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Isobutyl chloroformate
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Name

Isobutyl chloroformate

 EINECS 208-840-1
CAS No. 543-27-1 Density 1.081 g/cm3
PSA 26.30000 LogP 2.01780
Solubility Insoluble in water and denser than water Melting Point -80 °C
Formula C5H9ClO2 Boiling Point 130 °C at 760 mmHg
Molecular Weight 136.578 Flash Point 27.8 °C
Transport Information UN 3390 6.1/PG 1 Appearance clear liquid
Safety 26-36/37/39-45 Risk Codes 10-22-23-34
Molecular Structure Molecular Structure of 543-27-1 (Isobutyl chloroformate) Hazard Symbols ToxicT
Synonyms

Formicacid, chloro-, isobutyl ester (6CI,7CI,8CI);2-Methylpropyl carbonochloridate;2-Methylpropyl chloroformate;Chlorocarbonic acid isobutyl ester;Chloroformicacid isobutyl ester;IBCF;Isobutoxycarbonyl chloride;Isobutylcarbonochloridate;Isobutyl chloridocarbonate;Isobutyl chlorocarbonate;Isobutyl chloroformate;Isobutyloxycarbonyl chloride;NSC 8429;Isobutylchloroformate;

Article Data 27

Isobutyl chloroformate Synthetic route

159013-58-8

(R)-N5-[amino-(nitroimino)-methyl]-N2-(diphenylacetyl)ornithine

N-dimethyl-N'-[4-(aminomethyl) phenyl]urea

N-dimethyl-N'-[4-(aminomethyl) phenyl]urea

A

164645-67-4

(R)-N5-[amino(nitroimino)methyl]-N-[[4-[[(dimethylamino)carbonyl]amino]phenyl]methyl]-N2-(diphenylacetyl)-ornithinamide

B

543-27-1

isobutyl chloroformate

Conditions
ConditionsYield
ammoniaA n/a
B 70%
75-44-5

phosgene

78-83-1

2-methyl-propan-1-ol

543-27-1

isobutyl chloroformate

Conditions
ConditionsYield
With chloroform
With quinoline; toluene
78-83-1

2-methyl-propan-1-ol

32315-10-9

bis(trichloromethyl) carbonate

543-27-1

isobutyl chloroformate

Conditions
ConditionsYield
With sodium carbonate In toluene at 0℃; for 6h;
With pyridine In toluene at 0 - 20℃;
78-83-1

2-methyl-propan-1-ol

503-38-8

trichloromethyl chloroformate

543-27-1

isobutyl chloroformate

Conditions
ConditionsYield
With dmap In toluene at 20℃; for 24h;
613-94-5

benzoic acid hydrazide

543-27-1

isobutyl chloroformate

128772-88-3

N'-Benzoyl-hydrazinecarboxylic acid isobutyl ester

Conditions
ConditionsYield
With pyridine In tetrahydrofuran 1) -10 deg C, 30 min, 2) 1 h, room temperature;100%
4530-20-5

BOC-glycine

543-27-1

isobutyl chloroformate

66866-43-1

N-(t-butoxycarbonyl)glycyl i-butyl carbonate

Conditions
ConditionsYield
With 4-methyl-morpholine In tetrahydrofuran at -15℃; for 0.0833333h;100%
With 4-methyl-morpholine In tetrahydrofuran at -20℃; for 0.05h;
56675-37-7

(S)-2-tert-butoxycarbonylamino-3-thiophen-2-yl-propionic acid

543-27-1

isobutyl chloroformate

C17H25NO6S

Conditions
ConditionsYield
With 4-methyl-morpholine In dichloromethane at -10℃; for 0.05h;100%
5680-86-4

N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid

543-27-1

isobutyl chloroformate

(S)-4-Benzyloxycarbonylamino-5-isobutoxycarbonyloxy-5-oxo-pentanoic acid benzyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine at -20℃; for 2h;100%
With 4-methyl-morpholine
40204-26-0

malonic acid monobenzyl ester

543-27-1

isobutyl chloroformate

98442-22-9

Malonic acid benzyl ester isobutyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 4℃; for 0.5h; Mechanism; isotope labelling method;100%
1164-16-5

Cbz-Tyr-OH

543-27-1

isobutyl chloroformate

102988-95-4

C22H25NO7

Conditions
ConditionsYield
With 4-methyl-morpholine In tetrahydrofuran at -15℃; for 0.5h;100%
With 4-methyl-morpholine In tetrahydrofuran at -15℃; for 0.0166667h;
With 4-methyl-morpholine In tetrahydrofuran at -15℃; for 0.5h;

Isobutyl chloroformate Specification

The CAS register number of Carbonochloridicacid, 2-methylpropyl ester is 543-27-1. It also can be called as Isobutyl chloroformate and the IUPAC name about this chemical is 2-methylpropyl carbonochloridate. The molecular formula about this chemical is C5H9ClO2 and the molecular weight is 136.58. It belongs to the following product categories, such as Organics; Chloroformates; Acid Halides; Carbonyl Compounds; Organic Building Blocks and so on.

Physical properties about Carbonochloridicacid, 2-methylpropyl ester are: (1)ACD/LogP: 2.32; (2)ACD/LogD (pH 5.5): 2.32; (3)ACD/LogD (pH 7.4): 2.32; (4)ACD/BCF (pH 5.5): 34.08; (5)ACD/BCF (pH 7.4): 34.08; (6)ACD/KOC (pH 5.5): 435.07; (7)ACD/KOC (pH 7.4): 435.07; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 26.3Å2; (11)Index of Refraction: 1.417; (12)Molar Refractivity: 31.79 cm3; (13)Molar Volume: 126.3 cm3; (14)Polarizability: 12.6x10-24cm3; (15)Surface Tension: 28.4 dyne/cm; (16)Enthalpy of Vaporization: 36.77 kJ/mol; (17)Boiling Point: 130 °C at 760 mmHg; (18)Vapour Pressure: 9.91 mmHg at 25°C.

Uses of Carbonochloridicacid, 2-methylpropyl ester: it can be used to produce phenethyl-carbamic acid isobutyl ester with phenethylamine at ambient temperature. This reaction will need reagent pyridine and solvent CH2Cl2 with reaction time of 3 hours.

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation and it is harmful if swallowed, it is flammable and it can cause burns. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: ClC(=O)OCC(C)C
(2)InChI: InChI=1/C5H9ClO2/c1-4(2)3-8-5(6)7/h4H,3H2,1-2H3
(3)InChIKey: YOETUEMZNOLGDB-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C5H9ClO2/c1-4(2)3-8-5(6)7/h4H,3H2,1-2H3
(5)Std. InChIKey: YOETUEMZNOLGDB-UHFFFAOYSA-N

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