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1-Chloropentane

HCID 10977
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
29656-63-1
Standard SMILES
CCCCCCl
InChIKey
SQCZQTSHSZLZIQ-UHFFFAOYSA-N
Molecular formula
C5H11Cl
Average molar mass
106.59 g/mol
Monoisotopic mass
106.054928

Overview

Amyl chloride appears as a clear colorless to light-brown liquid with an aromatic odor. Flash point may vary from 35 to 54 °F. Less dense than water and insoluble in water. Hence floats on water. Vapors are heavier than air. Vapors may be narcotic in high concentrations.

Names & identifiers

Preferred name
1-Chloropentane
IUPAC
1-chloropentane
English name
1-Chloropentane
Molecular formula
C5H11Cl
Molecular weight
106.59384

Names & synonyms

1-CHLOROPENTANE543-59-9Pentyl chloriden-Amyl chlorideAmyl chloridePentane, 1-chloro-n-Pentyl chloriden-Butylcarbonyl chloride0EG9MSD3NKHSDB 10711-CHLORPENTANECHLORIDE OF AMYL
Show more names
NSC 7898NSC-7898EINECS 208-846-41-PENTYL CHLORIDEAMYL CHLORIDE [MI]AI3-24334N-BUTYLCARBINYL CHLORIDE1-CHLOROPENTANE [HSDB]

Database identifiers

CAS
29656-63-1、543-59-9
PubChem CID
10977
DTXSID
DTXSID40870603
ChEMBL
CHEMBL348039
UNII
0EG9MSD3NK
EC Number
208-846-4
Nikkaji
J2.646H

Properties

Computed structural propertiesFilling in

XLogP
2.6
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
3
Heavy atoms
6
Formal charge
0
Complexity
19.9

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Halogenated Aliphatics, Saturated

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
LogP · 2 items

log Kow = 2.73

3.11

OdorSweet odor
Density · 3 items

0.8834 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8820 g/cu cm at 20 °C

Straw- to purple-colored liquid. Density: 0.88 at 20 °C, 95% distills between 85 and 109 °C, wt/gal 7.33 lb. Refractive index (20 °C) 1.406. Insoluble in water; water azeotrope at 77-82 °C approx 90% C5H11Cl, miscible with alcohol and ether /Amyl chlorides, mixed/

Color/Form · 2 items

Liquid

Colorless liquid

Solubility · 4 items

In water, 197 mg/L at 25 °C

Insoluble in water

Miscible with alcohol, ether

Miscible with ethanol, ethyl ether; soluble in benzene, carbon tetrachloride; very soluble in chloroform

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

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P317, P321, P330, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P317, P321, P330, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Chemical: Pentane, 1-chloro-

REACH registered substance: 1-chloropentane (EC: 208-846-4)

Pentane, 1-chloro-: HSNO Approval: HSR001020 Approved with controls

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.)

DOT LabelFlammable Liquid
Fire Hazards · 2 items

Special Hazards of Combustion Products: Irritating hydrogen chloride and toxic phosgene may be formed in fires. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Fire Potential · 2 items

Dangerous fire hazard when exposed to heat or flame ... .

Flammable.

Health Hazards · 2 items

Inhalation causes mild irritation of mucous membranes. Ingestion of liquid or contact with skin or eyes causes mild irritation. (USCG, 1999)

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as a chemical intermediate; [Hawley]

For amyl mercaptan (USEPA/OPP Pesticide Code: 100701) there are 0 labels match. /SRP: Not registered for current use in the USA, but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Chemical intermediate.

Methods of Manufacturing · 2 items

Prepared from 1-pentanol and concentrated HCl in sealed tube at 120 °C.

(1) Distillation of amyl alcohol with salt and sulfuric acid, (2) addition of hydrochloric acid to alpha-amylene.

Formulations/PreparationsGrade: Technical
General Manufacturing InformationPentane, 1-chloro-: ACTIVE

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Related reactions

17 records
New reaction record
HRID 164866 reaction equation
HRID 164866As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 179814 reaction equation
HRID 179814As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 231587 reaction equation
HRID 231587As reactantuspto-grants-1989_07
HRID 289994 reaction equation
HRID 289994As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 330302 reaction equation
HRID 330302As reactantuspto-grants-1990_01
HRID 823958 reaction equation
HRID 823958As reactantTest data from https://doi.org/10.1039/C8SC04228D
HRID 953148 reaction equation
HRID 953148As reactantValidation data from https://doi.org/10.1039/C8SC04228D
HRID 1080576 reaction equation
HRID 1080576As reactantuspto-grants-1996_12
Page 1 of 3

