1,4-Di-tert-butyl-2,5-dimethoxybenzene

CAS Number 7323-63-9

Chemistry Building Blocks, Non-Heterocyclic Building Blocks, Semiconducting Molecules

1,4-Di-tert-butyl-2,5-dimethoxybenzene MSDS

1,4-Di-tert-butyl-2,5-dimethoxybenzene CAS 7323-63-9

1,4-Di-tert-butyl-2,5-dimethoxybenzene (DDB)

A benchmark redox shuttle for lithium ion battery (LIB) systems.

Overview
Related Products

2,5-Di-tert-butyl-1,4-dimethoxybenzene (DDB, CAS number 7323-63-9), an aromatic compound with two methoxy groups at 2,5-positions and two tert-butyl groups at 1,4-positions of the benzene ring, is a very successful benchmark redox shuttle molecule developed for the lithium ion battery (LIB) systems. With two tert-butyl groups, DDB has rigid molecular structure with an outstanding electrochemical reversibility and stability.

DDB provides high-rate overcharge protection of lithium iron phosphate (LiFePO₄) based Li-ion cells by a reversible and stable redox reaction at 3.9 V vs. Li/Li⁺and more than 200 cycles of 100% overcharge per cycle at C/2 and 1C rate for LiFePO₄ cathode in LIBs.

Despite being a benchmark shuttle, DDB has relatively low solubility in the carbonate electrolyte and the redox potential that is insufficient for 4 V operation of LIBs, due to its low polarity induced from symmetric structure.

General Information

CAS Number	7323-63-9
Chemical Formula	C₁₆H₂₆O₂
Full Name	1,4-Di-tert-butyl-2,5-dimethoxybenzene
Molecular Weight	250.38 g/mol
Synonyms	DDB, 2,5-Di-tert-butyl-1,4-dimethoxybenzene, 1,4-Di-t-butyl-2,5-dimethoxybenzene;
Classification / Family	Redox Shuttle, Battery materials, Energy materials, Lithium ion batteries (LLIBs)

Chemical Structure

Product Details

Purity	>99% (GC)
Melting Point	103-104 °C
Appearance	White to off-white powder

MSDS Documentation

1,4-Di-tert-butyl-2,5-dimethoxybenzene MSDS Sheet

Literature and Reviews

High-Rate Overcharge Protection of LiFePO4-Based Li-Ion Cells Using the Redox Shuttle Additive 2,5-Ditertbutyl-1,4-dimethoxybenzene, J. Dahn et al., J. Electrochem. Soc., 152 (6), A1283 (2005); DOI 10.1149/1.1906025.
Asymmetric Form of Redox Shuttle Based on 1,4-Di-tert-butyl-2,5-dimethoxybenzene, W. Weng et al., J. Electrochem. Soc., 160 (10), A1711 (2013); DOI: 10.1149/2.044310jes.
Smart Polymeric Cathode Material with Intrinsic Overcharge Protection Based on a 2,5-Di-tert-butyl- 1,4-dimethoxybenzene Core Structure, Adv. Funct. Mater., 22 (21), 4485-4492 (2012); DOI: 10.1002/adfm.201200458.
Understanding the redox shuttle stability of 3,5-di-tert-butyl-1,2-dimethoxybenzene for overcharge protection of lithium-ion batteries, J. Power Source, 195 (15), 4957-4962 (2010); DOI: 10.1016/j.jpowsour.2010.02.075.
A redox-active organic salt for safer Na-ion batteries, W. Ji et al., Nano Energy, 72, 104705 (2020); DOI: 10.1016/j.nanoen.2020.104705.
An Extremely Durable Redox Shuttle Additive for Overcharge Protection of Lithium-ion Batteries, J. Zhang et al., Mater. Today Energy, 13, 308-311 (2019); DOI: 10.1016/j.mtener.2019.06.003..

Related Products

We stock a wide range of monomers available to purchase online. Please contact us if you cannot find what you are looking for.

