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2,5-Hexanedione

2,5-Hexanedione Structure
CAS No.
110-13-4
Chemical Name:
2,5-Hexanedione
Synonyms
2,5-HEXANEDIONE;Hexane-2,5-dione;Hexanedione;acan;2,5-Hexadione;2,5-dione;2,5-HEXANDIONE;NSC 7621;Diacetonyl;hexane-2,5-
CBNumber:
CB2455570
Molecular Formula:
C6H10O2
Molecular Weight:
114.14
MOL File:
110-13-4.mol
MSDS File:
SDS
Modify Date:
2024/7/26 15:15:06
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2,5-Hexanedione Properties

Melting point -6--5 °C (lit.)
Boiling point 191 °C (lit.)
Density 0.973 g/mL at 25 °C (lit.)
vapor pressure 0.43 mm Hg ( 20 °C)
refractive index n20/D 1.425(lit.)
Flash point 174 °F
storage temp. Store below +30°C.
solubility alcohol: miscible; Miscible with water, ethylalcohol and ether,ess. oils and perfume materials.
form Liquid
color Clear yellow to brown
PH 6.1 (10g/l, H2O, 20℃)
Odor Pleasant, sweet-ethereal odor.
explosive limit 1.5%(V)
Water Solubility miscible
Merck 14,71
BRN 506525
Stability Stable. Incompatible with strong bases, strong reducing agents, strong oxidizing agents. Flammable.
InChIKey OJVAMHKKJGICOG-UHFFFAOYSA-N
LogP -0.270
CAS DataBase Reference 110-13-4(CAS DataBase Reference)
NIST Chemistry Reference CH3COCH2CH2COCH3(110-13-4)
EPA Substance Registry System 2,5-Hexanedione (110-13-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H315-H319-H361f-H373
Precautionary statements  P202-P260-P301+P312-P302+P352-P305+P351+P338-P308+P313
Hazard Codes  Xn,Xi
Risk Statements  36/38-48/20/21/22-36/37/38
Safety Statements  23-26-36/37-37/39
WGK Germany  2
RTECS  MO3150000
F  8
Autoignition Temperature 400 °C
TSCA  Yes
HS Code  29141990
Toxicity LD50 orally in rats: 2.7 g/kg (Smyth, Carpenter)
NFPA 704
2
1 0

2,5-Hexanedione price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.00105 2,5-Hexanedione for synthesis 110-13-4 100ML ₹7180 2022-06-14 Buy
Sigma-Aldrich(India) 8.00105 2,5-Hexanedione for synthesis 110-13-4 250ML ₹11920.01 2022-06-14 Buy
Sigma-Aldrich(India) 165131 2,5-Hexanedione ≥98% 110-13-4 25G ₹2045.93 2022-06-14 Buy
Sigma-Aldrich(India) 165131 2,5-Hexanedione ≥98% 110-13-4 100G ₹4081.03 2022-06-14 Buy
Sigma-Aldrich(India) 15972 2,5-Hexanedione analytical standard 110-13-4 5ML ₹13715.28 2022-06-14 Buy
Product number Packaging Price Buy
8.00105 100ML ₹7180 Buy
8.00105 250ML ₹11920.01 Buy
165131 25G ₹2045.93 Buy
165131 100G ₹4081.03 Buy
15972 5ML ₹13715.28 Buy

2,5-Hexanedione Chemical Properties,Uses,Production

Description

2, 5-hexadione (2,5HD) is a flammable, transparent colorless to amber water-soluble liquid that is a multifunctional platform chemical, a major metabolite of n-hexane, and a key intermediate for the production of high energy density aviation fuels from biomass resources. It has a sweet aromatic smell and neurotoxic effects. It can be used as a high energy density fuel additive of platform chemicals, and can induce ovarian granulosa cell cycle arrest to establish ovarian injury model. It can also be used for biological monitoring of 2, 5-hexanedione exposure to n-hexane[1-2].

Chemical Properties

colourless to pale yellow liquid

Uses

It is the metabolite implicated in n-hexane neurotoxicity.

