75-03-6

Basic information

• Product Name: Ethyl iodide
• Synonyms: AI3-28593;Ethyl iodide;Ethyljodid;Hydriodic ether;Jodethan;Monoiodoethane;NSC 8825
• CAS NO: 75-03-6
• Molecular Formula: C₂H₅I
• Molecular Weight: 155.97
• EINECS: 200-833-1
• Mol File: 75-03-6.mol
• Article Data: 93

Chemical Properties

• Melting Point: -108℃
• Boiling Point: 72.8 °C at 760 mmHg
• Flash Point: 21.1 °C
• Appearance: Colorless to yellow liquid
• Density: 1.94 g/cm³
• Vapor Pressure: 128mmHg at 25°C
• Refractive Index: 1.516
• Water Solubility: 4 g/L (20℃)
• CAS DataBase Reference: Ethyl iodide(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl iodide(75-03-6)
• EPA Substance Registry System: Ethyl iodide(75-03-6)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R10:; R20:; R36/37/38:
• Safety Statements: S16:; S26:; S37/39:
• Hazardous Substances Data: 75-03-6(Hazardous Substances Data)

Usage

General Description

Ethyl iodide, also known as iodoethane, is a chemical compound with the formula C2H5I. It is a colorless, flammable liquid with a pungent odor. Ethyl iodide is primarily used as an intermediate in organic synthesis, including in the production of pharmaceuticals, agrochemicals, and dyes. It can also be used as a reagent for the introduction of the ethyl functional group into organic compounds. However, ethyl iodide is also considered a hazardous chemical due to its flammability and toxicity, and proper safety precautions must be taken when handling and storing it.

InChI:InChI=1/C2H5I/c1-2-3/h2H2,1H3

Synthetic route

[CoEt(dimethylglyoximate(1-))2(pyridine)] + iodine (7553-56-2) → iodobisdimethylglyoximepyridine cobalt(III) + ethyl iodide (75-03-6)

Conditions	Yield
In tetrachloromethane Kinetics; Irradiation (UV/VIS); Kinetics of the reaction of Co(C2H5)(H3CCNOHONCCH3)2(C5H5N) with I2 under irradiation with light at 517 nm is investigated.; MeI and CoI(H3CCNOHONCCH3)2(C5H5N) are the products.;	A n/a B 100%

[CoEt(dimethylglyoximate(1-))2(pyridine)] → ethyl iodide (75-03-6)

Conditions	Yield
With iodine In acetonitrile Kinetics; byproducts: {Co(bis(dimethylglyoximato))py(I)}; one-electron oxidn. of Co complex by I2 at 298 K; monitored by (1)H-NMR and UV spect. (361 nm);	100%

ethyl 4-(diethoxyphosphorylmethyl)-5-(iodomethyl)furan-3-carboxylate + triethyl phosphite (122-52-1) → ethylphosphonic acid diethyl ester (78-38-6) + ethyl 4,5-bis-(diethoxyphosphorylmethyl)furan-3-carboxylate + ethyl iodide (75-03-6)

Conditions	Yield
at 90 - 170℃; for 0.166667h; Arbuzov Reaction;	A n/a B 98% C n/a

triethyl phosphite (122-52-1) + methyl iodide (74-88-4) → Diethyl methylphosphonate (683-08-9) + ethyl iodide (75-03-6)

Conditions	Yield
at 130℃; for 0.0833333h; Michaelis-Arbuzov reaction; microwave irradiation;	A 97% B n/a

cis-{(C2H5)2Co(2,2'-bipyridine)2}(ClO4) → ethane (74-84-0) + ethene (74-85-1) + ethyl iodide (75-03-6) + n-butane (106-97-8)

Conditions	Yield
With iodine In acetonitrile Kinetics; byproducts: I3(1-), {(C2H5)Co(2,2'-bipyridine)2I}(1+); one-electron oxidn. of cis-Co complex by I2 at 298 K; monitored by (1)H-NMR and UV spect. (361 nm);	A <1 B <1 C 97% D 3.2%

methoxyethene (107-25-5) + propargyl alcohol (107-19-7) → 3-(1-methoxy-ethoxy)-propyne (38987-67-6) + ethyl iodide (75-03-6)

Conditions	Yield
With toluene-4-sulfonic acid	A 96% B n/a

iodobenzene (591-50-4) + triethyl phosphite (122-52-1) → diethyl phenylphosphonate (1754-49-0) + ethyl iodide (75-03-6)

