accessibility menu, dialog, popup

UserName
Viewing profile as user:

Benzenoids

Organic compounds that are derived from or have a benzene group in their molecular structure. Benzene is an aromatic organic molecule composed of 6 carbon atoms and 6 hydrogen atoms that form a ring. Includes derivatives and substituted molecules.
Benzene and substituted derivatives (67,621)
Phenols (13,427)
Naphthalenes (5,064)
Fluorenes (1,235)
Unsubstituted Phenols (1,165)
Thiophenols (617)
Phenol esters (557)
Anthracenes (412)
Phenanthrenes and derivatives (327)
Tetralins (327)
Indanes (313)
Triphenyl compounds (277)
Pyrenes (229)
Dibenzocycloheptenes (62)
Naphthacenes (36)
Ellagic acids and derivatives (33)
Pentacenes (19)
Pentacenequinones (16)
Acenaphthylenes (15)
Perylenequinones (8)
1-hydroxylamino 2-unsubstituted benzenoids (6)

Filtered Search Results

Products from some of our suppliers do not display in filtered search results. Please clear all filters to see these products.

Narrow Results

Narrow Results

category

special offers

  • (3)
  • (7)
  • (2)

brands

  • (2)
  • (3)
  • (1)
  • (1)
  • (7)
  • (711)
  • (7)
  • (6)
  • (1)
  • (1)
  • (1)
  • (5)
  • (555)
  • (1)
  • (11)
  • (8)
  • (3)
  • (3)
  • (5)
  • (242)
  • (1,364)
  • (3)
  • (7)
  • (3)
  • (2)
  • (143)
  • (1,333)
  • (6)
  • (4)
  • (3)
  • (3)
  • (18)
  • (12)
  • (1)
  • (1)
  • (4)
  • (77)
  • (1)
  • (5)
  • (46)
  • (3)
  • (6)
  • (1)
  • (1)
  • (13)
  • (1)
  • (2)
  • (1)
  • (402)
  • (2)
  • (703)
  • (546)
  • (7)
  • (549)
  • (6)
  • (3)
  • (3)
  • (6,677)
  • (1)
  • (1)
  • (1)
  • (14)
  • (1)
  • (2)
  • (3)
  • (52)
  • (7)
  • (38)
  • (3)
  • (1)
  • (2)
  • (89)
  • (19)
  • (1)
  • (32)
  • (20)
  • (55)
  • (56)
  • (1)
  • (2)
  • (2)
  • (10)
  • (7)
  • (7)
  • (1)
  • (1)
  • (3)
  • (10)
  • (27)
  • (7)
  • (1)
  • (8)
  • (15)
  • (1)
  • (1)
  • (1)
  • (291)
  • (3)
  • (1)
  • (456)
  • (1)
  • (18)
  • (20,749)
  • (1)
  • (1)
  • (2)
  • (14)
  • (66)
  • (1)
  • (1)
  • (1)
  • (2)
  • (1)
  • (1)
  • (1)
  • (77)
  • (1)
  • (1)
  • (34)
  • (1)
  • (6)
  • (34)
  • (5)
  • (8)
  • (2)
  • (1,565)
  • (1,772)
  • (4,198)
  • (3)
  • (3)
  • (556)
  • (3)
  • (1)
  • (101)
  • (2)
  • (10,844)
  • (33)
  • (1)
  • (14)
  • (2)
  • (13,877)
  • (4)
  • (111)
  • (14)
  • (1)
  • (1)
  • (1)
  • (2)
  • (14,798)

special interests

  • (2)
  • (52)
  • (254)
  • (25)
  • (33,678)

Quantity

  • (3)
  • (2)
  • (1)
  • (12)
  • (1)
  • (15)
  • (1)
Show all

Molecular Weight (g/mol)

  • (5)
  • (2)
  • (3)
  • (2)
  • (4)
  • (1)
  • (1)
Show all

Percent Purity

  • (2)
  • (1)
  • (4)
  • (2)
  • (2)
  • (1)
  • (2)
Show all

Physical Form

  • (2)
  • (3)
  • (4)
  • (4)
  • (2)
  • (4)
  • (3)
Show all

Boiling Point

  • (2)
  • (4)
  • (4)
  • (3)
  • (8)
  • (3)
  • (3)
Show all

Grade

  • (77)
  • (38)
  • (7)
  • (4)
  • (4)
  • (2)
  • (11)
Show all

Product Line

  • (56)
  • (5)
  • (11)

