Chlorobutanol

Modify Date: 2024-01-02 16:45:50

Chlorobutanol Structure
Chlorobutanol structure
Common Name Chlorobutanol
CAS Number 57-15-8 Molecular Weight 177.457
Density 1.4±0.1 g/cm3 Boiling Point 167.0±0.0 °C at 760 mmHg
Molecular Formula C4H7Cl3O Melting Point ~78 °C
MSDS N/A Flash Point 61.8±25.9 °C

 Use of Chlorobutanol


Chlorobutanol is a pharmaceutical preservative with sedative-hypnotic actions. Chlorobutanol is active against a wide variety of Gram-positive and Gram-negative bacteria, and several mold spores and fungi[1][2].

 Names

Name 1,1,1-Trichloro-2-methyl-2-propanol hemihydrate
Synonym More Synonyms

 Chlorobutanol Biological Activity

Description Chlorobutanol is a pharmaceutical preservative with sedative-hypnotic actions. Chlorobutanol is active against a wide variety of Gram-positive and Gram-negative bacteria, and several mold spores and fungi[1][2].
Related Catalog
References

[1]. Smoak IW, et al. Chlorobutanol: maternal serum levels and placental transfer in the mouse. Vet Hum Toxicol. 1997 Oct;39(5):287-90.

[2]. Friesen WT, et al. The antibacterial stability of chlorobutanol stored in polyethylene bottles. Am J Hosp Pharm. 1971 Jul;28(7):507-12.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 167.0±0.0 °C at 760 mmHg
Melting Point ~78 °C
Molecular Formula C4H7Cl3O
Molecular Weight 177.457
Flash Point 61.8±25.9 °C
Exact Mass 175.956253
PSA 49.69000
LogP 2.07
Vapour Pressure 0.6±0.6 mmHg at 25°C
Index of Refraction 1.491
Stability Stable. Generates toxic fumes on combustion.

 MSDS

Name: 1 1 1-Trichloro-2-methyl-2-propanol hemihydrate Material Safety Data Sheet
Synonym: beta,beta,beta-Trichloro-tert-butyl alcohol hemihydrate; Trichloro-tert-butanol hemihydrate; Acetone chloroform hemihydrate; Chlorobutanol; Chloretone (Parke, Davis); Coliquifilm (Allergan); Methaform; Sedaform
CAS: 57-15-8
Section 1 - Chemical Product MSDS Name:1 1 1-Trichloro-2-methyl-2-propanol hemihydrate Material Safety Data Sheet
Synonym:beta,beta,beta-Trichloro-tert-butyl alcohol hemihydrate; Trichloro-tert-butanol hemihydrate; Acetone chloroform hemihydrate; Chlorobutanol; Chloretone (Parke, Davis); Coliquifilm (Allergan); Methaform; Sedaform

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
57-15-8 1,1,1-Trichloro-2-methyl-2-propanol he 98 unlisted
Hazard Symbols: XN
Risk Phrases: 22

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation.
Chronic:
No information found.

Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. This material in sufficient quantity and reduced particle size is capable of creating a dust explosion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 57-15-8: CAS# 6001-64-5: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: camphor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 167 deg C @ 760 mm Hg
Freezing/Melting Point: 75-79 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: >167 deg C
Solubility in water: 2.5 g/l @ 20C
Specific Gravity/Density:
Molecular Formula: C4H7Cl3O.0.5H2O
Molecular Weight: 186.47

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. Substance sublimes readily.
Conditions to Avoid:
Dust generation, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong alkalies.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 57-15-8: UC0175000 CAS# 6001-64-5 unlisted.
LD50/LC50:
CAS# 57-15-8: Draize test, rabbit, eye: 9180 ug/30S Mild; Draize test, rabbit, skin: 850 ug Mild; Oral, mouse: LD50 = 150 mg/kg; Oral, rat: LD50 = 510 mg/kg.
CAS# 6001-64-5.
Oral, rabbit, LDLo: 213 mg/kg.
Carcinogenicity:
2-Propanol, 1,1,1-trichloro-2-methyl- - Not listed by ACGIH, IARC, or NTP.
1,1,1-Trichloro-2-methyl-2-propanol hemihydrate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

