基本情報
- 標準SMILES
OCC(O)CCl- InChIKey
SSZWWUDQMAHNAQ-UHFFFAOYSA-N- 分子式
- C3H7ClO2
- 平均分子量
- 110.54 g/mol
- 単同位体質量
- 110.0134572
名称と識別子
- 優先名称
- 3-Chloro-1,2-propanediol
- IUPAC
- 3-chloropropane-1,2-diol
- 現地名
- 3-クロロ-1,2-プロパンジオール
- 英語名
- 3-Chloro-1,2-propanediol
- 分子式
- C3H7ClO2
- 分子量
- 110.54
名称と別名
名称をさらに表示
データベース識別子
- CAS
96-24-2- PubChem CID
- 7290
- DTXSID
DTXSID4020664- ChEMBL
CHEMBL3185949- ChEBI
CHEBI:18721- UNII
- QGS78A3T6P
- EC Number
- 202-492-4
- Nikkaji
- J3.965I
物性
構造計算による物性
- XLogP
- -0.5
- 極性表面積
- 40.5 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 2
- 回転可能結合数
- 2
- 重原子数
- 6
- 形式電荷
- 0
- 複雑度
- 32
実験および物理化学的性質
Density
1.326 at 64 °F (NTP, 1992) - Denser than water; will sink
1.3218 @ 20 °C/4 °C
Relative density (water = 1): 1.32
1.326 @25 °C
Viscosity
2.388 poise at 20 °C
182 mm²/s at 20 °C
Color/Form
Colorless or pale yellow liquid
Heavy liquid
Solubility
greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)
SOL IN WATER, ALCOHOL, & ETHER
Immiscible with oils
Soluble in oxygenated solvents
Miscible in water
1000 mg/mL at 20 °C
Flash Point
138 °F (NTP, 1992)
145 °C
113 °C c.c.
Boiling Point
415 °F at 760 mmHg (decomposes) (NTP, 1992)
213 °C (decomposes)
at 1.9kPa: 114-120 °C
Melting Point
-40 °F (NTP, 1992)
-40 °C
Vapor Pressure
3.75 mmHg at 77 °F (NTP, 1992)
0.2 [mmHg]
0.2 mm Hg at 20 °C
Vapor pressure, Pa at 20 °C: 27
0.2 [mm Hg] @20 °C
物理化学的性質
- 融点
- -40 °C · -40°C
- 沸点
- 213 °C · 213 °C(lit.)
- 比重(密度)
- 1.322 g/mL · 1.322 g/mL at 25 °C(lit.)
- 蒸気圧
- 0.04 mm · 0.04 mm Hg ( 25 °C)
- 屈折率
- 20 · n20/D 1.480(lit.)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 2 O: · H2O: 可溶
- 外見
- 液体
- 酸解離定数(Pka)
- 13.28 · 13.28±0.20(Predicted)
- 色
- 澄んだ薄黄色
- 水溶解度
- 溶ける
- 凝固点
- -40 ℃ · -40℃
- Merck
- 14 · 14,2145
- BRN
- 635684 · 635684
- Henry's Law Constant
- 1.6 · 1.6×102 mol/(m3Pa) at 25℃, HSDB (2015)
- 主な用途
- 洗浄剤化粧品食品および飲料パーソナルケア
- InChI
- 1S/C3H7ClO2/c4-1-3(6)2-5/h3,5-6H,1-2H2
- InChIKey
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N
- SMILES
- OCC(O)CCl
- LogP
- 0.5 at · 0.5 at 25℃
- CAS データベース
- 96 · 96-24-2(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · 1,2-Propanediol, 3-chloro-(96-24-2)
- EPAの化学物質情報
- 3 · 3-Chloro-1,2-propanediol (96-24-2)
化学的性質
化学的特性Clear pale yellow liquid
安全と法規制
GHS分類
GHS Classification
Danger
H290 (14.4%): May be corrosive to metals [Warning Corrosive to Metals];H300 (81.1%): Fatal if swallowed [Danger Acute toxicity, oral];H301 (18.9%): Toxic if swallowed [Danger Acute toxicity, oral];H312 (83.1%): Harmful in contact with skin [Warning Acute toxicity, dermal];H315 (69.2%): Causes skin irritation [Warning Skin corrosion/irritation];H318 (95%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H330 (74.1%): Fatal if inhaled [Danger Acute toxicity, inhalation];H331 (18.9%): Toxic if inhaled [Danger Acute toxicity, inhalation];H351 (88.1%): Suspected of causing cancer [Warning Carcinogenicity];H360 (96.5%): May damage fertility or the unborn child [Danger Reproductive toxicity];H370 (65.7%): Causes damage to organs [Danger Specific target organ toxicity, single exposure];H372 (70.6%): Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]
P203, P234, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P305+P354+P338, P308+P316, P316, P317, P318, P319, P320, P321, P330, P332+P317, P362+P364, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 201 reports by companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;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.