Conditions	Yield
tetrakis(triethylphosphite)nickel(0) at 160℃;	A 94% B n/a
at 160℃; Mechanism; var. catalysts, var. temp.;

diethyl phosphoriodidite (20502-50-5) + N-(propylidene)-tert-butylamine (7020-81-7) → ethyl iodide (75-03-6) + 1,4-di-tert-butyl-2-ethoxy-3,5-diethyl-1,4,2-diazaphospholidine 2-oxide

Conditions	Yield
In diethyl ether for 2h; Ambient temperature;	A n/a B 92%

trimethylsilyl iodide (16029-98-4) + ethyl acetate (141-78-6) → trimethylsilyl acetate (2754-27-0) + ethyl iodide (75-03-6)

Conditions	Yield
at 100℃; for 0.5h; Mechanism; Product distribution;	A n/a B 92%

4-vinylbenzyl iodide (45817-37-6) + triethyl phosphite (122-52-1) → [(4-ethenylphenyl)methyl]phosphonic acid diethyl ester (726-61-4) + ethyl iodide (75-03-6)

Conditions	Yield
at 20℃; for 6h;	A 91% B n/a

O,O-diethyl-N-butyl-N-isobutenyl aminophosphite (79948-06-4) → ethyl iodide (75-03-6) + ethyl N-butyl-N-isobutenylamidomethylphosphonate

Conditions	Yield
With methyl iodide at 20℃;	A 90.5% B 87.1%

O,O-diethyl-N-butyl-N-isobutenyl aminophosphite (79948-06-4) + methyl iodide (74-88-4) → ethyl iodide (75-03-6) + ethyl N-butyl-N-isobutenylamidomethylphosphonate

Conditions	Yield
at 20℃;	A 90.5% B 87.1%

diethyl phosphoriodidite (20502-50-5) + N-Benzylidenemethylamine (622-29-7) → ethyl iodide (75-03-6) + 2-ethoxy-1,4-dimethyl-3,5-diphenyl-1,4,2-diazaphospholidine 2-oxide

Conditions	Yield
In diethyl ether for 2h; Ambient temperature;	A n/a B 90%

cis-{(C2H5)2Co(2,2'-bipyridine)2}(ClO4) + iodine (7553-56-2) → cis-ethyl iodo bis(2,2'-bipyridyl) cobalt(III) perchlorate + ethyl iodide (75-03-6)

Conditions	Yield
In tetrachloromethane Kinetics; byproducts: C4H10, C2H6; Irradiation (UV/VIS); Kinetics of the reaction of Co(C2H5)2(bipy)2ClO4 with I2 under irradiation with light at 517 nm is investigated.; EtI and Co(C2H5)I(bipy)2ClO4 are the main products, C4H10 and C2H6 are byproducts.;	A n/a B 90%

cis-{Et2Co(bpy)2}(1+) + iodine (7553-56-2) → ethane (74-84-0) + ethyl iodide (75-03-6) + n-butane (106-97-8)

Conditions	Yield
In tetrachloromethane Irradiation (UV/VIS); Irradiation at 509 nm in CCl4.; Estimation of the quantum yield of the photochemical reaction. Yield of the products estimated by g.l.c.;	A <1 B 90% C 10%

C26H39NO5Si → C28H43NO5Si + ethyl iodide (75-03-6)

Conditions	Yield
With lithium chloride; lithium hexamethyldisilazane In tetrahydrofuran at 0℃;	A 88% B n/a

3-ethyl-2-methylnaphtho[2,1-d]thiazol-3-ium iodide (54581-48-5) → diethyl ether (60-29-7) + ethene (74-85-1) + ethyl iodide (75-03-6) + 2-methyl-3-ethylnaphtho<2,1-d>thiazolium bisulfate

Conditions	Yield
With diethyl sulfate at 100℃; for 0.5h; Product distribution;	A n/a B n/a C n/a D 87%
With diethyl sulfate at 100℃; for 0.5h;	A n/a B n/a C n/a D 87%

trimethylsilyl iodide (16029-98-4) + benzoic acid ethyl ester (93-89-0) → trimethylsilyl benzoate (2078-12-8) + ethyl iodide (75-03-6)

