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530-62-1

Basic Information
CAS No.: 530-62-1
Name: 1,1'-Carbonyldiimidazole
Molecular Structure:
Molecular Structure of 530-62-1 (1,1'-Carbonyldiimidazole)
Formula: C7H6N4O
Molecular Weight: 162.15
Synonyms: N,N-Carbonylbis(imidazole);1-Oxomethylenebis(N-imidazole);Diimidazol-1-yl ketone;N, N-Carbonylbis (imidazole);Carbonyl diimidazole;1,1-Carbonylbis-1H-imidazole;1H-Imidazole, 1,1-carbonylbis-;1H-imidazole, 1-(1H-imidazol-1-ylcarbonyl)-;1,1'-Carbonyldiimidazole (CDI);Imidazole, 1,1-carbonyldi- (8CI);Carbonyldiimidazole;N,N'-Carbonyldiimidazole;
EINECS: 208-488-9
Density: 1.39 g/cm3
Melting Point: 117-122 °C(lit.)
Boiling Point: 394.6 °C at 760 mmHg
Flash Point: 192.5 °C
Solubility: Insoluble in water
Appearance: white crystalline powder
Hazard Symbols: CorrosiveC,IrritantXi
Risk Codes: 22-34-36/37/38
Safety: 26-36/37/39-45-37/39-27
Transport Information: UN 3263 8/PG 2
PSA: 52.71000
LogP: 0.59600
Synthetic route
74731-19-4

1-imidazolylcarbonyl chloride

18156-74-6

1-(Trimethylsilyl)imidazole

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
at 20 - 35℃;97.8%
288-32-4

1H-imidazole

68-12-2, 33513-42-7

N,N-dimethyl-formamide

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
With bromobenzene; copper(II) oxide; potassium hydroxide at 110℃; for 5h; Reagent/catalyst; Temperature;96%
32315-10-9

bis(trichloromethyl) carbonate

18156-74-6

1-(Trimethylsilyl)imidazole

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In dichloromethane at 26℃; for 0.5h; Temperature; Inert atmosphere;90.5%
288-32-4

1H-imidazole

503-38-8

trichloromethyl chloroformate

A

1467-16-9

Imidazole hydrochloride

B

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In tetrahydrofuran at 20 - 55℃; for 4h; Product distribution / selectivity;A n/a
B 90%
288-32-4

1H-imidazole

75-44-5

phosgene

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
With sodium hydroxide In water; chlorobenzene88%
In acetone at 45℃; for 1.5h; Product distribution / selectivity;71%
In xylene at 66 - 130℃; for 1.75h; Product distribution / selectivity;70%
288-32-4

1H-imidazole

503-38-8

trichloromethyl chloroformate

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h; Product distribution / selectivity;85%
288-32-4

1H-imidazole

75-44-5

phosgene

methanolic sodium methoxide

methanolic sodium methoxide

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In chlorobenzene84%
In chlorobenzene72.3%
75-44-5

phosgene

18156-74-6

1-(Trimethylsilyl)imidazole

A

74731-19-4

1-imidazolylcarbonyl chloride

B

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
-50 to -40 deg C, then r.t.;A 81%
B 17.2%
-50 to -40 deg C, then r.t.;A 81%
B 17.2%
288-32-4

1H-imidazole

75-44-5

phosgene

A

1467-16-9

Imidazole hydrochloride

B

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In xylene at 66 - 130℃; for 1.45h; Product distribution / selectivity;A n/a
B 70%
In chloroform at 35 - 55℃; for 3.25 - 3.75h; Product distribution / selectivity;A n/a
B 61.9%
In dichloromethane at 35℃; for 3.25h; Product distribution / selectivity;A n/a
B 59.9%
288-32-4

1H-imidazole

67-66-3

chloroform

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
With 2,6-dimethylpyridine; oxygen at 20 - 50℃; for 0.5h; Irradiation;38%
288-32-4

1H-imidazole

32315-10-9

bis(trichloromethyl) carbonate

argon

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In dichloromethane
288-32-4

1H-imidazole

32315-10-9

bis(trichloromethyl) carbonate

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In tetrahydrofuran; dry-tetrahydrofuran
288-32-4

1H-imidazole

75-44-5

phosgene

6309-30-4

tri-n-butylamine hydrochloride

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
Stage #1: tri-n-butylamine hydrochloride With sodium hydroxide In water; xylene pH=12; 40 % aq. NaOH;
Stage #2: 1H-imidazole; phosgene In xylene at 65℃; for 1h; Phosgene was passed over the mixture at 72-83 °ree;C over 30 min; Under Ar;
288-32-4