BDD

From £240

Benzodithiophene-2THBr-4EH

From £440

BDTOEHSn

From £220

BDTT

From £370

BDTT-F-Sn

From £500

BDTT-Cl-Sn

From £440

BDT-Th(TPS)-Sn

From £300

D18-2Br

From £400

2-Ethylhexyl 4,6-dibromo-3-fluorothieno[3,4-b]thiophene-2-carboxylate

From £260

TPD-C8

Price £155

2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester)

From £105

2,2'-bithiophene

From £64

2,2'-bithiophene-5-carbonitrile

Price £330

2,5-bis(trimethylstannyl)-thieno[3,2-b]thiophene

From £180

5,5'-bis(trimethylstannyl)-2,2'-bithiophene

From £180

3,3'-Difluoro-5,5'-bis(trimethylstannyl)-2,2'-bithiophene

From £280

2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene

From £260

CDT-EH-Sn

From £400

DTS-EH-Sn

From £400

2,7-Dibromo-9,9-bis[3,3'-(N,N-dimethylamino)-propyl]fluorene

From £170

2,7-Dibromocarbazole

From £60

2-Bromotriphenylene

From £130

2ClIC

From £360

2FIC

From £360

3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

From £260

2HIC, 3-(Dicyanomethylidene)indan-1-one

From £310

3-Hexylthiophene

Price £180

PCE11 Monomer

From £480

BBT-2C6ThBr

From £330

Bromothiophene Benzothiadiazole

From £155

4,7-Dibromo-2,1,3-benzothiadiazole

From £72

4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole

From £210

4H-Cyclopenta[1,2-b:5,4-b']dithiophene

From £170

9,9-Dioctyl-2,7-dibromofluorene

Price £80

2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Price £210

9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

From £220

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione

From £200

BPPTRZ-2Cl

From £130

DFBTA-2ThBr-HD

From £310

DPP-BO-2ThBr

Price £250

DPP-EH-2ThBr

From £250

DPP-HD-2ThBr

From £250

DPPDPy2Br

From £210

EHOThCHO-Br

From £330

EHThCHO-Br

From £200

ICz-Br

From £180

IDTB6-2CHO

From £300

IDTTB6-2CHO

From £380

NDI-2HD-2Br

From £350

NDI-2OD-2Br

From £350

PTRZ-2Cl

From £160

Quinoxaline-2PhO-2Br

Price £370

Thienothiophene, Thieno[3,2-b]thiophene

From £64

Thieno[3,2-b]thiophene-2-carbonitrile

From £130

TTP-TTI-2CHO

From £660

Ethyl 2,5-dibromothiophene-3-carboxylate

From £130

2,5-Dibromo-3-chlorothiophene

From £130

MeHDOQx-DBrDF

From £520

HDOQx-DBrDF

From £520

BT-C14-2Br

From £250

FIC

From £220

Br-BT-CHO

From £200

ClIC

From £220

BrIC

From £220

IDTB6-2Sn

From £350

IDTB6-2Br

From £350

IDTTB6-2Br

From £400

IDTTB6-2Sn

From £260

BT-C12-2Br

From £170

BT-HD-2Br

From £300

DTT, Dithieno[3,2-b:2′,3′-d]thiophene

From £220

5,5'-Dibromo-2,2'-bithiophene

From £76

3,3'-Dibromo-2,2'-bithiophene

From £170

3,6-Dibromothieno[3,2-b]thiophene (TT36)

From £240

3TCN-HD-2Br

From £370

2,3,5,6-Tetrabromothieno[3,2-b]thiophene

From £100

3,3′,5,5′-Tetrabromo-2,2′-bithiophene

From £145

5,5′′-Dibromo-2,2′:5′,2′′-terthiophene

From £120

2,2′:5′,2′′-Terthiophene

From £185

2,6-Dibromodithieno[3,2-b:2′,3′-d]thiophene

From £185

3,4-(2,2-Dimethylpropylenedioxy)thiophene

From £190

2,7-Dibromophenanthrene-9,10-dione

From £170

9,9′-Spirobifluorene

From £155

2,2′,7,7′-Tetrabromo-9,9′-spirobifluorene

From £185

2,7-Dibromo-9,9′-spirobifluorene

From £185

3,7-Dibromodibenzothiophene 5,5-dioxide

From £180

2,8-Dibromodibenzothiophene

From £210

6,6′-Dibromoisoindigo

From £125

2,5-Dihydro-3,6-di-2-thienyl-pyrrolo[3,4-c]pyrrole-1,4-dione

From £210

6,9-bis(5-bromo-4-(2-butyloctyl)thiophen-2-yl)dithieno[3,2-f:2',3'-h]quinoxaline

From £300

N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline

From £140

5,5'-Dibromo-3,3'-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-2,2'-bithiophene