Conditions	Yield
at 100℃; for 0.5h; Mechanism; Product distribution;	A n/a B 86%

(5S,8R,9S,10S,13R,14S,17R)-3-Ethoxy-17-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene (78371-07-0) → ethyl iodide (75-03-6) + sitostanol (204638-28-8)

Conditions	Yield
With Methyltrichlorosilane; sodium iodide In acetonitrile at 25℃; for 36h;	A n/a B 86%

cyclohexyl ethyl ether (932-92-3) → ethyl iodide (75-03-6) + cyclohexanol (108-93-0)

Conditions	Yield
With Methyltrichlorosilane; sodium iodide In acetonitrile at 25℃; for 8h;	A n/a B 85%

{(η5-C5H5)Re(NO)(PPh3)(IC2H5)}BF4 + acetonitrile (75-05-8) → {(η5-C5H5)Re(NO)(PPh3)(NCCH3)}BF4 + (RR,SS)-{(η5-C5H5)Re(NO)(PPh3)}2I(BF4) + (SS,RR)-{(η5-C5H5)Re(NO)(PPh3)}2Cl(BF4) + ethyl iodide (75-03-6)

Conditions	Yield
In dichloromethane-d2 (N2); Re complex in CD2Cl2 was reacted with CH3CN for 24 h; monitored by (1)H- and (31)P-NMR;	A 85% B n/a C n/a D 74%

trimethylsilyl iodide (16029-98-4) + ethyl ester of p-toluenesulfonic acid (80-40-0) → 4-Methyl-1-benzolsulfonsaeure-trimethylsilylester (17872-98-9) + ethyl iodide (75-03-6)

Conditions	Yield
at 100℃; for 0.5h; Mechanism; Product distribution;	A n/a B 84%

triethyl trithiophosphite (688-62-0) + methyl iodide (74-88-4) → S,S-diethyl methylphosphonodithiothionate (31650-57-4) + ethyl iodide (75-03-6)

Conditions	Yield
at 20℃; for 3600h;	A 64% B 80%
for 288h; Ambient temperature;	A 59% B n/a

triethylamine (121-44-8) → ethyl iodide (75-03-6)

Conditions	Yield
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium iodide In acetone Reflux;	80%

2-ethoxy-ethanol (110-80-5) + acetyl iodide (507-02-8) → 2-hydroxyethyl acetate (542-59-6) + ethyl iodide (75-03-6)

Conditions	Yield
	A 79% B n/a

4-Ethoxy-octane (77067-57-3) → octan-4-ol (589-62-8) + ethyl iodide (75-03-6)

Conditions	Yield
With Methyltrichlorosilane; sodium iodide In acetonitrile at 25℃; for 8h;	A 75% B n/a

ethanol (64-17-5) → ethyl iodide (75-03-6)

Conditions	Yield
With hydrogen iodide at 120℃; for 2h;	72%
With iodine; aluminium
With phosphorus; iodine

acetyl iodide (507-02-8) + Phenetole (103-73-1) → ethyl iodide (75-03-6) + Phenyl acetate (122-79-2)

Conditions	Yield
at 20℃;	A n/a B 71%

1-methyl-1H-imidazole (616-47-7) + ethyl iodide (75-03-6) → 1-ethyl-3-methylimidazolium iodide (35935-34-3)

Conditions	Yield
In tetrahydrofuran for 4h; Heating;	100%
In dichloromethane for 18h; Heating;	98%
In tetrahydrofuran at 20℃; for 1h; Cooling with ice;	97%

benzoimidazole (51-17-2) + ethyl iodide (75-03-6) → 1,3-diethyl-1H-benzo[d]imidazol-3-ium iodide (24351-22-2)

Conditions	Yield
With potassium carbonate In acetonitrile at 70℃; for 24h;	100%
With potassium carbonate In acetonitrile for 8h; Reflux;	90%
With sodium acetate In o-xylene for 3h; Reflux;	74%

1-methylquinoline-2(1H)-thione (4800-27-5) + ethyl iodide (75-03-6) → 2-ethylthio-1-methylquinolinium iodide (95875-55-1)

Conditions	Yield
In benzene for 6h; Heating;	100%

4-methoxy-aniline (104-94-9) + ethyl iodide (75-03-6) → N,N-diethyl-4-methoxyaniline (15144-80-6)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 15h;	100%
With sodium hydroxide at 120℃;

ethyl iodide (75-03-6) + Thiosalicylic acid (147-93-3) → 2-ethylsulfanylbenzoic acid (21101-79-1)