Search Within Results
Keyword Search:
10,246 – 10,260 of 78,439 results
10,246

2,6-Dimethylhydroquinone 98.0+%, TCI America™

CAS: 654-42-2 Molecular Formula: C8H10O2 Molecular Weight (g/mol): 138.17 MDL Number: MFCD00016466 InChI Key: SGWZVZZVXOJRAQ-UHFFFAOYSA-N Synonym: 2,5-Dihydroxy-m-xylene PubChem CID: 69560 IUPAC Name: 2,6-dimethylbenzene-1,4-diol SMILES: CC1=CC(O)=CC(C)=C1O

PubChem CID 69560
CAS 654-42-2
Molecular Weight (g/mol) 138.17
MDL Number MFCD00016466
SMILES CC1=CC(O)=CC(C)=C1O
Synonym 2,5-Dihydroxy-m-xylene
IUPAC Name 2,6-dimethylbenzene-1,4-diol
InChI Key SGWZVZZVXOJRAQ-UHFFFAOYSA-N
Molecular Formula C8H10O2
10,247

Gnetol 97.0+%, TCI America™

CAS: 86361-55-9 Molecular Formula: C14H12O4 Molecular Weight (g/mol): 244.246 MDL Number: MFCD12405548 InChI Key: DQULNTWGBBNZSC-SNAWJCMRSA-N Synonym: 2,3′C,5′C,6-Tetrahydroxy-trans-stilbene PubChem CID: 45382232 IUPAC Name: 2-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol SMILES: C1=CC(=C(C(=C1)O)C=CC2=CC(=CC(=C2)O)O)O

PubChem CID 45382232
CAS 86361-55-9
Molecular Weight (g/mol) 244.246
MDL Number MFCD12405548
SMILES C1=CC(=C(C(=C1)O)C=CC2=CC(=CC(=C2)O)O)O
Synonym 2,3′C,5′C,6-Tetrahydroxy-trans-stilbene
IUPAC Name 2-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol
InChI Key DQULNTWGBBNZSC-SNAWJCMRSA-N
Molecular Formula C14H12O4
10,248

Methyl 2,5-Dihydroxycinnamate 96.0+%, TCI America™

CAS: 63177-57-1 Molecular Formula: C10H10O4 Molecular Weight (g/mol): 194.19 MDL Number: MFCD00132932 InChI Key: BQCNSTFWSKOWMA-GORDUTHDSA-N Synonym: methyl 2,5-dihydroxycinnamate,erbstatin analog,methyl 3-2,5-dihydroxyphenyl acrylate,2,5-dihydroxycinnamic acid methyl ester,2,4-dihydroxymethylcinnamate,2,5-dihydroxymethylcinnamate,chembl17329,methyl 3-2,5-dihydroxyphenyl-2-propenoate,methyl 2e-3-2,5-dihydroxyphenyl prop-2-enoate,2-propenoic acid, 3-2,5-dihydroxyphenyl-, methyl ester PubChem CID: 5353609 ChEBI: CHEBI:84089 IUPAC Name: methyl (2E)-3-(2,5-dihydroxyphenyl)prop-2-enoate SMILES: COC(=O)\C=C\C1=CC(O)=CC=C1O

PubChem CID 5353609
CAS 63177-57-1
Molecular Weight (g/mol) 194.19
ChEBI CHEBI:84089
MDL Number MFCD00132932
SMILES COC(=O)\C=C\C1=CC(O)=CC=C1O
Synonym methyl 2,5-dihydroxycinnamate,erbstatin analog,methyl 3-2,5-dihydroxyphenyl acrylate,2,5-dihydroxycinnamic acid methyl ester,2,4-dihydroxymethylcinnamate,2,5-dihydroxymethylcinnamate,chembl17329,methyl 3-2,5-dihydroxyphenyl-2-propenoate,methyl 2e-3-2,5-dihydroxyphenyl prop-2-enoate,2-propenoic acid, 3-2,5-dihydroxyphenyl-, methyl ester
IUPAC Name methyl (2E)-3-(2,5-dihydroxyphenyl)prop-2-enoate
InChI Key BQCNSTFWSKOWMA-GORDUTHDSA-N
Molecular Formula C10H10O4
10,249

