甲缩醛

Dimethoxymethane

HCID 8020CAS 109-87-5

基本信息

标准SMILES
COCOC
InChIKey
NKDDWNXOKDWJAK-UHFFFAOYSA-N
分子式
C3H8O2
平均分子量
76.09 g/mol
单同位素质量
76.0524295

概述

Methylal appears as a clear colorless liquid with a chloroform-like odor. Flash point 0 °F. Boiling point 42.3 °C. Density 0.864 g / cm3 at 68 °F (20 °C). Vapors heavier than air.

名称与标识

首选名称
Dimethoxymethane
IUPAC
dimethoxymethane
中文名
甲缩醛
英文名
Dimethoxymethane
分子式
C3H8O2
分子量
76.09

名称与别名

Dimethoxymethane109-87-5METHYLALFormalMethane, dimethoxy-Formaldehyde dimethyl acetalDimethyl formalAnesthenyl2,4-DioxapentaneMethylene dimethyl etherBis(methoxy)methaneMethoxymethyl methyl ether
展开更多名称
甲缩醛二甲醇缩甲甲醛缩二醇二甲氧甲烷甲撑二甲醚二甲醇縮甲醛二甲醇缩甲醛二甲氧基甲烷甲醛缩二甲醇甲缩醛 DMM1,1-DIMETHOXYMETHANEMethylaMethyl formalDIMETHYLFORMALFORMALDEHYDE DIMETHYLmethanal,dimethylacetal
Formaldehyde methyl ketalMetylalFormaldehyde dimethylacetal7H1M4G2NUEDTXSID1025564CHEBI:48341RefChem:134194DTXCID905564

数据库标识

CAS
109-87-5
PubChem CID
8020
DTXSID
DTXSID1025564
ChEMBL
CHEMBL15537
ChEBI
CHEBI:48341
UNII
7H1M4G2NUE
EC Number
203-714-2
Nikkaji
J3.250F

性质

结构计算性质

XLogP
0.2
极性表面积
18.5 Ų
氢键供体
0
氢键受体
2
可旋转键
2
重原子
5

实验与物化性质

Chemical Classes · 3 条

Other Classes -> Acetals

Flammable agents - 3rd degree

Volatile Organic Compound (VOC)

CosmeticsSolvent
SpringerMaterials PropertiesSchoenflies notation
LogP · 2 条

log Kow= 0.0

0.18

Odor · 2 条

CHLOROFORM ODOR

Chloroform-like odor.

TastePUNGENT TASTE

物理化学性质

熔点
-105 °C · -105 °C
沸点
41 · 41-43 °C
密度
0.86 g/mL · 0.860 g/mL at 20 °C(lit.)
蒸气密度
2.6 · 2.6 (vs air)
蒸气压
6.38 psi · 6.38 psi ( 20 °C)
折射率
20 · n20/D 1.354

化学性质

无色澄清易挥发可燃液体,有氯仿气味和刺激味。 溶于3倍的水[20℃时水中溶解度32%(重量)]。与多数有机溶剂混溶。

安全与法规

GHS分类

GHS Classification · 6 条

This chemical does not meet GHS hazard criteria for 1.2% (5 of 433) of reports.

Danger

H225 (98.8%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 433 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危害信息

Regulatory Information · 6 条

Chemical: Methane, dimethoxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Methane, dimethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methane, dimethoxy- 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: 27-10-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/5159

Methane, dimethoxy-: HSNO Approval: HSR001047 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 3 条

FLAMMABLE. Irritating gases may be produced when heated. Containers may explode in fire. Flashback along vapor trail may occur. Vapor may explode if ignited in an enclosed area. Irritating formaldehyde gas may be present in smoke. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Heating will cause rise in pressure with risk of bursting. Vapour/air mixtures are explosive. Risk of fire and explosion on contact with strong oxidizing agents or strong bases.

Fire PotentialDANGEROUS, WHEN EXPOSED TO HEAT, FLAME, OXIDIZERS
Health Hazards · 2 条

VAPOR: Irritating to eyes, nose and throat. Harmful if inhaled. LIQUID: Irritating to skin and eyes. Harmful if swallowed. (USCG, 1999)

· Inhalation or contact with material may irritate or burn skin and eyes.

Hazards SummaryAnimal inhalation studies: anesthesia and damage to the liver and other organs; [ACGIH] A skin, eye, and respiratory tract irritant; Inhalation of high concentrations can cause CNS depression; [ICSC]

安全与防护

Fire Fighting · 2 条

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

Use water spray, dry powder, carbon dioxide, alcohol-resistant foam. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 条

Fresh air, rest. Refer for medical attention.

First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 条

· 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.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 条

Excerpt from NIOSH Pocket Guide for Methylal:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants and strong bases. Cool. Keep in the dark. Well closed. Store only if stabilized. Store in an area without drain or sewer access.
Exposure Control and Personal Protection · 2 条

· Wear positive pressure self-contained breathing apparatus (SCBA).

500.0 [ppm]

毒理信息

Body Burden · 1 条

In the EPA National Human Adipose Survey for fiscal year 1982, 46 composite samples categorized broadly by region and age group were analyzed for pollutants(1). Methylal was identified in one sample from the northeast US in the >45 age group.

