ChemicalBook > CAS DataBase List > Dibenzylideneacetone

Dibenzylideneacetone

Product Name
Dibenzylideneacetone
CAS No.
538-58-9
Chemical Name
Dibenzylideneacetone
Synonyms
DIBENZAL ACETONE;1,5-DIPHENYL-1,4-PENTADIEN-3-ONE;AKOS 213-33;DISTYRYL KETONE;1,3-Dibenzylideneacetone;TRANS,TRANS-DIBENZALACETONE;1,4-Pentadien-3-one, 1,5-diphenyl-;(1Z,4E)-1,5-diphenylpenta-1,4-dien-3-one;TRANS,TRANS-1,5-DIPHENYL-1,4-PENTADIEN-3-ONE;Nsc8103
CBNumber
CB3705221
Molecular Formula
C17H14O
Formula Weight
234.29
MOL File
538-58-9.mol
More
Less

Dibenzylideneacetone Property

Melting point:
107-113 °C
Boiling point:
336.62°C (rough estimate)
Density 
1.0477 (rough estimate)
refractive index 
1.5000 (estimate)
storage temp. 
Sealed in dry,Room Temperature
form 
solid
color 
yellow
Stability:
Stable. Incompatible with strong oxidizing agents. Combustible.
InChIKey
WMKGGPCROCCUDY-UHFFFAOYSA-N
CAS DataBase Reference
538-58-9(CAS DataBase Reference)
EPA Substance Registry System
1,4-Pentadien-3-one, 1,5-diphenyl- (538-58-9)
More
Less

Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2914790090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S676985
Product name
1,5-DIPHENYL-1,4-PENTADIEN-3-ONE
Purity
Aldrich
Packaging
250mg
Price
$179
Updated
2024/03/01
Strem Chemicals
Product number
08-0625
Product name
1,5-Diphenyl-1,4-pentadien-3-one, min. 98% (Dibenzylideneacetone)
Packaging
1g
Price
$70
Updated
2024/03/01
Strem Chemicals
Product number
08-0625
Product name
1,5-Diphenyl-1,4-pentadien-3-one, min. 98% (Dibenzylideneacetone)
Packaging
5g
Price
$278
Updated
2024/03/01
AK Scientific
Product number
CS-M0452
Product name
1,5-Diphenylpenta-1,4-dien-3-one
Packaging
50g
Price
$80
Updated
2021/12/16
ChemScene
Product number
CS-M0452
Product name
1,5-Diphenylpenta-1,4-dien-3-one
Packaging
500g
Price
$158
Updated
2021/12/16
More
Less

Dibenzylideneacetone Chemical Properties,Usage,Production

Chemical Properties

trans,trans-Dibenzylideneacetone is a crystalline solid, melting point 110-111℃; cis-trans is a light yellow needle crystal, melting point 60℃; cis-cis is a yellow oily liquid, boiling point 130℃ (2.7Pa). Soluble in ethanol, acetone, chloroform, insoluble in water.

Uses

Dibenzylideneacetone is used as a ligand to prepare palladium catalysts, which are widely used in catalytic hydrogenation, coupling, carbonylation, alkyne ring trimerization, etc.

Preparation

Dibenzylideneacetone is obtained by the reaction of benzaldehyde and acetone. The reaction was carried out in aqueous ethanol solution at a reaction temperature of 20-25°C with a yield of 78%.

Synthesis Reference(s)

Chemistry Letters, 9, p. 51, 1980
The Journal of Organic Chemistry, 45, p. 3840, 1980 DOI: 10.1021/jo01307a022
Organic Syntheses, Coll. Vol. 2, p. 167, 1943

Biological Activity

Dibenzylideneacetone (DBA) showed inhibitory activity against Botrytis cinerea Chitinase with an IC50 of 13.10 μg/mL. The MIC of DBA against B. cinerea was 32 μg/mL, and the EC50 values for inhibition of hyphae growth and spore germination were 16.29 and 14.64 μg/mL, respectively. DBA was able to significantly extend the shelf life of cherry tomato shelf life and is a promising antifungal agent for fruit preservation[1].

