1,5-Diiodopentane supplier

Name
1,5-Diiodopentane
EINECS 211-054-1
CAS No. 628-77-3
Article Data30
CAS DataBase
Density 2.177
Solubility insoluble in water
Melting Point 9°C
Formula C5H10 I2
Boiling Point 101-102 ºC (3 mmHg),264.3 °C at 760 mmHg
Molecular Weight 323.943
Flash Point 123.7 °C
Transport Information
Appearance clear light yellow to orange liquid
Safety 37/39-26
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols
Synonyms 1,5-Diiodopentane;NSC 9457; Pentamethylene diiodide; a,w-Diiodopentane
PSA 0.00000
LogP 3.02670

Synthetic route

: 111-29-5
1 ,5-pentanediol

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With iodine In dichloromethane at 20℃; for 1h; Temperature; Solvent;	95%
With trimethylsilylphosphate; sodium iodide for 10h; Ambient temperature;	92%
With phosphorus; iodine
(i) P2I4, CS2, (ii) K2CO3; Multistep reaction;

: {η5-(C5H5)Ru(CO)2}{μ-(CH2)5}

A: iodo(cyclopentadienyl)dicarbonylruthenium(II)

B: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With iodine In tetrahydrofuran under N2, stirred at room temp. for 10 min; solvent removed under reduced pressure, residue dissolved (CH2Cl2), chromy. (alumina, hexane, CH2Cl2);	A 86% B >90

: 142-68-7
TETRAHYDROPYRANE

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With O-phenyl phosphorodichloridate; sodium iodide for 24h; Heating;	83%
With N,N-diethyl-1,1,1-trimethylsilanamine; methyl iodide In toluene at 80 - 90℃; for 48h; Ring cleavage; iodination; diiodation; diiodination;	33%
With boron trifluoride diethyl etherate; sodium iodide Reflux; Green chemistry;	30%
With water; hydrogen iodide
With trimethylsilyl iodide

: 142-68-7
TETRAHYDROPYRANE

: triiododipropylphosphorane

A: 628-77-3
1,5-diiodopentane

B: (5-iodopentyl) dipropylphosphinate

Conditions

Conditions	Yield
for 16h; Heating;	A n/a B 80%

...Expand

: 111-29-5
1 ,5-pentanediol

A: 628-77-3
1,5-diiodopentane

B: 67133-88-4
5-iodo-1-pentanol

C: C10H21I2O3P

Conditions

Conditions	Yield
With diphosphorous tetraiodide In carbon disulfide for 4h; Ambient temperature;	A 25% B 50% C 2%

...Expand

: 1,1-bis-(1,1,2-trimethyl-allylperoxy)-cyclohexane

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With triethyl borane; oxygen; ethyl iodoacetae In hexane; cyclohexane Ambient temperature;	40%

: 111-24-0
1,5-dibromo-pentane

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With acetone; sodium iodide
With methanol; sodium iodide
With sodium iodide In N,N-dimethyl-formamide for 0.333333h; Heating;

: 628-76-2
1,5-dichloropentane

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With acetone; sodium iodide

: 40339-96-6
1,5-diphenoxypentane

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With hydrogen iodide at 130 - 140℃;

: 6581-66-4
2-methoxytetrahydropyran

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With diiodosilane In chloroform-d1 for 12h; Ambient temperature; 3 equiv DIS;	100 % Spectr.

: 2374-22-3
pentane-1,5-diyl dimethanesulfonate

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
With sodium iodide In acetone at 70℃; for 0.333333h;

: 111-24-0
1,5-dibromo-pentane

: 67-64-1
acetone

sodium iodide: sodium iodide

: 628-77-3
1,5-diiodopentane

...Expand

: 628-76-2
1,5-dichloropentane

: 67-64-1
acetone

sodium iodide: sodium iodide

A: 628-77-3
1,5-diiodopentane

B: 60274-60-4
1-chloro-5-iodopentane

...Expand

: 40339-96-6
1,5-diphenoxypentane

: 10034-85-2
hydrogen iodide

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
at 130 - 140℃;