1H-imidazole

75-44-5

phosgene

Reaxys ID: 19827342

Reaxys ID: 19827342

A

Reaxys ID: 19827340

Reaxys ID: 19827340

B

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
at 60 - 80℃;
288-32-4

1H-imidazole

bisphenol A-polycarbonate

bisphenol A-polycarbonate

B

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
With zinc(II) oxide; tetrabutyl-ammonium chloride In tetrahydrofuran at 100℃; under 760.051 Torr; for 7h; Autoclave; Inert atmosphere;
103-82-2

phenylacetic acid

530-62-1

1,1'-carbonyldiimidazole

55628-82-5

1-(Phenylacetyl)imidazole

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Inert atmosphere;100%
In dichloromethane for 4h; Ambient temperature;94%
In dichloromethane at 20 - 25℃; for 15h;94%
693-23-2

1,12-dodecanedioic acid

530-62-1

1,1'-carbonyldiimidazole

122236-61-7

1,12-Di-imidazol-1-yl-dodecane-1,12-dione

Conditions
ConditionsYield
In neat (no solvent) for 2h;100%
In N,N-dimethyl acetamide at 40℃;
In tetrahydrofuran for 24h; Ambient temperature;
In tetrahydrofuran
331-39-5

caffeic acid

530-62-1

1,1'-carbonyldiimidazole

863107-05-5

caffeic acid imidazolide

Conditions
ConditionsYield
In tetrahydrofuran 1) room temp, 1.5 h, caution: heavy gas production, 2) reflux, 2 h;100%
In N,N-dimethyl-formamide for 2h; Ambient temperature;
38116-61-9

6-Methylpyrid-2-one-3-carboxylic Acid

530-62-1

1,1'-carbonyldiimidazole

88252-29-3

3-(N-imidazolyl-carbonyl)-6-methyl-2-pyridone

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 55℃; for 2.5h;100%
115131-72-1

isopropyl (2S,3S)-3-amino-4-cyclohexyl-2-hydroxybutyrate hydrochloride

530-62-1

1,1'-carbonyldiimidazole

126832-10-8

(4S,5S)-4-(cyclohexylmethyl)-5-(isopropoxycarbonyl)-2-oxazolidinone

Conditions
ConditionsYield
With triethylamine In chloroform for 4h; Ambient temperature;100%
In dichloromethane Yield given;

1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethane-1,2-diol

530-62-1

1,1'-carbonyldiimidazole

122940-88-9, 123049-34-3

4-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-[1,3]dioxolan-2-one

Conditions
ConditionsYield
In benzene Heating;100%
82495-51-0

(2E)-5-(tert-butyldiphenylsilyloxy)-3-methylpent-2-enoic acid

530-62-1

1,1'-carbonyldiimidazole

82495-54-3

(E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-imidazol-1-yl-3-methyl-pent-2-en-1-one

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature;100%
137175-16-7

(1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one

530-62-1

1,1'-carbonyldiimidazole

137175-17-8

C40H54O9Si

Conditions
ConditionsYield
With dmap In dichloromethane 1) 0 deg C, 12.5 h, 2) RT, 1.5 h;100%
76405-12-4

S-tert-butyl hydrogen 4-hydroxy-3,4-dimethyl-1-thioglutarate acetate

530-62-1

1,1'-carbonyldiimidazole

76405-13-5

S-tert-butyl γ-hydroxy-β,γ-dimethyl-δ-oxoimidazole-1-thiovalerate acetate

Conditions
ConditionsYield
In tetrahydrofuran for 3.5h; Ambient temperature;100%
73763-39-0

ADP tributylammonium salt

530-62-1

1,1'-carbonyldiimidazole

86342-06-5

ADP-imidazolate

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 4h; Ambient temperature;100%
143870-63-7

(3R)-(-)-3-hydroxy-2-methylamino-3-phenylpropionitrile hydrochloride

530-62-1

1,1'-carbonyldiimidazole

143771-17-9

(5R)-(+)-4-carbonitrile-3-methyl-5-phenyloxazolidin-2-one

Conditions
ConditionsYield
With triethylamine Ambient temperature;100%
71557-89-6

12-(tert-butyl)dimethylsilyloxydrim-7-ene-9,11-diol

530-62-1

1,1'-carbonyldiimidazole

71557-90-9

9α,11-carbonyldioxy-12-(tert-butyl)dimethyl-silyldrim-7-ene

Conditions
ConditionsYield
In benzene for 0.5h; Heating;100%

C48H80N2O15

530-62-1

1,1'-carbonyldiimidazole

C49H78N2O16

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 60℃;100%

C14H20O8

530-62-1

1,1'-carbonyldiimidazole

148706-58-5

C15H18O9

Conditions
ConditionsYield
In dichloromethane100%
154047-18-4

(1-Allyl-1H-pyrrol-2-yl)-phenyl-methanol

530-62-1

1,1'-carbonyldiimidazole

1-[(1-Allyl-1H-pyrrol-2-yl)-phenyl-methyl]-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 2h; Ambient temperature;100%