Purification Methods

Crystallise the ketone from hot ethyl acetate (2.5mL/g) or EtOH. [Beilstein 7 IV 1747.]

References

[1] XIAODI NIU; Chenyang W; Ziyou Wang, HONGSU WANG*. Dibenzylideneacetone Overcomes Botrytis cinerea Infection in Cherry Tomatoes by Inhibiting Chitinase Activity[J]. Journal of Agricultural and Food Chemistry, 2023. DOI:10.1021/acs.jafc.3c05695.

Dibenzylideneacetone Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Dibenzylideneacetone Suppliers

China 167 France 1 Germany 2 India 6 Japan 1 Switzerland 2 United Kingdom 7 United States 19 Global 205
XIANAONARUNNEWMATERIALCo.,Ltd
Tel
029-81509060 13629280593
Email
2074901304@qq.com
Country
China
ProdList
83
Advantage
58
Hebei hst Chemical Co., Ltd.
Tel
15631872352
Fax
0318-4422822
Email
hstchem@163.com
Country
China
ProdList
40
Advantage
58
Puyang Huicheng Electronic Material Co. Ltd.
Tel
0393-0393-8910800 18790963537
Fax
0393-8912775
Email
info@huichengchem.com
Country
China
ProdList
549
Advantage
64
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Shijiazhuang Sdyano Fine Chemical Co., Ltd.
Tel
0311-89250318 031166536426
Fax
4000311741
Email
master@sjzsdyn.com
Country
China
ProdList
2882
Advantage
65
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028 13552068683
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12458
Advantage
60
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
Beijing Isomersyn Technology CO;LTD
Tel
010-82954736 13391601435
Email
sales@isomersyn.com
Country
China
ProdList
3296
Advantage
57
Shandong Xiya Chemical Co., Ltd
Tel
13355009207 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18739
Advantage
57
Tangshan Moneide Trading Co., Ltd.
Tel
0315-8309571 15633399667
Fax
+86-315-7726572
Email
sales@moneidechem.com
Country
China
ProdList
704
Advantage
57
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
RYSS TECH LTD
Tel
400-188-0725 +86 21 34310725 13611771617
Fax
+86 21 34311076
Country
China
ProdList
2002
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9823
Advantage
79
S.Z. PhyStandard Bio-Tech. Co., Ltd.
Tel
0755-4000505016 13380397412
Fax
0755 28094224
Email
3001272453@qq.com
Country
China
ProdList
4974
Advantage
50
Suzhou Sibian Chemical Technology Co.,Ltd.
Tel
0512-65617459 18915409046
Fax
0512-65617459
Email
sales@sibian-chem.com
Country
China
ProdList
1927
Advantage
55
Yurui (Shanghai) Chemical Co., Ltd.
Tel
02150456736 13818239876
Fax
021-50761379
Email
xin@riyngroup.com
Country
China
ProdList
1136
Advantage
30
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Hubei XinyuanShun Chemical Co., Ltd.
Tel
13971561712, 13995564702, 027-50664929
Fax
027-50664927
Email
hbeixys2001@163.com
Country
China
ProdList
3123
Advantage
55
Bide Pharmatech Ltd.
Tel
400-1647117 15221909166
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41438
Advantage
60
Zhengzhou HongSheng Pharmaceutical Co., Ltd.
Tel
1352-6885213 15637198702
Fax
0371-63709726
Email
xpkchem@163.com
Country
China
ProdList
3998
Advantage
58
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17982
Advantage
56
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Fax
QQ：800101999
Email
cdhxsj@163.com
Country
China
ProdList
13358
Advantage
58
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15185
Advantage
58
Shanghai CanSpecsci Instrument Co., Ltd.
Tel
400-6087598 15021221957
Fax
4006087598-8012
Email
order@canspecsci.com
Country
China
ProdList
2071
Advantage
56
