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1-Bromo-3-chloropropane

HCID 8006
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Basic information

CAS
109-70-6
Standard SMILES
ClCCCBr
InChIKey
MFESCIUQSIBMSM-UHFFFAOYSA-N
Molecular formula
C3H6BrCl
Average molar mass
157.44 g/mol
Monoisotopic mass
155.93414

Overview

1-Bromo-3-Chloropropane can cause cancer according to California Labor Code.

Names & identifiers

Preferred name
1-Bromo-3-chloropropane
IUPAC
1-bromo-3-chloropropane
English name
1-Bromo-3-chloropropane
Molecular formula
C3H6BrCl
Molecular weight
157.44

Names & synonyms

1-BROMO-3-CHLOROPROPANE109-70-6Trimethylene chlorobromidePropane, 1-bromo-3-chloro-3-Bromopropyl chloride3-Chloropropyl bromide1-Chloro-3-bromopropane3-Chloro-1-bromopropane3-Bromo-1-chloropropaneTrimethylene bromide chlorideomega-ChlorobromopropaneKA4WR2LS00
Show more names
BROMOCHLOROPROPANE1,3-BCPCHLOROBROMOPROPANENSC 9183
NSC-9183DTXSID1051565RefChem:75105DTXCID5030117203-697-1I-BCP1,3-ChbpTrimethylene bromochloride

Database identifiers

CAS
109-70-6
PubChem CID
8006
DTXSID
DTXSID1051565
ChEMBL
CHEMBL156560
ChEBI
CHEBI:189106
UNII
KA4WR2LS00
EC Number
203-697-1
Nikkaji
J29.156K

Properties

Computed structural propertiesFilling in

XLogP
1.9
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
2
Heavy atoms
5
Formal charge
0
Complexity
16.4

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Aliphatics, Saturated
SpringerMaterials PropertiesSchoenflies notation
LogP · 3 items

Log P = 2.18

2.18

2.18

Density · 2 items

1.5969 @ 20 °C/4 °C

Relative density (water = 1): 1.6

Color/FormCOLORLESS LIQUID
Solubility · 5 items

Very sol in alc, ether, chloroform

SOL IN METHANOL

Soluble in oxygenated and chlorinated solvents.

In water = 2240 mg/l at 25 °C.

Solubility in water, g/100ml at 25 °C: 0.224

Flash Point · 2 items

57 °C

57 °C

Boiling Point · 2 items

143.3 °C @ 760 MM HG

143.3 °C

Melting Point

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H226 (28.6%): Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P317, P318, 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 189 reports by companies from 26 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

Hazard information

Regulatory Information · 6 items

Chemical: Propane, 1-bromo-3-chloro-

Hazard Traits - Carcinogenicity

Propane, 1-bromo-3-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propane, 1-bromo-3-chloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: 1-bromo-3-chloropropane (EC: 203-697-1)

1-Bromo-3-chloropropane: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationEvaluation - 1-bromo-3-chloropropane and 1,3-dibromopropane
DOT LabelPoison
Fire Hazards · 3 items

Excerpt from ERG Guide 159 [Substances (Irritating)]:

· Some of these materials may burn, but none ignite readily.

Chemistry & industry

Pharmacology

Mechanism of Action · 1 item

The present study examines how variations in position, number, and type of halogen substituents affect renal and testicular necrosis, renal and testicular DNA damage, and the tissue distribution of the halogenated propanes. Groups of five male MOL:WIST rats were given single ip injections, ranging from 85 to 3000 um/kg of 1,2-dibromo-3-chloropropane (DBCP), 1,2,3-tribromopropane (TBP), 1,3-dichloro-2-bromopropane (DB2CP), or 1-bromo-2,3-dichloropropane (B2,3DCP), 1,3-dibromopropane, 1,2-dibromopropane, 1,2,3-trichloropropane or 1-bromo-3-chloropropane. The most potent in causing organ damage in both kidney and testes were DBCP and TBP. DB2CP was less organ toxic than DBCP or TBP, but induced more organ damage than B2,3DCP and DC2BP. The ability of the halogenated propanes to induce DNA damage in vivo correlated well with their ability to induce organ damage. However, DNA damage occurred at lower doses and after a shorter period of exposure. DNA damage may be an initial event in the development of organ necrosis by halogenated propanes in general. Testicular DNA damage induced by the halogenated propanes in vivo correlated well with the DNA damage observed in isolated testicular cells in vitro, showing that toxicity was due to in situ activation. The findings established a good relationship between in vivo organ necrogenic effects and DNA damage for a series of halogenated propanes. Both the type, the number, and the position of the halogens affected the toxic potential. The most toxic of the halogenated propanes contained three halogens with at least two vicinal bromines.

