基本情報
- 標準SMILES
C1OCOCO1- InChIKey
BGJSXRVXTHVRSN-UHFFFAOYSA-N- 分子式
- C3H6O3
- 平均分子量
- 90.08 g/mol
- 単同位体質量
- 90.03169405
概要
Transparent crystals or white crystalline solid with a pleasant odor resembling the odor of chloroform. Melts at 62 °C; boils at 115 °C without polymerization. The cyclic trimer of formaldehyde.
名称と識別子
- 優先名称
- 1,3,5-Trioxane
- IUPAC
- 1,3,5-trioxane
- 現地名
- トリオキシメチレン
- 英語名
- 1,3,5-trioxane
- 分子式
- C3H6O3
- 分子量
- 90.08
名称と別名
名称をさらに表示
データベース識別子
- CAS
110-88-3- PubChem CID
- 8081
- DTXSID
DTXSID4021925- ChEMBL
CHEMBL1495792- ChEBI
CHEBI:38043- UNII
- 46BNU65YNY
- EC Number
- 203-812-5
- Nikkaji
- J2.452J
物性
構造計算による物性
- XLogP
- -0.4
- 極性表面積
- 27.7 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 0
- 重原子数
- 6
- 形式電荷
- 0
- 複雑度
- 21.5
実験および物理化学的性質
Pesticides
Fungicides
Active substance -> EU Pesticides database: Not approved
Density
1.17 at 149 °F (NTP, 1992) - Denser than water; will sink
1.17 @ 65 °C
Color/Form
CRYSTALLINE SOLID
RHOMBIC NEEDLES FROM ETHER
WHITE
Solubility
greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
SOL IN WATER: 17.2 G/100 ML @ 18 °C, 21.2 @ 25 °C; EASILY SOL IN ALC, KETONES, ETHER, ACETONE, ORG SOLVENTS, CHLORINATED & AROMATIC HYDROCARBONS; SLIGHTLY SOL IN PENTANE, PETROLEUM ETHER, LOWER PARAFFINS
SOL IN BENZENE, CARBON TETRACHLORIDE, CHLOROFORM, CARBON DISULFIDE
Flash Point
113 °F (NTP, 1992)
45 °C
45 °C
Boiling Point
238.1 °F at 759 mmHg (NTP, 1992)
114.5 °C @ 759 MM HG
Melting Point
147 °F (NTP, 1992)
64 °C
Vapor Pressure
13 mmHg at 77 °F (NTP, 1992)
13.0 [mmHg]
物理化学的性質
- 融点
- 59 · 59-62 °C(lit.)
- 沸点
- 112 · 112-115 °C
- 比重(密度)
- 1.17 · 1.17
- 蒸気圧
- 7.5 hPa · 7.5 hPa (20 °C)
- 屈折率
- 1.4168 · 1.4168 (estimate)
- 闪点
- 113 °F · 113 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 221 g/リットル · 221g/リットル
- 外見
- 結晶または結晶フレーク
- 色
- 無色~白色
- 爆発限界(explosive limit)
- 3.6 · 3.6-28.7%(V)
- 水溶解度
- 221 g/L · 221g/L(25℃)
- 比熱容量
- 1.24 J/ · Cp(crystal): 1.24 J/(g·K), at 25℃
- Merck
- 14 · 14,9734
- BRN
- 102769 · 102769
- Henry's Law Constant
- 9.6 · 9.6×10-1 mol/(m3Pa) at 25℃, Yaws (2003)
- InChI
- 1S/C3H6O3/c1-4-2-6-3-5-1/h1-3H2
- InChIKey
- BGJSXRVXTHVRSN-UHFFFAOYSA-N
- SMILES
- C1OCOCO1
- CAS データベース
- 110 · 110-88-3(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · 1,3,5-Trioxane(110-88-3)
- EPAの化学物質情報
- 1 · 1,3,5-Trioxane (110-88-3)
化学的性質
化学的特性Trioxane is a most unusual chemical. It is an excellent solvent for many classes of materials. Concentrated aqueous solutions of trioxane have solvent properties which are not possessed by trioxane itself. Molten trioxane dissolves numerous organic compounds, such as naphthalene, urea, camphor, dichlorobenzene, etc. It is stable in alkaline or neutral solutions, yet it is depolymerized to formaldehyde by small amounts of strong acid or acid-forming materials, and the rate of depolymerization can be readily controlled.