Not Classified
危険有害性情報
Regulatory Information
Chemical: 1,2-Propanediol, 3-chloro-
Hazard Traits - Carcinogenicity;Authoritative List - IARC Carcinogens - 2B; Prop 65;Report - regardless of intended function of ingredient in the product
Regulation (EC) No 178/2002 (amended)
1,2-Propanediol, 3-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Propanediol, 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)
Status: Active Update: 09-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/14190;Status: Active Update: 25-06-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/7114;Status: Active Update: 02-11-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1765
3-Chloro-1,2-propanediol: Does not have an individual approval but may be used under an appropriate group standard
Fire Hazards
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Corrosives in contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2024)
· Combustible material: may burn but does not ignite readily.;· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated.;· Runoff may pollute waterways.;· Substance may be transported in a molten form.
Combustible. Risk of explosion on contact with strong oxidants.
Health Hazards
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death. Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears). Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024)
· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.;· Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears).;· Contact with molten substance may cause severe burns to skin and eyes.;· Avoid any skin contact.;· Fire may produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.
Hazards Summary
Commercial product is mixture of the alpha and beta isomer; [Hawley] Numerous and severe adverse effects to male reproductive organs and sperm (including infertility) have been observed in rats and other mammals; [HSDB] May cause skin, eye, and mucous membrane irritation; Toxic by inhalation, ingestion, and skin contact; [CAMEO] Causes decreased sperm motility and count in rats at low doses, and testicular pathology at higher doses; [Reference #1] Reversible effect on male fertility by interfering with sperm function; No available information on pregnancy, lactation, or other effects to the female reproductive system; [REPROTOX] Well documented adverse effects to rat male reproductive system and sperm; Observations in intraperitoneal injection studies with rats and mice include lesions of the CNS (especially brain stem); Numerous studies indicate the kidney as the primary target organ for toxicity, with clear evidence of nephrotoxicity in a two year feeding study with rats; May be mutagenic in vitro at very high doses; Non mutagenic in vivo; Caused increase in benign tumor frequency in one study at dose higher than associated with renal tubule hyperplasia; [WHO]
安全と保護具
Fire Fighting
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;SMALL FIRE: Dry chemical, CO2 or water spray.;LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)
Use alcohol-resistant foam, dry powder, carbon dioxide.
First Aid Measures
Fresh air, rest. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower.
Rinse with plenty of water (remove contact lenses if easily possible). Refer for medical attention.
Rinse mouth. Give one or two glasses of water to drink. Refer immediately for medical attention.
Accidental Release Measures
· 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.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· DO NOT GET WATER INSIDE CONTAINERS.
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Generally, the induction of vomiting is NOT recommended outside of a physician's care due to the risk of aspirating the chemical into the victim's lungs. However, if the victim is conscious and not convulsing and if medical help is not readily available, consider the risk of inducing vomiting because of the high toxicity of the chemical ingested. Ipecac syrup or salt water may be used in such an emergency. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.
