碘仿

Iodoform

HCID 6374CAS 75-47-8

基本信息

标准SMILES
IC(I)I
InChIKey
OKJPEAGHQZHRQV-UHFFFAOYSA-N
分子式
CHI3
平均分子量
393.732 g/mol
单同位素质量
393.72124403

概述

Iodoform appears as bright yellow or yellow powder or crystals. Penetrating odor. Unctuous feel. Odor threshold 0.4 ppb. (NTP, 1992)

名称与标识

首选名称
Iodoform
IUPAC
iodoform
中文名
碘仿
英文名
Iodoform
分子式
CHI3
分子量
393.73

名称与别名

IODOFORMTriiodomethane75-47-8Methane, triiodo-Carbon triiodideJodoformTrijodmethaneDezinfekt VIodoformumNCI-C04568DTXSID4020743NSC-26251
展开更多名称
碘仿黄碘海碘仿三碘甲烷碘仿标准品三碘甲烷CPIPG干胶条碘仿,99%碘仿(易吸潮)碘仿(三碘甲烷)CHIT1CHITCHITDioformeIodofrmodoformFLJ00314
KXI2J76489DTXCID40743CHEBI:37758tri-iodomethaneRefChem:5907200-874-5685-642-5CHI3

数据库标识

CAS
75-47-8
PubChem CID
6374
DTXSID
DTXSID4020743
ChEMBL
CHEMBL1451116
ChEBI
CHEBI:37758
UNII
KXI2J76489
EC Number
200-874-5、685-642-5
Nikkaji
J1.456G

性质

结构计算性质

XLogP
2.7
极性表面积
0 Ų
氢键供体
0
氢键受体
0
可旋转键
0
重原子
4

实验与物化性质

Chemical ClassesOther Uses -> Pharmaceuticals
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesGibbs energy
FragrancesFragrance Ingredient (Methane, triiodo-) -> IFRA transparency List
OdorCharacteristic, disagreeable odor
Density · 4 条

4.008 at 68 °F (NTP, 1992) - Denser than water; will sink

Specific Gravity: 4.008 g/cu cm @ 25 °C

4.008

4.01

物理化学性质

熔点
119 °C · 119 °C
沸点
218 °C · 218°C
密度
4.008 g/mL · 4.008 g/mL at 25 °C(lit.)
折射率
1.4975 · 1.4975 (estimate)
储存条件
-20 °C · -20°C
溶解度
5 % · chloroform: soluble5%

化学性质

黄色有光泽片状结晶。熔点120℃,相对密度4.1(20/4℃)。易溶于苯和丙酮,溶于醇、醚、氯仿、二硫化碳和橄榄油,微溶于水、甘油和石油醚。能升华,加热温度高于熔点时分解析出碘,能随水蒸气挥发,有滑腻感,有刺激辛辣气味。

安全与法规

GHS分类

GHS Classification · 6 条

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1363) of reports.

Warning

H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1363 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危害信息

Regulatory Information · 2 条

Chemical: Methane, triiodo-

Iodoform: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsLiterature sources indicate that this chemical is nonflammable. (NTP, 1992)
Health HazardsExcerpt from NIOSH Pocket Guide for Iodoform:
Hazards Summary · 1 条

Cases of CNS depression, delirium, and hallucinations were reported when iodoform was used as a topical antiseptic and absorbed through the wound. It causes severe liver injury in animal experiments. 2021 TLV Basis: thyroid effects and fetal/neonatal damage; [ACGIH] See Iodine for the TLV of Iodides.

FDA RequirementsIodoform is an indirect food additive for use only as a component of adhesives. Limitation: for use only as polymerization-control agent.
Reactive GroupHalogenated Organic Compounds

安全与防护

Fire FightingFires associated with this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 2 条

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.

(General first aid procedures)

Storage ConditionsStore in a cool place in airtight containers. Protect from light.
Nonfire Spill Response · 1 条

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 条

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.

Preventive Measures · 4 条

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

The worker should immediately wash the skin when it becomes contaminated.

Work clothing that becomes wet or significantly contaminated should be removed or replaced.

Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.

毒理信息

Target OrgansEyes, skin, respiratory system, liver, kidneys, heart
Ecotoxicity Values · 2 条

LC50 Pimephales promelas (fathead minnows) 2.92 mg/l/96 hr, flow-through bioassay @ 25.1 °C, pH 7.7, water hardness 44.2 mg/l CaCO3 /Purity 98%/

EC50 Pimephales promelas (fathead minnows) 2.01 mg/l/96 hr, flow-through bioassay @ 25.1 °C, pH 7.7, water hardness 44.2 ml/l CaCO3 /Purity 98%/. /EC50 was based upon loss of equlibrium as manifested by the fish's inability to maintain an upright position when swimming./

Environmental Fate · 3 条

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 35(SRC), determined from a structure estimation method(2), indicates that iodoform is expected to have very high mobility in soil(SRC). Volatilization of iodoform from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.1X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Iodoform is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.040 mm Hg(SRC), determined from a fragment constant method(4). Data on the biodegradability of iodoform in soil is not available(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 35(SRC), determined from an estimation method(2), indicates that iodoform is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.1X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 40 hours and 25 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 43(SRC), from an estimated log Kow of 3.03(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low. Data on the biodegradability of iodoform in water is not available(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), iodoform, which has an estimated vapor pressure of 0.396 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase iodoform 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 56 days(SRC), from its rate constant of 0.289X10-12 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3). Iodoform absorbs radiation >290 nm(4) and therefore may be susceptible to direct photolysis(SRC). Photolysis rates for iodoform were not located.