: 7553-56-2
iodine

: pentanediyldimercury (2+); iodide

: 71-43-2
benzene

A: 628-77-3
1,5-diiodopentane

B HgI2: HgI2

...Expand

: 859950-14-4
Hg,Hg'-diphenyl-Hg,Hg'-pentanediyl-di-mercury

: 7553-56-2
iodine

: 71-43-2
benzene

A: 591-50-4
iodobenzene

B: 628-77-3
1,5-diiodopentane

C mercury iodide: mercury iodide

Conditions

Conditions	Yield
bei laengerem Kochen;

...Expand

: 111-29-5
1 ,5-pentanediol

tetraacetyl silicate: tetraacetyl silicate

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 9 percent / pyridine; CH2Cl2 / 25 °C 2: NaI / acetone / 0.33 h / 70 °C View Scheme

: 110-94-1
1,5-pentanedioic acid

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated sulfuric acid 2: sodium; alcohol 3: red phosphorus; iodine View Scheme

: 818-38-2
Diethyl glutarate

: 628-77-3
1,5-diiodopentane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium; alcohol 2: red phosphorus; iodine View Scheme

: 54512-75-3
1-bromo-5-chloropentane

: 1224161-11-8
(R)-7-methylnonyl chloride

A: 628-77-3
1,5-diiodopentane

B: 1224161-12-9
(R)-7-methylnonyl iodide

Conditions

Conditions	Yield
With sodium iodide In N,N-dimethyl-formamide for 10h; Reflux;

...Expand

: 628-77-3
1,5-diiodopentane

: (S,E)-(2-(((tert-butyldimethylsilyl)oxy)methyl)-4-ethylidenepyrrolidin-1-yl)(4-hydroxy-5methoxy-2-nitrophenyl)methanone

: ((pentane-1,5-diylbis(oxy))bis(5-methoxy-2-nitro-4,1-phenylene))bis(((S,E)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-ethylidenepyrrolidin-1-yl)methanone)

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone at 45 - 60℃;	100%

: 628-77-3
1,5-diiodopentane

: 492-41-1
(1R,2S)-norephedrine

: 133576-76-8
(1R,2S)-1-phenyl-2-piperidinopropanol

Conditions

Conditions	Yield
With potassium carbonate In ethanol	99%

: 628-77-3
1,5-diiodopentane

: 41841-16-1
(4-bromo-phenyl)-acetic acid methyl ester

: 1236357-63-3
methyl 1-(4-bromophenyl)cyclohexanecarboxylate

Conditions

Conditions	Yield
Stage #1: (4-bromo-phenyl)-acetic acid methyl ester With sodium hydride In tetrahydrofuran at 35℃; for 2h; Inert atmosphere; Stage #2: 1,5-diiodopentane In tetrahydrofuran at 20 - 35℃; Inert atmosphere;	99%
Stage #1: (4-bromo-phenyl)-acetic acid methyl ester With sodium hydride In tetrahydrofuran; mineral oil at 35℃; for 2h; Inert atmosphere; Stage #2: 1,5-diiodopentane In tetrahydrofuran; mineral oil at 20 - 35℃;	99%

: 864665-57-6
(11S,11aS)-8-hydroxy-10-(tert-butyloxycarbonyl)-7-methoxy-11-(tetrahydropyran-2-yloxy)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one

: 628-77-3
1,5-diiodopentane

: 864665-63-4
1,1'-[(pentane-1,5-diyl)dioxy]bis[(11S,11aS)-10-(tert-butyloxycarbonyl)-7-methoxy-11-(tetrahydropyran-2-yloxy)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one]

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 90℃; for 5h;	98%

: 628-77-3
1,5-diiodopentane

: 119111-72-7
ACC-d2 methyl ester

: 119111-73-8
methyl cis-2,3-dideuterio-1-(1-piperidino)cyclopropanecarboxylate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 36h; Heating;	97%

: 628-77-3
1,5-diiodopentane

: 75-16-1
methylmagnesium bromide

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: (S)-2-methyl-4-phenyl-3-(piperidin-1-yl)butan-2-ol

Conditions

Conditions	Yield
Stage #1: methylmagnesium bromide; methyl (2S)-2-amino-3-phenylpropanoate hydrochloride In tetrahydrofuran at 20℃; for 12h; Stage #2: 1,5-diiodopentane With potassium carbonate In tetrahydrofuran; acetonitrile for 24h; Heating;	97%