Section 12 - ECOLOGICAL INFORMATION


Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
Safety Phrases:
WGK (Water Danger/Protection)
CAS# 57-15-8: 2
CAS# 6001-64-5: No information available.
Canada
CAS# 57-15-8 is listed on Canada's DSL List.
CAS# 57-15-8 is not listed on Canada's Ingredient Disclosure List.
CAS# 6001-64-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 57-15-8 is listed on the TSCA inventory.
CAS# 6001-64-5 is not listed on the TSCA inventory.
It is for research and development use only.


SECTION 16 - ADDITIONAL INFORMATION
N/A

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UC0175000
CHEMICAL NAME :
2-Propanol, 1,1,1-trichloro-2-methyl-
CAS REGISTRY NUMBER :
57-15-8
BEILSTEIN REFERENCE NO. :
0878167
LAST UPDATED :
199701
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C4-H7-Cl3-O
MOLECULAR WEIGHT :
177.46
WISWESSER LINE NOTATION :
QX1&1&XGGG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
238 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
213 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - body temperature decrease
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
800 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Vascular - regional or general arteriolar or venous dilation Lungs, Thorax, or Respiration - other changes

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
20 umol/plate
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 90,91,1981 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - T1007 No. of Facilities: 798 (estimated) No. of Industries: 3 No. of Occupations: 13 No. of Employees: 25038 (estimated) No. of Female Employees: 21000 (estimated)

 Safety Information

Hazard Codes Xn
Risk Phrases R22:Harmful if swallowed. R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Phrases S26-S36/37/39
WGK Germany 3
HS Code 2905143000

 Synthetic Route

~%

Chlorobutanol Structure

Chlorobutanol

CAS#:57-15-8

Literature: Journal of the American Chemical Society, , vol. 87, # 3 p. 681 - 682

~66%

Chlorobutanol Structure

Chlorobutanol

CAS#:57-15-8

Literature: Struebing, Baerbel; Jeroschewski, Paul; Deutsch, Angelika Zeitschrift fuer Chemie (Stuttgart, Germany), 1980 , vol. 20, # 12 p. 442 - 443

~83%

Chlorobutanol Structure

Chlorobutanol

CAS#:57-15-8

Literature: Bal'on, Ya. G.; Shul'man, M. D.; Vakulenko, L. I. Journal of Organic Chemistry USSR (English Translation), 1989 , vol. 25, # 7.1 p. 1231 - 1237 Zhurnal Organicheskoi Khimii, 1989 , vol. 25, # 7 p. 1369 - 1376

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Chlorobutanol Structure

Chlorobutanol

CAS#:57-15-8

Literature: Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, , vol. 142, p. 133 Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, , vol. 143, p. 1223 Chem. Zentralbl., , vol. 77, # II p. 1178

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Chlorobutanol Structure

Chlorobutanol

CAS#:57-15-8

Literature: Roczniki Farm., vol. 2, p. 99 Chem. Zentralbl., , vol. 95, # II p. 304

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Chlorobutanol Structure

Chlorobutanol

CAS#:57-15-8

Literature: Chemische Berichte, , vol. 14, p. 2451

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Chlorobutanol Structure

Chlorobutanol

CAS#:57-15-8

Literature: Journal of the American Pharmaceutical Association (1912-1977), , vol. 28, p. 492 Chem. Zentralbl., , vol. 110, # II p. 4464

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Chlorobutanol Structure

Chlorobutanol

CAS#:57-15-8

Literature: DE151188 ;

 Customs

HS Code 2905143000

 Synonyms

tert-Trichlorobutyl alcohol
MFCD00004461
1,1,1-Trichloro-2-methylpropan-2-ol
2-Propanol, 1,1,1-trichloro-2-methyl-
chlorobutanol
1,1,1-Trichloro-2-methyl-2-propanol
Trichloro-tert-butanol
EINECS 200-317-6
Trichloro-t-butyl alcohol
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