Uses & manufacturing

Uses · 6 items

Used as a chemical intermediate for organic synthesis (i.e. pharmaceuticals); [HSDB]

IN ORGANIC SYNTHESIS; IN PHARMACEUTICALS

CHEM INT FOR PHARMACEUTICALS-EG, ACETOPHENAZINE MALEATE

CHEM INT FOR ORG SYNTH, EG, DIALKYLAMINOPROPYL CHLORIDES

Used as a chemical intermediate for the synthesis of cyclomethycaine; fluphenazine; opipramol; pentoxifylline; perphenazine; piperocaine; prochlorperazine; propentofylline; reproterol; trazodone; trifluoperazine; urapidil; verapamil.

1-Bromo-3-chloropropane is a useful reaction intermediate to prepare gamma-chloropropyl derivatives...for example, the cyanide displacement of 1-bromo-3-chloropropane forms gamma-chlorobutyronitrile, an intermediate used for the production of herbicides, pesticides, pharmaceuticals, and other commercial products.

Related reactions

2,573 records
New reaction record
HRID 3789 reaction equation
HRID 3789As reactantuspto-grants-1988_02
HRID 3792 reaction equation
HRID 3792As reactantuspto-grants-1988_02
HRID 3807 reaction equation
HRID 3807As reactantuspto-grants-1988_02
HRID 3810 reaction equation
HRID 3810As reactantuspto-grants-1988_02
HRID 3812 reaction equation
HRID 3812As reactantuspto-grants-1988_02
HRID 3815 reaction equation
HRID 3815As reactantuspto-grants-1988_02
HRID 3818 reaction equation
HRID 3818As reactantuspto-grants-1988_02
HRID 3824 reaction equation
HRID 3824As reactantuspto-grants-1988_02
Page 1 of 322

Compound notes

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· 2 items

-58.90 °C

-58.9 °C

Vapor DensityRelative vapor density (air = 1): 5.4
Vapor Pressure · 2 items

6.38 [mmHg]

Vapor pressure, kPa at 25 °C: 0.85

Refractive IndexINDEX OF REFRACTION: 1.4864 @ 20 °C/D

Physicochemical properties

Melting point
-59 °C · -59 °C
Boiling point
144 · 144-145 °C (lit.)
Density
1.592 g/mL · 1.592 g/mL at 25 °C (lit.)
vapor pressure
7.5 hPa · 7.5 hPa (20 °C)
refractive index
20 · n20/D 1.486(lit.)
Flash point
81 °C · 81 °C
storage temp.
room temp
solubility
2.24 g/l · 2.24g/l insoluble
form
liquid
color
Clear liquid
explosive limit
3.2 · 3.2-8.6%(V)
Water Solubility
insoluble
BRN
605278 · 605278
Henry's Law Constant
3.9 · 3.9×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
Stability
Volatile
InChI
1S/C3H6BrCl/c4-2-1-3-5/h1-3H2
InChIKey
MFESCIUQSIBMSM-UHFFFAOYSA-N
SMILES
ClCCCBr
CAS DataBase Reference
109 · 109-70-6(CAS DataBase Reference)
FDA UNII
4 WR2LS00 · KA4WR2LS00
NIST Chemistry Reference
1 · Propane, 1-bromo-3-chloro-(109-70-6)
IARC
2 B · 2B (Vol. 125)
EPA Substance Registry System
1 · Propane, 1-bromo-3-chloro- (109-70-6)
UNSPSC Code
41105515 · 41105515
NACRES
52 · NA.52
Symbol(GHS)
2 · GHS02,GHS06,GHS08
Signal word
Danger
Hazard statements
331 · H331-H302-H313-H371-H373-H341-H412-H226
Precautionary statements
501 · P501-P273-P270-P202-P240-P260-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P311-P303+P361+P353-P301+P312+P330-P304+P340+P311-P403+P233-P403+P235-P405
target organs
Respiratory system
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xn
Risk Statements
10 · 10-22-36/37/38-20/21/22-20/22-68-52/53-37
Safety Statements
16 · 16-45-36/37/39-26
RIDADR
2688 · UN 2688
WGK Germany
3 · 3
RTECS
4113000 · TX4113000
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
III
HS Code
29034980 · 29034980
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
3 InhalationAcute · Acute Tox. 3 InhalationAcute Tox. 4 OralAquatic Chronic 3Muta. 2STOT SE 3
Hazardous Substances Data
109 · 109-70-6(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in Rabbit: 1100 - 1200 mg/kg LD50 dermal Rat > 2000 mg/kg
REACH Registrations
Active
Limited Quantities
5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 57 °C explosive vapour/air mixtures may be formed.

