3-Chloro-2-methyl-1-propene

An organohalide, C4H7Cl, 90.553 g/mol. Boiling point 71-72 °C, melting point < -80 °C, as published.

verified recordOrganic — organohalide9 measured properties

Identifiers

Molecular formula: C₄H₇Cl
Molecular weight: 90.553 g/mol
Exact mass: 90.023628 g/mol
IUPAC name: 3-chloro-2-methylprop-1-ene
SMILES: C=C(C)CCl
InChI: InChI=1S/C4H7Cl/c1-4(2)3-5/h1,3H2,2H3
InChIKey: OHXAOPZTJOUYKM-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: 160 to 162 °F at 760 mmHg (NTP, 1992)measured · CAMEO Chemicals; 71-72 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: less than -112 °F (NTP, 1992)measured · CAMEO Chemicals; < -80 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 0.928 at 68 °F (USCG, 1999) - Less dense than water; will floatmeasured · CAMEO Chemicals; 0.9210 at 15 °C/4 °C; 0.9165 at 20 °C/4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: less than 1 mg/mL at 70 °F (NTP, 1992)measured · CAMEO Chemicals; Miscible in alcohol and ether, very soluble in chloroform, and soluble in acetone.measured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 101.7 mmHg at 68 °F (NTP, 1992)measured · CAMEO Chemicals; 102.0 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
LogP: 1.98measured · ILO-WHO International Chemical Safety Cards (ICSCs); 1.98measured · SangsterLogP
Flash Point: 9 °F (NTP, 1992)measured · CAMEO Chemicals; -12 °Cmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Viscosity: 4.2X10-4 Pa.smeasured · Gerhartz, W. (exec ed.). Ullmann's Encyclopedia of Industrial Chemistry. 5th ed.Vol A1: Deerfield Beach, FL: VCH Publishers, 1985 to Present., p. VA6 319
Refractive Index: INDEX OF REFRACTION: 1.4318 AT 15 °C/D; 1.4274 AT 20 °C/Dmeasured · The Merck Index. 10th ed. Rahway, New Jersey: Merck Co., Inc., 1983., p. 302; INDEX OF REFRACTION: 1.427 @ 25 °C/Dmeasured · Lewis, R.J., Sr (Ed.). Hawley's Condensed Chemical Dictionary. 12th ed. New York, NY: Van Nostrand Rheinhold Co., 1993, p. 756

Calculated properties

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

Molecular weight: 90.55 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 90.0236279 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 2.1calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 0 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 38calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 0calculated · reference compound database
logP: 1.8013calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 0 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: 0calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 25.534 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.5calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.3403calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon4 atoms · 53.1% by mass
Cl Chlorine1 atom · 39.2% by mass
H Hydrogen7 atoms · 7.8% 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: 5
Total atoms, hydrogen included: 12
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

Halide (C–X)
A halogen atom attached to carbon.
Alkene
A carbon–carbon double bond.

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 3-Chloro-2-methyl-1-propene yet.

Other names for it

The systematic name on this record is 3-chloro-2-methylprop-1-ene.

The sources also call it 3-Chloro-2-methylpropene, 3-Chloro-2-methylprop-1-ene, 2-Methylallyl chloride, Isobutenyl chloride, 1-Propene, 3-chloro-2-methyl-, 2-Methyl-2-propenyl chloride, beta-Methallyl chloride, 2-Methallyl chloride, Cloruro di metallile, 1-Chloro-2-methyl-2-propene, Propene, 3-chloro-2-methyl-.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

(Chloromethyl)cyclopropane

C4H7Cl

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as 3-Chloro-2-methyl-1-propene. 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.

1,2-Difluoro-4-(2-methylallyloxy)benzene

formed as a product

C₁₀H₁₀F₂O, 184.185 g/mol.

(3-Chloro-2-methylpropyl)dimethoxymethylsilane

formed as a product

C₇H₁₇ClO₂Si, 196.75 g/mol.

(1-Acetylpiperidin-4-yl)-3-methoxyaniline

used as a reactant

C₁₄H₂₀N₂O₂, 248.326 g/mol.

Where these values came from

reference compound database11241
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.