Bromomethylcyclopropane
CYCLOPROPYLMETHYL BROMIDE · Cyclopropane, (bromomethyl)- · Cyclopropylcarbinyl bromide · CPMBr · (Bromomethyl)cyclopr · (Xiu Jiaji)cyclopropane · BroMoMethyl)cyclopropan · Cyclopropylmethylbromid

Identifiers & Physical Properties
| CAS No. | 7051-34-5 |
|---|---|
| Molecular formula | C4H7Br |
| Average molar mass | 135 g/mol |
| Monoisotopic mass | 133.97311 g/mol |
| SMILES | BrCC1CC1 |
| InChIKey | AEILLAXRDHDKDY-UHFFFAOYSA-N |
| PubChem CID | 81503 |
| EC No. | 230-331-8 |
| DTXSID | DTXSID40220785 |
Chemical & Physical Properties
| XLogP | 1.7 |
|---|---|
| Topological polar surface area | 0 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 0 |
| Rotatable bonds | 1 |
| Heavy atoms | 5 |
| Formal charge | 0 |
| Complexity | 30 |
| Melting point | 87-90 °C |
| Boiling point | 105-107 °C(lit.) |
| Density | 1.392 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.457(lit.) |
| Flash point | 107 °F |
| Storage conditions | Inert atmosphere,2-8°C |
| Solubility | Chloroform (Slightly), Methanol (Slightly)Not miscible in water. |
| Physical state | Liquid |
| Specific gravity | 1.392 |
| Color | Clear colorless to slightly colored |
| BRN | 605296 |
| Stability | Stable. Flammable. Incompatible with strong bases, strong oxidizing agents. |
| InChI | 1S/C4H7Br/c5-3-4-1-2-4/h4H,1-3H2 |
| InChIKey | AEILLAXRDHDKDY-UHFFFAOYSA-N |
| SMILES | BrCC1CC1 |
| CAS DataBase Reference | 7051-34-5(CAS DataBase Reference) |
| FDA UNII | D8ZPP7X54B |
| NIST Chemistry Reference | Cyclopropane, (bromomethyl)-(7051-34-5) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS07 |
| Signal word | Warning |
| GHS hazard statements | H226-H302 |
| GHS precautionary statements | P210-P233-P240-P241-P242-P301+P312 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xi,F,Xn |
| Risk statements (R) | 10-36/37/38-22 |
| Safety statements (S) | 23-24/25-37/39-26-16-36/37/39 |
| UN transport number | UN 1993 3/PG 3 |
| Water hazard class (WGK) | 3 |
| Hazard Note | Irritant |
| Hazard class | 3Acute Tox. 4 OralFlam. Liq. 3 |
| Packing group | III |
| Customs code | 29035990 |
| Storage class | 3 - Flammable liquids |
| REACH registrations | Active |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 0.5% (1 of 182) of reports.DangerH225 (57.1%): Highly Flammable liquid and vapor [Danger Flammable liquids]H226 (42.3%): Flammable liquid and vapor [Warning Flammable liquids]H302 (70.9%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (69.8%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (69.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (68.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 182 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 1 of 182 reports by companies.There are 15 notifications provided by 181 of 182 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatory information | Chemical: Cyclopropane, (bromomethyl)-Status: Active Update: 06-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/21443Bromomethyl-cyclopropane: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Flam. Liq. 2 (57.1%)Flam. Liq. 3 (42.3%)Acute Tox. 4 (70.9%)Skin Irrit. 2 (69.8%)Eye Irrit. 2A (69.2%)STOT SE 3 (68.7%) |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| UN transport number | UN 1993 3/PG 3 |
| Customs code | 29035990 |
| Risk statements (R) | 10-36/37/38-22 |
| Signal word | Warning |
| GHS pictogram | GHS02,GHS07 |
| Hazard symbols | Xi,F,Xn |
| hazard_note | Irritant |
| Safety statements (S) | 23-24/25-37/39-26-16-36/37/39 |
| Hazard class | 3Acute Tox. 4 OralFlam. Liq. 3 |
| Storage class | 3 - Flammable liquids |
| Packing group | III |
| GHS hazard statements | H226-H302 |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
| REACH registrations | Active |
| GHS precautionary statements | P210-P233-P240-P241-P242-P301+P312 |
Applications & Uses
Uses
(Bromomethyl)cyclopropane is used in the synthesis of 1,4-dienes by iron-catalyzed cross-coupling with alkenyl Grignard reagents.
Description
(Bromomethyl) cyclopropane is a cyclopropane derivative. It can be used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1, 4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.
Uses
(Bromomethyl)cyclopropane was used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.
General Description
The coupling reaction of (bromomethyl)cyclopropane with phenylmagnesium bromide was studied.