Isopropyl chloroformate

An ester, C4H7ClO2, 122.551 g/mol. Boiling point 104.6 °C @ 761 MM HG, melting point -80 °C, as published.

verified recordOrganic — ester8 measured properties

Identifiers

Molecular formula: C₄H₇ClO₂
Molecular weight: 122.551 g/mol
Exact mass: 122.013457 g/mol
IUPAC name: propan-2-yl carbonochloridate
SMILES: CC(C)OC(=O)Cl
InChI: InChI=1S/C4H7ClO2/c1-3(2)7-4(5)6/h3H,1-2H3
InChIKey: IVRIRQXJSNCSPQ-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point: 220 °F at 761 mmHg (EPA, 1998)measured · CAMEO Chemicals; 104.6 °C @ 761 MM HGmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: -80 °Cmeasured · PAC Chemical Database, U.S. Department of Energy
Density: 1.08 (EPA, 1998) - Denser than water; will sinkmeasured · CAMEO Chemicals; 1.078 (20 °C/4 °C)measured · Hazardous Substances Data Bank (HSDB)
Solubility: VERY SOL IN ETHERmeasured · Hazardous Substances Data Bank (HSDB); Solubility in water: slow reactionmeasured · ILO-WHO International Chemical Safety Cards (ICSCs)
Vapor Pressure: 100 mm Hg @ 47 °Cmeasured · Hazardous Substances Data Bank (HSDB); Vapor pressure, kPa at 20 °C: 3measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Flash Point: 60.1 °F (EPA, 1998)measured · CAMEO Chemicals; 15.6 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Viscosity: 0.65 cP @ 20 °Cmeasured · Kirk-Othmer Encyclopedia of Chemical Technology. 4th ed. Volumes 1: New York, NY. John Wiley and Sons, 1991-Present., p. V5 79
Refractive Index: INDEX OF REFRACTION: 1.4013 @ 20 °C/Dmeasured · Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 75th ed. Boca Raton, Fl: CRC Press Inc., 1994-1995., p. 3-111

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight: 122.55 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 122.0134572 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 2calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 26.3 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 70calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: 1.7702calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 26.3 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 0calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 2calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 27.47 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.75calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4958calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon4 atoms · 39.2% by mass
Cl Chlorine1 atom · 28.9% by mass
O Oxygen2 atoms · 26.1% by mass
H Hydrogen7 atoms · 5.8% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 7
Total atoms, hydrogen included: 14
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

Ester
A carbonyl bonded to an oxygen that links to another carbon.
Ether
An oxygen bridging two carbons.
Halide (C–X)
A halogen atom attached to carbon.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Isopropyl chloroformate yet.

Other names for it

The systematic name on this record is propan-2-yl carbonochloridate.

The sources also call it ISOPROPYL CHLOROCARBONATE, Chloroformic acid isopropyl ester, Carbonochloridic acid, 1-methylethyl ester, Isopropyl chloromethanoate, Formic acid, chloro-, isopropyl ester, 1-methylethyl chloroformate, 2-propyl chloroformate, UN2407, HSDB 2848, Carbonochloride acid, 1-methylethyl ester, Isopropylester kyseliny chlormravenci.

Structurally related

Nothing structurally close to Isopropyl chloroformate has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Isopropyl chloroformate. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

1,1-Dimethylethyl 4-[({2-[4-(methylsulfonyl)phenyl]-5-pyrimidinyl}oxy)methyl]-1-piperidinecarboxylate

used as a reactant

C₂₂H₂₉N₃O₅S, 447.557 g/mol.

1,6-Naphthyridine-2-carboxylic acid

used as a reactant

C₉H₆N₂O₂, 174.159 g/mol.

Where these values came from

reference compound database7917
compound record
chemistry engine
structure perception

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.