基本情報
- 標準SMILES
CCC(CO)(CO)CO- InChIKey
ZJCCRDAZUWHFQH-UHFFFAOYSA-N- 分子式
- C6H14O3
- 平均分子量
- 134.17 g/mol
- 単同位体質量
- 134.09429431
概要
Trimethylolpropane is a primary alcohol.
名称と識別子
- 優先名称
- Trimethylolpropane
- IUPAC
- 2-ethyl-2-(hydroxymethyl)propane-1,3-diol
- 現地名
- トリメチロールプロパン
- 英語名
- Trimethylolpropane
- 分子式
- C6H14O3
- 分子量
- 134.17
名称と別名
Trimethylolpropane77-99-62-Ethyl-2-(hydroxymethyl)-1,3-propanediol1,1,1-TRIS(HYDROXYMETHYL)PROPANEEthriolHexaglycerineEtriolEttriolTMP (alcohol)Propylidynetrimethanol1,1,1-TrimethylolpropaneEthyltrimethylolmethane
名称をさらに表示
トリメチロールプロパン2-(ヒドロキシメチル)-2-エチル-1,3-プロパンジオール1,1,1-プロパントリイルトリスメタノール2-エチル-2-(ヒドロキシメチル)プロパン-1,3-ジオール2,2-ビス(ヒドロキシメチル)-1-ブタノール2-エチル-2-ヒドロキシメチル-1,3-プロパンジオール1,1,1-トリス(ヒドロキシメチル)プロパン2,2-ジ(ヒドロキシメチル)-1-ブタノール2-エチル-2-ヒドロキシメチルプロパン-1,3-ジオール1,1',1''-プロピリジントリメタノール2,2-ビス(ヒドロキシメチル)ブタン-1-オール1,1,1-プロパントリイルトリス(メタノール)1,1,1-プロパントリメタノール2-エチル-2-(ヒドロキシメチル)-1,3-プロパンジオールプロパン-1,1,1-トリメタノールプロピリジントリスメタノールエチルメチリジントリスメタノールプロピリジントリメタノール2-エチル‐2-ヒドロキシメチル-1,3-プロパンジオ-ル１，１，１トリス（ヒドロキシメチル）プロパンTrimethylol propaneHEXAGLYCEROLTrimethylopropaneTrimethylolpropanTrimethylol
1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-Tri(hydroxymethyl)propaneTris(hydroxymethyl)propane2,2-Bis(hydroxymethyl)-1-butanolMethanol, (propanetriyl)tris-2-Ethyl-2-(hydroxymethyl)propanediolPropane, 1,1,1-tris(hydroxymethyl)-DTXSID2026448
データベース識別子
- CAS
77-99-6- PubChem CID
- 6510
- DTXSID
DTXSID2026448- ChEMBL
CHEMBL3185136- ChEBI
CHEBI:183310- UNII
- 090GDF4HBD
- EC Number
- 201-074-9
- Nikkaji
- J35.936J
物性
構造計算による物性
- XLogP
- -0.8
- 極性表面積
- 60.7 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 3
- 回転可能結合数
- 4
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 60.4
実験および物理化学的性質
Polymers
Other Classes -> Alcohols and Polyols, Other
Plastics -> Heat stabilisers
Plastics -> N.a.
SpringerMaterials PropertiesBoiling point
LogP-0.5
Density1.084 g/cm³
Color/Form
WHITE POWDER OR PLATES
COLORLESS CRYSTALS
Solubility
SOL IN ALL PROP IN WATER, ALCOHOL; INSOL IN BENZENE, CARBON TETRACHLORIDE
Solubility in water at 20 °C: miscible
Flash Point172 °C c.c.
Boiling Point
160 °C @ 5 MM HG
292-297 °C
Melting Point
58 °C
58 °C
Vapor DensityRelative vapor density (air = 1): 4.63
Vapor Pressure0.0000449 [mmHg]
Food Contact Substances
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
物理化学的性質
- 融点
- 56 · 56-58 °C(lit.)
- 沸点
- 159 · 159-161 °C2 mm Hg(lit.)