0.005 [ppm]
Storage Conditions
...MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMPOSE INTO TOXIC COMPONENTS...SHOULD BE STORED IN A COOL, WELL VENTILATED PLACE, OUT OF THE DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, AND SHOULD BE PERIODICALLY INSPECTED. INCOMPATIBLE MATERIALS SHOULD BE ISOLATED...
Nonfire Spill Response
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2024)
Disposal Methods
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
Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Isolation and Evacuation
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.;SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
Immediate precautionary measure;· Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.;Spill;· For highlighted materials: see Table 1 - Initial Isolation and Protective Action Distances.;· For non-highlighted materials: increase the immediate precautionary measure distance, in the downwind direction, as necessary.;Fire;· If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions.
毒性情報
Environmental Fate
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that 3-chloro-1,2-dihydroxypropane will have very high mobility in soil(SRC). Volatilization of 3-chloro-1,2-dihydroxypropane is not expected to be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 6.1X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Data regarding the aerobic biodegradation of 3-chloro-1,2-dihydroxypropane in soil are variable; in screening tests, this compound reached 0(4) to 1%(5) of the theoretical BOD in 5 days and 68% of the theoretical BOD in 14 days(6). Under anaerobic conditions, 3-chloro-1,2-dihydroxypropane may be resistant to biodegradation; using an acclimated culture, only 26% of the initial 3-chloro-1,2-dihydroxypropane concentration was utilized in 90 days(7).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1(SRC), determined from structure estimation method(2), indicates that 3-chloro-1,2-dihydroxypropane should not adsorb to suspended solids and sediment in water(SRC). 3-Chloro-1,2-dihydroxypropane is not expected to volatilize from water surfaces(1,SRC) based on an estimated Henry's Law constant of 6.1X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). According to a classification scheme(4), an estimated BCF value of 0.2(1,SRC), from an estimated log Kow(9,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Data regarding the aerobic biodegradation of 3-chloro-1,2-dihydroxypropane in water are inconclusive; in screening tests, this compound reached 0(5) to 1%(6) of the theoretical BOD in 5 days and 68% of the theoretical BOD in 14 days(7). Under anaerobic conditions, 3-chloro-1,2-dihydroxypropane may be resistant to biodegradation; using an acclimated culture, only 26% of the initial 3-chloro-1,2-dihydroxypropane concentration was utilized in 90 days(8).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 3-chloro-1,2-dihydroxypropane, which has a measured vapor pressure of 0.2 mm Hg at 20 °C(2), will exist solely as a vapor in the ambient atmosphere. Vapor-phase 3-chloro-1,2-dihydroxypropane 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 2 days(3,SRC).
Adverse Effects
Nephrotoxin - The chemical is potentially toxic to the kidneys in the occupational setting.;Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.;IARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.
Signs and Symptoms
Cough. Sore throat. Further see Ingestion.
See Ingestion.
Redness. Pain.
Cough. Sore throat. Headache. Dizziness. Drowsiness.
Soil Adsorption/Mobility
Using a structure estimation method based on molecular connectivity indices(1), the Koc for 3-chloro-1,2-dihydroxypropane can be estimated to be about 1(SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 3-chloro-1,2-dihydroxypropane has very high mobility in soil(SRC).
TSCA Test Submissions
The effects of acute oral exposure to 3-chloro-1,2-propanediol (CPD) by gavage in male Wistar rats (20 in control group (water), 5/treated group, number of treated groups not reported) were determined. CPD (50 mg/kg) was administered orally and the rats were necropsied on the 11th day following dosing. There were differences between treated and control animals only in reduced sperm head counts. There were no significant differences between treated and control animals in the following: clinical observations, histopathology of the testes, and testes weights.