...Expand

: chloropyridinecobaloxime(III)

: 628-77-3
1,5-diiodopentane

: 186552-73-8
Co(HONC(CH3)C(CH3)NO)2(C5H5N)((CH2)5I)

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol N2-atmosphere; stirring Co-complex with 2 equiv. of diiodide for 5 min, addn. of excess NaBH4, stirring for 12 min; in air; crystn. (0°C), filtration, washing (cold MeOH), addn. of H2O to filtrate, crystn. (-15°C, 12 h), recrystn. of combined portions (CH2Cl2/hexane); elem. anal.;	95%

: 110-86-1
pyridine

: 628-77-3
1,5-diiodopentane

: [1,1′-(pentane-1,5-diyl)bispyridinium diiodide]

Conditions

Conditions	Yield
In acetonitrile Reflux;	94%
at 65℃; for 24h;	90%
at 65℃; for 24h;
for 120 - 168h; Reflux;

: 628-77-3
1,5-diiodopentane

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: (S)-3-phenyl-2-(piperidin-1-yl)-propan-1-ol

Conditions

Conditions	Yield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride In tetrahydrofuran at 20℃; for 12h; hydride reduction; Stage #2: 1,5-diiodopentane With potassium carbonate In tetrahydrofuran; acetonitrile for 24h; Heating;	93%

: 628-77-3
1,5-diiodopentane

: 925-90-6
ethylmagnesium bromide

: 6306-52-1
L-valine methylester hydrochloride

: (S)-3-ethyl-5-methyl-4-(piperidin-1-yl)hexan-3-ol

Conditions

Conditions	Yield
Stage #1: ethylmagnesium bromide; L-valine methylester hydrochloride In tetrahydrofuran at 20℃; for 12h; Stage #2: 1,5-diiodopentane With potassium carbonate In tetrahydrofuran; acetonitrile for 24h; Heating;	92%

...Expand

: 628-77-3
1,5-diiodopentane

: 925-90-6
ethylmagnesium bromide

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: (S)-3-ethyl-1-phenyl-2-(piperidin-1-yl)pentan-3-ol

Conditions

Conditions	Yield
Stage #1: ethylmagnesium bromide; methyl (2S)-2-amino-3-phenylpropanoate hydrochloride In tetrahydrofuran at 20℃; for 12h; Stage #2: 1,5-diiodopentane With potassium carbonate In tetrahydrofuran; acetonitrile for 24h; Heating;	92%

...Expand

: 628-77-3
1,5-diiodopentane

: (S)-allyl (3-hydroxy-2-methoxy-6,14-dioxo-5-((2-(trimethylsilyl)ethoxy)methyl)-5,6,6a,7,12,14-hexahydrobenzo[5,6][1,4]diazepino[1,2-b]isoquinolin-10-yl)carbamate

: C61H78N6O14Si2

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;	92%

: 72814-05-2
N,N"-dimethyl-1,7,10,16-tetraoxa-4,13-diaza-(16)orthocyclophan

: 628-77-3
1,5-diiodopentane

: 97421-98-2
C23H40N2O4(2+)*2I(1-)

Conditions

Conditions	Yield
In acetone at 25℃; under 10000 Torr; for 20h;	91%

: 628-77-3
1,5-diiodopentane

: (hydridotris-(3,5-dimethylpyrazoyl)borate)(CO)(I)W(HCCCH3)

: (hydridotris-(3,5-dimethylpyrazoyl)borate)(CO)(I)W(H3CCC(CH2)5I)

Conditions

Conditions	Yield
With BuLi In tetrahydrofuran N2-atmosphere; stirring (room temp., 1 h); evapn., chromy. (alumina, hexane / CH2Cl2), crystn. (CH2Cl2 / pentane); elem. anal.;	91%

: 628-77-3
1,5-diiodopentane

: 121533-54-8
(4S,5R)-3-tert-Butoxycarbonyl-4-cyclohexyl-methyl-2,2-dimethyloxazolidine-5-carboxylic acid

: 155381-82-1
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 2h; Ambient temperature;	90%