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; for 15h;	100%
With sodium hydroxide In ethanol at 20℃; for 15h;	100%
With sodium hydroxide In ethanol; water for 72h;	98%

ethyl iodide (75-03-6) + Dimethyl(phenyl)phosphine (672-66-2) → dimethylethylphenylphosphonium iodide (72153-49-2)

Conditions	Yield
In benzene at 20℃; for 12h; Inert atmosphere; Schlenk technique;	100%

glyoxalic acid ethylthioacetal (10490-06-9) + ethyl iodide (75-03-6) → 2,2-bis(ethylthio)butanoic acid (71535-44-9)

Conditions	Yield
With oxonium; potassium hexamethylsilazane In tetrahydrofuran at 25℃; for 2.5h; Product distribution; reactant;	100%
(i) HN(SiMe3)2, KH, THF, (ii) /BRN= 505934/, (iii) aq. HCl; Multistep reaction;
With hydrogenchloride; potassium hydride; 1,1,1,3,3,3-hexamethyl-disilazane 1.) THF, 0 deg C, 15 min; THF, 25 deg C, 2.5 h.; Yield given. Multistep reaction;

mesitylenecarboxylic acid (480-63-7) + ethyl iodide (75-03-6) → ethyl 2,4,6-trimethylbenzoate (1754-55-8)

Conditions	Yield
With caesium carbonate In acetonitrile for 2h; Heating;	100%
With cesium fluoride In acetonitrile for 1h; Heating;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene
With potassium carbonate In acetone for 16h; Heating;
With cesium fluoride In N,N-dimethyl-formamide at 10 - 15℃; for 24h;	88 % Chromat.

indole (120-72-9) + ethyl iodide (75-03-6) → N-Ethylindole (10604-59-8)

Conditions	Yield
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: ethyl iodide for 1h;	100%
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere; Stage #2: ethyl iodide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere;	98%
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Stage #2: ethyl iodide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;	98%

2,3-dihydrobenzimidazol-2-thione (583-39-1) + ethyl iodide (75-03-6) → 1-ethyl-2-(ethylthio)-1H-benzo[d]imidazole (124530-66-1)

Conditions	Yield
With sodium naphthalenide In tetrahydrofuran for 5h; Ambient temperature;	100%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4) + ethyl iodide (75-03-6) → (2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (135097-23-3)

Conditions	Yield
With potassium carbonate In acetone for 16h; Ambient temperature;	100%
With 18-crown-6 ether; potassium carbonate In tetrahydrofuran for 21h; Inert atmosphere; Reflux;

indole-2,3-dione (91-56-5) + ethyl iodide (75-03-6) → N-ethylisatin (4290-94-2)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;	100%
With potassium carbonate In N,N-dimethyl-formamide for 0.05h; microwave irradiation;	90%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;	90%

ortho-methylbenzoic acid (118-90-1) + ethyl iodide (75-03-6) → 2-(n-Propyl)-benzoesaeure (2438-03-1)

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With sec.-butyllithium In tetrahydrofuran; 1-hexene; cyclohexane at -78 - 20℃; Stage #2: ethyl iodide In tetrahydrofuran; 1-hexene; cyclohexane at -78 - 20℃; Stage #3: With hydrogenchloride; water In tetrahydrofuran; cyclohexane	100%
With sec.-butyllithium In cyclohexane for 8h; Ambient temperature;	82%
With sec.-butyllithium 1.) THF, cyclohexane, -78 deg C, 1 h, 2.) THF, cyclohexane, RT, 4 h; Yield given. Multistep reaction;

BOC-glycine (4530-20-5) + ethyl iodide (75-03-6) → N-(tert-buytoxycarbonyl)-N-ethylglycine (149794-10-5)

Conditions	Yield
Stage #1: BOC-glycine; ethyl iodide With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: In tetrahydrofuran at 0℃;	100%
Stage #1: BOC-glycine; ethyl iodide With sodium hydride In tetrahydrofuran at 0 - 20℃; Stage #2: With citric acid In water pH=2 - 3;	100%
Stage #1: BOC-glycine; ethyl iodide With sodium hydride In tetrahydrofuran at 0 - 20℃; Stage #2: With citric acid In water pH=2 - 3;	100%

diphenyl sulfide (139-66-2) + ethyl iodide (75-03-6) → diphenylethylsulfonium perchlorate (10504-65-1)