[((E)-1-But-2-enyl)-1H-pyrrol-2-yl]-phenyl-methanol

530-62-1

1,1'-carbonyldiimidazole

1-{[((E)-1-But-2-enyl)-1H-pyrrol-2-yl]-phenyl-methyl}-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 2h; Ambient temperature;100%

(4-Phenyl-1H-pyrrol-3-yl)-thiophen-3-yl-methanol

530-62-1

1,1'-carbonyldiimidazole

1-[(4-Phenyl-1H-pyrrol-3-yl)-thiophen-3-yl-methyl]-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 20h; Ambient temperature;100%

(3,5-Dichloro-phenyl)-(1-methyl-1H-pyrrol-2-yl)-methanol

530-62-1

1,1'-carbonyldiimidazole

1-[(3,5-Dichloro-phenyl)-(1-methyl-1H-pyrrol-2-yl)-methyl]-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 2h; Ambient temperature;100%

(3,4-Dichloro-phenyl)-(1-methyl-1H-pyrrol-2-yl)-methanol

530-62-1

1,1'-carbonyldiimidazole

1-[(3,4-Dichloro-phenyl)-(1-methyl-1H-pyrrol-2-yl)-methyl]-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 2h; Ambient temperature;100%
944657-10-7

(2,6-Dichloro-phenyl)-(1-methyl-1H-pyrrol-2-yl)-methanol

530-62-1

1,1'-carbonyldiimidazole

1-[(2,6-Dichloro-phenyl)-(1-methyl-1H-pyrrol-2-yl)-methyl]-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 2h; Ambient temperature;100%
944656-13-7

(2,4-Dichloro-phenyl)-(1-methyl-1H-pyrrol-2-yl)-methanol

530-62-1

1,1'-carbonyldiimidazole

1-[(2,4-Dichloro-phenyl)-(1-methyl-1H-pyrrol-2-yl)-methyl]-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 2h; Ambient temperature;100%

(3,4-Dichloro-phenyl)-(1-propyl-1H-pyrrol-2-yl)-methanol

530-62-1

1,1'-carbonyldiimidazole

1-[(3,4-Dichloro-phenyl)-(1-propyl-1H-pyrrol-2-yl)-methyl]-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 2h; Ambient temperature;100%
156026-71-0

[N-(phenylsulfonyl)-pyrrol-3-yl]-(4-methylphenyl)-methanol

530-62-1

1,1'-carbonyldiimidazole

156026-75-4

1-[(1-Benzenesulfonyl-1H-pyrrol-3-yl)-p-tolyl-methyl]-1H-imidazole

Conditions
ConditionsYield
In acetonitrile for 3h; Ambient temperature;100%
100%
530-62-1

1,1'-carbonyldiimidazole

188443-86-9

(2S,3E)-2-(4-Methoxybenzylthio)-2-methylpent-3-enoic acid

114191-23-0

1-<(2S,3E)-2-(4-Methoxybenzylthio)-2-methylpent-3-enoyl>imidazole

Conditions
ConditionsYield
In tetrahydrofuran for 18h;100%
95%
530-62-1

1,1'-carbonyldiimidazole

75-65-0

tert-butyl alcohol

49761-82-2

tert-butyl 1H-imidazole-1-carboxylate

Conditions
ConditionsYield
potassium hydroxide In toluene at 60℃;100%
In toluene at 20 - 60℃; for 6h; Inert atmosphere;95%
With potassium hydroxide In toluene at 60℃; for 4h;92%
530-62-1

1,1'-carbonyldiimidazole

129056-30-0

1-[(4E,6S,8E,10E,12E)-4,6,12-Trimethyltetradecatetra-4,8,10,12-enoyl]imidazole

Conditions
ConditionsYield
In tetrahydrofuran100%
2393-23-9

4-methoxy-benzylamine

530-62-1

1,1'-carbonyldiimidazole

N-(1H-imidazol-1-ylcarbonyl)-4-methoxybenzylamine

Conditions
ConditionsYield
Stage #1: 4-methoxy-benzylamine With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 0.166667h;
Stage #2: 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 0℃; for 0.116667h;
100%
Stage #1: 4-methoxy-benzylamine With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide for 2h; Inert atmosphere;
98%
Stage #1: 4-methoxy-benzylamine With hydrogenchloride In dichloromethane; isopropyl alcohol
Stage #2: 1,1'-carbonyldiimidazole In dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol at 20℃; for 1.5h;
87%
6117-80-2