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Flash Point · 5 items

34 °F (USCG, 1999)

13 °C

12 °C (54 °F) - closed cup

55 °F (13 °C) - closed cup

55 °F (13 °C) (Open Cup)

Boiling Point · 2 items

226 °F at 760 mmHg (USCG, 1999)

107.9 °C

DecompositionWhen heated to decomposition it emits highly toxic fumes of phosgene and /chloride/.
Melting Point · 2 items

-146 °F (USCG, 1999)

-99 °C

Vapor Density3.67 (Air = 1)

Physicochemical properties

Melting point
-99 °C · -99 °C
Boiling point
108.2 °C · 108.2°C
Density
0.883 at · 0.883 at 20°C/4°C
vapor density
3.67 · 3.67
Flash point
54 °F · 54°F (OC)
color
Water-white liquid
Odor
sweet odor
Symbol(GHS)
2 · GHS02,GHS07
Signal word
Danger
Hazard statements
225 · H225-H302+H312+H332
Precautionary statements
210 · P210-P280-P301+P312+P330-P302+P352+P312-P304+P340+P312

· May cause toxic effects if inhaled or absorbed through skin.

Hazards Summary · 1 item

Flammable liquid; High concentrations may be narcotic; [Hawley] A skin, eye, nose, and throat irritant; Emergency medical treatment: see Hydrocarbons; [HSDB] A mild mucous membrane irritant; May cause CNS depression at high vapor concentrations; [CAMEO]

DOT ID and Guide1107 129
Reactive GroupHalogenated Organic Compounds
Reactivity AlertsHighly Flammable
Reactivity ProfileAMYL CHLORIDE is incompatible with strong oxidizing and reducing agents. Also, incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
Atmospheric Standards · 1 item

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Amyl chloride is produced, as an intermediate or final product, by process units covered under this subpart.

Flammable LimitsPercent by volume: lower 1.6%; upper 8.6%

Safety & protection

Fire FightingExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
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.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

INHALATION: remove to fresh air; apply artificial respiration if required.

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 5 items

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Use water spray to cool unopened containers.

To fight fire, use foam, /carbon dioxide/, dry chemical.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Cleanup Methods · 1 item

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations.

Nonfire Spill ResponseExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Disposal Methods · 2 items

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material; Contaminated packaging: Dispose of as unused product.

Preventive Measures · 5 items

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

Precautions for safe handling: Avoid contact with skin and eyes. Avoid inhalation of vapor or mist. Use explosion-proof equipment. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.

Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

For more Preventive Measures (Complete) data for n-Amyl chloride (6 total), please visit the HSDB record page.

Isolation and Evacuation · 2 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Immediate precautionary measure

Personal Protective Equipment (PPE) · 5 items

Protective goggles or face shield; rubber gloves. (USCG, 1999)

Eye/face protection: Face shield and safety glasses. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

Skin protection: Handle with gloves.

Body Protection: Complete suit protecting against chemicals. Flame retardant antistatic protective clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Toxicology

Ecotoxicity ValuesLC50; Species: Cyprinus carpio (Common carp); Conditions: freshwater, renewal; Concentration: 39.76 mg/L for >48 hr /96-99% purity/
Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 240(SRC), determined from a log Kow of 2.73(2) and a regression-derived equation(3), indicates that n-amyl chloride is expected to have moderate mobility in soil(SRC). Volatilization of n-amyl chloride from moist soil surfaces is expected to be an important fate process(SRC) given a estimated Henry's Law constant of 2.38X10-2 atm-cu m/mole(4). n-Amyl chloride is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 32.9 mm Hg at 25 °C(5). Using sewage sludge from domestic sewage treatment plants, a 2.8% Theoretical BOD was reported in 24 hours(6), suggesting that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 240(SRC), determined from a log Kow of 2.73(2) and a regression-derived equation(3), indicates that n-amyl chloride is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon a Henry's Law constant of 2.38X10-2 atm-cu m/mole(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 3 hours and 4 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 30(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low to moderate(SRC). Using sludge from domestic sewage treatment plants, a 2.8% Theoretical BOD was reported in 24 hours(7), suggesting that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-amyl chloride, which has a vapor pressure of 32.9 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-amyl chloride 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 5 days(SRC), calculated from its rate constant of 3.36X10-12 cu cm/molecule-sec at 25 °C(3). n-Amyl chloride does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Milk ConcentrationsAmyl chloride, unspecified isomer, was detected in 2 (from Bayonne, NJ) of 8 samples (from 5 different US locations) of human mother's milk at unreported concentrations(1).
Toxicity Summary · 1 item