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939 15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
15878
Advantage
55
SHANGHAI BANGCHENG CHEMICAL Co.,Ltd.
Tel
021-69106960 13701823733
Fax
021-69106780
Email
13701823733@163.com
Country
China
ProdList
4775
Advantage
60
Shanghai HuanChuan Industry Co.,Ltd.
Tel
021-61478794
Fax
021-61478794
Email
sales@hcshhai.com
Country
China
ProdList
9798
Advantage
50
Beijing Holiyang Chemical Co. Ltd.
Tel
13718199399
Fax
QQ : 206661479
Email
holiyangchem@163.com
Country
China
ProdList
3387
Advantage
56
Shanghai YouPeng Chemical Co. Ltd.
Tel
021-69005955 13701776567
Fax
021-69005775
Email
youpengchem@163.com
Country
China
ProdList
4303
Advantage
56
Sichuan Hainuowei Technology Co. Ltd.
Tel
13708085536
Fax
QQ : 121102042
Email
hanovichem@163.com
Country
China
ProdList
3389
Advantage
56
Shanghai TongYuan Chemical Co., Ltd.
Tel
021-021-69182866 13701855675
Fax
021-69182022
Email
tongyuanchem@126.com
Country
China
ProdList
4331
Advantage
58
Shanghai Kaisai Chemical Co., Ltd
Tel
021-33516722 13701817765
Fax
021-33516776
Email
kaisaichem@163.com
Country
China
ProdList
4751
Advantage
58
Credit Asia Chemical Co., Ltd.
Tel
+86 (21) 61124340
Fax
+86 (21) 6129-4103
Country
China
ProdList
9767
Advantage
58
Shanghai LanRun Chemical Co., Ltd.
Tel
021-69515658 ; 69515628 13701998368
Fax
021-69515998
Email
longrunchem@163.com
Country
China
ProdList
3920
Advantage
50
Shanghai Rolead Chemical Technology Co., Ltd.
Tel
021-69992220 13701886816
Fax
021-69992237
Email
roleadchem@163.com
Country
China
ProdList
4759
Advantage
50
Shanghai Kangtuo Chemical Co., Ltd.
Tel
021-69185552 13701777608
Fax
021-69186006
Email
kangtuochem@163.com
Country
China
ProdList
4369
Advantage
55
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9972
Advantage
58
AN PharmaTech Co Ltd
Tel
86(21)68097365
Fax
86(21)33321566
Email
sales@anpharma.net
Country
China
ProdList
4901
Advantage
55
Zhengzhou KeYulong chemical products Co., Ltd
Tel
17319789407
Fax
0371-53335504
Email
Keyulongchem@163.com
Country
China
ProdList
1993
Advantage
55
Zhengzhou Alfachem Co., Ltd.
Tel
0371-53765687 18937137882
Fax
QQ:2885373884
Email
2853979813@qq.com
Country
China
ProdList
7998
Advantage
55
ShangHai Siyan Biological Technology Co., Ltd.
Tel
021-50908862，442785678，326799392 18721037013
Fax
021-50908862
Email
siyansales@126.com
Country
China
ProdList
9638
Advantage
58
Shanghai Xilong Biochemical Technology Co., Ltd.
Tel
021-52907766-8042
Fax
021-52906523
Country
China
ProdList
9947
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
27322
Advantage
60
Shanghai XiZhi Chemical Co., Ltd.
Tel
021-69005855 13701817869
Fax
021-69005955
Email
xizhichem@163.com
Country
China
ProdList
3341
Advantage
55
Shanghai Pengsuo Biochemical Technology Co., Ltd.
Tel
021-59118555 13701823997
Fax
021-59119222
Email
pengsuochem@163.com
Country
China
ProdList
3302
Advantage
55
Shandong Xiya Chemical Co., Ltd.
Tel
4009903999 13395398332
Fax
0539-6365991
Email
sales@xiyashiji.com
Country
China
ProdList
20810
Advantage
60
Zhengzhou AnMusi Chemical Products Co., Ltd.
Tel
0371-55289822 18737195735
Fax
QQ：2370407954
Email
2370407954@qq.com
Country
China
ProdList
2000
Advantage
55
Chengdu Dianchun Technology Co., Ltd
Tel
400-1166-196 18502815961
Fax
QQ：800101999
Email
cdhxsj@163.com
Country
China
ProdList
14623
Advantage
60
WG reagent
Tel
13391486464
Fax
QQ:14748090
Email
samwjf@163.com
Country
China
ProdList
3090
Advantage
55
More
Less