安全と法規制
GHS分類
GHS Classification
Danger
H228: Flammable solid [Danger Flammable solids]
P203, P210, P240, P241, P261, P271, P280, P304+P340, P318, P319, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)
Danger
H228 (100%): Flammable solid [Danger Flammable solids]
P203, P210, P240, P241, P261, P271, P280, P304+P340, P318, P319, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)
危険有害性情報
Regulatory Information
Chemical: 1,3,5-Trioxane
Regulation (EC) No 1935/2004 (amended)
1,3,5-Trioxane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3,5-Trioxane 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)
2002/2076
Status: Active Update: 13-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15244
1,3,5-Trioxane: Does not have an individual approval but may be used under an appropriate group standard
Fire Potential
MODERATE FIRE RISK.
VOLATILE SOLID THAT GIVES OFF FLAMMABLE VAPOR OF FORMALDEHYDE WHEN HEATED. /PARAFORMALDEHYDE/
Hazards Summary
Cyclic trimer of formaldehyde; [Merck Index] A respiratory tract irritant; [eChemPortal: ESIS] Slowly releases formaldehyde at body temperature; Has same toxicity as formaldehyde after absorption into the body; [HSDB] A respiratory tract irritant; A severe skin and eye irritant; [MSDSonline] See Formaldehyde.
Reactivity Profile
1,3,5-TRIOXANE is stable under normal laboratory conditions but is unstable in the presence of acids, which initiate polymerization. Sublimes readily. May react with oxidizing matter (NTP, 1992). A stable polymeric product of formaldehyde that in the presence of strong aqueous acids will depolymerize (reforming the parent formaldehyde). Inert to strong alkalis. Readily converted in non aqueous solutions to the monomeric formaldehyde by small concentrations of acid---the rate of conversion is directly proportional to the concentration of the acid.
NFPA Hazard Classification
2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.
2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.
0 - Materials that in themselves are normally stable, even under fire conditions.
安全と保護具
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.
Fire Fighting Procedures
USE WATER SPRAY, CARBON DIOXIDE, DRY CHEM OR "ALCOHOL" FOAM. WATER SPRAY MAY BE USED TO FLUSH SPILLS AWAY FROM EXPOSURES. /PARAFORMALDEHYDE/
WATER SPRAY MAY BE USED TO EXTINGUISH THE FIRE BECAUSE MATERIAL CAN BE COOLED BELOW ITS FLASH POINT.
ALCOHOL FOAM.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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
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.
Incineration & landfill: Mix with a combustible solvent and incinerate using an afterburner or bury in an approved landfill.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
毒性情報
Human Toxicity Excerpts
MALE & FEMALE 4TH YR DENTAL STUDENTS SHOWED HIGH INCIDENCE OF LATENT ALLERGIES, 65% COMPARED TO 13.6% FOR SAME STUDENTS @ END OF 2ND YR. ATTRIBUTED TO EXPOSURE TO ALLERGY-PRODUCING SUBSTANCES SUCH AS TRIOXYMETHYLENE.
SAME INTERNAL TOXICITY AS FORMALDEHYDE, WHICH IT SLOWLY RELEASES AT BODY TEMP.
SEE FORMALDEHYDE. SYMPTOMATOLOGY: A. INHALATION. 1. IRRITATION OF MUCOUS MEMBRANES, ESP OF EYES, NOSE & UPPER RESP TRACT. 2. WITH HIGHER CONCN, COUGH, DYSPHAGIA, BRONCHITIS, PNEUMONIA, EDEMA OR SPASM OF LARYNX. /FORMALDEHYDE/