IDENTIFICATION AND USE: 1-Chloropentane is a liquid which is used as a chemical intermediate. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Significant dose related decreases in serum triglyceride levels at 2 hours was observed following the administration of 1-chloropentane in male mice and rats. This effect was also observed in vitro in freshly prepared isolated hepatocytes. 1-Chloropentane induced positive genotoxic effects in wing spot number frequency test in Drosophila melanogaster even though it showed only moderate toxicity.

Effluent Concentrationsn-Amyl chloride was detected at unreported concentrations in gas samples collected from a landfill simulator using a mixture of municipal refuse and municipal wastewater sludges(1).
Soil Adsorption/Mobility · 1 item

The Koc of n-amyl chloride is estimated as 240(SRC), using a log Kow of 2.73(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that n-amyl chloride is expected to have moderate mobility in soil(SRC).

Artificial Pollution Sourcesn-Amyl chloride's production and use as a chemical intermediate(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 2 items

AEROBIC: Aerobic cultures containing n-amyl chloride inoculated with sewage from three different treatment plants, reached 1.5, 1.8, and 2.8% of the theoretical oxygen demand in 6, 12, and 24 hours, respectively(1).

PURE CULTURE: Corynebacterium sp., Acinetobacter sp., Arthrobacter sp.(1), and Alcaligenes faecalis(2) have been shown to degrade n-amyl chloride.

Environmental Bioconcentration · 1 item

An estimated BCF of 30 was calculated in fish for n-amyl chloride(SRC), using a log Kow of 2.73(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low to moderate(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for n-amyl chloride is 2.38X10-2 atm-cu m/mole(1). This Henry's Law constant indicates that n-amyl chloride is expected to volatilize rapidly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 3 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 4 days(SRC). n-Amyl chloride's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). n-Amyl chloride is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 32.9 mm Hg(3).

Non-Human Toxicity Excerpts · 2 items

/GENOTOXICITY/ Halogenated aliphatic compounds were evaluated for toxic and genotoxic effects in the somatic mutation and recombination test employing Drosophila melanogaster. ... Toxicity was evaluated as the number of hatched adulthood in the presence of tested chemicals and the lethal concentration of 50% (LC50) was then calculated. ... 1,2-dichloroethane, 1,2- dichloropropane, 1,2- dichlorobutane and 1-chloropentane induced positive effects in wing spot number frequency even though these chemicals showed only moderate toxicity in our test.

/OTHER TOXICITY INFORMATION/ The role of the chlorinated alkane solvent effect on the inhibition of hepatic triglyceride secretion was investigated using male Swiss Webster mice and male Sprague Dawley rats. Triglycerides were measured in serum of treated animals or in supernatants of isolated hepatocytes exposed to solvents and tritiated glycerol. Two hours following carbon tetrachloride injection, triglyceride levels were reduced significantly to 42 percent of control values and to 15 percent by 8 hours. Methylene chloride caused a more rapid decline in serum triglyceride concentration. Significant dose related decreases in serum triglyceride levels at 2 hours followed the administration of 1-chloropropane, 1-chlorobutane, 1-chloropentane, 1-chlorohexane, 1,2-dichloroethane, 1,3-dichloropropane, 1,4-dichlorobutane, and 1,5-dichloropentane. The shorter chain, less lipid soluble solvents were the more potent at decreasing triglyceride secretion in vivo. In freshly prepared isolated hepatocyte systems, the relationship between 50 percent inhibitory concentration and lipid solubility was opposite to that observed in-vivo. The more lipid soluble solvents were the more potent at decreasing secretion in-vitro. The authors suggest from this finding that nonspecific solvent effects on membrane integrity may be important in the inhibition of triglyceride secretion. The chlorinated alkane induced development of fatty liver through inhibition of triglyceride secretion may be related to lipid solubility of the chemical rather than to its metabolism to free radicals.

Regulatory information

Atmospheric Standards · 1 item

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Amyl chloride is produced, as an intermediate or final product, by process units covered under this subpart.

Safety data

Signal word
Danger
Symbol(GHS)
GHS02,GHS07
Hazard statements
H225-H302+H312+H332
Precautionary statements
P210-P280-P301+P312+P330-P302+P352+P312-P304+P340+P312