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24468-13-1

Basic Information
CAS No.: 24468-13-1
Name: 2-Ethylhexyl chloroformate
Article Data: 5
Molecular Structure:
Molecular Structure of 24468-13-1 (2-Ethylhexyl chloroformate)
Formula: C9H17ClO2
Molecular Weight: 192.686
Synonyms: Formicacid, chloro-, 2-ethylhexyl ester (6CI);2-Ethylhexyl chlorocarbonate;2-Ethylhexyl chloroformate;Chloroformic acid 2-ethylhexyl ester;2-ethylhexyl carbonochloridate;2-Ethylhexyl carbonochloridate;carbonochloridic acid, 2-ethylhexyl ester;
EINECS: 246-278-9
Density: 1.001 g/cm3
Melting Point: -50ºC
Boiling Point: 204.1 °C at 760 mmHg
Flash Point: 81.7 °C
Appearance: colorless to light yellow colored liquid
Hazard Symbols: ToxicT
Risk Codes: 23/24/25-34
Safety: 26-27-36/37/39-45
Transport Information: UN 2748
PSA: 26.30000
LogP: 3.57820
Synthetic route
75-44-5

phosgene

104-76-7

2-Ethylhexyl alcohol

24468-13-1

2-Ethylhexyl chloroformate

Conditions
ConditionsYield
With toluene
104-76-7

2-Ethylhexyl alcohol

32315-10-9

bis(trichloromethyl) carbonate

24468-13-1

2-Ethylhexyl chloroformate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 2h;
24468-13-1

2-Ethylhexyl chloroformate

3162-96-7

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

C32H50O10

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine In dichloromethane at 0℃; for 1h;99%
24468-13-1

2-Ethylhexyl chloroformate

334513-51-8

2-ethylhexanoyl 2-ethylhexyl carbonate

Conditions
ConditionsYield
98%
24468-13-1

2-Ethylhexyl chloroformate

141-43-5

ethanolamine

176516-34-0

2-N-(2-ethylhexyloxycarbonyl)amino-1-ethanol

Conditions
ConditionsYield
With sodium hydrogencarbonate98%
616-30-8, 13552-31-3

3-Amino-1,2-propanediol

24468-13-1

2-Ethylhexyl chloroformate

176516-38-4

3-N-(2-ethylhexyloxycarbonyl)amino-1,2-propanediol

Conditions
ConditionsYield
With sodium bicarbonate In tetrahydrofuran; water; acetone97%
808756-71-0

N-[(1R)-5-tert-butyl-2,3-dihydro-1H-inden-1-yl]-N'-1H-indazol-4-ylurea

24468-13-1

2-Ethylhexyl chloroformate

2-ethylhexyl 4-(3-((R)-5-tert-butyl-2,3-dihydro-1H-inden-1-yl)ureido)-1H-indazole-1-carboxylate

Conditions
ConditionsYield
Stage #1: N-[(1R)-5-tert-butyl-2,3-dihydro-1H-inden-1-yl]-N'-1H-indazol-4-ylurea With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide for 0.0833333h;
Stage #2: 2-Ethylhexyl chloroformate In tetrahydrofuran; N,N-dimethyl-formamide for 0.333333h;
97%
488-43-7

1-Amino-1-deoxy-D-glucitol

24468-13-1

2-Ethylhexyl chloroformate

176516-32-8

N-2-ethylhexyloxycarbonyl-D-glucamine

Conditions
ConditionsYield
With sodium hydrogencarbonate95%
75-91-2

tert.-butylhydroperoxide

24468-13-1

2-Ethylhexyl chloroformate

34443-12-4

OO-tert-butyl O-(2-ethylhexyl) monoperoxycarbonate

Conditions
ConditionsYield
In water at 55℃;95%
With pyridine; sodium hydroxide at 35℃; for 2.2h; Temperature; Reagent/catalyst;
5382-16-1

4-HYDROXYPIPERIDINE

24468-13-1

2-Ethylhexyl chloroformate

945842-96-6

2-ethylhexyl 4-hydroxy-1-piperidinecarboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 1h;94%
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Specification

The 2-Ethylhexyl chloroformate, with the CAS registry number 24468-13-1 and EINECS registry number 246-278-9, has the systematic name of 2-ethylhexyl carbonochloridate. And the molecular formula of this chemical is C9H17ClO2. It is a kind of colorless to light yellow colored liquid, and belongs to the following product categories: Chloroformates; API intermediates; Acid Halides; Carbonyl Compounds; Organic Building Blocks. In addition, it is ususally used as evocating agent.

The physical properties of 2-Ethylhexyl chloroformate are as following: (1)ACD/LogP: 4.44; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.44; (4)ACD/LogD (pH 7.4): 4.44; (5)ACD/BCF (pH 5.5): 1405.34; (6)ACD/BCF (pH 7.4): 1405.34; (7)ACD/KOC (pH 5.5): 6234.19; (8)ACD/KOC (pH 7.4): 6234.19; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.436; (14)Molar Refractivity: 50.32 cm3; (15)Molar Volume: 192.3 cm3; (16)Polarizability: 19.95×10-24cm3; (17)Surface Tension: 30.1 dyne/cm; (18)Density: 1.001 g/cm3; (19)Flash Point: 81.7 °C; (20)Enthalpy of Vaporization: 44.04 kJ/mol; (21)Boiling Point: 204.1 °C at 760 mmHg; (22)Vapour Pressure: 0.268 mmHg at 25°C.

Uses of 2-Ethylhexyl chloroformate: It can react with benzene-1,4-diol to produce carbonic acid 2-ethyl-hexyl ester 4-hydroxy-phenyl ester. This reaction will need reagent 4-dimethylaminopyridine, pyridine, and the solvent ethyl acetate. The reaction time is 24 hours with ambient temperature, and the yield is about 62%.

2-Ethylhexyl chloroformate can react with benzene-1,4-diol to produce carbonic acid 2-ethyl-hexyl ester 4-hydroxy-phenyl ester

You should be cautious while dealing with this chemical. It is toxic by inhalation, in contact with skin and if swallowed, and may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Take off immediately all contaminated clothing; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClC(=O)OCC(CCCC)CC
(2)InChI: InChI=1/C9H17ClO2/c1-3-5-6-8(4-2)7-12-9(10)11/h8H,3-7H2,1-2H3
(3)InChIKey: RTGLJCSUKOLTEM-UHFFFAOYAD

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LC50 inhalation 270mg/m3/4H (270mg/m3)   National Technical Information Service. Vol. OTS0539625,
rat LD50 oral 5420mg/kg (5420mg/kg)   National Technical Information Service. Vol. OTS0539625,