synonyms:	1-Deoxypento-2,4-diulose;4,5-Dihydroxy-2,3-pentanedione;
PSA:	74.60000
LogP:	-1.50230

Synthetic route

: 866249-99-2
3-(1,2-dihydroxy-ethyl)-but-3-en-2-one

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
Stage #1: 3-(1,2-dihydroxy-ethyl)-but-3-en-2-one With ozone In d(4)-methanol at -78℃; for 0.5h; Stage #2: With dimethylsulfide In methanol at 20℃; for 16h;

: 866249-98-1
3-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-but-3-en-2-one

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 78 percent / TBAF / tetrahydrofuran / 20 °C 2.1: O3 / tetradeuteriomethanol / 0.5 h / -78 °C 2.2: Me2S / methanol / 16 h / 20 °C View Scheme

: 1203707-89-4
3-diazo-4,5-dihydroxypentan-2-one

A: C5H8O4

B: (2R, 4S)-2-methyl-2,3,3,4-tetrahydroxy tetrahydrofuran

C: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In acetone at 20℃; Inert atmosphere;

...Expand

: 1203707-89-4
3-diazo-4,5-dihydroxypentan-2-one

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In acetone at 20℃;
With 3,3-dimethyldioxirane In acetone at 20℃; Product distribution / selectivity;

: 1314558-94-5
rac-1-[(tert-butyldimethylsilyl)oxy]pent-3-yn-2-ol

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: Dowex50WX8 100–200 mesh / methanol / 20 °C 2: toluene-4-sulfonic acid / 20 °C 3: sodium periodate; ruthenium (IV) oxide monohydrate; water / chloroform; acetonitrile / 20 °C 4: Dowex 50WX8 resin / water / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h 2.1: ozone / acetone; dichloromethane / 0.08 h / -78 °C / Darkness; Inert atmosphere 2.2: -78 °C View Scheme

: 133095-72-4
pent-3-yne-1,2-diol

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / 20 °C 2: sodium periodate; ruthenium (IV) oxide monohydrate; water / chloroform; acetonitrile / 20 °C 3: Dowex 50WX8 resin / water / 20 °C View Scheme
Stage #1: pent-3-yne-1,2-diol With ozone In dichloromethane; acetone at -78℃; for 0.0833333h; Darkness; Inert atmosphere; Stage #2: With triphenylphosphine at -78℃;	39 mg

: 2-(prop-1-yn-1-yl)-1,4-dioxaspiro[4.5]decane

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium periodate; ruthenium (IV) oxide monohydrate; water / chloroform; acetonitrile / 20 °C 2: Dowex 50WX8 resin / water / 20 °C View Scheme

: 1-{1,4-dioxaspiro[4.5]decan-2-yl}propane-1,2-dione

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
With Dowex 50WX8 resin In water at 20℃;

: S-ribosylhomocysteine

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
With S-ribosylhomocysteine; EC: 4.4.1.21 Enzymatic reaction;

: 95-54-5
1,2-diamino-benzene

: 142937-55-1
4,5-dihydroxy-2,3-pentanedione

: 32706-30-2
2-(1',2'-dihydroxyethyl)-3-methyl quinoxaline

Conditions

Conditions	Yield
	100%
at 20℃; for 0.166667h; Inert atmosphere;
In water-d2 at 20℃;
In chloroform-d1 for 0.75h;	76 mg

Downstream Products

32706-30-2

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- China (Mainland)(23)
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Specification

The 4,5-Dihydroxy-2,3-pentanedione, with the CAS registry number 142937-55-1, is also known 2,3-pentanedione, 4,5-dihydroxy-.This chemical's molecular formula is C₅H₈O₄ and molecular weight is 132.11.It belongs to the product Organic matters.What's more,Its systematic name is 4,5-Dihydroxy-2,3-pentanedione.

Physical properties about 4,5-Dihydroxy-2,3-pentanedione are: (1)ACD/LogP: -2.434; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.43; (4)ACD/LogD (pH 7.4): -2.43; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.13; (8)ACD/KOC (pH 7.4): 1.13; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.474; (13)Molar Refractivity: 28.301 cm³; (14)Molar Volume: 100.697 cm³; (15)Surface Tension: 53.2760009765625 dyne/cm; (16)Density: 1.312 g/cm³; (17)Flash Point: 127.118 °C; (18)Enthalpy of Vaporization: 58.163 kJ/mol; (19)Boiling Point: 263.012 °C at 760 mmHg; (20)Vapour Pressure: 0.00100000004749745 mmHg at 25°C;

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(C(=O)C(O)CO)CCopyCopied;
(2)Std. InChI:InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3
(3)Std. InChIKey:UYTRITJAZOPLCZ-UHFFFAOYSA-N.