: 628-77-3
1,5-diiodopentane

: 15931-69-8
bromure de triphenyl aminophosphonium

: 1-piperidino-triphenylphosphonium iodide

Conditions

Conditions	Yield
Stage #1: bromure de triphenyl aminophosphonium With n-butyllithium In tetrahydrofuran; hexane at -10℃; for 0.75h; Metallation; Stage #2: 1,5-diiodopentane In tetrahydrofuran; hexane at 65℃; for 23h; Alkylation;	90%

: 628-77-3
1,5-diiodopentane

: 99745-44-5
Methyl 2-amino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: methyl 4,6-O-benzylidene-2-deoxy-2-(1-piperidinyl)-β-D-glucopyranoside

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 35h; Heating;	90%

: 628-77-3
1,5-diiodopentane

: 1430738-28-5
(11S,11aS)-allyl 11-((tert-butyldimethylsilyl)oxy)-8-hydroxy-7-methoxy-2-methyl-5-oxo-11,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

: 1430738-29-6
(11S,11aS)-allyl 11-((tert-butyldimethylsilyl)oxy)-8-((5-iodopentyl)oxy)-7-methoxy-2-methyl-5-oxo-11,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

Conditions

Conditions	Yield
With potassium carbonate at 60℃; for 6h;	90%
With potassium carbonate In acetone at 60℃; for 6h; Molecular sieve;	90%
With potassium carbonate In acetone at 60℃; for 6h;	90%

: 628-77-3
1,5-diiodopentane

: 58688-38-3
7,13-dimethyl-7,13-diaza-1,4,10-trioxacyclopentadecane

: 97421-87-9
C17H36N2O3(2+)*2I(1-)

Conditions

Conditions	Yield
In acetone at 25℃; under 10000 Torr; for 20h;	89%

: 628-77-3
1,5-diiodopentane

: 135-19-3
β-naphthol

: 940281-79-8
5-(1-iodopentyl)-β-naphthol

Conditions

Conditions	Yield
With potassium carbonate In acetone for 27h; Heating;	89%

: 628-77-3
1,5-diiodopentane

: 879283-39-3, 879283-40-6, 215809-07-7
3-(2-aminophenyl)-4-methyl-1,3-thiazole-2(3H)-thione

: 2,2'-(pentane-1,5-diyldi(sulfanediyl))bis[3-(2-aminophenyl)-4-methyl-1,3-thiazol-3-ium] diiodide

Conditions

Conditions	Yield
In chloroform for 48h; Reflux;	89%

: 628-77-3
1,5-diiodopentane

: 927-80-0
1-ethoxyacetylene

: 1263190-89-1
7-iodo-1-ethoxyheptyne

Conditions

Conditions	Yield
Stage #1: 1-ethoxyacetylene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 1h; Inert atmosphere; Stage #2: With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexanes at -78℃; Stage #3: 1,5-diiodopentane In tetrahydrofuran; hexanes at -78 - 45℃;	89%

: 628-77-3
1,5-diiodopentane

: 1387581-28-3
2-[(1R,2R)-2-amino-1,2-diphenylethyl]-2,3-dihydro-1H-isoindole-1,3-dione

: 1558718-40-3
2-[(1R,2R)-1,2-Diphenyl-2-(piperidin-1-yl)ethyl]-2,3-dihydro-1H-isoindole-1,3-dione

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Reflux; Inert atmosphere;	89%

: trans-4-(tert-butoxycarbonylamino)cyclohexylamine

: 628-77-3
1,5-diiodopentane

: tert-butyl (trans-4-(piperidin-1-yl)cyclohexyl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 70℃; for 2h;	88.6%

: 628-77-3
1,5-diiodopentane

: 925-90-6
ethylmagnesium bromide

: 18598-74-8
(S)-methyl 2-amino-3-methylpentanoate hydrochloride

: (4S)-3-ethyl-5-methyl-4-(piperidin-1-yl)heptan-3-ol

Conditions

Conditions	Yield
Stage #1: ethylmagnesium bromide; (S)-methyl 2-amino-3-methylpentanoate hydrochloride In tetrahydrofuran at 20℃; for 12h; Stage #2: 1,5-diiodopentane With potassium carbonate In tetrahydrofuran; acetonitrile for 24h; Heating;	88%