4-Bromo-3,5-dihydroxybenzoic Acid 97.0+%, TCI America™

CAS: 16534-12-6 Molecular Formula: C7H5BrO4 Molecular Weight (g/mol): 233.017 MDL Number: MFCD00002513 InChI Key: NUTRHYYFCDEALP-UHFFFAOYSA-N Synonym: benzoic acid, 4-bromo-3,5-dihydroxy,4-bromo-3,5-resorcylic acid,4-bromo-alpha-resorcylic acid,4-bromo-3,5-dihydroxybenzic acid,.alpha.-resorcylic acid, 4-bromo,4-bromo-3,5-dihydroxy-benzoic acid,alpha-resorcylic acid, 4-bromo,pubchem8196,acmc-209dsh,ksc177s3r PubChem CID: 86023 IUPAC Name: 4-bromo-3,5-dihydroxybenzoic acid SMILES: C1=C(C=C(C(=C1O)Br)O)C(=O)O

PubChem CID 86023
CAS 16534-12-6
Molecular Weight (g/mol) 233.017
MDL Number MFCD00002513
SMILES C1=C(C=C(C(=C1O)Br)O)C(=O)O
Synonym benzoic acid, 4-bromo-3,5-dihydroxy,4-bromo-3,5-resorcylic acid,4-bromo-alpha-resorcylic acid,4-bromo-3,5-dihydroxybenzic acid,.alpha.-resorcylic acid, 4-bromo,4-bromo-3,5-dihydroxy-benzoic acid,alpha-resorcylic acid, 4-bromo,pubchem8196,acmc-209dsh,ksc177s3r
IUPAC Name 4-bromo-3,5-dihydroxybenzoic acid
InChI Key NUTRHYYFCDEALP-UHFFFAOYSA-N
Molecular Formula C7H5BrO4
10,250

2,4,6-Tribromoresorcinol 98.0+%, TCI America™

CAS: 2437-49-2 Molecular Formula: C6H3Br3O2 Molecular Weight (g/mol): 346.8 MDL Number: MFCD00009717 InChI Key: YADZSMVDNYXOOB-UHFFFAOYSA-N Synonym: 2,4,6-tribromoresorcinol,resorcinol, 2,4,6-tribromo,1,3-benzenediol, 2,4,6-tribromo,2,6-tribromoresorcinol,acmc-209gbn,2,4,6-tribromresorcin,2,4,6-tribromoresorcino,resorcinol,4,6-tribromo,1, 2,4,6-tribromo,4-06-00-05688 beilstein handbook reference PubChem CID: 17094 IUPAC Name: 2,4,6-tribromobenzene-1,3-diol SMILES: C1=C(C(=C(C(=C1Br)O)Br)O)Br

PubChem CID 17094
CAS 2437-49-2
Molecular Weight (g/mol) 346.8
MDL Number MFCD00009717
SMILES C1=C(C(=C(C(=C1Br)O)Br)O)Br
Synonym 2,4,6-tribromoresorcinol,resorcinol, 2,4,6-tribromo,1,3-benzenediol, 2,4,6-tribromo,2,6-tribromoresorcinol,acmc-209gbn,2,4,6-tribromresorcin,2,4,6-tribromoresorcino,resorcinol,4,6-tribromo,1, 2,4,6-tribromo,4-06-00-05688 beilstein handbook reference
IUPAC Name 2,4,6-tribromobenzene-1,3-diol
InChI Key YADZSMVDNYXOOB-UHFFFAOYSA-N
Molecular Formula C6H3Br3O2
10,251

DL-3,4-Dihydroxymandelic Acid 98.0+%, TCI America™

CAS: 775-01-9 Molecular Formula: C8H8O5 Molecular Weight (g/mol): 184.147 MDL Number: MFCD00004231 InChI Key: RGHMISIYKIHAJW-UHFFFAOYSA-N PubChem CID: 85782 ChEBI: CHEBI:27637 IUPAC Name: 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid SMILES: C1=CC(=C(C=C1C(C(=O)O)O)O)O