Acute oral toxicity of 2-propenyloxy-2,3-epoxypropane (CAS# 96-24-2) was evaluated using 4 groups of Long-Evans rats (6 per group, sex not indicated) dosed by gavage at levels of 0.10, 0.13, 0.16, and 0.20 g/kg bodyweight. The use of controls was not reported. Animals were observed for 10 days post-treatment. Mortalities included 1 at the 0.10 g/kg dose level, 1 at the 0.13 g/kg level, 3 at the 0.16 g/kg level and 6 (all) at the 0.20 g/kg level. All deaths occurred within 48 hours post-treatment. The LD50 was determined to be 0.15 (0.13-0.18) g/kg bodyweight (method not reported). Clinical observations included sluggishness, prostration, flaccid paralysis of head and legs, hypnosis, dyspnea, and moderate lacrimation. Findings upon gross necropsy included irritation of the lungs and gastrointestinal tract, gelatinous pancreatic tissue, enlarged and hyperemic adrenals, granular-looking kidneys, as well as edematous conditions in some the lymphatic and lipoidal tissue of the peritoneum. Microscopic findings included inflammation in the biliary fat; early necrosis and regeneration of the tubular epithelium; and precipitated protein in and dilation of the tubules.
Acute toxicity was evaluated in groups of 6 male Long-Evans rats fed a-monochlorohydrin at dose levels of 0.10, 0.13, 0.16, and 0.20 g/kg bw, by gavage, then observed for 10 days. Clinical signs of toxicity first appeared 22 hours after treatment and included prostration, hypnosis, sluggishness, dyspnea, moderate lacrimation, and flaccid paralysis of the head or legs. Rats that survived treatment lost weight during the observation period. The treatment killed 1, 1, 3, and 6 rats from the lowest to highest dose groups, respectively. Rats that died had severe diffuse irritation of the lungs with hemorrhagic lesions and marked pleural effusion; slight to severe irritation of the gastrointestinal tracts with some friable livers; slight ascites; enlarged, hyperemic adrenals; pale, swollen, granular-looking kidneys; gelatinous pancreatic tissue; and occasionally, edematous lymphatic and lipoidal tissue of the peritoneum. Rats that survived treatment had hyperemia of the lungs and granular-looking kidneys. Histological abnormalities included acute inflammation in the hilar fat, and, in the kidneys, early necrosis of the tubular epithelium with precipitated protein in the tubules, and stages of regeneration of epithelium with dilation of tubules and presence of casts. The LD50 value was 0.15 g/kg bw.
Acute toxicity was evaluated in groups of 6 male Webster mice fed a- monochlorohydrin at dose levels of 0.10, 0.13, 0.17, and 0.22 g/kg bw, by gavage, then observed for 10 days. The treatment killed 0, 1, 4, and 6 mice from the lowest to highest dose groups, respectively. Clinical signs of toxicity prior to death included irritation with ataxia, stretching out, grotesque postures, loss of righting reflex, and a rigid tail; some mice also showed signs of delirium and partial paralysis. Gross abnormalities included hemorrhagic livers, adrenals, and spleens at all dose levels, and enlarged, pale kidneys at the highest dose level. No histological abnormalities were observed. The LD50 value was 0.16 g/kg bw.
For more TSCA Test Submissions (Complete) data for 3-CHLORO-1,2-DIHYDROXYPROPANE (8 total), please visit the HSDB record page.
Human Toxicity Excerpts
A 34 yr old man suffered from fumigant hepatitis after cleaning a tank in which there were traces of dichlorohydrin. In spite of daily plasma exchanges he /expired/ 10 days after exposure. A 27 yr old man with much lighter exposure showed only slight /hepatic/ dysfunction. ... /Dichlorohydrin/
Artificial Pollution Sources
3-Chloro-1,2-dihydroxypropane's production and use in dynamite, in the manufacture of dye intermediates, as a rodent chemosterilant(1), a solvent and a chemical intermediate(2) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation
In an aerobic aqueous screening test, 3-chloro-1,2-dihydroxypropane, incubated for 2 weeks with a sludge inoculum, reached 68% of the theoretical BOD(1). 3-Chloro-1,2-dihydroxypropane, seeded with a wastewater effluent, reached 1% of the theoretical BOD in 5 days(2); when retested using an acclimated culture, 0% of the theoretical BOD was reached in 5 days(3). 3-Chloro-1,2-dihydroxypropane showed poor acclimation, with only 26% utilization, following a 90 day acclimation period in an anaerobic mixed reactor(4).