Target OrgansEyes, skin, respiratory system, central nervous system
Environmental Fate · 3 条

TERRESTRIAL FATE: If released on land, methylal would volatilize rapidly due to its high vapor pressure and Henry's Law constant and low adsorptivity to soil. It would also exhibit high mobility in soil. The importance of biodegradation in soil is unknown. (SRC)

AQUATIC FATE: If released to water, methylal will be primarily lost through volatilization. Its half-life in a model river is estimated from a calculated Henry's Law constant to be 7.2 hr(1-3). Adsorption to sediment and particulate matter in the water column, and bioconcentration should not be important. The importance of biodegradation in water is unknown. Hydrolysis is fairly slow(SRC).

ATMOSPHERIC FATE: The atmosphere is the sink for methylal. In the atmosphere, methylal will degrade by reaction with photochemically-produced hydroxyl radicals. The half-life for this reaction is estimated to be 2.3 days(1). Methylal is highly soluble in water, 2.44X10+5 ppm(2), and would be washed out by rain. However, methylal thus remove would be recycled back into the atmosphere. (SRC)

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 条

The substance can be absorbed into the body by inhalation of its vapour.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 5 条

Cough. Dizziness. Drowsiness. Headache. Sore throat. Unconsciousness.

Dry skin.

Redness. Pain.

Abdominal pain. Nausea. Vomiting. Further see Inhalation.

irritation eyes, skin, upper respiratory system; anesthesia

法规信息

TSCA Requirements · 1 条

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Methane, dimethoxy- is included on this list.

安全数据

F
21
wgk
1
tsca
TSCA listed
毒性
LD50 orally in Rabbit: 6653 mg/kg
RTECS号
PA8750000
包装类别
II
毒性防护 · 3 条

急性毒性吸入-大鼠 LC50: 47 克/立方米; 吸入-小鼠 LC50: 57 克/立方米/7小时

刺激数据眼睛-兔 0.1 毫升 中度

职业标准TLV-TWA 3100毫克/立方米; STEL 3900毫克/立方米

包装储运 · 4 条

爆炸物危险特性与空气混合形成爆炸性混合物

可燃性危险特性; 火场释放辛辣刺激烟雾

储运特性库房通风低温干燥; 与氧化剂, 酸类分开储运存放

灭火剂干粉, 泡沫, 二氧化碳, 1211

化学与工业

药理信息

Metabolism/Metabolites · 1 条

Methylal (dimethoxymethane) ... was metabolised by rats to methanol and dimethyl ether in equimolar ratio, regardless of the route of administration. Symptoms of methylal poisoning and the typical damage to the retina and optic nerve are the same as those seen in methanol poisoning. Inhalation experiments showed that the blood methanol concentration is proportional to the concentration of methylal in the air.

用途与制造

Uses · 6 条

Used as a solvent for adhesives and coatings, a fuel, and an intermediate for other organic compounds; [ACGIH] Has been used as an anesthetic; [HSDB]

Painting (Solvents) [Category: Paint]

IN PERFUMERY; MFR ARTIFICIAL RESINS; REACTION MEDIUM FOR GRIGNARD & REPPE REACTIONS

EXTERNALLY AS OINTMENT AND INTERNALLY AS AN ANAESTHETIC AND HYPNOTIC

SPECIAL PURPOSES FUEL; SOLVENT FOR ADHESIVES & COATINGS; IN ORG SYNTHESES

In methacrylate mfg

U.S. Production2023: 1,000,000 - <2,500,000 lb
Consumer UsesSolvent
Industry UsesIntermediate
Methods of Manufacturing... BY CATALYTIC VAPOR-PHASE OXIDN OF METHANOL IN PRESENCE OF SMALL AMT OF HYDROCHLORIC ACID; FROM METHANOL & FORMALDEHYDE. FROM PARAFORMALDEHYDE + METHANOL IN PRESENCE OF CALCIUM CHLORIDE + HYDROCHLORIC ACID.
Household ProductsInformation on 10 consumer products that contain Dimethoxymethane in the following categories is provided:
应用领域 · 3 条

用途二甲醇缩甲醛主要用于生产阴离子效换树脂,也作溶剂和特种燃料。其溶解能力比乙醚、丙酮强,和甲醇和共沸混合物能溶解含氮量高的硝化纤维素。但由于其蒸气有较强麻醉性,不宜作一般溶剂使用,通常作特殊声合的溶剂。还用于香料制造、生产人造树脂,用作格利雅反应和雷帕(合成)反应的反应介质。

用途用于生产阳离子交换树脂和溶剂等

用途用作溶剂、分析试剂 溶解特性,与醇醚丙酮等混溶,能溶解大多数树脂,溶解能力较强。是卤代烃和DMF较好的替代品。16度时在水中溶解32.3%因此可用在开发的水性涂料和胶粘剂。应用:已经在气雾剂、涂料、合成皮革、汽车上光剂、皮革上光剂、UV上光剂、磨光油、覆膜胶、万能胶、喷胶、空气清新剂、天那水中得到广泛的应用。

制备方法

生产方法在浓硫酸催化下,甲醇和甲醛在合成塔中反应。生成的甲缩醛从塔丁馏出,塔丁温度控制在41.5-42℃,从产物中分离未反应的甲醇供循环使用,得含量为85%以上的二甲醇缩甲醛。每吨产品消耗甲醇1100kg,37%的甲醛1300kg。产品二甲醇缩甲醛中的杂质主要是甲醇和甲醛,当要求较高纯度时,可用碱性过氧化氢氧化除去甲醛,加金属钠蒸馏可除去甲醇。

试剂价格

D0637 · 25ML
二甲氧基甲烷Dimethoxymethane — 180元
D0637 · 100ML
二甲氧基甲烷Dimethoxymethane — 250元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海犇特化工有限公司13761726461 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
聊城作之杭化工有限公司19163518031; 19163518031

相关反应

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