PubChem CID 85782
CAS 775-01-9
Molecular Weight (g/mol) 184.147
ChEBI CHEBI:27637
MDL Number MFCD00004231
SMILES C1=CC(=C(C=C1C(C(=O)O)O)O)O
IUPAC Name 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid
InChI Key RGHMISIYKIHAJW-UHFFFAOYSA-N
Molecular Formula C8H8O5
10,252

Methyl 3,4-Dihydroxyphenylacetate 98.0+%, TCI America™

CAS: 25379-88-8 Molecular Formula: C9H10O4 Molecular Weight (g/mol): 182.18 MDL Number: MFCD00583539 InChI Key: UGFILLIGHGZLHE-UHFFFAOYSA-N Synonym: Catechol-4-acetic Acid Methyl Ester, 3,4-Dihydroxyphenylacetic Acid Methyl Ester, Homoprotocatechuic Acid Methyl Ester, Pyrocatechol-4-acetic Acid Methyl Ester PubChem CID: 11008556 IUPAC Name: methyl 2-(3,4-dihydroxyphenyl)acetate SMILES: COC(=O)CC1=CC(O)=C(O)C=C1

PubChem CID 11008556
CAS 25379-88-8
Molecular Weight (g/mol) 182.18
MDL Number MFCD00583539
SMILES COC(=O)CC1=CC(O)=C(O)C=C1
Synonym Catechol-4-acetic Acid Methyl Ester, 3,4-Dihydroxyphenylacetic Acid Methyl Ester, Homoprotocatechuic Acid Methyl Ester, Pyrocatechol-4-acetic Acid Methyl Ester
IUPAC Name methyl 2-(3,4-dihydroxyphenyl)acetate
InChI Key UGFILLIGHGZLHE-UHFFFAOYSA-N
Molecular Formula C9H10O4
10,253

Tetramethylhydroquinone 95.0+%, TCI America™

CAS: 527-18-4 Molecular Formula: C10H14O2 Molecular Weight (g/mol): 166.22 MDL Number: MFCD00045781 InChI Key: SUNVJLYYDZCIIK-UHFFFAOYSA-N Synonym: Dihydroxydurene, Durohydroquinone, 1,4-Dihydroxy-2,3,5,6-tetramethylbenzene, 2,3,5,6-Tetramethyl-1,4-benzenediol PubChem CID: 136346 IUPAC Name: 2,3,5,6-tetramethylbenzene-1,4-diol SMILES: CC1=C(C(=C(C(=C1O)C)C)O)C

PubChem CID 136346
CAS 527-18-4
Molecular Weight (g/mol) 166.22
MDL Number MFCD00045781
SMILES CC1=C(C(=C(C(=C1O)C)C)O)C
Synonym Dihydroxydurene, Durohydroquinone, 1,4-Dihydroxy-2,3,5,6-tetramethylbenzene, 2,3,5,6-Tetramethyl-1,4-benzenediol
IUPAC Name 2,3,5,6-tetramethylbenzene-1,4-diol
InChI Key SUNVJLYYDZCIIK-UHFFFAOYSA-N
Molecular Formula C10H14O2
10,254

4-Hexylresorcinol 98.0+%, TCI America™

CAS: 136-77-6 Molecular Formula: C12H18O2 Molecular Weight (g/mol): 194.27 MDL Number: MFCD00002284 InChI Key: WFJIVOKAWHGMBH-UHFFFAOYSA-N Synonym: hexylresorcinol,4-hexylresorcinol,antascarin,ascaricid,ascarinol,4-n-hexylresorcinol,oxana,p-hexylresorcinol,adrover,caprokol PubChem CID: 3610 IUPAC Name: 4-hexylbenzene-1,3-diol SMILES: CCCCCCC1=CC=C(O)C=C1O

PubChem CID 3610
CAS 136-77-6
Molecular Weight (g/mol) 194.27
MDL Number MFCD00002284
SMILES CCCCCCC1=CC=C(O)C=C1O
Synonym hexylresorcinol,4-hexylresorcinol,antascarin,ascaricid,ascarinol,4-n-hexylresorcinol,oxana,p-hexylresorcinol,adrover,caprokol
IUPAC Name 4-hexylbenzene-1,3-diol
InChI Key WFJIVOKAWHGMBH-UHFFFAOYSA-N
Molecular Formula C12H18O2
10,255