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routesinhalation, skin absorption, ingestion, skin and/or eye contact
Signs and Symptomsirritation eyes, skin; lassitude (weakness, exhaustion), dizziness, nausea, incoordination, central nervous system depression; dyspnea (breathing difficulty); liver, kidney, heart damage; visual disturbance

法规信息

FDA RequirementsIodoform is an indirect food additive for use only as a component of adhesives. Limitation: for use only as polymerization-control agent.
Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Halomethanes/

安全数据

F
13
wgk
3
tsca
TSCA listed
毒性
LD50 s.c. in mice: 1.6 mmoles/kg (Kutob, Plaa)
RTECS号
PB7000000
存储类别
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学与工业

药理信息

ATC Code · 2 条

D - Dermatologicals

QD - Dermatologicals

Protein BindingNo pharmacokinetic data available.
Pharmacodynamics · 1 条

Iodoform exhibits antibacterial activities after topical application. In a comparative study of wound dressing agents, iodoform gauze exerted an antibacterial effect 3 hours after the start of bacterial growth of _E. coli_ and subsequently maintained the strong antibacterial effectiveness. A study demonstrated that direct and indirect exposure to high concentrations of iodoform induces a cytotoxic effect on cultures of macrophages and epithelial cells _in vitro_, while cell proliferation was enhanced at low concentrations of iodoform. This cytotoxic effect of iodoform in root canals may further lead to long-term local irritation to follicles of permanent successors and formation of cyst-like radiolucent defects.

Mechanism of Action · 1 条

While the mechanism of action of iodoform remains unclear, it is proposed that iodoform releases iodine, which denatures bacterial proteins by oxidation of the free iodine. Iodoform may also play a role in chemical debridement for effective necrotic wound healing and tissue damage repair via collagen fibrinolysis; upon treatment in necrotic tissue, iodoform reduced the size of the macromolecules containing collagen I in wound surface proteins. In human gingival fibroblasts _in vitro_, high concentrations of iodoform was shown to decrease the viability of macrophages and epithelial cells and reduced the secretion of _P. gingivalis_-induced TNFα. P. gingivalis is an anaerobic bacteria present in anaerobic oral niches including periapical sites and periodontal pockets.

Biological Half-LifeNo pharmacokinetic data available.
Metabolism/Metabolites · 4 条

It is expected to be oxidized to iodine.

HALOFORMS ARE METABOLIZED TO CARBON MONOXIDE BY HEPATIC MICROSOMAL MIXED FUNCTION OXIDASES & THIS REACTION IS MARKEDLY STIMULATED BY SULFHYDRYL COMPOUNDS. /HALOFORMS/

TRIHALOMETHANES (HALOFORMS) WERE METABOLIZED TO CARBON MONOXIDE BY A RAT LIVER MICROSOMAL FRACTION REQUIRING BOTH NADPH AND MOLECULAR OXYGEN FOR MAXIMAL ACTIVITY. THE METABOLISM OF HALOFORMS TO CARBON MONOXIDE FOLLOWED THE HALIDE ORDER; IODOFORM YIELDED THE GREATEST AMOUNT OF CARBON MONOXIDE, WHEREAS CHLOROFORM YIELDED THE SMALLEST AMOUNT.

ADMINISTRATION OF HALOFORMS (TRIHALOMETHANES) TO RATS LED TO SUBSTANTIAL ELEVATIONS IN BLOOD CARBON MONOXIDE LEVELS. /TRIHALOMETHANES/

用途与制造

Uses · 6 条

Used as a disinfectant and veterinary antiseptic; [Merck Index, #5033]

Using Disinfectants or Biocides [Category: Clean]

Iodoform is used as a component of adhesives and as a polymerization control agent

Wound dressing and sensitizing agent in certain printing processes.

MEDICATION

MEDICATION: VET

U.S. Production · 2 条

(1977) PROBABLY GREATER THAN 3.18X10+6 G

(1979) PROBABLY GREATER THAN 3.18X10+6 G

Methods of Manufacturing · 2 条

Prepn from acetone, sodium hypochlorite, potassium iodide, and sodium hydroxide: Glass, Quart. J. Pharm. Pharmacol. 8, 351 (1935); from chloroform + methyl iodide: Soroos, Hinkamp, J. Am. Chem. Soc. 67, 1642 (1945); by electrolysis: Glasstone, Ind. Chem. 7, 315 (1931)

Electrolysis of an iodide solution in dilute alcohol or acetone.

Formulations/Preparations · 5 条

GRADE: TECHNICAL, NF

Purified grades

BIPP gauze: sterile ribbon gauze impregnated with a sterile paste consisting of iodoform 40%, bismuth subnitrate 20%, and liquid paraffin 40%.

Bismuth subnitrate & iodoform paste: bismuth subnitrate 1, iodoform 2, sterilized liquid paraffin 1, by wt, prepared aseptically.

For more Formulations/Preparations (Complete) data for IODOFORM (8 total), please visit the HSDB record page.

Use ClassificationFragrance Ingredients
General Manufacturing InformationMethane, triiodo-: ACTIVE

应用领域

用途在医芭和生物化学中用作防腐剂和消毒剂。小鼠口服LD50为910mg/kg。

制备方法

生产方法由丙酮(或乙醇)经卤化、水解而得。先将水、碘化钠及丙酮加入反应锅,加冰降温至10℃。搅拌下缓缓加入次氯酸钠,直至不产生浑浊即达终点,控制温度不超过20℃。静置1h,吸去上层清液,取出碘仿层过滤。滤饼用水洗至中性,再用蒸馏水洗至无氯根为止。然后将其他35-40℃干燥,即得成品。此外,由氯仿与碘甲烷反应也可制备该品。

试剂价格

A13664 · 50g
碘仿, 99% Iodoform, 99% — 457元
14912 · 100g
碘仿Iodoform, 99+%, Thermo Scientific Chemicals — 650元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

相关反应

33 条

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