Conditions	Yield
With silver perchlorate In acetonitrile for 48h; Ambient temperature;	100%

methyl (2-nitrophenyl)acetate (30095-98-8) + ethyl iodide (75-03-6) → methyl 2-ethyl-2-(2-nitrophenyl)butanoate (136764-89-1)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 4.5h;	100%
With potassium tert-butylate; 18-crown-6 ether In tetrahydrofuran 1) -78 deg C to RT, 2 h, 2) -78 deg C;	76%

diphenyl diselenide (1666-13-3) + ethyl iodide (75-03-6) → ethyl phenyl selenide (17774-38-8)

Conditions	Yield
With dipotassium hydrogenphosphate; zinc In water; acetonitrile for 1h;	100%
With dipotassium hydrogenphosphate; zinc In water; acetonitrile for 1h; Product distribution; Further Variations:; Reaction partners; Reagents; Solvents;	100%
With sodium tetrahydroborate In acetonitrile for 0.0833333h; pH=7; pH-value;	100%

5-hydroxy-5-(trifluoromethyl)imidazolidine-2,4-dione (105480-41-9) + ethyl iodide (75-03-6) → 3-Ethyl-5-hydroxy-5-trifluoromethyl-imidazolidine-2,4-dione (105480-43-1)

Conditions	Yield
With sodium ethanolate In ethanol Ambient temperature;	100%
With potassium carbonate In acetone Heating;	60 % Turnov.

1-(tert-butoxycarbonylamino)-2,3-difluorobenzene (129589-65-7) + ethyl iodide (75-03-6) → N-(tert-Butoxycarbonyl)-N-ethyl-2,3-difluoroaniline (129589-69-1)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 2h;	100%

sel de potassium de la 2-phenyl-1,3,4-oxadiazol-5(4H)-one + ethyl iodide (75-03-6) → 2-phenyl-4-ethyl-1,3,4-thiadiazol-5(4H)-one (82476-09-3)

Conditions	Yield
In acetonitrile for 5h; Heating;	100%

imidazo[1,5-a]pyridine-3-thiol (76259-00-2) + ethyl iodide (75-03-6) → 3-ethylsulfanyl-imidazo[1,5-a]pyridine (76266-04-1)

Conditions	Yield
With potassium carbonate In acetone at 45℃;	100%
With potassium carbonate In acetone at 45℃; for 12h;
With potassium carbonate In acetone Inert atmosphere;

1-benzyl-3-carbethoxy-5-methyl-7-phenyl-1,4-dihydro-4-oxopyrrolo<3,4-b>pyridine (100856-26-6) + ethyl iodide (75-03-6) → 1-Benzyl-6-ethyl-5-methyl-4-oxo-7-phenyl-4,6-dihydro-1H-pyrrolo[3,4-b]pyridine-3-carboxylic acid ethyl ester (100856-34-6)

Conditions	Yield
With sodium methylate In N,N-dimethyl-formamide r.t., overnight;	100%

ethyl iodide (75-03-6) + 2-Mercaptobenzothiazole (149-30-4) → 2-(ethylthio)benzothiazole (2757-92-8)

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 6h;	100%
With N-ethyl-N,N-diisopropylamine In acetone at 20℃; for 0.333333h; Sonication;	90%
With potassium hydroxide In 1,4-dioxane at 70℃; for 1.5h;	58%

ethyl iodide (75-03-6) + 2-methyl-3-trifluoroacetylpyrrole (142991-74-0) → 1-ethyl-3-trifluoroacetyl-2-methylpyrrole (144219-84-1)

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 40℃; for 20h;	100%

ethyl iodide (75-03-6) + (S)-2-hydroxy-4-pentenoic acid (38996-05-3) → (S)-3-hydroxy-4-pentenoic acid ethyl ester (349649-09-8)

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide for 5h;	100%

ethyl iodide (75-03-6) + 3-trifluoroacetyl-2-phenylpyrrole (144219-80-7) → 1-ethyl-3-trifluoroacetyl-2-phenylpyrrole (144219-86-3)

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 70℃; for 20h;	100%

ethyl iodide (75-03-6) + 2-amino-benzenethiol (137-07-5) → 2-(ethylthio)aniline (13920-91-7)