L-Adrenaline 98.0+%, TCI America™

CAS: 51-43-4 Molecular Formula: C9H13NO3 Molecular Weight (g/mol): 183.207 MDL Number: MFCD00002204 InChI Key: UCTWMZQNUQWSLP-VIFPVBQESA-N Synonym: epinephrine,l-adrenaline,adrenaline,l-epinephrine,adrenalin,levoepinephrine,epinefrina,--adrenaline,adnephrine,chelafrin PubChem CID: 5816 ChEBI: CHEBI:28918 IUPAC Name: 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol SMILES: CNCC(C1=CC(=C(C=C1)O)O)O

PubChem CID 5816
CAS 51-43-4
Molecular Weight (g/mol) 183.207
ChEBI CHEBI:28918
MDL Number MFCD00002204
SMILES CNCC(C1=CC(=C(C=C1)O)O)O
Synonym epinephrine,l-adrenaline,adrenaline,l-epinephrine,adrenalin,levoepinephrine,epinefrina,--adrenaline,adnephrine,chelafrin
IUPAC Name 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
InChI Key UCTWMZQNUQWSLP-VIFPVBQESA-N
Molecular Formula C9H13NO3
10,256

Etamsylate 98.0+%, TCI America™

CAS: 2624-44-4 Molecular Formula: C10H17NO5S Molecular Weight (g/mol): 263.308 MDL Number: MFCD00867499 InChI Key: HBGOLJKPSFNJSD-UHFFFAOYSA-N Synonym: Diethylamine 2,5-Dihydroxybenzenesulfonate PubChem CID: 17506 IUPAC Name: 2,5-dihydroxybenzenesulfonic acid;N-ethylethanamine SMILES: CCNCC.C1=CC(=C(C=C1O)S(=O)(=O)O)O

PubChem CID 17506
CAS 2624-44-4
Molecular Weight (g/mol) 263.308
MDL Number MFCD00867499
SMILES CCNCC.C1=CC(=C(C=C1O)S(=O)(=O)O)O
Synonym Diethylamine 2,5-Dihydroxybenzenesulfonate
IUPAC Name 2,5-dihydroxybenzenesulfonic acid;N-ethylethanamine
InChI Key HBGOLJKPSFNJSD-UHFFFAOYSA-N
Molecular Formula C10H17NO5S
10,257

Potassium Hydroquinonesulfonate 98.0+%, TCI America™

CAS: 21799-87-1 Molecular Formula: C6H5KO5S Molecular Weight (g/mol): 228.259 MDL Number: MFCD00007475 InChI Key: VKDSBABHIXQFKH-UHFFFAOYSA-M PubChem CID: 23672329 IUPAC Name: potassium;2,5-dihydroxybenzenesulfonate SMILES: C1=CC(=C(C=C1O)S(=O)(=O)[O-])O.[K+]

PubChem CID 23672329
CAS 21799-87-1
Molecular Weight (g/mol) 228.259
MDL Number MFCD00007475
SMILES C1=CC(=C(C=C1O)S(=O)(=O)[O-])O.[K+]
IUPAC Name potassium;2,5-dihydroxybenzenesulfonate
InChI Key VKDSBABHIXQFKH-UHFFFAOYSA-M
Molecular Formula C6H5KO5S
10,258

Methyl 3-Bromo-4-methylbenzoate 98.0+%, TCI America™

CAS: 104901-43-1 Molecular Formula: C9H9BrO2 Molecular Weight (g/mol): 229.073 MDL Number: MFCD00144769 InChI Key: MASRAGFWFYHMFI-UHFFFAOYSA-N Synonym: 3-bromo-4-methylbenzoic acid methyl ester,methyl 3-bromo-p-toluate,methyl3-bromo-4-methylbenzoate,benzoic acid, 3-bromo-4-methyl-, methyl ester,3-bromo-p-toluic acid methyl ester,3-bromo-4-methyl methyl benzoate,3-bromo-4-methyl-benzoic acid methyl ester,pubchem3967,acmc-2098dw,methyl 3-bromo4-methylbenzoate PubChem CID: 7015747 IUPAC Name: methyl 3-bromo-4-methylbenzoate SMILES: CC1=C(C=C(C=C1)C(=O)OC)Br