Health Hazards · 2 items

Excerpt from ERG Guide 159 [Substances (Irritating)]:

· Inhalation of vapors or dust is extremely irritating.

Hazards Summary · 1 item

May cause CNS effects and liver injury; [ICSC] No significant adverse gross or histopathological changes observed with regard to body weight, kidneys, or male reproductive organs in two week feeding study with rats; Emergency medical treatment: see Dibromochloropropane; [HSDB] A strong eye and respiratory tract irritant; [CAMEO] Observations in four hour inhalation study with rats include pulmonary hemorrhages, fatty degeneration of the liver and heart, albuminoid degeneration of the kidney, and edema and swelling of brain neural tissue; No gross or histopathological changes observed in another inhalation study; Classified as not irritating to skin and eyes of rabbits (some corneal opacity and conjunctival irritation/redness observed, but cleared by day 8 in all studies); Observations in 24 day study with rats include liver degeneration, increased frequency of chromosomal aberrations in bone marrow, and decrease in testicular weight coefficient and spermatozoa motility; Not mutagenic to various Salmonella typhimurium strains; No significant adverse effects to male reproductive system observed in five week feeding or two week gavage studies with rats; [IUCLID]

DOT ID and Guide2688 159
Reactive GroupHalogenated Organic Compounds
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: III
Reactivity Profile · 1 item

Halogenated aliphatic compounds, such as 1-BROMO-3-CHLOROPROPANE, are moderately or very reactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

Chemical DangersDecomposes on burning. This produces toxic and corrosive gases including hydrogen bromide (see ICSC 0282) and hydrogen chloride (see ICSC 0163).
Packaging and LabellingDo not transport with food and feedstuffs.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 159 [Substances (Irritating)]:

Use water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

Rinse mouth. Refer for medical attention .

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· Do not touch or walk through spilled material.

First Aid · 2 items

Excerpt from ERG Guide 159 [Substances (Irritating)]:

General First Aid:

Safe StorageSeparated from food and feedstuffs. Well closed. Store in an area without drain or sewer access.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 159 [Substances (Irritating)]:
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage Disposal · 1 item

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Preventive MeasuresAVOID INHALATION OF FUMES.
Isolation and Evacuation · 2 items

Excerpt from ERG Guide 159 [Substances (Irritating)]:

Immediate precautionary measure

Eye PreventionWear safety spectacles.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 63(SRC), determined from a measured water solubility(2) and a regression-derived equation(3,SRC), indicates that 1-bromo-3-chloropropane will have high mobility in soil(SRC). Volatilization of 1-bromo-3-chloropropane may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 2.5X10-4 atm-cu m/mole(SRC), determined using a fragment constant estimation method(4). Volatilization from dry soil surfaces(SRC) is expected based on an extrapolated vapor pressure of 6.4 mm Hg(5,SRC). Based on limited data, this compound is expected to be resistant to aerobic biodegradation(SRC); 1-bromo-3-chloropropane, inoculated with effluent from a biological waste treatment plant, reached 3% of the theoretical BOD in 5 days(6).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 63(SRC), determined from a measured water solubility(2) and a regression-derived equation(1,SRC), indicates that 1-bromo-3-chloropropane should not adsorb to suspended solids and sediment in water(SRC). 1-Bromo-3-chloropropane should volatilize from water surfaces(1,SRC) given an estimated Henry's Law constant of 2.5X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). Estimated half-lives for a model river and model lake are 8 hours and 6 days, respectively(1,SRC). According to a classification scheme(5), an estimated BCF value of 27(1,SRC), from a measured log Kow(4), suggests that bioconcentration in aquatic organisms is low(SRC). Based on limited data, this compound is expected to be resistant to aerobic biodegradation(SRC); 1-bromo-3-chloropropane, inoculated with effluent from a biological waste treatment plant, reached 3% of the theoretical BOD in 5 days(6).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-bromo-3-chloropropane, which has an extrapolated vapor pressure of 6.4 mm Hg at 25 °C(2,SRC), will exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-bromo-3-chloropropane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 18 days(3,SRC).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Signs and Symptoms · 2 items

Tremor. Drowsiness.

See Inhalation.