View Lastest Price from Dibenzylideneacetone manufacturers

Career Henan Chemical Co
Product
DIBENZYLIDENEACETONE 538-58-9
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
Customized
Release date
2018-12-17

538-58-9, DibenzylideneacetoneRelated Search:

Tris(dibenzylideneacetone)dipalladium CALCIUM OXIDE Titanous chloride Benzylacetone trans,trans-Dibenzylideneacetone TRIS(DIBENZYLIDENEACETONE)DIPLATINUM(0), 99,Bis(dibenzylideneacetone)platinum(0)~Ptdba Bis(dibenzylideneacetone)palladium Tris(dibenzylideneacetone)dipalladium-chloroform adduct Tris(dibenzylideneacetone)dipalladium Tris(dibenzylideneacetone)dipalladium Tris[dibenzylideneacetone]dipalladium(0)-S-Phos (Pd:P 1:2), ChemDose(R) tablets Palladium dibenzylideneacetone Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:1.2) DIBENZYLIDENEACETONE, (1,5-DIPHENYLPENTA-1,4-DIEN-3-ONE) trans,trans-1,4-Dibenzylideneacetone TRIS(DIBENZYLIDENEACETONE)DIPLATINUM(0) Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:2) Dibenzylideneacetone bis(triphenylphosphine)palladium(0), polymer-bound

  • DIBENZYLIDENEACETONE
  • DIBENZAL ACETONE
  • DISTYRYL KETONE
  • 1,5-DIPHENYL-PENTA-1,4-DIEN-3-ONE
  • 1,5-DIPHENYL-3-PENTADIENONE
  • 1,5-DIPHENYL-1,4-PENTADIEN-3-ONE
  • 1,5-Diphenyl-1,4-pentadien-3-one, min. 98%
  • AKOS 213-33
  • 1,5-Diphenyl-1,4-pentadien-3-one (Dibenzylideneacetone)
  • TRANS,TRANS-1,5-DIPHENYL-1,4-PENTADIEN-
  • 1,5-Diphenyl-3-Pentadieneone
  • Dibenzylideneacetone, 98+%
  • 1,3-Dibenzylideneacetone
  • Di(2-phenylvinyl) ketone
  • 1,5-Diphenyl-1,4-pentadien-3-one, Min. 98% (Dibenzylideneacetone)
  • Nsc8103
  • ((1Z,4E)-3-Methylenepenta-1,4-diene-1,5-diyl)dibenzene
  • TRANS,TRANS-1,5-DIPHENYL-1,4-PENTADIEN-3-ONE
  • TRANS,TRANS-1,5-DIPHENYLPENTA-1,4-DIEN-3-ONE
  • TRANS,TRANS-DIBENZALACETONE
  • TRANS,TRANS-DISTYRYL KETONE
  • (1E,4E)-1,5-Diphenyl-1,4-pentadien-3-one
  • 1,4-Pentadien-3-one, 1,5-diphenyl-
  • 1,5-Diphenyl-1,4-pentadiene-3-one
  • 1,5-diphenyl-4-pentadien-3-one
  • Bis(2-phenylvinyl) ketone
  • Styrol ketone
  • (4E)-1,5-diphenyl-3-penta-1,4-dienone
  • (1Z,4E)-1,5-diphenylpenta-1,4-dien-3-one
  • DIBENZYLIDENEACETONE
  • 538-58-9
  • Organic Building Blocks
  • Ketones
  • C15 to C38
  • Carbonyl Compounds
  • Building Blocks
  • Achiral Oxygen