Carcinogen Classification
3-Monochloro-1,2-propanediol
Group 2B: Possibly carcinogenic to humans
Volume 101: (2012) Some Chemicals Present in Industrial and Consumer Products, Food and Drinking-water
2013
2011
Environmental Bioconcentration
An estimated BCF value of 0.2 was calculated for 3-chloro-1,2-dihydroxypropane(SRC), using an estimated log Kow of -0.53(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).
法規制情報
Regulatory Information
Chemical: 1,2-Propanediol, 3-chloro-
Hazard Traits - Carcinogenicity;Authoritative List - IARC Carcinogens - 2B; Prop 65;Report - regardless of intended function of ingredient in the product
Regulation (EC) No 178/2002 (amended)
1,2-Propanediol, 3-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Propanediol, 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)
Status: Active Update: 09-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/14190;Status: Active Update: 25-06-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/7114;Status: Active Update: 02-11-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1765
3-Chloro-1,2-propanediol: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- F
- 3
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TY4025000
- ridadr
- UN 2689
- 毒性
- LD50 in mice, rats (g/kg): 0.16, 0.15 orally (Hine)
- hs_code
- 29055998
- risk_code
- 60-21-23/25-41-39-36-23/24/25-40
- 化審法
- (2)-2441
- 消防法
- 危-4-3-III
- hazard_code
- T
- safety_code
- 53-26-36-39-45-38-36/37/39-28A-36/37
- hazard_class
- 6.1
- packing_group
- III
- 毒劇物取締法
- 毒物
- Hazard Classifications
- Acute Tox. 2 InhalationAcute Tox. 3 OralCarc. 2Eye Dam. 1Met. Corr. 1Repr. 1BSkin Irrit. 2STOT RE 1STOT SE 1
- ストレージクラス
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- 有毒物質データの
- 96-24-2(Hazardous Substances Data)
化学と産業
薬理情報
Mechanism of Action
Glycidol ... an industrial chemical, has been showed to be a reproductive toxicant in short term studies and a carcinogen in rats and mice in /carcinogenicity/ studies. The reproductive toxicity of glycidol was believed to result from its conversion to alpha-chlorohydrin by the action of hydrochloric acid in the stomach. The comparative disposition of glycidol was investigated in rats following oral or iv admin at doses of 37.5 and 75 mg/kg. ... Approx 87-92% of the dose was absorbed from the gastrointestinal tract of the rat. (14)C-Glycidol equivalents were eliminated in urine (40-48% of the dose in 72 hr), feces (5-12%), and exhaled as CO2 (26-32%). At both doses, 9-12% and 7-8% (estimated) of the dose remained in tissues at 24 or 72 hr following dosing, respectively. In general, the concn of glycidol equivalents in tissues were proportional to the dose. The highest concn of radioactivity were /noted/ in the blood cells, thyroid, liver, kidney, spleen, and the lowest in adipose tissue, skeletal muscle, and plasma. The pattern of distribution of radioactivity in tissues was similar for both the iv and oral routes. The total recovery of radioactivity ranged from 87 to 91% of the dose. Urinary radioactivity was resolved by HPLC analysis into 15 metabolites. There were one major (14-21% of the dose) and four lesser metabolites (each representing 2-8%); the others were minor, each representing 1% or less of the dose. In general, the urinary metabolic profile was similar to iv or oral admin of the two doses studied. ...