SEE FORMALDEHYDE. SYMPTOMATOLOGY: B. INGESTION. 1. ...PAIN IN MOUTH, PHARYNX & STOMACH. 2. NAUSEA, VOMITING, HEMATEMESIS, ABDOMINAL PAIN, &...DIARRHEA (WHICH MAY BE BLOODY). 3. ...SHOCK. 4. DIFFICULT MICTURITION, HEMATURIA, ANURIA. 5. VERTIGO, CONVULSIONS...COMA. 6. DEATH DUE TO RESP FAILURE. /FORMALDEHYDE/
SEE FORMALDEHYDE. SYMPTOMATOLOGY: SKIN CONTACT. 1. IRRITATION & HARDENING OF SKIN. STRONG SOLN PRODUCE COAGULATION NECROSIS. 2. DERMATITIS & HYPERSENSITIVITY FROM PROLONGED EXPOSURE. /FORMALDEHYDE/
Antidote and Emergency Treatment
SEE FORMALDEHYDE. 1. ADMIN BY MOUTH 1 OR MORE OF FOLLOWING: WATER, MILK, 0.2% AMMONIA WATER...AMMONIUM ACETATE (3 TEASPOONSFUL IN WATER), EGG WHITES, ACTIVATED CHARCOAL. AMMONIUM SALTS ARE PROBABLY BEST BECAUSE THEY TRANSFORM FORMALDEHYDE INTO METHENAMINE... /FORMALDEHYDE/
SEE FORMALDEHYDE. 2. DEMULCENTS: MILK, EGGS, ALUMINUM HYDROXIDE GELS. 3. MORPHINE FOR CONTROL OF PAIN... 4. COMBAT SHOCK BY IV ADMIN OF ISOTONIC SALINE, PLASMA, OR WHOLE BLOOD... 5. TO CORRECT ACIDOSIS, GIVE SODIUM BICARBONATE OR M/6 SODIUM LACTATE SOLN IV... 6. ARTIFICIAL RESP, IF INDICATED... /FORMALDEHYDE/
SEE FORMALDEHYDE. 7. PENICILLIN OR OTHER ANTIBIOTIC IF INFECTION APPEARS... 8. WASH AFFECTED SKIN WITH LARGE QUANTITIES OF SOAP & WATER. LAB. URINALYSIS MAY REVEAL RED BLOOD CELLS (SOMETIMES GROSS HEMATURIA) & CASTS. /FORMALDEHYDE/
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- YK0350000
- ridadr
- UN 1325 4.1/PG 2
- 毒性
- LD50 orally in Rabbit: 8190 mg/kg LD50 dermal Rabbit > 3980 mg/kg
- hs_code
- 2912 50 00
- risk_code
- 11-37-63
- 化審法
- (5)-1084
- hazard_code
- F,Xn
- safety_code
- 36/37-46
- hazard_class
- 4.1
- packing_group
- III
- 自然発火温度
- 777 °F
- Hazard Classifications
- Flam. Sol. 1Repr. 2STOT SE 3
- ストレージクラス
- 4.1B - Flammable solid hazardous materials
- 有毒物質データの
- 110-88-3(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
Used for organic synthesis, as a disinfectant, and in fuel; [Hawley]
Using Disinfectants or Biocides [Category: Clean]
ORG SYNTHESIS; DISINFECTANT; NONLUMINOUS, ODORLESS FUEL
General Manufacturing Information
Plastics Material and Resin Manufacturing
1,3,5-Trioxane: ACTIVE
SYM-TRIOXANE...A TRIMER OF FORMALDEHYDE; NOT TO BE CONFUSED WITH PARAFORMALDEHYDE...WHICH CONSISTS OF 8 OR MORE FORMALDEHYDE UNITS.
IN NON-AQ SYSTEMS, READILY CONVERTED TO MONOMERIC FORMALDEHYDE BY SMALL CONCN STRONG ACIDS @ RATE DETERMINED BY ACID CONCN.
SUBLIMABLE PERFUME COMPOUNDS CONTAIN TRIOXYMETHYLENE.
CYCLIC ETHERS SUCH AS SYM-TRIOXANE ARE USED TO PREVENT DECOMP OF HALOAMIDE ANTIMICROBIAL AGENTS, SUCH AS DBNPA.
応用分野
解説化学式 C3H6O3 。トリオキシメチレンは,トリオキサン,メタホルムアルデヒドともいう。無色の結晶。融点 64℃,沸点 114.5℃。弱酸性で加水分解されるが,中性,アルカリ性では安定である。ホルムアルデヒド3分子が環状に重合した構造をもつ。さらに重合すると鎖状の高分子ポリオキシメチレンを生じる。ブリタニカ国際大百科事典 小項目事典 ブリタニカ
用途アセタール共重合樹脂製造原料
使用1,3,5-Trioxane is used in organic chemical processes such as aldol condensation of amides and syntheses of chloromethyl esters or other plastics.
一般的な説明Transparent crystals or white crystalline solid with a pleasant odor resembling the odor of chloroform. Melts at 62°C; boils at 115°C without polymerization. The cyclic trimer of formaldehyde.
調製方法
純化方法Crystallise 1,3,4-trioxane from sodium-dried diethyl ether or water, and dry it over CaCl2. It can also be purified by zone refining. [Beilstein 19 H 381, 19 II 392, 19 III/IV 4710, 19/9 V 103.]
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 saturated organic heteromonocyclic parent that is cyclohexane in which the carbon atoms at positions 1, 3 and 5 are replaced by oxygen atoms.
関連反応
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