PubChem CID 7015747
CAS 104901-43-1
Molecular Weight (g/mol) 229.073
MDL Number MFCD00144769
SMILES CC1=C(C=C(C=C1)C(=O)OC)Br
Synonym 3-bromo-4-methylbenzoic acid methyl ester,methyl 3-bromo-p-toluate,methyl3-bromo-4-methylbenzoate,benzoic acid, 3-bromo-4-methyl-, methyl ester,3-bromo-p-toluic acid methyl ester,3-bromo-4-methyl methyl benzoate,3-bromo-4-methyl-benzoic acid methyl ester,pubchem3967,acmc-2098dw,methyl 3-bromo4-methylbenzoate
IUPAC Name methyl 3-bromo-4-methylbenzoate
InChI Key MASRAGFWFYHMFI-UHFFFAOYSA-N
Molecular Formula C9H9BrO2
10,259

Methyl 2-Iodobenzoate 98.0+%, TCI America™

CAS: 610-97-9 Molecular Formula: C8H7IO2 Molecular Weight (g/mol): 262.046 MDL Number: MFCD00016351 InChI Key: BXXLTVBTDZXPTN-UHFFFAOYSA-N Synonym: 2-iodobenzoic acid methyl ester,methyl o-iodobenzoate,methyl-2-iodobenzoate,benzoic acid, 2-iodo-, methyl ester,2-iodo-benzoic acid methyl ester,methyl2-iodobenzoate,benzoic acid, o-iodo-, methyl ester,methyl 2-iodo-benzoate,pubchem10568,acmc-209mp0 PubChem CID: 69132 IUPAC Name: methyl 2-iodobenzoate SMILES: COC(=O)C1=CC=CC=C1I

PubChem CID 69132
CAS 610-97-9
Molecular Weight (g/mol) 262.046
MDL Number MFCD00016351
SMILES COC(=O)C1=CC=CC=C1I
Synonym 2-iodobenzoic acid methyl ester,methyl o-iodobenzoate,methyl-2-iodobenzoate,benzoic acid, 2-iodo-, methyl ester,2-iodo-benzoic acid methyl ester,methyl2-iodobenzoate,benzoic acid, o-iodo-, methyl ester,methyl 2-iodo-benzoate,pubchem10568,acmc-209mp0
IUPAC Name methyl 2-iodobenzoate
InChI Key BXXLTVBTDZXPTN-UHFFFAOYSA-N
Molecular Formula C8H7IO2
10,260

2,3,4-Trifluorobenzoic Acid 98.0+%, TCI America™

CAS: 61079-72-9 Molecular Formula: C7H3F3O2 Molecular Weight (g/mol): 176.09 MDL Number: MFCD00061232 InChI Key: WEPXLRANFJEOFZ-UHFFFAOYSA-N Synonym: 2,3,4-trifluorobenzoicacid,pubchem1345,acmc-209mos,ksc354m6t,2,3 4-trifluorobenzoic acid,2,3,4-trifluoro-benzoic acid,rarechem al bo 0257,timtec-bb sbb006557,attercop-chm at111721,buttpark 30\01-45 PubChem CID: 302932 IUPAC Name: 2,3,4-trifluorobenzoic acid SMILES: OC(=O)C1=CC=C(F)C(F)=C1F

PubChem CID 302932
CAS 61079-72-9
Molecular Weight (g/mol) 176.09
MDL Number MFCD00061232
SMILES OC(=O)C1=CC=C(F)C(F)=C1F
Synonym 2,3,4-trifluorobenzoicacid,pubchem1345,acmc-209mos,ksc354m6t,2,3 4-trifluorobenzoic acid,2,3,4-trifluoro-benzoic acid,rarechem al bo 0257,timtec-bb sbb006557,attercop-chm at111721,buttpark 30\01-45
IUPAC Name 2,3,4-trifluorobenzoic acid
InChI Key WEPXLRANFJEOFZ-UHFFFAOYSA-N
Molecular Formula C7H3F3O2