The ultrastructural changes of each epididymal segment of the rat were brought about by alpha-chlorohydrin (20 mg/kg/day, for successive five times). The alteration appeared in proper order from initial segment to caudal segment, and the digression in profundity and range got less serious as the distance to the testis increased. This alteration disappeared gradually as the time went by. The recovery process also began at initial segment but its cycle was shortened gradually from initial segment to caudal segment. These results showed the factor that caused the above mentioned processes stemmed from the testis chiefly and was in epididymal plasma. It affected each epididymal segment along the epididymal lumen and to the injury of the epididymal epithelium; at the same time, the concentration of the factor became more decreased. The relationship between the antifertility effect of alpha-chlorohydrin and the ... ultrastructural changes of the epididymis and the mechanism of the double effects depending on dose of alpha-chlorohydrin were discussed.
An acute phase of severe hepatic necrosis induced by dichloropropanol was examined immunohistochemically and ultrastructurally, in order to study chronological changes of sinusoidal morphology during acute hepatic injury. Male wistar rats were injected with 1,3-dichloro-2-propanol (DC2P) and sacrificed at various intervals after the injections. DC2P injected rats showed zonal necrosis of the centrilobular space with a peak from 24 to 48 hr after the injection. Destruction of sinusoidal linings appeared at 4 hr, and was gradually aggravated along the advancing hepatocytic necrosis. Monocytic influx into the necrotic areas was initiated at 6 hr. At 48 hr, collapsed centrilobular spaces showed a loss of most sinusoidal structures with active phagocytosis of macrophages, proliferation of perisinusoidal cells and accumulation of collagen fibrils. At 72 hr, there were many regenerating sinusoidal structures, which were composed of rather thick and less fenestrated endothelium and underlying multilayered processes of mesenchymal cells, along the regenerating hepatocytes. In these areas, occasional junctions between regenerating hepatocytes and mesenchymal cells were /observed/. Reconstruction of sinusoidal linings was closely related to the hepatocytic regeneration, and a hepatocytic mesenchymal interaction might participate in this morphodynamic course of the sinusoidal reconstruction.
用途と製造
Uses
Used as a rodent chemosterilant, solvent (cellulose acetate, glyceryl phthalate resins, and gums), antifreeze agent for dynamite, and chemical intermediate for dyes and other organic chemicals; [HSDB] Found as a contaminant of acid-hydrolyzed vegetable proteins and soy sauce; [WHO]
Restricted use pesticide in the US; One product registered for use indoors in industrial and commercial structures and in sanitary sewers for control of Norway rats; Not registered for outdoor use or for other rodent species; [Reference #1]
Farming (Pesticides) [Category: Industry]
To lower the freezing point of dynamite; in the mfr of dye intermediates; as a rodent chemosterilant
Solvent for cellulose acetate, glyceryl phthalate resins; partial solvent for gums; intermediate in organic synthesis; antifreeze agent for dynamite.
Used as a chemical intermediate for the synthesis of diprophylline; glycerol alpha-allyl ether; guaifenesin; iohexol.
Methods of Manufacturing
By passing hydrogen chloride gas into glycerol containing 2% acetic acid.
Production: from allyl alcohol via hypochlorination
Production: from epichlorohydrin via dehydrochlorination
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing;Oil and Gas Drilling, Extraction, and Support activities
1,2-Propanediol, 3-chloro-: ACTIVE
The commercial grade is a mixture of the two isomers, alpha and beta, of which alpha is in a greater proportion.
応用分野
解説炭素鎖の隣接する位置に塩素とヒドロキシ基とが置換した化合物.
用途ダイナマイトの凝固点を下げる。染料中間体の製造。げっ歯類の不妊化剤。
使用(±)-3-Chloro-1,2-propanediol may be used as a reference standard for the determination of (±)-3-chloro-1,2-propanediol in food samples by gas chromatography with mass spectrometric detection (GC-MS).
一般的な説明A colorless liquid. Denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion. Used to make other chemicals.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: A chloropropane-1,2-diol that is propane-1,2-diol substituted by a chloro group at position 3.
関連反応
関連ノート
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