1-Propene, 3-chloro-2-methyl-
- Formula: C4H7Cl
- Molecular weight: 90.551
- IUPAC Standard InChI: InChI=1S/C4H7Cl/c1-4(2)3-5/h1,3H2,2H3
- IUPAC Standard InChIKey: OHXAOPZTJOUYKM-UHFFFAOYSA-N
- CAS Registry Number: 563-47-3
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Propene, 3-chloro-2-methyl-; β-Methallyl chloride; γ-Chloroisobutylene; Isobutenyl chloride; Methallyl chloride; Methylallyl chloride; 2-Methyl-2-propenyl chloride; 2-Methylallyl chloride; 3-Chloro-2-methylpropene; 3-Chloro-2-methyl-1-propene; 3-Chloro-2-methylpropene-1; β-Methylallyl chloride; Chlorure de methallyle; Cloruro di metallile; NCI-C54820; 2-Methyl-allylchlorid; 3-Chlor-2-methyl-prop-1-en; 3-Cloro-2-metil-prop-1-ene; 1-Chloro-2-methyl-2-propene; UN 2554; 2-Methallyl chloride; NSC 7303
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Phase change data
Go To: Top, Reaction thermochemistry data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 344.7 | K | N/A | Weast and Grasselli, 1989 | BS |
| Tboil | 345.55 | K | N/A | Vernon, 1954 | Uncertainty assigned by TRC = 0.6 K; TRC |
| Tboil | 431. | K | N/A | Henne, Shepard, et al., 1950 | Uncertainty assigned by TRC = 5. K; compound identity uncertain; TRC |
| Tboil | 344.1 | K | N/A | Hatch and Alexander, 1949 | Uncertainty assigned by TRC = 0.7 K; TRC |
| Tboil | 345.25 | K | N/A | Hatch, Gordon, et al., 1948 | Uncertainty assigned by TRC = 0.7 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 194.5 | K | N/A | Henne, Shepard, et al., 1950 | Uncertainty assigned by TRC = 5. K; compound identity uncertain; TRC |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 33.3 | 300. | A | Stephenson and Malanowski, 1987 | Based on data from 285. to 348. K.; AC |
Reaction thermochemistry data
Go To: Top, Phase change data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
=
+
By formula: C4H8Cl2 = C4H7Cl + HCl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 72.6 ± 2.6 | kJ/mol | Cm | Levanova, Rozhnov, et al., 1975 | gas phase; Dehydrohalogenation |
Gas Chromatography
Go To: Top, Phase change data, Reaction thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | Squalane | 110. | 598. | Engewald, Mai, et al., 1976 | N2, Chromosorb W (60-80 mesh); Column length: 3. m |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SE-54 | 626. | Weber, 1986 | 25. m/0.31 mm/0.17 μm, H2, 2. K/min; Tstart: 35. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 620. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
References
Go To: Top, Phase change data, Reaction thermochemistry data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Vernon, 1954
Vernon, C.A.,
J. Chem. Soc., 1954, 1954, 423. [all data]
Henne, Shepard, et al., 1950
Henne, A.L.; Shepard, J.W.; Young, E.J.,
J. Am. Chem. Soc., 1950, 72, 3577. [all data]
Hatch and Alexander, 1949
Hatch, L.F.; Alexander, H.E.,
Allylic Chlorides V. Relative Reactivities with Sodium Ethoxide in Ethanol,
J. Am. Chem. Soc., 1949, 71, 1037. [all data]
Hatch, Gordon, et al., 1948
Hatch, L.F.; Gordon, L.B.; Russ, J.J.,
J. Am. Chem. Soc., 1948, 70, 1093. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Levanova, Rozhnov, et al., 1975
Levanova, S.V.; Rozhnov, A.M.; Plaksina, T.V.; Anisimova, Z.I.,
Dehydrohalogenation of some dihalo derivatives of isobutane,
Russ. J. Phys. Chem. (Engl. Transl.), 1975, 49, 1440-1441. [all data]
Engewald, Mai, et al., 1976
Engewald, V.W.; Mai, H.; Mühlstädt, M.,
Gaschromatographische Charakterisierung von Chlorierungs-produkten des Isobutens,
J. Prakt. Chem., 1976, 318, 4, 565-574, https://doi.org/10.1002/prac.19763180405
. [all data]
Weber, 1986
Weber, L.,
Utilization of the Sadtler standard RI system in micropollution analyses,
J. Hi. Res. Chromatogr. Chromatogr. Comm., 1986, 9, 8, 446-451, https://doi.org/10.1002/jhrc.1240090806
. [all data]
Waggott and Davies, 1984
Waggott, A.; Davies, I.W.,
Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]
Notes
Go To: Top, Phase change data, Reaction thermochemistry data, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.