ICSC Environmental DataThe substance is harmful to aquatic organisms.
Soil Adsorption/Mobility · 1 item

The Koc of 1-bromo-3-chloropropane is estimated as approximately 63(SRC), using a measured water solubility of 2240 mg/l at 25 °C(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 1-bromo-3-chloropropane has high mobility in soil(SRC).

TSCA Test Submissions · 1 item

Toxicity of 1-chloro-3-bromopropane (CBP) with respect to testicular changes was evaluated in male albino Wistar rats (10/treated group, 20 in arachis oil vehicle control group) exposed orally to CBP by gavage at dosage levels of 40 or 160 mg/kg/day for 14 days. On day 15, the animals were sent for pathological examination. Significant differences between treated and control animals were not observed at any dose level. No significant differences between treated and control animals were observed in the following: body weights, body weight gain, testes weights, morphology, or detailed macroscopic and microscopic examination of the kidneys, testes, epididymides, ductuli efferentes, and vasa deferentes.

Atmospheric Concentrations · 1 item

URBAN/SUBURBAN: Source-dominated air samples contained 1-bromo-3-chloropropane at a median concentration of 2 parts/trillion(1). Air samples collected from a geographic area associated with the bromine industry in Arkansas contained 1-bromo-3-chloropropane at unreported concentrations(2). Ambient concentrations of 1-bromo-3-chloropropane in air surrounding the Ethyl Corporation, Magnolia, AK in July 1977 ranged from trace levels to 1,688 ng/cu m(3). Ambient concentrations of 1-bromo-3-chloropropane in air surrounding the Great Lakes Corporation and the Michigan Chemical Corporation in El Dorado, AK in July 1977 ranged from not detected to trace levels and trace to 63 ng/cu m, respectively(3).

Human Toxicity Excerpts · 2 items

Mortality rates in workers exposed to brominated chemicals in manufacturing research facilities from 1935 to 1976 were investigated epidemiologically. These workers were potentially exposed to 1,2-dibromo-3-chloropropane, polybrominated biphenyls, tris(2,3-dibromopropyl)phosphate, trimethylene chlorobromide, and DDT as well as various organic and inorganic bromides. Data was collected from personnel records and death certificates. Standardized mortality ratios were calculated for comparison against rates for American white males. In all, 2,806 male workers were identified as living, 578 workers were identified as deceased. Almost half of the cohort had worked less than 6 mo. The average term of employment was 3 yr 9 mo. Overall, the standardized mortality ratio for workers was lower than that of American white males. Deaths from diabetes mellitus occurred more frequently in these workers, with rates more than twice the number expected. Overall cancer death rates were comparable among the workers and the comparison population. Stomach cancer rates were lower among workers than expected; otherwise, differences in site specific cancer deaths were not statistically significant. The workers showed lower than expected death rates for diseases of the circulatory and digestive systems and pneumonia. There was no incr trend in mortality with length of employment. /Results indicate/ that this study has identified a number of potential health problems and should be continued with a longer observation period to establish mortality trends.

A historical prospective mortality study was conducted for 3579 white male workers employed between 1935 and 1976 at four Vesicol Chemical Corporation facilities. The members of the study cohort were potentially exposed to brominated compounds including 1,2-dibromo-3-chloropropane (DBCP), tris(2,3-dibromopropyl)phosphate, trimethylene chlorobromide. Some were exposed to DDT, polybrominated biphenyls (PBB) and others to radiation from rare earths process. Overall mortality was lower than expected, particularly in diseases of the circulatory system, nonmalignant respiratory diseases and diseases of the digestive system. No significant overall or cause specific mortality excess was noted among those potentially exposed to either TRIS or DDT. No cancer death was noted among the rare earth employees. Mortality from diabetes mellitus was significantly elevated among the maintenance workers hired in the early 1940's. A significant mortality excess due to diseases of the circulatory system was observed among workers potentially exposed to DBCP and or rare earth process. Mortality from testicular cancer was significantly higher in those exposed to organic bromides. The common potential exposure of the testicular cancer decedents was methyl bromide. A number of other cause specific mortality excesses were also noted.