Conditions	Yield
With sodium hydride In acetonitrile at 0℃; for 7h;	100%
With sodium methylate In methanol for 6h; Reflux;	97%
Stage #1: 2-amino-benzenethiol With potassium tert-butylate In ethanol at 0℃; for 0.75h; Stage #2: ethyl iodide In ethanol at 0 - 20℃; for 0.75h; Further stages.;	85%

ethyl iodide (75-03-6) + C10H21N4PS2 → 1-Ethylsulfanylthiocarbonyl-2,8,9-trimethyl-2,5,8,9-tetraaza-1-phosphonia-bicyclo[3.3.3]undecane; iodide

Conditions	Yield
In acetonitrile for 0.366667h;	100%

ethyl iodide (75-03-6) + O,O-diethyltrimethylsilylchloromethylphosphonate α-lithie (176100-94-0) → (1-Chloro-1-trimethylsilanyl-propyl)-phosphonic acid diethyl ester (118512-68-8)

Conditions	Yield
In tetrahydrofuran; hexane for 1h; Ambient temperature;	100%

ethyl iodide (75-03-6) + 4,6-dimethyl-1-phenyl-2-oxopyrimidine (21139-18-4) → 4-methyl-1-phenyl-6-propylpyrimidin-2(1H)-one (61404-63-5)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 1h;	100%

Upstream product

• 75-30-9 2-iodo-propane 
• 64-67-5 diethyl sulfate 
• 2025-56-1 ethyl radical 
• 507-25-5 carbon tetraiodide 
• 60-29-7 diethyl ether 
• 618-38-2 benzoyl iodide 
• 556-56-9 allyl iodid 
• 64-17-5 ethanol 
• 75-00-3 chloroethane 
• 137-40-6 sodium proprionate 
• 108410-42-0 1-ethyl-3-propyl-benzimidazolium; iodide 
• 98-88-4 benzoyl chloride 
• 107-08-4 1-iodo-propane 
• 35935-34-3 1-ethyl-3-methylimidazolium iodide 

Downstream Products

• 121358-45-0 (4-formyl-2-ethoxyphenyl) 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 766-09-6 1-ethyl-piperidine 
• 6483-50-7 1,4-diethylpiperazine 
• 7466-71-9 N-ethylpyrazinium iodide 
• 54654-71-6 2-methyl-3-ethyl-4,5-dihydrothiazolium iodide 
• 1122-69-6 2-ethyl-6-methylpyridine 
• 536-88-9 4-ethyl-2-methyl-pyridine 
• 59656-71-2 2,4-diethyl-6-methyl-pyridine 
• 19760-15-7 1-ethyl-2-methylpyridinium iodide 
• 35935-34-3 1-ethyl-3-methylimidazolium iodide 
• 63887-38-7 1-ethyl-4-[2-(ethyl-dimethyl-ammonio)-ethyl]-1-methyl-piperidinium; diiodide 
• 14529-53-4 2-ethoxypyridine 
• 88223-05-6 2-iodo-1-ethyl-pyridinium iodide 
• 7320-60-7 2-(ethylthio)-4,5-dihydro-1H-imidazole 

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Herein, we report a protocol for direct visible-light-mediated C-I difluoroallylation reactions of α-trifluoromethyl arylalkenes with alkyl iodides at room temperature with an α-aminoalkyl radical as a mediator. The protocol permits efficient functionalization of various α-trifluoromethyl arylalkenes with cyclic and acyclic primary, secondary, and tertiary alkyl iodides and is scalable to the gram level. This mild protocol uses an inexpensive mediator and is suitable for late-stage functionalization of complex natural products and drugs.

SMALL MOLECULES FOR DUAL FUNCTION POSITRON EMISSION TOMOGRAPHY (PET) AND CELL SUICIDE SWITCHES

The present invention includes an engineered cell comprising a chimeric antigen receptor (CAR) further comprising a nucleic acid molecule comprising a suicide gene comprising a ligand binding domain and a suicide domain wherein the ligand binding domain is capable of binding to radiolabeled tracer or a small molecule suicide switch. This invention also includes methods for inducing apoptosis of an engineered cell, methods for assessing the efficacy or toxicity of an adoptive cell therapy in a subject, methods for detecting the quantity of engineered T cells in a subject, methods for monitoring an immunotherapy treatment in a subject and methods of imaging engineered T cells in a subject. In some embodiments, the imaging is performed via Positron Emission Topography (PET). This invention further includes a chemical inducer of dimerization (CID), wherein the CID is a Bis-Trimethoprim (Bis-TMP).