- 比重(密度)
- 1.176 · 1.176
- 蒸気密度
- 4.8 · 4.8 (vs air)
- 蒸気圧
- 1 mm · <1 mm Hg ( 20 °C)
- 屈折率
- 1.485 · 1.4850 (estimate)
- 闪点
- 172 °C · 172 °C
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 2 O: · H2O: 0.1 g/mL、透明
- 酸解離定数(Pka)
- 14.01 · 14.01±0.10(Predicted)
- 外見
- フレーク
- 色
- 白い
- PH
- 6.5 · 6.5 (100g/l, H2O, 20℃)(External MSDS)
- 爆発限界(explosive limit)
- 2 · 2-11.8%(V)
- 水溶解度
- 溶ける
- BRN
- 1698309 · 1698309
- Henry's Law Constant
- 1.2 · 1.2×106 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 化粧品成分の機能
- 保湿剤溶媒
- InChI
- 1S/C6H14O3/c1-2-6(3-7,4-8)5-9/h7-9H,2-5H2,1H3
- InChIKey
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N
- SMILES
- CCC(CO)(CO)CO
- LogP
- -0.975 · -0.975 (est)
- CAS データベース
- 77 · 77-99-6(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · 1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-(77-99-6)
- EPAの化学物質情報
- Trimethylolpropane (77-99-6)
化学的性質
化学的特性Trimethylolpropane is a Colorless, hygroscopic crystals. Soluble in water and alcohol. Combustible.The three primary hydroxyl groups undergo the normal OH group reactions.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 94% (4784 of 5087) of all reports.
Not Classified
Aggregated GHS information provided per 5087 reports by companies from 12 notifications to the ECHA C&L Inventory.
Danger
H360: May damage fertility or the unborn child [Danger Reproductive toxicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
危険有害性情報
Regulatory Information
Chemical: 1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-
1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)- 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: 18-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15407
Trimethylolpropane: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-: Human health tier I assessment
Fire HazardsCombustible. Finely dispersed particles form explosive mixtures in air.
Hazards SummaryCauses somnolence and respiratory depression in lethal-dose feeding studies of rats and mice; [RTECS] An eye and respiratory tract irritant; [ICSC] May cause irritation; [MSDSonline]
Chemical DangersReacts violently with strong oxidants.
Hazard Classes and Categories
Not Classified
Reproductive toxicity - Category 1B
Explosive Limits and PotentialExplosive limits , vol% in air: 2.0-11.8
安全と保護具
Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide.
First Aid Measures
Fresh air, rest.
Remove contaminated clothes. Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth.
Safe StorageSeparated from strong oxidants. Dry. Well closed.
Spillage DisposalPersonal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. Wash away remainder with plenty of water.
Eye PreventionWear safety goggles.
Fire PreventionNO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.
Inhalation RiskA nuisance-causing concentration of airborne particles can be reached quickly when dispersed.
Skin PreventionProtective gloves.
Exposure PreventionPREVENT DISPERSION OF DUST!
Ingestion PreventionDo not eat, drink, or smoke during work.
Inhalation PreventionUse local exhaust or breathing protection.
Effects of Short Term ExposureMay cause mechanical irritation to the eyes and respiratory tract.
毒性情報
Adverse EffectsNeurotoxin - Acute solvent syndrome
Signs and Symptoms
Cough.
Redness.
Cough.