Application

2,5-Hexanedione is a neurotoxic metabolite of n-hexanes and methyl n-butyl ketone. It is also used as the starting material for diels-alder cycloaddition reactions, such as a reactions with amines to form 2,5-dimethylpyrroles.

Preparation

Preparation of 2,5-hexanedione.jpg
20 g of diethyl 2,3-diacetylbutanedioate are mechanically shaken for several days with 250 ml (excess) of 5% aqueous sodium hydroxide, and until no diethyl 2,3-diacetylbutanedioate separates on acidification of a sample with dilute hydrochloric acid. The solution is then saturated with potassium carbonate and extracted with ether, the extract is washed with brine to remove alcohol, dried over calcium chloride, and distilled, the fraction 192-198° C being retained. You can get 2,5-Hexanedione with a yield of 70%. Colourless liquid; agreeable odour; miscible with water, alcohol and ether; m.p. 9° C; b.p. 194° C; d=0.973 g/ml at 20° C.

Definition

ChEBI: A diketone that is hexane substituted by oxo groups at positions 2 and 5. It is a toxic metabolite of hexane and of 2-hexanone

General Description

Clear colorless to amber liquid with a sweet aromatic odor.

Air & Water Reactions

Highly flammable. Water soluble.

Reactivity Profile

Acetonylacetone is incompatible with oxidizing agents. Acetonylacetone is also incompatible with strong bases and strong reducing agents.

Fire Hazard

Acetonylacetone is combustible.

Purification Methods

Purify it by dissolving in Et2O, stiring with K2CO3 (a quarter of the weight of dione), filtering, drying over anhydrous Na2SO4 (not CaCl2), filtering again, evaporating the filtrate and distilling it in a vacuum. It is then redistilled through a 30cm Vigreux column (p 11, oil bath temperature 150o). It is miscible with H2O and EtOH. The dioxime has m 137o (plates from *C6H6), the mono-oxime has b 130o/11mm, and the 2,4-dinitrophenylhydrazone has m 210-212o (red needles from EtOH). It forms complexes with many metals. [Werner et al. Chem Ber 22 2100 1989, for enol content see Gero J Org Chem 19 1960 1954, Beilstein 1 IV 3688.]

References

[1] KAIXUAN ZHOU, Xin L, Chenggong Sun. Directed glycerol conversion to 2,5-hexanedione and more advanced poly-oxygenates as platform chemicals and high energy–density fuel additives[J]. Chemical Engineering Journal, 2022, 430: Article 132981. DOI:10.1016/j.cej.2021.132981.
[2] XUEMING XU. The Wnt/β-catenin pathway is involved in 2,5-hexanedione-induced ovarian granulosa cell cycle arrest[J]. Ecotoxicology and Environmental Safety, 2023, 268: Article 115720. DOI:10.1016/j.ecoenv.2023.115720.

2,5-Hexanedione Preparation Products And Raw materials

Raw materials

2,5-Dimethylfuran IODINE PURE 2,3-Butanedione Potassium carbonate ETHYL ACETOACETATE SODIUM SALT
3-HEXENE-2,5-DIONE (2R,3S,4S,5R)-2,5-Bis(hydroxymethyl)-oxolane-2,3,4-triol 5-Chloromethylfurfural 5-Methyl furfural 2,5-Hexanediol
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Preparation Products

2,5-Dimethyl-1H-pyrrole 5-Methylisoxazole-3-carboxylic acid 1-[2,6-DICHLORO-4-(TRIFLUOROMETHYL)PHENYL]-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE 2,5-Dimethylthiophene Ascorbic Acid
Methyl 3-methyl-2-butenoate Tetrahydropyran 2,5-DIMETHYL-1-PHENYLPYRROLE 1-(4-CYANOPHENYL)-2,5-DIMETHYLPYRROLE
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2,5-Hexanedione Suppliers