Artificial Pollution Sources1-Bromo-3-chloropropane's production and use in organic syntheses and in the production of pharmaceuticals(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation1-Bromo-3-chloropropane, inoculated with effluent from a biological waste treatment plant, reached 3% of the theoretical BOD in 5 days(1).
Carcinogen Classification · 5 items

1-Bromo-3-chloropropane

Group 2B: Possibly carcinogenic to humans

Volume 125: (2020) Some Industrial Chemical Intermediates and Solvents

2020 online

2019

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
TX4113000
ridadr
UN 2688
hs_code
29034980
Toxicity
LD50 orally in Rabbit: 1100 - 1200 mg/kg LD50 dermal Rat > 2000 mg/kg
risk_code
10-22-36/37/38-20/21/22-20/22-68-52/53-37
Signal word
Danger
Symbol(GHS)
GHS02,GHS06,GHS08
hazard_code
Xn
safety_code
16-45-36/37/39-26
hazard_class
6.1
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group
III
target organs
Respiratory system
Hazard statements
H331-H302-H313-H371-H373-H341-H412-H226
Limited Quantities
5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 3 InhalationAcute Tox. 4 OralAquatic Chronic 3Muta. 2STOT SE 3
Precautionary statements
P501-P273-P270-P202-P240-P260-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P311-P303+P361+P353-P301+P312+P330-P304+P340+P311-P403+P233-P403+P235-P405
Hazardous Substances Data
109-70-6(Hazardous Substances Data)
U.S. Production · 2 items

2023: <50,000 lb

(1978) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Industry UsesIntermediate
Methods of Manufacturing · 2 items

1-Bromo-3-chloropropane is virtually always produced by the free-radical addition of anhydrous hydrogen bromide to allyl chloride.

1-Bromo-3-chloropropane can be made from ethylene and methylene chlorobromide.

General Manufacturing Information · 3 items

All Other Basic Organic Chemical Manufacturing

Propane, 1-bromo-3-chloro-: ACTIVE

The yield of crude product, which typically consists of 95% primary and 5% secondary bromochloropropanes, is about 95% based on converted allyl chloride. The minor isomer can easily be separated by distillation if product specifications call for higher purity.

Applications · 3 items

Description1-Bromo-3-chloropropane is a halogenated alkane compound containing one bromine atom and one chlorine atom in its structure. Due to the high electronegativity of halogens, the molecule of 1-Bromo-3-chloropropane is highly electrophilic and is easily attacked by electrophilic reagents such as nucleophilic reagents, Lewis acid, etc., which undergoes nucleophilic substitution reactions. The compound is relatively stable at room temperature, but is susceptible to elimination reactions at high temperatures or in the presence of strong acids or bases. In addition, prolonged exposure to air should be avoided because 1-Bromo-3-chloropropane molecules contain halogen atoms that are susceptible to reaction by oxygen and moisture in the air to produce products such as alcohols and aldehydes.

Uses1-Bromo-3-chloropropane is used in the preparation active pharmaceutical ingredient intermediate such as gemfibrozil and reproterol. It is also involved in the preparation of cardiovascular diseases and analgesic drugs materials. It is utilized as a phase separation reagent for the isolation of ribonucleic acid (RNA) in high quality. It is considered as a replacement of chloroform in nucleic acid separations.

General Description1-bromo-3-chloropropane appears as a colorless liquid. Insoluble in water and denser than water. May be toxic by inhalation, ingestion or skin absorption. Used to make pharmaceuticals and other chemicals.

Preparation methods

PreparationThe most common method for producing 1-Bromo-3-chloropropane is through the free-radical addition of anhydrous hydrogen bromide to allyl chloride. Alternatively, it can be prepared by reacting ethylene with methylene chlorobromide.

Upstream & downstream products

Upstream raw materials

Benzoyl peroxideHydrogen bromideAllyl chloride

Downstream products

1-(3-Chlorophenyl)-4-(3-chloropropyl)piperazine hydrochlorideChlorpromazine hydrochloride1,1-Cyclobutanedicarboxylic acidACETOPHENAZINE MALEATE (200 MG)5-chloro-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrileJulolidineOxatomide3-ETHOXYCARBONYL-5,6-DIHYDRO-2-METHYL-4H-PYRANLOMIFYLLINENefazodoneCyclobutanemethanolAzetidine4-Chlorobutyronitrile(Bromomethyl)cyclobutane1-Bromo-5-hexanone1-(3-(pyrrolidin-1-yl)propyl)hydrazinePentoxifyllinePERPHENAZINEDifenidol hydrochlorideSEMOTIADILAzetidine hydrochlorideTirofiban(3-MORPHOLIN-4-YL-PROPYL)-HYDRAZINE1-(3-Hydrazinylpropyl)pyrrolidin-2-one
Additional notes · 1 item

DefinitionChEBI: 1-Bromo-3-chloropropane (I-BCP or 109-70-6) is an organochlorine compound that can be used as a safer and equally effective alternative to chloroform. It serves as a phase-separation agent for the one-step method of RNA isolation from biological samples like animal and plant tissue. I-BCP can replace CHCl3 in RNA phase separations.