From £240

3,6-Di-tert-butylcarbazole

From £105

3,6-Diphenylcarbazole

From £105

Indolo[3,2-b]carbazole

From £160

10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole

From £175

2-Bromo-9H-carbazole

From £170

3-Bromo-9H-carbazole

From £145

1,4-Dibromonaphthalene

From £195

2-Bromonaphthalene

From £80

2-Bromodibenzothiophene

From £115

1,5-Dibromonaphthalene

From £85

2-Decylthiophene

From £230

2,3-Dibromonaphthalene

From £90

2-Dodecylthiophene

From £230

1,8-Dibromonaphthalene

From £120

Tetrabromothiophene

From £130

9,10-Dibromoanthracene

From £105

2,7-Dibromonaphthalene

From £150

9-Bromoanthracene

From £80

2,6-Dibromonaphthalene

From £185

2-Bromo-6-fluoronaphthalene

From £130

2-Bromoanthracene

From £200

SA4, Volatile Solid Additive, DIO Replacement

From £210

2,5-Dibromo-3,4-dinitrothiophene

From £130

4,4'-Dibromo-2,2'-bipyridine

From £200

4,4'-Dibromo-2,2'-dinitrobiphenyl

From £200

5,5'-dibromo-3,3'-difluoro-2,2'-bithiophene

From £250

2,2′-Bipyridine-4,4′-dicarboxylic acid

£175
From £88

2,6-Dihydroxyanthraquinone

From £140

4,4'-Dimethyl-2,2'-bipyridyl

From £72

2,2′-Bipyridine-4,4′-dicarboxylic acid

£110
From £55

5,5'-Bis(trifluoromethyl)-2,2'-bipyridine

From £210

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

From £115

4-Fluoro-1H-indazole

From £72

2,6-Dibromoanthraquinone

From £110

5,5'-Dimethyl-2,2'-bipyridine

From £110

2-Bromo-5-decylthiophene

From £115

4-(Trifluoromethyl)-2-pyridone

From £72

2-Bromo-5-dodecylthiophene

From £76

5,5'-Dibromo-2,2'-bipyridine

From £115

5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene

From £280

3,3-Difluoroazetidine hydrochloride

Price £170

2-(Difluoromethyl)benzimidazole

From £115

Indolo[2,3-a]carbazole

From £145

3,3'-Bicarbazole

From £200

6-Fluoro-4-chromanone

From £120

2,4,6-Trimethyl-N,N-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline

From £190

5-Bromo-3-fluorosalicylaldehyde

From £110

4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline

From £200

Ethyl (4-fluorobenzoyl)acetate

From £110

2,4,6-Trifluoronitrobenzene

From £74

(5S)-(−)-5-(Trifluoromethyl)-2-pyrrolidinone

From £145

8-Fluoro-4-hydroxy-2-methylquinoline

From £95

6-Chloro-8-fluoroquinoline

From £80

4-Bromo-8-fluoroquinoline

From £135

4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester

From £145

2-(2,4-Difluorophenyl)-5-methylpyridine

From £130

2-(2,4-Difluorophenyl)-5-fluoropyridine

From £105

3,3',4,4'-Benzophenonetetracarboxylic dianhydride (BTDA)

£76
From £38

2,2-Bis[4-(4-aminophenoxy)phenyl]propane (BAPP)

£56
From £28

1,4-Bis(4-aminophenoxy)benzene (TPE-Q)

£76
From £38

4,4'-Oxydiphthalic anhydride (ODPA)

£76
From £38

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP)

£76
From £38

9,9-Bis(4-aminophenyl)fluorene (FDA)

From £100

4,4'-(4,4'-isopropylidenediphenoxy)bis-(phthalic anhydride) (BPADA)

£76
From £76

2,2'-Bis(trifluoromethyl)benzidine (TFMB)

£76
From £76

4,4'-(1,3-Phenylenedioxy)dianiline (TPE-R)

£70
From £70

2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine

£76
From £38

3,4'-Oxydianiline (3,4'-ODA)

£90
From £45

1,2,4,5-cyclohexanetetracarboxylic dianhydride (HPMDA)

£76
From £38

4,4'-Bis(4-aminophenoxy)biphenyl (BAPB)

£76
From £38

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA)

£90
From £90

1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene (6FAPB)

£76
From £38

2,2-Bis[4-(4-aminophenoxy)phenyl]hexafluoropropane (4-BDAF)

£76
From £76

2,2'-Bis(trifluoromethyl)-4,4'-diaminodiphenyl ether (6FODA)

£76
From £76

1,2,3,4-Butanetetracarboxylic dianhydride (BDA)

£110
From £55

Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA)

£110
From £110

4,4'-Bis(3-aminophenoxy)biphenyl (43BAPOBP)

£90
From £90

2,3,3',4'-Biphenyltetracarboxylic dianhydride (a-BPDA)

From £80

Dicyclohexyl-3,4,3',4'-tetracarboxylic dianhydride (HBPDA)