Global( 443)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Biosyn Research Chemicals +91-91-9346022300 +91-9346022300 Telangana, India 465 58 Inquiry
AVIGYABIOSCIENCES PRIVATE LIMITED +91-9849533087 +91-9849533087 Telangana, India 156 58 Inquiry
Avigya Biosciences Pvt., Ltd. 91--9849533087 Hyderabad, India 115 58 Inquiry
Spectrochem Private Limited 08048372608Ext 246 Maharashtra, India 1056 58 Inquiry
Azole Rasayanas India Private Limited 91-40-29707735 Hyderabad, India 684 58 Inquiry
Innovative 07942565925 Mumbai, India 617 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Alfa Aesar 1 800 209 7001 Maharashtra, India 6913 58 Inquiry
Supplier Advantage
Biosyn Research Chemicals 58
AVIGYABIOSCIENCES PRIVATE LIMITED 58
Avigya Biosciences Pvt., Ltd. 58
Spectrochem Private Limited 58
Azole Rasayanas India Private Limited 58
Innovative 58
CLEARSYNTH LABS LTD. 58
A.J Chemicals 58
TCI Chemicals (India) Pvt. Ltd. 58
Alfa Aesar 58

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2,5-Hexanedione Spectrum

Acetonylacetone(110-13-4)MSAcetonylacetone(110-13-4)1HNMRAcetonylacetone(110-13-4)13CNMRAcetonylacetone(110-13-4)IR1Acetonylacetone(110-13-4)IR2Acetonylacetone(110-13-4)Raman

110-13-4(2,5-Hexanedione)Related Search:

RHODIZONIC ACID DIPOTASSIUM SALT 3,4-DIACETYL-2,5-HEXANEDIONE RHODIZONIC ACID DIHYDRATE 2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester HYDRINDANTIN
QUASSIN Sodium rhodizonate Diethyl succinosuccinate Adrenosterone 1,4-Cyclohexanedione
2,3-DIHYDRO-9,10-DIHYDROXY-1,4-ANTHRACENEDIONE 5-PHENYLCYCLOHEXANE-1,3-DIONE 1,4-Cyclohexanedione mono(2,2-dimethyltrimethylene ketal) 4,4,5,5,6,6,6-HEPTAFLUORO-1-PHENYL-1,3-HEXANEDIONE Dimedone
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2,5-Diketohexane Acetone, acetonyl- Acetonyl acetone 2,5-hexanedione 2,5-Dioxohexane 2,5-Hexanedione, Standard f GC Acetonylacetone,97% NSC 7621 1,2-Diacetylethane 2,5-Hexanedione HEXANEDIONE, 2,5-(SG) 2,5-Hexanedione ,97% Hexane-2,5-dione 99+% Acetonylacetone, 97% 250ML Acetonylacetone, 97% 5ML 2,5-HEXANEDIONE FOR SYNTHESIS 4-Acetylbutan-2-one, 2,5-Dioxohexane 2,5-Hexanedione puriss. p.a., >=99.0% 2,5-Hexanedione >=98% 2,5-Hexanedione Vetec(TM) reagent grade, 98% Acetonylacetone/2,5-Diketohexane Acetonylacetone 1,2-Diacetylethane acetonyl-aceton alpha,beta-Diacetylethane Diacetonyl hexane-2,5- Hexanedione-(2,5) 1,2-DIACETYLETHANE ACETONYLACETONE AKOS BBS-00004255 ACETONYLACETONE, 98+% 2,5-Hexanedione, Wacker Quaility α,β-Diacetylethane sym-diacetylethane Hexan-2,5-Dion Acetonylacetone 110-13-4 Acetonylacetone> Hexane-2,5-dione 96% ACETONYL ACETONE, 97%ACETONYL ACETONE, 97%ACETONYL ACETONE, 97%ACETONYL ACETONE, 97% 2,5-Hexadione Hexanedione 2,5-dione Hexane-2,5-dione 2,5-HEXANEDIONE 2,5-HEXANDIONE acan 2,5-Hexanedione (8CI, 9CI, ACI) 110-13-4 990014-46-9 CH3COCH22COCH3 CH3COCH2CH2COCH3 Carbonyl Compounds C3 to C6 Analytical Chromatography Product Catalog Building Blocks Analytical Standards Analytical Reagents Alphabetic General Use HA -HT