1,4-butenediol

530-62-1

1,1'-carbonyldiimidazole

1026530-53-9

1,4-bis<(1-imidazolyl)carbonyloxy>-cis-2-butene

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h; Inert atmosphere;100%
In tetrahydrofuran for 24h; Ambient temperature;85%
In dichloromethane at 20℃; Inert atmosphere;84.7%
79-31-2

isobutyric Acid

530-62-1

1,1'-carbonyldiimidazole

4122-53-6

1-(1H-imidazol-1-yl)-2-methylpropan-1-one

Conditions
ConditionsYield
In tetrahydrofuran100%
In tetrahydrofuran Heating;
In N,N-dimethyl-formamide for 3h; Ambient temperature;
122-97-4

3-Phenyl-1-propanol

530-62-1

1,1'-carbonyldiimidazole

170895-01-9

1-(3-phenylpropoxycarbonyl)-1H-imidazole

Conditions
ConditionsYield
In dichloromethane for 1h; Ambient temperature;100%
In tetrahydrofuran at 23℃; for 14h;93%
In dichloromethane at 20℃;
Stage #1: 3-Phenyl-1-propanol; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Molecular sieve;
Stage #2: With Pyridine hydrobromide In dichloromethane Solvent; Reagent/catalyst; Reflux; Molecular sieve;
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    1,1-carbonyldiimidazole

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    CAS:530-62-1 1,1'-Carbonyldiimidazole

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    1,1'-Carbonyldiimidazole 530-62-1 Molecular Weight 162.15 CAS Registry Number 530-62-1 1,1'-Carbonyldiimidazole 1,1'-Carbonyldiimidazole Molecular Formula C7H6N4O Molecular Weight 162.15 CAS Registry Number 530-

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    530-62-1

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    530-62-1

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    530-62-1

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    530-62-1

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    530-62-1

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    530-62-1

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    530-62-1

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    530-62-1

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    530-62-1

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    MSDS/COA Download

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  • Casno:

    530-62-1

    MSDS/COA Download

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    530-62-1

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    530-62-1

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    530-62-1

    1,1'-Carbonyldiimidazole 530-62-1

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    CAS RN.: 530-62-1 EINECS: 208-488-9 Molecular Weight:

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    530-62-1

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    530-62-1

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    530-62-1

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  • N, N'-carbonyldiimidazole

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    530-62-1

    N, N'-carbonyldiimidazole

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  • Ht--408 Carbonyldiimidazole (CDI)

  • Casno:

    530-62-1

    Ht--408 Carbonyldiimidazole (CDI)

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Specification

1,1'-Carbonyldiimidazole, its cas register number is 530-62-1. It also can be called 1-Oxomethylenebis(N-imidazole); Carbonyl diimidazole; Diimidazol-1-yl ketone; N,N'-Carbonylbis(imidazole); 1,1'-Carbonylbis-1H-imidazole; 1H-Imidazole, 1,1'-carbonylbis-; Imidazole, 1,1'-carbonyldi- (8CI); Methanone, di-1H-imidazol-1-yl-. It is a white crystalline powder.The product categories is Amide; blocks; BuildingBlocks; Imidazoles; Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines; Peptide Coupling Reagents; Biochemistry; Condensation & Active Esterification; Coupling Reactions (Peptide Synthesis); Peptide Synthesis; Synthetic Organic Chemistry. It is often used for the coupling of amino acids for peptide synthesis and as a reagent in organic synthesis.

Physical properties about 1,1'-Carbonyldiimidazole are: (1)ACD/LogP: -0.657; (2)ACD/LogD (pH 5.5): -0.66; (3)ACD/LogD (pH 7.4): -0.66; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 10.43; (7)ACD/KOC (pH 7.4): 10.46; (8)#H bond acceptors: 5; (9)Index of Refraction: 1.691; (10)Molar Refractivity: 44.576 cm3; (11)Molar Volume: 116.453 cm3; (12)Polarizability: 17.671 10-24cm3; (13)Surface Tension: 63.2849998474121 dyne/cm; (14)Density: 1.392 g/cm3; (15)Flash Point: 192.47 °C; (16)Enthalpy of Vaporization: 64.469 kJ/mol; (17)Boiling Point: 394.638 °C at 760 mmHg

Preparation of 1,1'-Carbonyldiimidazole: 1,1'-Carbonyldiimidazole can be prepared straightforwardly by the reaction of phosgene with four equivalents of imidazole under anhydrous conditions. Removal of the side product, imidazolium chloride, and solvent results in the crystalline product in ~90% yield. 4 C3H4N2 + C(O)Cl2 → (C3H3N2)2CO + 2 [C3H3N2H2]Cl

Uses of 1,1'-Carbonyldiimidazole: 1,1'-Carbonyldiimidazole is often used for the coupling of amino acids for peptide synthesis and as a reagent in organic synthesis.Also it is used as a pharmaceutical intermediates.

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H;
(2)InChIKey=PFKFTWBEEFSNDU-UHFFFAOYSA-N;
(3)Smilesc1nccn1C(=O)n1cncc1;