From £100

4-Phenylethynylphthalic anhydride (PEPA)

From £110

4-Bromo-N-(4-bromophenyl)-N-(4-(sec-butyl)phenyl)aniline

From £220

2,2-Bis(3-(3-aminobenzoylamino)-4-hydroxyphenyl)hexafluoropropane (m-6FDAP)

£130
From £130

p-6FDAP

£110
From £110

AB-TFMB

£90
From £90

2-Fluoro-9H-carbazole

From £135

7-Hydroxy-4-(trifluoromethyl)coumarin

From £56

7-(Diethylamino)-4-(trifluoromethyl)coumarin

From £110

2-Furoyltrifluoroacetone

From £100

2-(Trifluoromethyl)thioxanthen-9-one

Price £95

5-(Trifluoromethyl)-2-pyridone

From £100

3-(Trifluoromethyl)-2-pyridone

From £100

1-[2-(Trifluoromethyl)phenyl]imidazole

From £175

4-(Trifluoromethyl)-1H-imidazole

From £165

4-Fluoroindole

From £100

3-(4-Fluorophenyl)-1-isopropylindole

From £100

7-Fluoroindole

From £170

5-Fluoroindole

From £100

6-Fluoroindole

From £80

6-Fluoroindole-2-carboxylic acid

From £105

5-(Trifluoromethoxy)isatin

From £115

5-Fluorooxindole

From £200

5-Fluoroisatin

From £76

Benzyl (3-Fluoro-4-morpholinophenyl)carbamate

From £100

3-Fluoro-4-morpholinoaniline

From £100

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

From £115

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

From £80

1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone

From £90

5-Bromo-2-fluoropyridine

From £105

4,4′-Bis(trifluoromethyl)-2,2′-bipyridine

From £100

2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone

From £100

2,4-Difluorobenzonitrile

From £66

2-Amino-4-fluorophenol

From £56

4-Fluoro-3-nitrobenzoic acid

From £66

3,3-Difluoropyrrolidine hydrochloride

From £110

2-Fluoroadenine

From £90

4-Bromo-2,6-difluoroaniline

From £76

(R)-(−)-3-Fluoropyrrolidine hydrochloride

From £72

5-Fluorosalicylic acid

From £110

Methyl pentafluorobenzoate

From £76

(S)-(+)-3-Fluoropyrrolidine hydrochloride

From £80

N-Boc-trans-4-fluoro-L-proline

From £76

Bis(4-fluorophenyl)methanol

From £105

2-Fluoro-5-nitrobenzonitrile

From £72

2-Bromo-6-fluorobenzaldehyde

From £100

2-Chloro-5-fluoropyrimidine

From £100

3-Fluoro-2-hydroxybenzaldehyde

From £110

2-Bromo-4-fluoropyridine

From £125

6-Fluoronicotinic acid

From £76

3,5-Difluorobenzonitrile

From £65

1-Bis(4-fluorophenyl)methyl piperazine

From £80

2-Fluoro-5-nitrobenzoic acid

From £65

4-Fluorobenzenesulfonamide

From £65

3,4,5-Trifluoroaniline

From £55

4-Fluororesorcinol

From £70

2-Bromo-3′-fluoroacetophenone

From £116

3,4,5-Trifluorobenzoic acid

From £90

N-Boc-4,4-difluoro-L-proline

From £70

2-Fluoro-4-(trifluoromethyl)aniline

From £90

2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile

From £90

4-Fluoro-β-nitrostyrene

From £90

2,2-Difluorocyclopropanecarboxylic acid

From £90

3,3-Difluoropiperidine hydrochloride

From £60

α,α-Difluorophenylacetic acid

From £70

3-Fluoro-4-hydroxybenzaldehyde

From £80

2-Amino-3-fluoropyridine

From £80

3-Fluoro-2-pyridinecarbonitrile

From £70

2-Bromo-4-fluorobenzonitrile

From £80

3′-Fluoro-4′-methoxyacetophenone

Price £90

3-Fluoro-p-anisidine

From £90

2-Amino-6-fluorobenzonitrile

From £90

3-Fluoro-2-methylbenzoic acid

From £90

2-Fluoro-4-nitroaniline

From £70

4-Chloro-3-fluoroaniline

From £50

2,4,5-Trifluorobenzonitrile

From £80

4-Fluoro-2-methylphenol

From £60

2-Amino-5-fluorobenzonitrile

From £80

3-Fluorobenzoic hydrazide

From £100

2-Fluoro-3-methoxybenzaldehyde

From £137