...Expand

: 628-77-3
1,5-diiodopentane

: tert-butyl (11S,11aS)-11-((tert-butyldimethylsilyl)oxy)-7-methoxy-2-methylene-5-oxo-8-((triisopropylsilyl)oxy)-2,3,1 1,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

: tert-butyl (11S,11aS)-8-((5-iodopentyl)oxy)-7-methoxy-2-methylene-5-oxo-11-((tetrahydro-2H-pyran-2-yl)oxy)-2, 3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;	88%

: 24044-44-8
3-(4-hydroxyphenyl)-thiazolidine-2,4-dione

: 628-77-3
1,5-diiodopentane

: 3-(4-(5-iodopentyloxy)phenyl)thiazolidine-2,4-dione

Conditions

Conditions	Yield
Stage #1: 3-(4-hydroxyphenyl)-thiazolidine-2,4-dione With potassium carbonate In acetonitrile for 0.166667h; Schlenk technique; Stage #2: 1,5-diiodopentane In acetonitrile at 95℃; for 7h; Schlenk technique;	88%
With potassium carbonate In acetonitrile at 95℃; for 7h; Schlenk technique;

: 628-77-3
1,5-diiodopentane

: allyl (6S,6aS)-6-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2-methoxy-14-oxo-6,6a,7,12-tetrahydrobenzo[5,6][1,4]diazepino[1,2-b]isoquinoline-5(14H)-carboxylate

: C33H45IN2O6Si

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.666667h;	88%

: 628-77-3
1,5-diiodopentane

: (S)-8-hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-benzo[e]pyrrolo[1,2-a]azepin-5-one

: (S)-8-((5-hydroxypentyl)oxy)-7-methoxy-1,2,3,11a-tetrahydro-5H-benzo[e]pyrrolo[1,2-a]azepin-5-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 3h;	87.6%

1,5-Diiodopentane Chemical Properties

MF: C₅H₁₀I₂
MW: 323.94 g/mol
Density: 2.178 g/cm³
EINECS: 211-054-1
Flash Point: 123.7 °C
Water Solubility: insoluble
Sensitive Light: Sensitive
IUPAC Name: 1,5-Diiodopentane
Solubility in water: Insoluble
Index of Refraction: 1.5992-1.6012
Enthalpy of Vaporization: 48.19 kJ/mol
Boiling Point: 264.3 °C at 760 mmHg
Vapour Pressure: 0.016 mmHg at 25°C
Appearance: Light yellow clear liquid
Stability: Stable under normal temperatures and pressures.
Synonyms: 1,5-Diiodopentane ; 1,5-diiodo-pentan ; Pentane,1,5-diiodo- ; Pentamethylene diiodide ; 1,5-Diiodepentane ; 1 5-Diiodopentane 99% (GC) ; 1,5-Diiodopentane,97% ; 1,5-Diiodopentane, 97%, stab. with copper
Product Categories: Iodine Compounds ; Alkyl ; Halogenated Hydrocarbons ; Organic Building Blocks
Following is the molecular structure of Pentamethylene diiodide (628-77-3):

1,5-Diiodopentane Toxicity Data With Reference

mmo-sat 10 µmol/plate

MUREAV Mutation Research. 141 (1984),11.

1,5-Diiodopentane Consensus Reports

Reported in EPA TSCA Inventory.

1,5-Diiodopentane Safety Profile

Mutation data reported. When heated to decomposition it emits toxic vapors of I⁻.
Safety Information of Pentamethylene diiodide (628-77-3):
Hazard Codes: Xi
Xi: Irritant
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 37/39-26
37/39: Wear suitable gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: 2810
RTECS: SA0425000
HazardClass: 6.1(b)
PackingGroup: III

1,5-Diiodopentane Specification

Handling and Storage of Pentamethylene diiodide (628-77-3):
Storage: Store in a cool, dry place. Keep container closed when not in use.
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.

Product Name

1,5-Diiodopentane

Synthetic route

1,5-Diiodopentane Chemical Properties

1,5-Diiodopentane Toxicity Data With Reference

1,5-Diiodopentane Consensus Reports

1,5-Diiodopentane Safety Profile

1,5-Diiodopentane Specification

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