Toxicity DataLC50 (rat) > 850 mg/m3/4h
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- TY6470000
- 毒性
- LD50 orally in Rabbit: > 2500 mg/kg
- hs_code
- 29054100
- 化審法
- (2)-245
- safety_code
- 22-24/25
- 自然発火温度
- 375 °C DIN 51794
- Hazard Classifications
- Repr. 2
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 77-99-6(Hazardous Substances Data)
化学と産業
用途と製造
Uses
Used to make varnishes, alkyd resins, polyesters, UV cross linking agents, and esters; Also used in synthetic drying oils, urethane foams and coatings, silicone lube oils, lactone plasticizers, textile finishes, surfactants, epoxidation products, and as a cross-linking agent for spandex fibers; [HSDB] Used to make resins in closed systems; [OECD SIDS: Trimethylolpropane]
Textiles (Fiber & Fabric Manufacturing) [Category: Industry]
CONDITIONING AGENT; MFR OF VARNISHES, ALKYD RESINS; SYNTHETIC DRYING OILS; URETHANE FOAMS & COATINGS; SILICONE LUBE OILS; LACTONE PLASTICIZERS; TEXTILE FINISHES; SURFACTANTS; EPOXIDATION PRODUCTS
CHEM INT FOR POLYESTERS FOR POLYURETHANE FOAMS
CHEM INT FOR POLYESTERS FOR ALKYD SURFACE COATINGS
CHEM INT FOR PLASTICTZERS, EG, THE TRIHEPTANOATE ESTER
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) No Data
(1981) No Data
U.S. Production
2023: 25,000,000 - <40,000,000 lb
(1979) 1.68X10+10 GRAMS (ESTIMATE)
(1981) 1.62X10+10 GRAMS (ESTIMATE)
Consumer UsesPigment
Industry UsesNot Known or Reasonably Ascertainable
Methods of ManufacturingALDOL CONDENSATION OF N-BUTYRALDEHYDE WITH EXCESS FORMALDEHYDE IN THE PRESENCE OF A BASE CATALYST, EG, SODIUM HYDROXIDE
Household ProductsInformation on 21 consumer products that contain Trimethylolpropane in the following categories is provided:
Use Classification
Plastics -> Polymer Type -> N.a.
Plastics -> Heat stabilisers
General Manufacturing Information
Paint and Coating Manufacturing
1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-: ACTIVE
応用分野
解説トリメチロールプロパンとは、常温において無色～白色の微臭の固体の有機化合物です。 製品形状としては粉末状のものからペレット状のものがあり、TMPという略称で呼ばれています。そのほか、2-エチル-2-ヒドロキシメチル-1,3-または1,1,1-トリス・ (ヒドロキシメチル) という別名もあります。 水には完全に溶解し、アルコール、には易溶、四塩化炭素、、エーテルには可溶、芳香族炭化水素類には難溶です。可燃性であるほか、強酸化剤と激しく反応するため、使用と保管の際には避ける必要があります。
用途アルキド樹脂原料
使用Trimethylolpropane acts as a precursor to alkyd resins, high-gloss coatings and ion exchange resins. It is also employed as a multifunctional monomer utilized for the production of coatings, ethoxylated and propoxylated trimethylolpropane derivatives. Further, it serves as a building block in the polymer industry.
使用用途トリメチロールプロパンの使用用途として、アルキド樹脂、、可塑剤、界面活性剤、湿潤剤、繊維加工剤、写真薬原料などのポリマー原料や合成原料、中間物などが挙げられます。3つの水酸基を持つため、とエステル化により結合させることでラジカル重合用の架橋剤や、水酸基とイソシアネート基 (-N=C=O) が反応してウレタン結合を形成することから、の架橋を行う際に用いられるケースが多いです。 トリメチロールプロパンの2つの水酸基にアリル基 (-CH2CH=CH2) をエーテル結合で付加させたトリメチロールプロパンジアリルエーテルも市販されており、不飽和ポリエステル樹脂やアルキド樹脂の成分、その他樹脂の架橋剤などにも用いられています。
調製方法
合成方法ブチルアルデヒドとホルムアルデヒド的アルドール反応とCannizzaro反応
純化方法Crystallise it from acetone and ether and it distils at high vacuum. [Beilstein 1 III 2349.]
純化方法Various procedures have been suggested for separating the trimethylolpropane from the formate. For instance, the concentrated reaction solution can be extracted with an organic solvent, which is then evaporated and the crude trimethylolpropane is purifified by vacuum distillation. In another variant, the aqueous reaction solution is evaporated until most of the sodium formate crystallizes and is removed by hot fifiltration. The application of electrodialysis has also been suggested. The liquid trimethylolpropane which remains is liberated of residual salts with an ion exchanger and then distilled. The removal of discoloring impurities is described in. Cyclic diethers of the acetal type (1,3-dioxanes, formals) can be converted into TMP and methanol by metal-catalyzed hydrogenation. Removal of high boiling acetals by acid treatment has been described.
上流・下流製品情報
上流原料
下流製品
補足説明
定義本品は、次の化学式で表される有機化合物である。
定義ChEBI: Trimethylolpropane is a primary alcohol. It is used as a precursor for the manufacture of resins including alkyds, saturated polyesters and polyurethanes (polyester polyol and polycarbonate diol).
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